We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Chestertown Vacation Rentals

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Price
    per night
    $256 Average
    |||
    |||
    $0$1,000+
    Suitability
    More filters
    Travelers to Chestertown are booking September dates now. Secure your vacation rental today, and have the perfect trip.
    All 53 Rentals in Chestertown
    Sort by:
    Default
    Atateka Point Lodge and Treehouse Guest Cottage1 / 34
    (10)Excellent
    Chestertown
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Loon Lake Retreat with Private Dock1 / 36
    (17)Excellent
    Chestertown
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    The Treehouse at Atateka Point  Lodge1 / 23
    (6)Excellent
    Chestertown
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other travelers have booked this property
    Certificate of Excellence
    Check in Check out
    Show Prices
    Payment Protection
    Luxury apartment rental, central Adirondacks1 / 6
    (4)Excellent
    Chestertown
    4 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Terrace
    • Satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 14, 2016
    A group of six stayed at this property over the July 4th. weekend. Upon our arrival we found it to be much better than represented by the pictures and description. The...
    Reviewed July 21, 2014
    Had a meeting here with my sales group worked out great lots of room , great restaurant downstairs . Beaches close to the loft . But the best was the kitchen and dinning room...
    See all reviews
    About this property
    Elegant apartment rental for 12-16 people. In-town location, central to all Adirondack activities. Weekly rentals at $1995, two-night or weekend rentals at $1495. Apartment boasts a gourmet kitchen, double sided fireplace, spacious great room with flat-screen tv. Guest rooms are roomy, all with...
    View all property information
    Location Information
    Chestertown, New York 12817
    Condo/Apartment - 4 Bedrooms, 5 Bathrooms, Sleeps 16
    Make Inquiry
    Black Bear Cabin1 / 15
    (9)Excellent
    Chestertown
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Wi-Fi
    • Washer
    • Central Heating
    • Housekeeping Included
    • Parking
    • DVD Player
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 6, 2017
    We stayed here over the NYE holiday and it was utterly fantastic! (our second time staying here)The views in winter are unbelievable, though I imagine they are stellar any...
    Reviewed December 3, 2016
    We thoroughly enjoyed our stay at this fully equipped cabin with all the amenities to make your stay effortless and relaxing. The setting is very private, quiet, with lovely...
    See all reviews
    About this property
    Black Bear Cabin is a beautiful home privately nestled in the southeastern Adirondack State Park on 2 1/2 secluded acres.. It is the perfect location for a relaxing getaway. The house can accommodate 5 guests. Whether it's a romantic getaway for two or a family vacation, the Black Bear Cabin has...
    View all property information
    Location Information
    Chestertown, New York 12860
    Cabin - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Inquiry
    Green Mansions Vacation Condo1 / 25
    (14)Excellent
    Chestertown
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Grill
    • Skiing: Property Is In A Ski Resort
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    As a one income family, we're always looking for a place to stay that is affordable and close to Lake George as it's been a family tradition to visit every summer. We used to...
    Reviewed 2 weeks ago
    It was great. My family and I had the best time. Condo was perfect and it had everything you needed inside and out. Close to where ever you wanted to go. I would definitely...
    See all reviews
    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
    Location Information
    Chestertown, New York 12817
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    Delightful Mountain Cottage on pristine lake1 / 19
    (5)Excellent
    Chestertown
    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Wi-Fi
    • Waterfront
    • Sauna
    • Central Heating
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 1, 2015
    The camp was exactly as described, clean, well-maintained, with all a family (or couple) could ask for. And the transaction and interactions with the owner were pleasant and...
    Reviewed July 30, 2014
    Everything you need to have a wonderfully relaxing retreat! The cabin is prepared for any sort of relaxing or fun adventure you want: screened porch on the front with hammock...
    See all reviews
    About this property
    Rustic and cozy cottage sleeps six with all modern amenities on Friends Lake. Located 30 minutes N of Lake George or about 250 miles N of New York City and 3 hours S of Montreal. Includes 3 fireplaces for cool Adirondack evenings including a field stone outdoor fireplace on the patio. Fully...
    View all property information
    Location Information
    Chestertown, New York 12817
    Cabin - 3 Bedrooms, 5 Bathrooms, Sleeps 6
    Make Inquiry
    Friends Lake- Quaint and New1 / 22
    (1)Excellent
    Chestertown
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Housekeeping Included
    • Internet Access
    • Washer
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    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...
    See all reviews
    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...
    View all property information
    Location Information
    Chestertown, New York 12817
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    Make Inquiry
    Chestertown
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Housekeeping Included
    • Internet Access
    • Patio
    • Air Conditioning
    • Grill
    • Satellite TV
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax in the serene Adirondack Mountains and be close enough to all the activities. The Lakeside at Loon Lake is only 15 minutes from Lake George Village and 15 minutes from the Gore Mountain Ski Area and Mountain Biking Center. We are an affordable, family property located directly across from the...
    View all property information
    Location Information
    Chestertown, New York 12817
    Cabin - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    Chestertown
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Patio
    • Parking
    • Internet Access
    • Grill
    • Satellite TV
    • Washer
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Chestertown, New York 12817
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Inquiry
    Save time - get the best Chestertown rentals sent straight to your email!
    Get the List
    Chestertown
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Balcony
    • DVD Player
    • Internet Access
    • Washer
    • Satellite TV
    • Patio
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Chestertown, New York 12817
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    Make Inquiry
    Chestertown
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Grill
    • DVD Player
    • Washer
    • Parking
    • Satellite TV
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Chestertown, New York 12817
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Inquiry
    FAMILY FRIENDLY AUTHENTIC RUSTIC LOG CONDO1 / 24
    (12)Very good
    Chestertown
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • DVD Player
    • Parking
    • Satellite TV
    • Washer
    • Internet Access
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Chestertown, New York 12817
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    Chestertown
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Parking
    • Washer
    • Central Heating
    • Patio
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Chestertown, New York 12817
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
    Make Inquiry
    Chestertown
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Internet Access
    • Grill
    • Patio
    • Air Conditioning
    • Washer
    • Satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Chestertown, New York 12817
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    Chestertown
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Parking
    • Housekeeping Included
    • Satellite TV
    • Internet Access
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Chestertown, New York 12817
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Make Inquiry
    Chestertown
    4 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Central Heating
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Chestertown, New York 12817
    Rental Home - 4 Bedrooms, 1 Bathroom, Sleeps 7
    Make Inquiry
    Chestertown
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Balcony
    • Parking
    • Internet Access
    • Washer
    • Satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very comfy home in village within walking distance of restaurants, supermarket and post office. We are in the beautiful Adirondacks--about 20 minutes from Lake George, 15 minutes from Schroon Lake and 20 minutes from Gore Mountain. Crib available on request. Full country kitchen Two large bedrooms....
    View all property information
    Location Information
    Chestertown, New York 12817
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Inquiry
    Chestertown
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Grill
    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Chestertown, New York 12817
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    - Ski Gore Mtn - Lake George -  Hickory Ski Mtn - Tripp lake1 / 24
    (12)Excellent
    Chestertown
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Patio
    • Grill
    • Washer
    • Balcony
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Chestertown, New York 12817
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    Chestertown
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Patio
    • Central Heating
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Chestertown, New York 12817
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Make Inquiry
    Chestertown
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Patio
    • Washer
    • Internet Access
    • Satellite TV
    • Grill
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Chestertown, New York 12817
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    Chestertown
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Patio
    • Washer
    • Central Heating
    • Internet Access
    • Parking
    • DVD Player
    • Satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Chestertown, New York 12817
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    Chestertown
    6 Bedrooms, 3 Bathrooms, Sleeps 26 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Washer
    • Internet Access
    • DVD Player
    • Patio
    • Grill
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Chestertown, New York 12817
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 26
    Make Inquiry
    Chestertown
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Washer
    • Parking
    • Patio
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Chestertown, New York 12817
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    Chestertown
    4 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Satellite TV
    • Central Heating
    • Internet Access
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Chestertown, New York 12817
    Rental Home - 4 Bedrooms, 1 Bathroom, Sleeps 7
    Make Inquiry
    Chestertown
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Chestertown, New York 12817
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Inquiry
    The following rentals are within 10 miles of Chestertown.
    Hot Tub Under the Stars1 / 24
    (21)Very good
    Johnsburg
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    other travelers have booked this property
    Certificate of Excellence
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Balcony
    • DVD Player
    • Hot Tub
    • Internet Access
    • Patio
    • Porch
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 14, 2017
    Steve is the best host possible and made the trip easy and convenient. I really appreciated his kindness and all the good advice he gave me for my trip. The cabin is nicer...
    Reviewed November 9, 2016
    Our weekend getaway to this gem was such a delight. The hot tub and cabin were exactly what we were looking for.We give this place 2 thumbs up!
    See all reviews
    About this property
    Nestled in 10 acres of woods, our cabin provides a rare blend of country luxury, peace and tranquility. A hot tub under the stars awaits you after a long day on the slopes, mountains or water. There are three porches for star gazing and a large firepit for roasting marshmallows. <BR> <BR>Come...
    View all property information
    Location Information
    Johnsburg, New York 12853
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Inquiry
    Go Rustic! The Annex at Catamount Loj1 / 21
    (11)Very good
    Pottersville
    4 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travelers have booked this property
    Certificate of Excellence
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Internet Access
    • Porch
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Rustic but fully-equipped 2 storey house complete with kitchen. Beautiful setting, in wooded area of Adirondacks with lake swimming, hiking (easy to energetic!) and rural...
    Reviewed 3 weeks ago
    The Annex in the Adirondacks offers a fantastic rustic hideaway for those wanting to experience the true culture of this area. Nestling amongst the trees the Annex truly merges...
    See all reviews
    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...
    View all property information
    Location Information
    Pottersville, New York 12860
    Rental Home - 4 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    Babbling Brook Cabin - 1 Mile to Gore Mountain1 / 22
    (9)Excellent
    North Creek
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travelers have booked this property
    Certificate of Excellence
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Outdoor Dining Area
    • Parking
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 10, 2017
    My boyfriend and I drove 11 hours to visit this cabin for a relaxing weekend outside of the city. We drove the last 2 hours through an ice storm but realized when we arrived it...
    Reviewed February 13, 2017
    Owners were very responsive and proactive. Very cute 2 bedroom cabin. We were skiing and it is within 2 miles of Gore Mt. While nice during the winter, I would expect this to...
    See all reviews
    About this property
    2 bedroom, 1 bath cabin with lovely open floor plan, overlooking babbling North Creek, and one mile from the entrance to Gore Mountain. Fully equipped kitchen with all appliances including microwave, toaster oven and coffee maker. Seating for 4 at the table overlooking the creek. Gas fired...
    View all property information
    Location Information
    North Creek, New York 12843
    Cabin - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    Modern Log Home on Private Lake ATV/Hiking Trails1 / 22
    (1)Excellent
    Adirondack
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Parking
    • Grill
    • Satellite TV
    • Washer
    • Mountain Views
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Cabin was perfect size for 2 families....had all amenities necessary, even a Keirig maker in addition to a regular coffee pot! Only negatives I will mention is there is not a tv...
    See all reviews
    About this property
    The homes features spacious and elegant designs which reflect the natural beauty of the landscape. This home includes a master suite on the second floor with a king bed and bath including double vanities, whirlpool tub, and shower. A loft area on the second floor can be used for an office or...
    View all property information
    Location Information
    Adirondack, New York 12808
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    Adirondack Getaway Sacandaga Lake 1/2 hr Saratoga,1 / 43
    (2)Very good
    Adirondack
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Grill
    • DVD Player
    • Wi-Fi
    • Washer
    • Mountain Views
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 22, 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...
    See all reviews
    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...
    View all property information
    Location Information
    Adirondack, New York 12078
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    Adirondack
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Waterfront
    • Patio
    • Grill
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New Post and Beam Timber Frame home on the East Shore of beautiful Schroon Lake in the heart of the Adirondacks. 5 bedrooms with 3 bathrooms. 1st floor features 2 bedrooms, one bathroom and "Great" room. Great room features gourmet kitchen with island, stainless steel appliances, granite...
    View all property information
    Location Information
    Adirondack, New York 12808
    Cabin - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Inquiry
    Johnsburg
    3 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Hot Tub
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The huge living area features soaring ceilings, a massive stone fireplace, bar, and pool table. The modern kitchen is open to the living area and features all stainless steel appliances as well as a wood burning cooking stove. The huge master bedroom has a wood burning stove, a sitting area, and a...
    View all property information
    Location Information
    Johnsburg, New York 12843
    Cabin - 3 Bedrooms, 3 Bathrooms, Sleeps 16
    Make Inquiry
    Silver Lake Cabin Lakefront in Adirondacks1 / 10
    (2)Very good
    Adirondack
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Grill
    • Balcony
    • Mountain Views
    • Parking
    • DVD Player
    • Porch
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 22, 2016
    Loved our stay in this quaint cottage. Loved being directly on the water and kayaking from the dock to fish every day. Caught so many bass! Not sure why the above review...
    Reviewed September 10, 2015
    This location can't be beat for beauty, relative privacy (a quiet lake with just a few cottages in the area), quiet, great amenities (grill, kayaks, etc.), and proximity to...
    See all reviews
    About this property
    Adorable camp located on a pristine lake in the heart of the Adirondacks. 3 Bedroom, new bathroom, screened porch over-looking the lake, 15 ft. from waters edge. All modern amenities including propane stove in living room, fully equipped kitchen, gas grill, tv with hundreds of DVD's, vcr tapes. 2...
    View all property information
    Location Information
    Adirondack, New York 12912
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    Take a Break in Bolton Landing!1 / 17
    (1)Very good
    Bolton Landing
    4 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Balcony
    • Housekeeping Included
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 4, 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...
    See all reviews
    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...
    View all property information
    Location Information
    Bolton Landing, New York 12814
    Rental Home - 4 Bedrooms, 1 Bathroom, Sleeps 10
    Make Inquiry
    Dr. Lee Town Home1 / 21
    (3)Excellent
    North Creek
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Satellite TV
    • Mountain Views
    • DVD Player
    • Sauna
    • Wi-Fi
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 21, 2016
    We spent a great weekend staying at the Dr. Lee Townhome in North Creek. The apartment is really lovely -- every bit as nice as the pictures. It is a spacious, beautifully...
    Reviewed October 6, 2015
    What a gem in the heart of downtown North Creek. This apartment had all the amenities to make your stay comfortable and convenient. The detoxifying sauna was a bonus after our...
    See all reviews
    About this property
    Newly restored historic home located downtown on Main Street, North Creek between the fitness center at the Copperfield Inn and an assortment of restaurants, taverns, boutique stores, liquor store and grocery store. This town home features new appliances, furniture, and lighting. Concrete counter...
    View all property information
    Location Information
    North Creek, New York 12853
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    Pottersville
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Yard
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sleeps 5 comfortably, Very quiet, fully furnished, just bring linens. Right off exit 26 of the Northway, at the end of a private dirt road, we have 80% repeat guests. There is great fishing, a large screen porch, 2 kayaks & a canoe to take out on the water. On the Schroon River with Lake access,...
    View all property information
    Location Information
    Pottersville, New York 12817
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
    Make Inquiry
    Olmstedville
    2 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Porch
    • Wi-Fi
    • Parking
    • Mountain Views
    • Patio
    • Skiing: Property Is In A Ski Resort
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful rustic cabin nestled in the mountains. Very quiet area. Large yard 2 acres with fire pit. Close to Schroon and Minerva Lake. Gore mountain ski resort is less than 10 miles away. Large open living room and dining area with Large fireplace. Huge Master bedroom on the 2 floor with king...
    View all property information
    Location Information
    Olmstedville, New York 12857
    Cabin - 2 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Inquiry
    4season Rental North Creek NY Gore! 2nd floor1 / 11
    (1)Excellent
    North Creek
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Parking
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LOCATION< LOCATION< LOCATION! In town convenience of fully furnished 2 bedroom, 1 bath Apartment with outfitted kitchen in the heart of the Adirondack Park. Rafting and paddle sports, hiking and biking at your doorstep! Walk to restaurants, bars, market and shopping, Saratoga/North Creek Train...
    View all property information
    Location Information
    North Creek, New York 12853
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Make Inquiry
    Gore Mountain House1 / 17
    (2)Very good
    North Creek
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    • Grill
    • Porch
    • Satellite TV
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 11, 2015
    Dan was responsive from the beginning to end with emails and very accommodating. My whole family enjoyed it. They have everything you need from pots to pans and to a grill. The...
    See all reviews
    About this property
    The Hudson Chair at the North Creek Ski Bowl now offers lift access to Gore Mountain Ski Area within walking distance of The Gore Mountain House! Check with Gore Mountain for operating schedule. Stay in the heart of the Adirondack Mountains steps away from the Hudson River and one block from North...
    View all property information
    Location Information
    North Creek, New York 12866
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Inquiry
    Renovated Bolton Landing Cottage1 / 25
    (1)Excellent
    Bolton Landing
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Patio
    • Internet Access
    • Parking
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are looking for a serene lakeside getaway, conveniently located within walking distance of some of the area's best attractions, this quaint Bolton Landing vacation rental cottage bubbles over with charm and ambiance and is the perfect choice for you! THE PROPERTY This captivatingly cozy...
    View all property information
    Location Information
    Bolton Landing, New York 12814
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    Lake George 4-Bedroom Waterfront Home1 / 11
    (7)Excellent
    Bolton Landing
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Mountain Views
    • Satellite TV
    • Hot Tub
    • Washer
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 days ago
    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 July 18, 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...
    See all reviews
    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...
    View all property information
    Location Information
    Bolton Landing, New York 12814
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    HIGHLANDS CASTLE overlooking beautiful Lake George1 / 132
    (3)Excellent
    Bolton Landing
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • Patio
    • Porch
    • Grill
    • Air Conditioning
    • Satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Found this gem of a place by a fluke and what a discovery! Absolutely beautiful views with a castle filled with authentic details. The best part-the owner John. You can feel the...
    See all reviews
    About this property
    RENT-A-CASTLE! From $395 per night. 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 and the most spectacular view in the world! YOU PROVIDE THE FAIRY...
    View all property information
    Location Information
    Bolton Landing, New York 12814
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 14
    Make Inquiry
    Pottersville
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • DVD Player
    • Patio
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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....
    View all property information
    Location Information
    Pottersville, New York 12860
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    Schroon Lake Retreat - Adirondack Luxury Home 8-101 / 33
    (3)Excellent
    Adirondack
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Grill
    • Satellite TV
    • Internet Access
    • Patio
    • Washer
    • Air Conditioning
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 28, 2016
    Unbelievable. Absolutely beautiful. Stunning home with everything you could possibly need! Could not have asked for more!
    Reviewed April 14, 2015
    My family and I just stayed at this beautiful home for an extended weekend. Jennifer (homeowner) was great to work with and very attentive. The home was spectacular! It was...
    See all reviews
    About this property
    The Schroon Lake Retreat is a luxurious executive retreat overlooking beautiful Schroon Lake and the Adirondack High Peaks. Built for the discerning vacationeer, you will find the flavor of the Adirondacks in the tasteful decor and thoughtful layout. You will find breathtaking views from...
    View all property information
    Location Information
    Adirondack, New York 12808
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Inquiry
    North Creek
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Terrace
    • Parking
    • Washer
    • Wi-Fi
    • Mountain Views
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly restored historic home located downtown on Main Street, North Creek between the fitness center at the Copperfield Inn and an assortment of restaurants, taverns, boutique stores, liquor store and grocery store. This town home features new appliances, furniture, and lighting. Concrete counter...
    View all property information
    Location Information
    North Creek, New York 12853
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    Gore Mountain ,North Creek, Lake George, Saratoga1 / 16
    (6)Very good
    North Creek
    6 Bedrooms, 3 Bathrooms, Sleeps 20 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Satellite TV
    • Hot Tub
    • Wi-Fi
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Minutes from Speculator, Gore Mountain & Schroon Lake, 1/2 hour to Lake George, and 40 minutes from Saratoga!! Lots of custom woodwork - you'll love it! !! 6 bdrms (5 bedrooms have 2 queen or full beds in each & 1 twin bed in an alcove on 3rd floor),3 full baths (2 with showers and 1 with...
    View all property information
    Location Information
    North Creek, New York 12853
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 20
    Make Inquiry
    Vacation - ADK Hudson Gore North Creek1 / 12
    (1)Average
    North Creek
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Mountain Views
    • Porch
    • Satellite TV
    • Skiing: Property Is In A Ski Resort
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 20, 2015
    Our friends and us, 3 families with kids, spent the MLK weekend in this vacation rental and overall had a good experience. The host promptly addressed all our questions and...
    See all reviews
    About this property
    WINTER WEEKDAY SPECIAL - WHEN YOU BOOK MONDAY THRU WEDNESDAY, BUY 2 NIGHTS GET 1 HALF OFF. It's Holiday Season in the Adirondacks - Come stay with us in North Creek and be close to family friendly activities (besides snow skiing) for ALL ages! Our quaint 4 bedroom, 3 full bath home is the...
    View all property information
    Location Information
    North Creek, New York 12853
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    Bolton Landing
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Patio
    • DVD Player
    • Waterfront
    • Air Conditioning
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A tranquil lakeside getaway filled with peace and relaxation awaits you at this charming Bolton Landing vacation cottage! This adorable cottage offers 2 bedrooms, 2 bathrooms, and enough room to comfortably sleep 4 guests, making it a splendid accommodation choice for couples or small families...
    View all property information
    Location Information
    Bolton Landing, New York 12814
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    Previous
    Chestertown Flight and Weather Info
    Low airfares recently found by TripAdvisor travelers
    |
    Local Weather
    Powered by Weather Underground
    74° 51°
    August
    66° 43°
    September
    53° 32°
    October
    40° 23°
    November

    Top-rated Chestertown Things to Do

    Browse all things to do

    Additional Chestertown Info

    Go to map view
    • Local time: 07:15 PM (EDT)
    List your property
    Owner log in