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Holiday villas in Chestertown, NY

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All 16 Rentals in the Chestertown Area
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From
€173
Per Night
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1 / 21
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Chestertown
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
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From
€252
Per Night
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1 / 6
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Chestertown
4 Bedrooms, 5 Bathrooms, Sleeps 16
Details Reviews (3) Make Enquiry
From
€155
Per Night
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1 / 19
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Chestertown
3 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
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From
€133
Per Night
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1 / 25
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Chestertown
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (9) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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... View all property information
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5 of 5 stars Reviewed 23 September 2014
Reservations and communications with the owner were easy and always pleasant. The condo has EVERY amenity you need to feel right at home,loved having a dishwasher and...
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From
€133
Per Night
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1 / 13
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Chestertown
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The Black Bear Cabin is a beautiful home privately nestled in the Adirondack State Park on 2 1/2 secluded acres. Located in the Chestertown/Shcroon Lake region, it's the perfect location for a relaxing getaway. The house can accommodate parties of up to 8 people. So whether it's a romantic getaway... View all property information
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5 of 5 stars Reviewed 17 October 2014
We spent a wonderful weekend at Black Bear Cabin. It was much more than what we hoped for. Wonderful getaway without neighbors. Everything was clean and nice, cabin life at it's...
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From
€155
Per Night
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1 / 10
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Chestertown
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Grill
  • Internet Access
  • Mountain Views
  • Private Fishing...
  • Safe
  • Water Views
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Sitting up high across the street from the Hill Park Association beach, sits this cozy Adirondack camp. You have access to both the beach and a dock, where you can sit back and relax, swim, or catch one of the huge fish Friends Lake is known for. There is a row boat and private dock for your use.... View all property information
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5 of 5 stars Reviewed 27 August 2014
The cabin was cozy in a nice location across from Friend's Lake. The atmosphere was quiet and peaceful and was very relaxing.
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From
€221
Per Night
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1 / 33
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Chestertown
4 Bedrooms, 2 Bathrooms, Sleeps 10
Bookings
Details Reviews (5) Make Enquiry
Amenities & Details
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Mountain Views
  • Private Fishing...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Atateka Point Lodge is set on three hundred feet of private lakefront on one of the prettiest private lakes in the Adirondacks. Experience the peace, quiet, and privacy of this end of the road retreat in Valentine Park on Friends Lake. Relax in the 5 person hot tub and enjoy the panoramic view of... View all property information
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5 of 5 stars Reviewed 21 October 2014
Atateka Point lodge and guest cottage are located on a beautiful, private lake that is large enough for motor boats and water skiing, but small enough for a nice canoe or kayak...
5 of 5 stars Reviewed 15 October 2014
My family and I had an amazing time. The cottage and treehouse was very nice. The lake was very clear, we wished we could swim, as the beach was sandy, it would be a great summer...
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From
€155
Per Night
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1 / 12
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Chestertown
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Get your friends or family up to the Lake! This spacious 2 br cabin is perfect for the family, or two couples to relax and get away from it all. Unfortunately, we know you need to connect to the real world, back home, so we've outfitted the cabin with cable TV and wifi internet access. The cabin... View all property information
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From
€266
Per Night
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1 / 34
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Chestertown
3 Bedrooms, 2 Bathrooms, Sleeps 7
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Mountain Views
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
“We have lived in this house for more than twenty years, and have many wonderful memories with family and friends. We continue to rent the lake house out to families looking for a place to vacation and to enjoy the natural surroundings with all the comforts of home. We hope you find everything you... View all property information
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From
€317
Per Night
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1 / 19
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Chestertown
5 Bedrooms, 4 Bathrooms, Sleeps 9
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Murphy House is nestled in the midst of the Adirondacks overlooking the beautiful Friends Lake, and approximately 20 minutes to Gore Mountain. A romantic and rustically elegant place, the Murphy House offers warm and comfortable decor, stone fireplaces, deep soaking tubs, showers, and endless... View all property information
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From
€266
Per Night
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1 / 10
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Chestertown
5 Bedrooms, 5 Bathrooms, Sleeps 8
Bookings
Details Make Enquiry
Amenities & Details
  • Grill
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Relax and unwind at this rustic, cozy Adirondack cabin just steps away from beautiful Crystal Lake. The house was converted from lodging at a former summer resort. Each of the 5 bedrooms has a brand new queen bed. Each room also has a twin bed with a private bathroom and shower. There's a fully... View all property information
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From
€177
Per Night
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1 / 21
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Chestertown
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Make Enquiry
Amenities & Details
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Private Fishing...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Treehouse is a two story guest house located on the shore of Friends Lake in the Adirondacks. One bedroom upstairs with ensuite bathroom and filtered lake views. The first floor includes a living room with full sized futon, a window seat, kitchenette and 1/2 bath / laundry room. There is a... View all property information
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The following rentals are within 10 kilometers of Chestertown, New York.

From
€455
Per Night
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1 / 27
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Brant Lake
4 Bedrooms, 4 Bathrooms, Sleeps 10
Booking
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Leisure House with Lake & Mountain Views: Sleeps 8-10, 4 Baths- YEAR ROUND RENTAL Brand New Construction- Rates from $3200-$4500/wk; $500-$700/night in Fall/Winter. 20 mins from GORE MOUNTAIN! Escape to the Adirondack Mountains and the Lake George area without sacrificing your taste for modern... View all property information
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5 of 5 stars Reviewed 9 January 2015
Piya was super helpful throughout the booking process. The house completely surpassed our expectations and we had a wonderful trip.
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From
€120
Per Night
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1 / 16
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Pottersville
4 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dryer
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
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... View all property information
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5 of 5 stars Reviewed 20 July 2014
Had a wonderful stay at the Annex. A trip back in time, with all the modern conveniences. Highly recommend staying here if visiting the area. Owners Barbara and Clarke made us...
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From
€177
Per Night
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1 / 9
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Brant Lake
Studio, 2 Bathrooms, Sleeps 7
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Private Fishing...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Four season log cabin in Brant Lake, NY. Located in the south eastern region of Adirondack Park. Hundreds of miles of hiking trails are nearby. Minutes from to I87 - The Northway. Convenient to Fort Ticonderoga, Hague, Bolton Landing, Lake George, and Lake George Village and outlets. Many... View all property information
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From
€221
Per Night
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1 / 9
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Pottersville
4 Bedrooms, 2 Bathrooms, Sleeps 9
Details Make Enquiry
Amenities & Details
  • Dryer
  • Grill
  • Gym
  • Internet Access
  • Mountain Views
  • Private Fishing...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
• Located at Wakonda Camping/Cabin community - sleeps 9 with 4 bedrooms, 2 baths, 2 screened in porches, large/private side yard with gas grill/fire pit/picnic table • Steps away from pristine private lake with swimming/canoeing/kayaking/fishing • Schroon River boat launch available w access... View all property information
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  • Smoking allowed (1)

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