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Holiday Homes in Middlebury

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    All 21 Rentals in Middlebury
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    Midd Home Plate1 / 30
    (1)Excellent
    Middlebury
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Middlebury
    3 Bedrooms, 1 Bathroom, Sleeps 9 Quick View
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    Middlebury VT - gorgeous home1 / 10
    (2)Excellent
    Middlebury
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Charming House in downtown Middlebury1 / 25
    (3)Excellent
    Middlebury
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Central Heating
    • Patio
    • Grill
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 February 2020
    Absolutely gorgeous home, beautifully decorated with attention given to every little detail. We have loved staying here as we have 2 boys at the College. Walking distance from...
    Reviewed 6 February 2020
    We have stayed twice at Jennifer’s beautiful home in Middlebury, VT. Once for our son’s graduation May 2018 and then again for my niece’s graduation in May 2019. We have enjoyed...
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    About this property
    Our newly renovated, in-town home is available for short term rentals during Middlebury College event weekends, as well as select weeks during the summer and academic year. Conveniently located within Middlebury College and downtown Middlebury, this house is perfect for enjoying a peaceful week or...
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    Middlebury, Vermont 05753
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Bright and open basement apartment1 / 10
    (29)Very good
    Middlebury
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Middlebury, Vermont 05753
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Charming House Next To Middlebury College In Beautiful Middlebury, Vermont!1 / 14
    (3)Excellent
    Middlebury
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Balcony
    • Air Conditioning
    • Patio
    • Terrace
    • Washer
    • Internet Access
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Middlebury, Vermont 05753
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    The following rentals are within 25 kilometres of Middlebury.
    The Little House Vermont1 / 28
    (6)Excellent
    Brandon
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Mountain Views
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 August 2019
    This is the second time we’ve stayed at The Little House and plan to return in the future! Kerrie and Russ are delightful, helpful and have thought of everything...beautifully...
    Reviewed 10 October 2017
    Brandon, VT stay was a great base for visiting Killington, Woodstock and the southern scenic drive of 100. Be sure to visit the Cafe Provence when in Brandon. It was one of...
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    About this property
    This is a special little hideaway just a five minute walk to our lovely downtown. Located in a residential area, this art filled cottage is a charming getaway. The bedroom is separated from the open concept living space by sliding barn doors. The en suite bathroom has a tub/ shower combo with a...
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    Brandon, Vermont 05733
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
    River Stone Lodge MTN Views, River, Hiking, Hot Tub, WIFI, Campfires, 4 bedrooms1 / 37
    (4)Excellent
    Ripton
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Mountain Views
    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 June 2018
    First of all the location of this lodge is spot on for great family fun and relaxation. While my family was there we had snow and the whole lodge looked like something from a...
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    About this property
    River Stone Lodge a wonderful place to stay! Come and enjoy a Vermont vacation in a beautiful area in a fun and fabulous home! Great for 2 families wanting to spend time together or just for 2 for that Very special getaway. Fully Equipped home with everything you could need for a great vacation 4...
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    Ripton, Vermont 05766
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
    Brandon
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the most interesting vacation rentals in Killington, VT, this converted 1955 motor home set on Lake Hortonia in the Vermont Lake Region has 2 bedrooms and will sleep 4. One bedroom has a full size bed the other bedroom is a bunk room, with 2 single beds. (These beds are best for someone...
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    Brandon, Vermont 05732
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Bridport
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
    • Balcony
    • Washer
    • Grill
    • Housekeeping Included
    • Patio
    • Mountain Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This year-round timberframe lake front home is located on a private dead end road with spectacular views of Lake Champlain, the Crown Point Bridge and the Adirondack Mountains. It easily sleeps 8+ so it’s perfect for families, big groups, and well behaved furry friends. There are three bedrooms...
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    Bridport, Vermont 05734
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Spectacular Log Cabin w/ Mountain Views near Lake1 / 28
    (13)Excellent
    Ferrisburgh
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Hot Tub
    • Grill
    • Washer
    • Wi-Fi
    • Mountain Views
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful log cabin home located on 56 acres with fabulous mountain and meadow views! 3 bedrooms, 2 1/2 baths, fully equipped kitchen, full-size oven, microwave, fridge, stove, basic spices, etc. Washer & dryer, 1 king, 2 queen beds, 2 twins beds and 1 queen pull out couch. Towels, sheets, 7...
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    Ferrisburgh, Vermont 05473
    Cabin Holiday Rental - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Ripton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Central Heating
    • Private Garden
    • Washer
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private get-away in the heart of the Green Mountains. Perfect for lovers of the outdoors, hikers, skiers, snowboarders, photographers, artists or for anyone who wants to disconnect from the routine and discover this peaceful place. 10 minutes drive to Snow Bowl and 15 minutes to Middlebury. The...
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    Ripton, Vermont 05766
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Brandon
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Balcony
    • Cable/satellite TV
    • Parking
    • Waterfront
    • Porch
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy spectacular water views from every room in the house. There are 2 balcony openings from the upstairs bedrooms and wrap around deck on main level. You can feed the fish directly from the deck.! The house has 3 bedrooms - master has king bed and the other 2 bedrooms have queen beds. The...
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    Brandon, Vermont 05735
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Cornwall Carriage House1 / 16
    (3)Excellent
    Cornwall
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 September 2017
    We had a fantastic stay at the Cornwall Carriage House. The hosts were always available and provided a spacious and well stocked home for our one week stay. The location is...
    Reviewed 12 August 2017
    I booked this carriage house for an anniversary weekend with my boyfriend. The views from the carriage doors frame the mountains perfectly, and we enjoyed having our morning...
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    About this property
    Located just 7 miles outside of Middlebury, offering privacy and expansive views of the Green Mountains. Newly built and furnished with quality and luxury in mind. A queen bed is located in the bedroom upstairs. There is also two day beds, one located on the first floor and the other on the...
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    Cornwall, Vermont 05753
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Incredible Mountain Views, Acreage to Roam & Play1 / 12
    (1)Excellent
    Vergennes
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Patio
    • DVD Player
    • Mountain Views
    • Washer
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 August 2014
    The house is a unique design, all clean lines and modern comforts. There is plenty of natural light as the windows are large to show off the beautiful views. The location is...
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    About this property
    3500 Sq.Ft, 4 Bedrooms, 2 Bathrooms, Sleeps 9 The Red Studio House is a 3500 square-feet industrial modern home with 4 bedrooms and 2 baths. It was designed as an artist studio by a renowned VT architect and was the winner of the 2002 AIA Vermont Excellence in Architecture Award/Red...
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    Vergennes, Vermont 05491
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
    Addison
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Patio
    • Mountain Views
    • Central Heating
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Elmtucket, where you can come and get away from it all. Elmtucket is a beautiful 6 bedroom, 4 bathroom cape nestled on the shores of picturesque Lake Champlain. This home has something for everyone. With it's sprawling two acre open lot, 239 feet of level lake frontage, a dock for you to...
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    Addison, Vermont 05491
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    Cornwall
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Housekeeping Included
    • DVD Player
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This expanded 2 story federal style cape cod has large living areas downstairs and all three bedrooms upstairs. The first floor includes a fully equipped open beam gourmet kitchen with eating area. Cabinets are fully stocked with everything you will need to serve a gourmet meal. A half bath is...
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    Location Information
    Cornwall, Vermont 05753
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Lincoln
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Mountain Views
    • Cable/satellite TV
    • Grill
    • Central Heating
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is it Surround yourself with the beauty of nature at this secluded log cabin, gorgeously situated to overlook a half-acre pond on the outskirts of Warren. At this quintessential Vermont retreat, you can watch passing wildlife and listen to the soothing sounds of the brook across the way, enjoy...
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    Lincoln, Vermont 05443
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    Panton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Patio
    • Cable/satellite TV
    • Waterfront
    • Grill
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Panton Lake House Come visit this beautiful, family-friendly home located right in the Arnold Bay area of Lake Champlain. In the winter, you can still see the beauty of the lake and forest with the enclosed patio while summer will lend itself to walking down closer to the lake for a close-up view...
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    Panton, Vermont 05491
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Sudbury
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Central Heating
    • Patio
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is an exclusive Tentrr site. Tentrr partners with farmers, ranchers, and other property owners to offer unique outdoor accommodations on beautiful private land. Each Tentrr Signature site includes a 10'x12' safari-style canvas tent on a raised platform, and you'll find a queen-size single or...
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    Sudbury, Vermont 05733
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Crown Point, NY
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Wi-Fi
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wonderful water front in this charming, ground level studio apartment in my home on a 2 acres lot. Off a secluded quiet road end. Newly renovated, 200 feet of lake front, dock and access for small boats (parking), fishing, bring your boats, kayaks, bikes, canoes. Great point of departure for...
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    Crown Point, New York 12928
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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