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Holiday Homes in Andover

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    Don't let other travellers get your favourite Andover area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 99 Rentals in Andover
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    Andover
    2 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    The following rentals are within 15 kilometres of Andover.
    A Vermont House for All Seasons1 / 18
    (14)Excellent
    Ludlow
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Log Cabin With Views1 / 13
    (5)Excellent
    Grafton
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Oma's Kottage1 / 17
    (4)Excellent
    Ludlow
    6 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Wi-Fi
    • Private Garden
    • Central Heating
    • Parking
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    I picked this house without knowing anything about Vermont or about Ludlow.The house is very clean, well organized, well equipped and comfortable. of the 5 bedrooms. Each...
    Reviewed 23 January 2018
    On a recent fall trip to VT, had an all-around pleasant experience at Oma's Kottage in Ludlow. The neat, clean, well-maintained exterior with private yard next to a mountain...
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    About this property
    Once you arrive at this comfortable and charming home you will not need to drive again. The 'Kottage' is located conveniently in the village of Ludlow with short walks to restaurants, pubs, breakfast cafes and Beautiful OKEMO Mtn. The location also affords a quiet and restful setting nestled next...
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    Ludlow, Vermont 05149
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 11
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    Beautiful Okemo chalet with Hot Tub1 / 26
    (5)Excellent
    Ludlow
    4 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Grill
    • Mountain Views
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • Central Heating
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our house is located 3.5 miles from the main entrance to Okemo Mountain. There's plenty of off-street parking available (5 cars without the need for jockeying them around). Open floor plan, wood stove (loaded firewood rack in mudroom) 5 TVs (ALL flat screens) Blu-Ray, DVD and VCR. Game room with...
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    Ludlow, Vermont 05149
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 16
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    Close to Okemo, 25 Acre Mtn Playground, 2 Bd, Great Ski Access, VAST trails1 / 13
    (1)Very good
    Ludlow
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Parking
    • Washer
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 March 2017
    This is a terrific, family-friendly rental with all the amenities just a hop skip and jump from Okemo Mountain. The kids loved staying in this spacious home-away-from-home and...
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    About this property
    Awe-inspiring views and a peaceful vibe come together at The Big Barn Farm to serve up a fabulous vacation for any season! The Big Barn Farm has two 2-bedrooom condos which have been completely updated with all the modern amenities. This listing is for the Lower Unit. The Big Barn Farm is a...
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    Ludlow, Vermont 05153
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Little Brook House at Echo Lake1 / 20
    (1)Excellent
    Ludlow
    5 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • DVD Player
    • Waterfront
    • Hot Tub
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 December 2013
    Stayed here in late September. I didn't really know the area and wanted to explore so we were not there much during the day. There were only 2 of us and our dogs. We used the...
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    About this property
    LITTLE BROOK HOUSE AT ECHO LAKE Looking for the perfect ski house for your group, convenient to Okemo and Killington? Little Brook House at Echo Lake is comfortable, homey and accessible to both, on VT-100 - 3.5 miles to Okemo's Jackson Gore lift, 11 miles to the Killington Skyeship. This...
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    Ludlow, Vermont 05149
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 13
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    Charming, dog-friendly home w/ huge deck & game room - minutes to Okemo1 / 32
    (1)Very good
    Ludlow
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Grill
    • Parking
    • Washer
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Good dog friendly home in the woods. Very spacious for up to 10 people. Good price. A few notes: if you're looking for that VT fly fish or trout experience, not the right area...
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    About this property
    Year-round outdoor fun awaits at this lovely home in the hills of southern Vermont! Located right on the banks of Lake Rescue and just a few miles from Okemo Mountain Resort, this spacious rental accommodates up to 10 guests and features a huge deck, a game room, and a cozy wood-burning fireplace,...
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    Ludlow, Vermont 05149
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Charming Ski Chalet Close to Main St & Okemo Mtn1 / 26
    (1)Excellent
    Ludlow
    3 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
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    Amenities & Details
    • Mountain Views
    • Washer
    • Patio
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2015
    My wife myself and two adult children spent a weekend in late August. The house was clean, well equipped and comfortable. There is plenty of beds for an extended family.The...
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    About this property
    New Listing 1st Night 1/2 Off! Charming Ski Chalet Close to Main St & Okemo Mtn Welcome to The Hromada Inn! (The 'H' is silent) Our home is located less than an half mile from Main Street, Ludlow and less than 2 miles from Okemo Mountain Ski Resort. Just purchased in August of 2013 our family...
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    Ludlow, Vermont 05149
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 13
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    Ski-in/Ski-out mountain-side condo close to everything!1 / 31
    (2)Very good
    Ludlow
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Internet Access
    • Parking
    • Terrace
    • Washer
    • Balcony
    • Cable/satellite TV
    • DVD Player
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 October 2017
    Great location, but modest condo. No A/C or elevator, but very clean condo and wonderful local team of employees.
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    About this property
    Hit the slopes in no time at this convenient ski-in/ski-out condo in Okemo, where you can enjoy plenty of amenities and a prime location at one of Vermont's top ski destinations. This vacation rental is ideal for both avid skiers and snowboarders, or families looking for a winter getaway - you'll...
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    Ludlow, Vermont 05149
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Vermont Log Home On 21 Acres Btwn Okemo/killington1 / 35
    (3)Excellent
    Ludlow
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Porch
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Balcony
    • DVD Player
    • Grill
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 March 2018
    Thank you Bill for keeping your home in such a magnificent mountain climate. Your house reminds me places that I have visited in my home country during my mountain trips. My...
    Reviewed 18 January 2017
    Love this place, lots of different places for people to sleep, myself and the other guests took full advantage of the wood burning furnaces the entire weekend, always clean, we...
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    About this property
    Dreaming of a Vermont vacation? OUR 'HOME AWAY FROM HOME' IN MOUNT HOLLY IS LESS THAN THREE HOURS FROM BOSTON... and... LESS THAN FIVE HOURS FROM NEW YORK CITY...(the 'Ethan Allan Express' and 'The Vermonter' on Amtrak run daily from Penn Station to Rutland and Bellows Falls, Vermont...just in...
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    Ludlow, Vermont 05758
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    Landgrove
    8 Bedrooms, 10 Bathrooms, Sleeps 22 Quick View
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    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Balcony
    • Grill
    • Hot Tub
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A Gertrude Rentals property! Enormous farm-house with 6 suites, 8 fireplaces, 5 spa-baths, 8 baths, stained glass windows, commercial cellar bar with stone fireplace, sun-deck, chefs kitchen, sunroom with wall-to-wall windows, hot tub, lush tapestry curtains, Oriental rugs, 100% cotton sheets, and...
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    Landgrove, Vermont 05148
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 22
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    Vermont Country Lake House1 / 21
    (3)Very good
    Ludlow
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Mountain Views
    • DVD Player
    • Central Heating
    • Grill
    • Outdoor Dining Area
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2016
    The place has everything and anything a summer rental should have including a big deck, large yard for lawn games, and a great fire pit. Easy walking access to the lake and...
    Reviewed 26 August 2016
    Arriving during a downpour, we had to open all the windows due to the high humidity and use the old dusty box fans in the house to get the air moving. Once we got over the very...
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    About this property
    5 bedroom, 3 bath house in wooded setting for weekly or weekend rental. Nicely decorated and very clean. Enjoy the mountains or just relax. Walk to lake, boat rentals, near golf, shopping, hiking. 5 minutes from Okemo, 20 minutes from Killington. great summer or for fall foliage
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    Ludlow, Vermont 05149
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    Cozy Londonderry Log Cabin Near Summer Activities!1 / 24
    (1)Very good
    Londonderry
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Washer
    • Central Heating
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 October 2017
    My husband and I and our 2 dogs stayed here on a fall trip to the Northeast. The home was easy to find and close to Londonderry. We enjoyed the wonderful living room and the...
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    About this property
    Your summer adventures begin at ‘West River Lodge,’ a warm and cozy 3-bedroom, 1-bathroom vacation rental log cabin, with accommodations for 6 in the southern Vermont woods. With 3.5 acres of private woodlands and a great location minutes from many summer activities (Vermont Summer Festival,...
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    Londonderry, Vermont 05148
    Cabin Holiday Rental - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    25 Acre Mtn Playground, 2 Bd, Great Ski Access, Close to Okemo, VAST trails1 / 26
    (1)Excellent
    Ludlow
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Internet Access
    • Parking
    • Central Heating
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 February 2016
    With a large, fully-serviceable kitchen, we baked bread and muffins, made homemade pizzas, and pasta, and even pancakes and bacon with no shortage of cookware. A washer /dryer...
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    About this property
    Modern 2 Bedroom Condo In A Charming Farmhouse, 25 Beautiful, Quiet Acres - 5 Miles To Okemo Awe-inspiring views and a peaceful vibe come together at The Big Barn Farm to serve up a fabulous vacation for any season! The Big Barn Farm has two 2-bedrooom condos which have been completely updated...
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    Ludlow, Vermont 05153
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Ludlow
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2BR, 2.5BA condo is located in the new SouthFace Village condos on Okemo Mountain. This split level condo is a newly built, modern, ski in/ski out oasis on the southeast face of Okemo mountain. Southface has its own designated chair lift just outside of the building. The open concept living,...
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    Ludlow, Vermont 05149
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Proctorsville
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Washer
    • Central Heating
    • Mountain Views
    • DVD Player
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3 Bedrooms, 1 Bathroom, Sleeps 6 has Sofa Bed for kids. This home is located 5 miles from Okemo Mountain. Okemo is a great family resort for skiing. If its snowmobile trails you are looking for the house is near VAST Trails. Also there is snowmobile rental about 1 mile away. There is a shuttle...
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    Proctorsville, Vermont 05153
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    6 BR Ski Chalet in VT Green Mountains1 / 40
    (4)Very good
    Ludlow
    6 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Washer
    • Waterfront
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 2018
    Place was nice and tidy when we arrived, having two floors was a plus with plenty of space for our family. Neighbors were friendly, one even had a really nice dog that came to...
    Reviewed 31 March 2017
    We had a great time. The home is near the ski areas, Okemo is just minutes down the road. We found the drive to the Killington Bear mountain lot to be very quick too. Some of my...
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    About this property
    Lake Rescue Chalet – A Large, Cozy Ski House Minutes from Okemo and Killington This house has it all – a glorious outdoor hot tub to sink into after a hard day skiing nearby Okemo or Killington. Six bedrooms. Two kitchens, two living rooms and two dining rooms. Plenty of room for your group of up...
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    Ludlow, Vermont 05149
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 16
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    Proctorsville
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Patio
    • Hot Tub
    • Mountain Views
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home is a beautiful 3 bedroom, 2 bath with large family room and sleeps 10. In winter we are 4 minutes to skiing at the fabulous resort of Okemo/Jackson Gore. You ski, board, ice skate, snowmobile, snow shoe, cross country or go to the spa for a day of fun. At our house we have an outdoor hot...
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    Proctorsville, Vermont 05153
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Charming Vt. Farmhouse with spectacular mt. views. Children welcome1 / 22
    (2)Excellent
    Londonderry
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Wi-Fi
    • Washer
    • Grill
    • Cable/satellite TV
    • Mountain Views
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to The Humphreys Farmhouse, a 65-acre year-round vacation home in Vermont. Located in the heart of the Green Mountains minutes away from skiing in the winter, and hiking, swimming and many other activities in the summer, Humphreys Farm is a great place to get away from it all and have fun....
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    Londonderry, Vermont 05148
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    WALK TO SKI TRAIL ON OKEMO! Private Home w/ Hottub1 / 21
    (8)Excellent
    Ludlow
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Wi-Fi
    • Mountain Views
    • DVD Player
    • Parking
    • Central Heating
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 November 2014
    This is a great rental property for so many reasons. First, the house is so close to the base lodge and the ski slopes - right down the street. Second, the house is great for...
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    About this property
    The Okemo House, fully renovated in 2012, is the consummate Vermont ski chalet, located just steps from the base lodge of Okemo Mountain in Ludlow, Vermont. With beds to sleep 10, this home is on a private wooded lot with views of the Okemo ski resort and is a spacious 2,000 square foot home with 4...
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    Ludlow, Vermont 05159
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Chester
    6 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
    • Terrace
    • Air Conditioning
    • Balcony
    • DVD Player
    • Porch
    • Internet Access
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This listing is an option for renting the entire Inn. Individual rooms can be rented as well. Please check our other listings for individual rooms. Thank you!!! Bed & Breakfast Inn and Teddy Bear and Toy Shop. The Inn - an historic Victorian residence circa 1850, is an enchanting B & B in the...
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    Chester, Vermont 05143
    Private Room - 6 Bedrooms, 7 Bathrooms, Sleeps 18
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    Ludlow
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Waterfront
    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    • Housekeeping Included
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning New Luxury Timberframe Home on Lake Rescue Our new (built in 2008) luxury 3,500 SF timberframe home is located directly on Lake Rescue and close to Okemo and Killington ski areas. The views of the lake and mountains are spectacular and the location is wonderful all year round. Our...
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    Ludlow, Vermont 05149
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Luxury Lake Rescue Home Near Okemo1 / 24
    (1)Excellent
    Ludlow
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Washer
    • Patio
    • Cable/satellite TV
    • Waterfront
    • Mountain Views
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our new (built in 2008) luxury 3,500 SF timberframe home is located directly on Lake Rescue and close to Okemo and Killington ski areas. The views of the lake and mountains are spectacular and the location is wonderful all year round. In summer, Lake Rescue is wonderful for swimming, kayaking,...
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    Ludlow, Vermont 05149
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Walk to ski trials on Okemo! Private Luxury Chalet1 / 29
    (1)Excellent
    Ludlow
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Parking
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Central Heating
    • Washer
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 January 2018
    This house was amazing for me and my extended family's vacation. We have been to Okemo a few times, but this was by far our favorite. The house had a ton of roome for the twelve...
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    About this property
    This Okemo Mountain home is the perfect Vermont getaway within walking distance of the slopes. Our home features a completely renovated main level including a new kitchen with cherry cabinets, granite counters, and stainless steel appliances. The main bathroom has been remodeled with a marble...
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    Ludlow, Vermont 05149
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    Ludlow
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Mountain Views
    • Wi-Fi
    • Parking
    • Hot Tub
    • Cable/satellite TV
    • Skiing: Property Is In A Ski Resort
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax in this 3-level (1700+ sq. feet) ski chalet that's a 4 minute drive from both the base lodge of Okemo Mountain Ski Resort and the center of town. Take in the 180-degree views of your wooded backyard with floor-to-ceiling windows while unwinding in front of the fireplace or relaxing in the...
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    Ludlow, Vermont 05149
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Ludlow
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Cable/satellite TV
    • Parking
    • Balcony
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful well-appointed slopeside condo right on Okemo Mountain- ski right to your door! Located in the Okemo Mountain Lodge right in the Clock Tower Village. Steps away from the lifts, lodge, learning area, ski rentals, parking as well as a couple bars and restaurants. This top floor end unit...
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    Ludlow, Vermont 05149
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Family-friendly cabin with a deck, excellent home base for skiing1 / 28
    (1)Excellent
    Londonderry
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 February 2018
    Our stay at the Sherwood Escape was exactly what we expected. Our group included 2 families (4 adults and 4 kids). The kids enjoyed sharing the bunk room together and were...
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    About this property
    Tucked away in the woods near Londonderry, Sherwood Escape offers visitors peace, quiet, and the comforts of home for up to eight guests (four adults). The warm wood interior complements the home's secluded setting, so make yourself comfortable in this spacious cabin! Bromley Ski Resort's slopes...
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    Location Information
    Londonderry, Vermont 05148
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    Ludlow
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cozy and clean three bedroom/two full bath cabin, which sleeps 6 people, offers comfort, privacy, complete amenities, easy access, and all the beauty of the Okemo Valley at an affordable price. It's perfect for weekend getaway and vacation all year round. Location, location, location: the...
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    Ludlow, Vermont 05149‎
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ludlow
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vacation home enjoyed by many over the years located at the south end of Echo Lake in Plymouth. Tremendous views of lake/mountains from the deck, kitchen, living room, and 2 upstairs bedrooms. Very family friendly swimming beach with gentle water entry with dock and float as well as 2 kayaks,...
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    Ludlow, Vermont 05149
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Chester
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    The Amare Guesthouse is a relaxed and inviting recently restored Victorian home steps from downtown Chester VT. From coffee to cocktails relax on one of the large porches. Walking distance to restaurants and pubs, rivers, farms, trails, antique shops, galleries, and a grocery store.  Enjoy small...
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    Chester, Vermont 05143
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Walk to Okemo Ski Lifts! Private 5 bedroom home.1 / 25
    (2)Excellent
    Ludlow
    5 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
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    • DVD Player
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    • Balcony
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    • Outdoor Dining Area
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    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 February 2017
    The Okemo Trailside home was very clean, lots of room and fantastic. It was exactly what we were looking for and with the five bedrooms it fit our extended family perfectly and...
    Reviewed 18 December 2014
    This house was great!!! We came with the extended family and stayed for a weekend. Okemo was almost fully open - even though it was early season. We dropped off the skiers in...
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    About this property
    Location is everything: We are across the street from the new South Face Village Ski Lift being installed Summer 2015! The Trailside Road Chalet is a beautiful ski chalet with a pool table, 5 bedrooms, 2 bathrooms and plenty of space to spread out! Completely renovated in the Summer of 2014, the...
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    Location Information
    Ludlow, Vermont 05149
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 13
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    Ludlow
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    This cottage was very, very clean. The owner supplies everything you could possibly need...to cook, clean, bathe, etc. (in case you forget something) My only complaint is the...
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    About this property
    Stay by the waterfront at this Ludlow ski cottage! With a firepit to warm up next to and room for six, you'll love this family getaway. This home is just a short walk from the shore of Lake Pauline and about one-and-a-half miles from Okemo Mountain Resort and less than 15 miles from Killington...
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    Ludlow, Vermont 05149
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Modern cabin in the woods - upscale seclusion in tranquil setting, dogs welcome!1 / 33
    (1)Very good
    Windham
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 4 weeks ago
    Having worked hard for a year on our new house in New Hampshire, my wife and I decided to unwind for a couple of days at this wooded cabin in Vermont for our 36h Wedding...
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    About this property
    If the mountains of Vermont are calling your name, come stay in this beautiful, modern cabin in the woods and revel in its superb blend of upscale design and quiet, tranquil seclusion. You can bring along your beloved dog, as well, for a small nightly fee! You'll be nestled in tall evergreens,...
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    Windham, Vermont 05359
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Ludlow
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our three story home features 3 large bedrooms, One and Half Bath, and sleeps comfortable for 8 people. The main floor has an inviting open space with wood burning fireplace, ideal for everyone to spread out and wind down, great wifi access, cable and a movie library. You will also find a fully...
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    Location Information
    Ludlow, Vermont 05149
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Windham
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience a Vermont vacation from the pages of a magazine at this three-bedroom Windham home, a secluded country house with an open living space, an expansive deck and yard, and nearby access to picturesque villages, hiking trails, and ski slopes! This home sits on a grassy, tree-lined property...
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    Location Information
    Windham, Vermont 05359
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Chester
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Secure Parking
    • Porch
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A room with calming earth tones. This is a medium sized room with one queen and one full double bed, private bathroom with shower and air-conditioning for hot weather days. This listing is an option for renting an individual room in the Inn. The entire Inn can be rented as well. Please check our...
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    Chester, Vermont 05143
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Hugging Bear Inn - Tower Room1 / 10
    (1)Very good
    Chester
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Porch
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 July 2015
    We stay in Vermont several times a year and this time we stayed at the Hugging Bear Innin Chester. Laura and her family are wonderful people and welcomed us into their home as...
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    About this property
    The Tower Room in Hugging Bear Inn and Shoppe, a bed 'n breakfast Inn. Cozy and romantic with queen-sized bed, full private bathroom with shower and air-conditioning for hot weather days. A round room (actually hexagonal) in the tower of this Victorian home overlooks the village green. Full Vermont...
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    Chester, Vermont 05143
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Ski-in/out Luxury 3 Bedroom & 3 Bathroom Okemo Penthouse Condo at Jackson Gore1 / 11
    (2)Excellent
    Ludlow
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Air Conditioning
    • Sauna
    • Mountain Views
    • DVD Player
    • Hot Tub
    • Shared Indoor Pool
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 February 2015
    Recently stayed at this spacious condo at Adams House. Steps from the ski trail, snow tubing, and a great outdoor hot tub. This location is close to the Jackson Gore Inn but...
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    About this property
    This spacious condominium is 'top of the line' for Okemo Mountain Resort. Park in the heated underground garage and board the express elevator to the top floor where you will be surrounded by the elegance of a deluxe full kitchen, 3 bedrooms, 3 bathrooms, an entertainment center with TV/DVD, a...
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    Ludlow, Vermont 05149
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Ludlow
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the winter wonder of New England in this five-bedroom, four-bathroom (two full and two half baths) Ludlow, VT mountainside home, just a short walk from the beginner run Kettle Brook Trail! Spacious and cozy, this is a great home base for large groups and families looking for a comfortable...
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    Location Information
    Ludlow, Vermont 05149
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Ludlow
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    • Hot Tub
    • Internet Access
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Ludlow vacation home is nearby tons of outdoor activities, including skiing/snowboarding at Okemo Mountain Resort, and offers a hot tub, an expansive outdoor deck, and modern conveniences. Up to 10 guests are accommodated, making it the perfect Vermont getaway for a large family or a group of...
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    Ludlow, Vermont 05149
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Londonderry
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    House is super clean with new roof, newer carpet & newer interior paint!! Open floor plan with wood burning stove. Very clean & comfortable. Perfect for families or group of friends. Open floor plan living room, dining room & kitchen. 1 loft bedroom has king size bed w/ private bath, 1 bedroom...
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    Londonderry, Vermont 05148
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Ludlow
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Terrace
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    Pet friendly
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    Smoking allowed
    About this property
    Fantastic 4 bedroom each with its own bath in the conveniently located Fox Run townhomes. Only 1 mile from Jackson Gore base and just over 2 miles to Okemo Mountain base. Shuttle service is also available down the hill at the Okemo Valley Golf Club/Nordic Center with less than a 5 minute drive to...
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    Location Information
    Ludlow, Vermont 05149
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Chester
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Balcony
    • Terrace
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    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Overlooking the village green, this bright and spacious room accommodates a family or group of people. Has two queen-sized beds and a love-seat sleeper sofa with a twin bed. Has wall-to-wall carpeting, private bath with shower and air conditioning for hot weather days. Also features a infrared...
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    Chester, Vermont 05143
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Ludlow
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Stay cozy with friends and family in this lovely three-bedroom, two-bathroom log home for 10, equipped with a wood-burning fireplace, a jacuzzi bathtub, and all the modern amenities necessary to ensure a comfortable stay. This cottage is tucked about four miles away from the village of Ludlow and...
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    Location Information
    Ludlow, Vermont 05149
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Ludlow
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fill your days with picturesque hikes, epic downhill runs, and tranquil moments when you book your scenic getaway to this family-friendly home. Set among the trees just four miles from the Okemo Mountain Resort and eight miles from Proctor-Piper State Forest, this home gives you the chance to...
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    Location Information
    Ludlow, Vermont 05149
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Windham
    6 Bedrooms, 4 Bathrooms, Sleeps 18 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a picturesque, rustic contemporary 5000 sq. ft. home on 15 acres with a private drive. The location is 5 miles from Magic Mountain, 15 miles from Stratton, 16 miles from Bromely, and 17 miles from Okemo. VAST trails are a few hundred yards away for snowmobiles and walking. There are 5...
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    Location Information
    Windham, Vermont 05359
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 18
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    Ludlow
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Sauna
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Treat yourself and nine of your family and friends to an amazing Vermont getaway in Okemo Trailside Village! Ski-in/ski-out access to the slopes, along with a seasonal shared pool makes this perfect for your next vacation! Just steps from the beginning Sachem trail, you and your group have...
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    Ludlow, Vermont 05149
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Ludlow
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    About this property
    Steal away to Southern Vermont at this four-bedroom home, a secluded Ludlow property with skiing and beautiful state parks nearby! This country house is located three miles south of Ludlow on the outskirts of town, and just four miles from the scenic slopes of Okemo Mountain Resort. It's also only...
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    Location Information
    Ludlow, Vermont 05149
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ludlow
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    Make your next ski vacation one to remember with this amazing one-bedroom, one-bathroom home for six in Vermont! With a shared seasonal pool and walk to the slope access of Okemo Mountain, you're guaranteed fun no matter the time of year. Just a short walk from the beginner Sachem Trail and the...
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    Location Information
    Ludlow, Vermont 05149
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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