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Holiday Apartments in Chestertown

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    All 15 Rentals in Chestertown
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    Atateka Point Lodge and Treehouse Guest Cottage1 / 34
    (13)Excellent
    Chestertown
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    The Treehouse at Atateka Point  Lodge1 / 23
    (6)Excellent
    Chestertown
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Black Bear Cabin1 / 15
    (13)Excellent
    Chestertown
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Green Mansions Vacation Condo1 / 25
    (17)Excellent
    Chestertown
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Grill
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 July 2018
    Beach was very close, just down the hill behind the condo. Condo was nicely decorated with Adirondack themes. Close to Lake George and to a grocery store. The farmer’s market...
    Reviewed 15 August 2017
    Clean and well maintained unit a few steps from Tripp lake beach. Only 15 minutes from Lake George village. It's our second stay and we would definitively rent again.
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    About this property
    Located in the Southern Adirondack Mountains between Lake George and Gore Mountain Ski Resort our Green Mansions Vacation Condo is the perfect year-round getaway for outdoor lovers, adventure seekers and romantics. Our 2-bedroom, 2-bath home is exceptionally decorated with Adirondack and rustic...
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    Location Information
    12817, Chestertown, New York
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Loon Lake Retreat with Private Dock1 / 36
    (19)Excellent
    Chestertown
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Secure Parking
    • Washer
    • Mountain Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 February 2019
    This cottage is cozy and in the perfect location to enjoy Lake George or Skiing at Gore Mountain. We had a great time walking on frozen Loon lake, attending the lake George...
    Reviewed 10 October 2018
    My Fiancé and I had an amazing time up. The house was very clean and lived up to our expectations! We will certainly rent again if give. The opportunity
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    About this property
    After a day enjoying the snow & slopes,come home and relax in front of a blazing fire. Just 15 minutes to Gore Mountain. This is truly a house for all seasons. with activities for everyone. Loon Lake is a crystal clear lake renowned for its watersports and fishing. With our own dock, reserved...
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    12817, Chestertown, New York
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Friends Lake- Quaint and New1 / 22
    (2)Very good
    Chestertown
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Housekeeping Included
    • Internet Access
    • Washer
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 June 2018
    My friends and I spent all of our time either in the house or on the lake. We had a great time and the people there are very nice. James was very helpful and available...
    Reviewed 19 July 2017
    My family and I went for a long weekend 7/14/17-7/17/17 and couldn't have been more pleased! From the beginning the owner James was very responsive and helpful. The house was...
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    About this property
    4.5 Stars on VRBO!. The property is totally updated with all new interior, including the kitchen and baths (1 1/2), windows and doors. The home also has a brand new furnace as well as fresh air provided through a heat recycling ventilation system. You will be able to enjoy this home in the summer...
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    Location Information
    12817, Chestertown, New York
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Chestertown
    3 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Waterfront
    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • Washer
    • Mountain Views
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your summer paradise awaits. Enjoy the spectacular lake views and lifestyle. The semi private beach is just steps away with a dock for a boat (up to 18 ft). Swim, jet ski, kayak, paddle board or just sit on the beach and chill. Fish from the dock or your boat. Roast marshmallows over the bonfire on...
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    Location Information
    12817, Chestertown, New York
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 14
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    The following rentals are within 10 kilometres of Chestertown.
    Go Rustic! The Annex at Catamount Loj1 / 15
    (16)Very good
    Pottersville
    4 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Internet Access
    • Porch
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 November 2018
    My wife and I really enjoyed our time at The Annex. A beautiful location with much to see and do in the area. We loved going to the river within walking distance of the Annex...
    Reviewed 30 September 2018
    We really enjoyed our stay. My mom and I came up for the Schroon Lake Marathon over the weekend and the house was in a perfect location for the race. The atmosphere was charming...
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    About this property
    The Annex is a 2 story 1906 Adirondack 'Camp' in the woods located less than 2 1/2 miles off Exit 26 of U.S. I-87, the Adirondack Northway It is available for weekly rental from mid-May through mid-October. In the heart of the Adirondacks, built in 1906 and filled with original art and assorted...
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    Location Information
    12860, Pottersville, New York
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 4
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    Riparius
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Patio
    • Waterfront
    • DVD Player
    • Central Heating
    • Grill
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Moonbeams & Fireflies Experience the captivating views from this log chalet directly on the western shore of Loon Lake! It offers three floors of unforgettable Adirondack class, featuring a great room, a well-stocked game area downstairs, and a private dock. Handmade railing leads you up to the...
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    Location Information
    12817, Riparius, New York
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Brant Lake
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brant Lake Hideaway Nestled beneath the pines, this Adirondack hideaway is filled with many conveniences for your comfort and pleasure. Enjoy the quiet, private setting along with glorious views of the mountains and lake. Watch fabulous melting sunsets from the deck or the beach area! Drench...
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    Location Information
    12815, Brant Lake, New York
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Pottersville
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sweet 2 Bedroom Cottage This oh-so-sweet vintage cottage is situated within steps of the sandy beach edging the eastern shoreline of the beautiful nine-mile Schroon Lake! This dog-friendly cottage is a direct lakefront rental, without any roads to cross. It's a fabulous, affordable getaway for...
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    Location Information
    12808, Pottersville, New York
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Pottersville
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Remember When? This vintage, dog-friendly summer cottage is located on the eastern side of Schroon Lake. It hearkens back to the good old days when life was simple and families spent time together playing volleyball, throwing a Frisbee, or simply sitting and sharing stories. Come stay here and make...
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    Location Information
    12808, Pottersville, New York
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Osage Cabin near Schroon, Gore and Lake George1 / 9
    (1)Excellent
    Pottersville
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Mountain Views
    • Cable/satellite TV
    • DVD Player
    • Patio
    • Grill
    • Air Conditioning
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 January 2018
    What a great stay, the cabin was gorgeous. The views were even better. Even though during our stay there was snow on the ground I would highly recommend this cabin even during...
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    About this property
    Osage Cabin is winterized for twelve months of vacation enjoyment in the Adirondack Mountains of New York. Swimming, bicycling and hiking in the Summer, hiking and bicycling in the Fall, skiing at Gore Mtn., ice skating and snow shoeing in the Winter and hiking and bicycling in the Spring....
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    Location Information
    12860, Pottersville, New York
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cozy Private Cottage on Loon Lake1 / 29
    (1)Excellent
    Riparius
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Central Heating
    • Private Garden
    • Wi-Fi
    • Mountain Views
    • Washer
    • Parking
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated at the center of Loon Lake, this cozy and privately secluded cottage is centrally located next to two private HOA lakeside beaches with swim platforms, only a 3 minute walk away (approximately 650 ft away). Three bedrooms, a den (with sleeper sofa + cot available), 2 full bathrooms and a...
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    Location Information
    12817, Riparius, New York
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Riparius
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Cable/satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Reset and restore at this charming Chestertown vacation rental, boasting 4 bedrooms, 2 bathrooms, and room for 10! Complete with all of the comforts of home, this house will easily provide the retreat you're looking for no matter the season. In the summer, enjoy nearly instant access to Loon Lake -...
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    Location Information
    12817, Riparius, New York
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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