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Chestertown House Rentals

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    Don't let other travellers get your favourite Chestertown area holiday rental. You're so close to securing your perfect getaway. Book today.
    13 Matching Rentals in the Chestertown AreaView all 37 rentals
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    Loon Lake Retreat with Private Dock1 / 36
    (18)Excellent
    Chestertown
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    The following rentals are within 15 kilometres of Chestertown.
    Hot Tub Under the Stars1 / 24
    (22)Very good
    Johnsburg
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Gore Mountain ,North Creek, Lake George, Saratoga1 / 28
    (7)Very good
    North Creek
    6 Bedrooms, 3 Bathrooms, Sleeps 20 Quick View
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    Adirondack Getaway Sacandaga Lake 1/2 hr Saratoga,1 / 43
    (2)Very good
    Adirondack
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Grill
    • DVD Player
    • Wi-Fi
    • Washer
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 May 2017
    We rented this cabin for my wife's 40th birthday. She wanted to do something that the kids could do as well and this was a good choice. It was a short distance from where we...
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    About this property
    20 minutes north of NYS Thruway, Exit 27-Amsterdam Woods Hollow Rd. is North, about a mile past intersection of Rt. 29 & Rt. 30 Address: 218 Woods Hollow Rd., Gloversville, NY 12078 100 x 200 ft. lot with no houses behind, surrounded by 130 ft. pine trees, very peaceful and quiet Adorable...
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    Location Information
    Adirondack, New York 12078
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Beautiful Log House In Bolton In Lake George1 / 16
    (2)Very good
    Bolton Landing
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • DVD Player
    • Patio
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 January 2017
    House was as advertised would recommend to a friend, short walk down road to beach and lake. Would rent this house again.
    Reviewed 10 August 2016
    We stayed in this spacious, well appointed log cabin house in a private lake association in Bolton Landing. We were a family of five- adults, young adults and a teenager, and...
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    About this property
    3 Bedroom, 2 Bathroom, Sleeps 8 3 bedroom Log House on large private lot with 25 foot cathedral ceiling. Internet/cable. Sleeps 8. Huge wrap around deck. Propane grill. Picnic table. Walk to association beach. 1 mile north of downtown Bolton. Walking distance to 'Up Yonda Farm'..a nature preserve...
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    Location Information
    Bolton Landing, New York 12814
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Take a Break in Bolton Landing!1 / 17
    (2)Very good
    Bolton Landing
    4 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    Amenities & Details
    • Grill
    • Balcony
    • Housekeeping Included
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 October 2015
    The home was very nice. It is also a great location. Within walking distance of restaurants/stores and the lake. Lots of sleeping room. I would definitely recommend to...
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    About this property
    Our home is spacious, clean, comfortable and located within walking distance to Lake George and downtown Bolton Landing. Located close to the action; fishing, hiking, hunting, horse races, golfing, or just relaxing and enjoying all that the Lake George region has to offer. We provide all high...
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    Location Information
    Bolton Landing, New York 12814
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 10
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    HIGHLANDS CASTLE overlooking beautiful Lake George1 / 132
    (7)Excellent
    Bolton Landing
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Patio
    • Porch
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 October 2018
    After receiving some fairly bad news, my husband wanted to take me away to a tranquil, peaceful and beautiful place to take my mind away from things. He discovered The Highlands...
    Reviewed 28 January 2018
    So I booked this castle for my husbands birthday which was on jan.It snowed and was raining so the roads turned to black ice. However we called John who is the owner to help us...
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    About this property
    RENT-A-CASTLE! HIGHLANDS CASTLE is the most extraordinary estate you'll ever find... A treasure beyond words with the intrigue and allure which only a castle can offer. Experience the peaceful tranquility that surrounds this property and the most spectacular view in the world! YOU PROVIDE...
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    Location Information
    Bolton Landing, New York 12814
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    North Creek
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Grill
    • Housekeeping Included
    • DVD Player
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A spacious house located in the heart of North Creek. Location, location, location!! Gore Mountain is 5 minutes from the house, you can even have the shuttle pick you up or drop off during the main season. White water rafting van pick up/drop off also within a short walking distance from the...
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    Location Information
    North Creek, New York 12853
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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    Bolton Landing
    2 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Washer
    • Mountain Views
    • Private Garden
    • Housekeeping Included
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    While driving down Acorn Drive, you immediately sense that excitement you felt as a child when searching for that perfect campsite. You are overwhelmed by the abundance of tall pines and that crisp, clean air that only comes from being in the Adirondacks. You then approach a lovely Adirondack Cape...
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    Location Information
    Bolton Landing, New York 12824
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 10
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    Johnsburg
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Patio
    • Balcony
    • DVD Player
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LOCATION LOCATION LOCATION! Come stay at our cozy cabin nestled in the woods located on 6 acres right across from the Hudson River and only 5 miles to Gore Mountain Skiing! Listen to the brook that flows through the property while toasting marshmallows in the fire pit. There is a bedroom on the 2nd...
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    Location Information
    Johnsburg, New York 12853
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Lake George 4-Bedroom Waterfront Home1 / 11
    (7)Excellent
    Bolton Landing
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Mountain Views
    • Cable/satellite TV
    • Hot Tub
    • Washer
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 August 2017
    We loved this house. It was so comfortable, clean and well-appointed and well-stocked. We were two families totaling 8 people and never once felt crowded.The front porch is a...
    Reviewed 19 July 2015
    Our family had a great stay in this beautiful house. The view and decor won't let you down and are as advertised. The house is very comfortable, spacious, and clean. This house...
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    About this property
    “Vista View” 41 Norowal Road Bolton Landing, NY 12814 For Weekly Rentals or Long-term Lease Custom built, two-story, four-bedroom, two-and-a-half bath Lake George waterfront home constructed in 2008. Eight people maximum capacity. NO PETS and NO SMOKING allowed. $4,400. per week...
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    Location Information
    Bolton Landing, New York 12814
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Bolton Landing
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You provide the Fairy Tale and we'll provide the Castle... THE CASTLE GATEHOUSE sits below Highlands Castle surrounded by nature and the privacy that goes with it. A treasure beyond words with the intrigue and allure which only a castle can offer! Poised on a graceful mountaintop less than 1/2...
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    Location Information
    Bolton Landing, New York 12814
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    North Creek
    7 Bedrooms, 3 Bathrooms, Sleeps 17 Quick View
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    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Mountain Views
    • DVD Player
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Leave the bustle of the big city behind for a breath of fresh air at the 'Hudson House,' a 7-bed, 3-full bath home that comfortably sleeps 17. Built in 1928, this original Adirondack tourist home pairs modern day comforts with age-old charm to create a getaway that is as delightful as it is...
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    Location Information
    North Creek, New York 12853
    Holiday Rental House - 7 Bedrooms, 3 Bathrooms, Sleeps 17
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