Title: Chestertown Holiday Homes from £143: Search Holiday Homes in Chestertown | Expedia.co.uk [Hotels in Chestertown](https://expedia.co.uk/Chestertown-Hotels.d89045.Travel-Guide-Hotels)[Holiday Rentals in Chestertown](https://expedia.co.uk/Chestertown-Holiday-Rentals.d89045.Travel-Guide-HolidayRentals)[Chestertown Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chestertown.d89045.Car-Hire-Guide)[Chestertown Holidays](https://expedia.co.uk/Chestertown.d89045.Holidays-City-Breaks) ![A winter scene](https://images.trvl-media.com/place/89045/03fff121-2e0b-4e9d-87bf-e8549eff3948.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Julie Miller ![](https://images.trvl-media.com/place/89045/03fff121-2e0b-4e9d-87bf-e8549eff3948.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [27 Feb - 1 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=89045&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=89045&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [8 May - 10 May](https://www.expedia.co.uk/Hotel-Search?regionId=89045&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [5 Jun - 7 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=89045&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chestertown holiday homes ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18960000/18955400/18955323/bb79f891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/19000000/18960000/18955400/18955323/ac64b77a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18960000/18955400/18955323/05207c9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18960000/18955400/18955323/45b2aa6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lily Pad at Loon Lake near Gore Mountain [](https://www.expedia.co.uk/Chestertown-Hotels-The-Lily-Pad-At-Loon-Lake-Near-Gore-Mountain.h18955323.Hotel-Information) Chestertown 9.6/10 Exceptional (40 reviews) "Comfortable stay with extended family. Would definitely stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pam V. £417 includes taxes & fees 12 Feb - 13 Feb [](https://www.expedia.co.uk/Chestertown-Hotels-The-Lily-Pad-At-Loon-Lake-Near-Gore-Mountain.h18955323.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18960000/18956200/18956145/73dd065d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/19000000/18960000/18956200/18956145/3602ed4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18960000/18956200/18956145/w1200h900x75y0-57ed71c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, table football, ping pong](https://images.trvl-media.com/lodging/19000000/18960000/18956200/18956145/53d5aace.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eagles Nest at Loon Lake near Gore Mountain [](https://www.expedia.co.uk/Chestertown-Hotels-Eagles-Nest-At-Loon-Lake-Near-Gore-Mountain.h18956145.Hotel-Information) Chestertown 10/10 Exceptional (115 reviews) "Cozy home in the Adirondacks. It had everything we needed for 19 relatives for a family reunion. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy B. £555 includes taxes & fees 8 Mar - 9 Mar [](https://www.expedia.co.uk/Chestertown-Hotels-Eagles-Nest-At-Loon-Lake-Near-Gore-Mountain.h18956145.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/73000000/72070000/72063500/72063434/4dab497f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, stereo](https://images.trvl-media.com/lodging/73000000/72070000/72063500/72063434/beee4918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72070000/72063500/72063434/1383e448.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/73000000/72070000/72063500/72063434/3c1463c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rustic Adirondack Retreat on Tripp Lake [](https://www.expedia.co.uk/Chestertown-Hotels-Rustic-Adirondack-Retreat-On-Tripp-Lake.h72063434.Hotel-Information) Chestertown 10/10 Exceptional (46 reviews) "We enjoyed our stay, the condo was very clean and beautifully decorated. The beds and couches were very comfortable and location was perfect with a local beach and lake and in driving distance to great restaurants and Lake George. Definitely recommend Linda’s property for your next vacation. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Natercia R. £382 includes taxes & fees 11 Feb - 12 Feb [](https://www.expedia.co.uk/Chestertown-Hotels-Rustic-Adirondack-Retreat-On-Tripp-Lake.h72063434.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/64000000/63360000/63358600/63358578/fdbb7e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/64000000/63360000/63358600/63358578/9629ebb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/64000000/63360000/63358600/63358578/5237be9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63360000/63358600/63358578/520e60a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adirondack Bungalow Getaway [](https://www.expedia.co.uk/Lake-George-Hotels-Adirondack-Bungalow-Getaway.h63358578.Hotel-Information) Warrensburg 10/10 Exceptional (69 reviews) "Great spot " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Winter R. £143 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/Lake-George-Hotels-Adirondack-Bungalow-Getaway.h63358578.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/65000000/64190000/64182200/64182119/5a51e2ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/65000000/64190000/64182200/64182119/7f7e7c79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/64190000/64182200/64182119/2fdca943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/65000000/64190000/64182200/64182119/0d1737c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gore Mountain Lift View: Wade St. Apt 2 [](https://www.expedia.co.uk/North-Creek-Hotels-Gore-Mountain-Lift-View-Wade-St-Apt-2.h64182119.Hotel-Information) North Creek 9.4/10 Exceptional (12 reviews) "Thank you for an amazing stay. Everything was fantastic! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tara F. £274 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/North-Creek-Hotels-Gore-Mountain-Lift-View-Wade-St-Apt-2.h64182119.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/20000000/19320000/19317900/19317842/2142784c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19320000/19317900/19317842/055d4e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19320000/19317900/19317842/c8919bb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Books](https://images.trvl-media.com/lodging/20000000/19320000/19317900/19317842/3bf3c440.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sweet New Cabin With Amazing Views Of The Hudson River [](https://www.expedia.co.uk/Lake-George-Hotels-Sweet-New-Cabin-With-Amazing-Views-Of-The-Hudson-River.h19317842.Hotel-Information) North River 9.8/10 Exceptional (41 reviews) "Beautiful location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary G. £205 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/Lake-George-Hotels-Sweet-New-Cabin-With-Amazing-Views-Of-The-Hudson-River.h19317842.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/95000000/94280000/94272300/94272230/w1080h1920x0y210-4dc17d5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi, bed sheets](https://images.trvl-media.com/lodging/95000000/94280000/94272300/94272230/w1080h2302x0y16-23083199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94280000/94272300/94272230/bdd4bb56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/95000000/94280000/94272300/94272230/w1080h1668x0y336-d3753a8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Redarrow rustic yurt in the Adirondacks, Gore Mt. 15 mins, jug water supplied [](https://www.expedia.co.uk/Minerva-Hotels-Yurt-Red-Arrow.h94272230.Hotel-Information) Minerva £190 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/Minerva-Hotels-Yurt-Red-Arrow.h94272230.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/90000000/89170000/89167900/89167878/c8dfcefc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89170000/89167900/89167878/46281351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89170000/89167900/89167878/3e7304e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89170000/89167900/89167878/4800b6af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gore Mountain Getaway Huge house with 3 Apartments [](https://www.expedia.co.uk/North-Creek-Hotels-Gore-Mountain-Getaway-Huge-House-With-3-Apartments.h89167878.Hotel-Information) North Creek 10/10 Exceptional (1 review) "We enjoyed a family reunion at your buildings - everyone had a great time. The children loved the game room!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jane H W. £503 includes taxes & fees 11 Feb - 12 Feb [](https://www.expedia.co.uk/North-Creek-Hotels-Gore-Mountain-Getaway-Huge-House-With-3-Apartments.h89167878.Hotel-Information) ![House, 5 Bedrooms | Exterior](https://images.trvl-media.com/lodging/118000000/117330000/117320700/117320619/ba3ba704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms | Property grounds](https://images.trvl-media.com/lodging/118000000/117330000/117320700/117320619/5511296d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms | Property grounds](https://images.trvl-media.com/lodging/118000000/117330000/117320700/117320619/448c2500.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms | Interior](https://images.trvl-media.com/lodging/118000000/117330000/117320700/117320619/b23b4821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 10 Mi To Gore Mountain: Home In Adirondack Park 5 Bedroom Home [](https://www.expedia.co.uk/Olmstedville-Hotels-10-Mi-To-Gore-Mountain-Home-In-Adirondack-Park-5-Bedroom-Home.h117320619.Hotel-Information) Olmstedville £610 includes taxes & fees 5 Mar - 6 Mar [](https://www.expedia.co.uk/Olmstedville-Hotels-10-Mi-To-Gore-Mountain-Home-In-Adirondack-Park-5-Bedroom-Home.h117320619.Hotel-Information) ![Games room](https://images.trvl-media.com/lodging/77000000/76410000/76400700/76400679/9a9ba460.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76410000/76400700/76400679/4bdb2790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76410000/76400700/76400679/2b418cf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76410000/76400700/76400679/827ca72f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Office at North Creek All Season Rental [](https://www.expedia.co.uk/North-Creek-Hotels-The-Office-At-North-Creek-All-Season-Rental.h76400679.Hotel-Information) North Creek 9.2/10 Wonderful (11 reviews) "Fun property to stay at! We enjoyed our stay and hope to come back during ski season. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon A. £277 includes taxes & fees 18 Feb - 19 Feb [](https://www.expedia.co.uk/North-Creek-Hotels-The-Office-At-North-Creek-All-Season-Rental.h76400679.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/102000000/101930000/101920800/101920709/f7b53c42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/102000000/101930000/101920800/101920709/bf8ad892.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/102000000/101930000/101920800/101920709/de7f5c2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101930000/101920800/101920709/bddb30cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Cabin minutes from Lake George w/ Hot Tub [](https://www.expedia.co.uk/Lake-Luzerne-Hotels-Vacation-Cabin-Just-Minutes-From-Lake-George.h101920709.Hotel-Information) Lake Luzerene 10/10 Exceptional (13 reviews) "This was our second time staying at Potash Road. Just like the first time, it was a wonderful experience. We will definitely be booking here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laurie S. £374 includes taxes & fees 1 Mar - 2 Mar [](https://www.expedia.co.uk/Lake-Luzerne-Hotels-Vacation-Cabin-Just-Minutes-From-Lake-George.h101920709.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/113000000/112210000/112205500/112205437/bbb23942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112210000/112205500/112205437/7f606db2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/113000000/112210000/112205500/112205437/46c5368b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/113000000/112210000/112205500/112205437/9eca2902.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### True Adirondack living. 3-bedroom house in tranquil Diamond Point. [](https://www.expedia.co.uk/Diamond-Point-Hotels-True-Adirondack-Living-3-Bedroom-House-In-Tranquil-Diamond-Point.h112205437.Hotel-Information) Diamond Point 10/10 Exceptional (8 reviews) "Fantastic stay. Clean and welcoming. Plenty of staples supplied which is always helpful. Will visit again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brad S. £502 includes taxes & fees 11 Feb - 12 Feb [](https://www.expedia.co.uk/Diamond-Point-Hotels-True-Adirondack-Living-3-Bedroom-House-In-Tranquil-Diamond-Point.h112205437.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/93000000/92600000/92595000/92594929/14f10175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92600000/92595000/92594929/66bcc962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92600000/92595000/92594929/707a6bae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/93000000/92600000/92595000/92594929/4b2199d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spectacular Roof Top Patio 3bd Apartment in Downtown Glens Falls [](https://www.expedia.co.uk/Glens-Falls-Hotels-Spectacular-Roof-Top-Patio-3bd-Apartment-In-Downtown-Glens-Falls.h92594929.Hotel-Information) Glens Falls 10/10 Exceptional (7 reviews) "Everything was exactly as advertised, wonderful stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jim W. £652 includes taxes & fees 11 Feb - 12 Feb [](https://www.expedia.co.uk/Glens-Falls-Hotels-Spectacular-Roof-Top-Patio-3bd-Apartment-In-Downtown-Glens-Falls.h92594929.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/62000000/61510000/61500400/61500350/18d56ac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/62000000/61510000/61500400/61500350/98266b76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, Hulu, table football](https://images.trvl-media.com/lodging/62000000/61510000/61500400/61500350/0db841eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/62000000/61510000/61500400/61500350/dc38e0b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gore Mountain Lift View Ski House: Wade St. 1 [](https://www.expedia.co.uk/North-Creek-Hotels-Gore-Mountain-Lift-View-Ski-House-Wade-St-1.h61500350.Hotel-Information) North Creek 9.4/10 Exceptional (19 reviews) "Great little place in North Creek, met all our needs and could walk to everything. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paula £374 includes taxes & fees 11 Feb - 12 Feb [](https://www.expedia.co.uk/North-Creek-Hotels-Gore-Mountain-Lift-View-Ski-House-Wade-St-1.h61500350.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70120000/70110300/70110282/22b7b5e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70120000/70110300/70110282/5698bab8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70120000/70110300/70110282/846a5775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/71000000/70120000/70110300/70110282/bdfb4213.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Escape- Cozy 4 bedroom retreat in Lake George [](https://www.expedia.co.uk/Lake-George-Hotels-Lake-Escape-Cozy-4-Bedroom-Retreat-In-Lake-George.h70110282.Hotel-Information) Lake George 9.6/10 Exceptional (8 reviews) "Really cozy home very close to town. Clean and ready on time. Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adam F. £403 includes taxes & fees 1 Mar - 2 Mar [](https://www.expedia.co.uk/Lake-George-Hotels-Lake-Escape-Cozy-4-Bedroom-Retreat-In-Lake-George.h70110282.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/118000000/117330000/117325000/117324923/ee842935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117330000/117325000/117324923/c20ef3e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117330000/117325000/117324923/8eea5b2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117330000/117325000/117324923/16c76dd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW! 10 Mi to Gore Mountain: Home in Adirondack Park [](https://www.expedia.co.uk/Olmstedville-Hotels-NEW-10-Mi-To-Gore-Mountain-Home-In-Adirondack-Park.h117324923.Hotel-Information) Olmstedville 10/10 Exceptional (8 reviews) "Exactly what we needed & was stocked with great games, cooking supplies & blankets! Can’t wait to come back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katlyn H. £589 includes taxes & fees 25 Feb - 26 Feb [](https://www.expedia.co.uk/Olmstedville-Hotels-NEW-10-Mi-To-Gore-Mountain-Home-In-Adirondack-Park.h117324923.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/31000000/30330000/30326600/30326566/35ac31ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30330000/30326600/30326566/97d18ce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30330000/30326600/30326566/9055a494.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30330000/30326600/30326566/7eed17e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious ADK 5BR Lodge, Sleeps 14, Near Gore, Firepit, Fireplace, Pets [](https://www.expedia.co.uk/Wevertown-Hotels-Dog-Friendly-Family-Retreat-Cabin-WGore-Mt-Views.h30326566.Hotel-Information) North Creek 10/10 Exceptional (30 reviews) "We enjoyed our stay here! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeremy H. £581 includes taxes & fees 4 Mar - 5 Mar [](https://www.expedia.co.uk/Wevertown-Hotels-Dog-Friendly-Family-Retreat-Cabin-WGore-Mt-Views.h30326566.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/67000000/66850000/66846700/66846642/2cf93bf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/67000000/66850000/66846700/66846642/a04888f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66850000/66846700/66846642/1944f8f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/67000000/66850000/66846700/66846642/266e44d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gore Mountain Lift View: Wade St 1&2 Whole House [](https://www.expedia.co.uk/North-Creek-Hotels-Gore-Mountain-Lift-View-Wade-St-12-Whole-House.h66846642.Hotel-Information) North Creek 10/10 Exceptional (2 reviews) "This is a wonderful location. We thoroughly enjoyed the town of North Creek!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jane H W. £431 includes taxes & fees 15 Feb - 16 Feb [](https://www.expedia.co.uk/North-Creek-Hotels-Gore-Mountain-Lift-View-Wade-St-12-Whole-House.h66846642.Hotel-Information) ![Games room](https://images.trvl-media.com/lodging/90000000/89170000/89167900/89167880/2a5ba2d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89170000/89167900/89167880/381ce440.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89170000/89167900/89167880/4d648f9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89170000/89167900/89167880/7a69aab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gore Mountain Lift View Getaway: 5 Unit Complex [](https://www.expedia.co.uk/North-Creek-Hotels-Gore-Mountain-Lift-View-Getaway-5-Unit-Complex.h89167880.Hotel-Information) North Creek £1,396 includes taxes & fees 11 Feb - 12 Feb [](https://www.expedia.co.uk/North-Creek-Hotels-Gore-Mountain-Lift-View-Getaway-5-Unit-Complex.h89167880.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-02-24&endDate=2026-02-25®ionId=89045&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America®ionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=APART_HOTEL) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America®ionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=VACATION_HOME) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America®ionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=APARTMENT) Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America®ionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=CABIN) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America®ionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=COTTAGE) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America®ionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=CONDO) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America®ionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=VILLA) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=Chestertown%2C+New+York%2C+United+States+of+America®ionId=89045&latLong=43.652863%2C-73.801254&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=CHALET) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChestertown-Private-Holiday-Homes.d89045-aaPrivateHolidayHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChestertown-Private-Holiday-Homes.d89045-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ## Top Chestertown Hotel Reviews ![Courtyard by Marriott Lake George](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191022/f47df569_y.jpg) ### Courtyard by Marriott Lake George 10/10 Excellent "Room was great, staff is great, second time at this hotel and it was consistent with the first stay!! Highly recommend" [](https://expedia.co.uk/Lake-George-Hotels-Courtyard-By-Marriott-Lake-George.h15191022.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Lake George](https://images.trvl-media.com/lodging/83000000/82500000/82499900/82499882/4b0bd02a_y.jpg) ### La Quinta Inn & Suites by Wyndham Lake George 10/10 Excellent "Great staff and fun place for the kids. " [](https://expedia.co.uk/Lake-George-Hotels-The-George-NY.h82499882.Hotel-Information) ![Super 8 by Wyndham Lake George/Warrensburg Area](https://images.trvl-media.com/lodging/1000000/460000/459800/459792/a069ae03_y.jpg) ### Super 8 by Wyndham Lake George/Warrensburg Area 10/10 Excellent "Great spot" [](https://expedia.co.uk/Lake-George-Hotels-Super-8-By-Wyndham-Lake-GeorgeWarrensburg-Area.h459792.Hotel-Information) ![Hampton Inn & Suites Lake George](https://images.trvl-media.com/lodging/2000000/1510000/1503800/1503711/201ef456_y.jpg) ### Hampton Inn & Suites Lake George 10/10 Excellent "Upon arrival personnel was very friendly and very helpful. Property was very clean and there was always somebody maintaining it. Room was very clean and welcoming. I was very glad to walk in to the room and smell the cleaning solution smell. Pool, gym and other amenitties were also very wel maintained. " [](https://expedia.co.uk/Lake-George-Hotels-Hampton-Inn-Suites-Lake-George.h1503711.Hotel-Information) ![The Queensbury Hotel](https://images.trvl-media.com/lodging/1000000/50000/40400/40334/c38b9040_y.jpg) ### The Queensbury Hotel 10/10 Excellent "Excellent " [](https://expedia.co.uk/Lake-George-Hotels-The-Queensbury-Hotel.h40334.Hotel-Information) ![Six Flags Great Escape Lodge & Indoor Waterpark](https://images.trvl-media.com/lodging/2000000/1390000/1385500/1385446/fcd6f5d2_y.jpg) ### Six Flags Great Escape Lodge & Indoor Waterpark 10/10 Excellent "A great hotel to bring the family. Very spacious suites, great amenities, and friendly staff." [](https://expedia.co.uk/Lake-George-Hotels-Six-Flags-Lodge-Indoor-Waterpark.h1385446.Hotel-Information) ![Fort William Henry Hotel and Conference Center](https://images.trvl-media.com/lodging/2000000/1130000/1129600/1129524/a8530560_y.jpg) ### Fort William Henry Hotel and Conference Center 10/10 Excellent "Everything was great, we really enjoyed their Fire and Ice event!" [](https://expedia.co.uk/Lake-George-Hotels-Fort-William-Henry-Hotel-And-Conference-Center.h1129524.Hotel-Information) ![Holiday Inn Resort Lake George - Adirondack Area by IHG](https://images.trvl-media.com/lodging/1000000/10000/1200/1178/3f808d49_y.jpg) ### Holiday Inn Resort Lake George - Adirondack Area by IHG 10/10 Excellent "Great relaxed vibe. Nice room and nice common places. " [](https://expedia.co.uk/Lake-George-Hotels-Holiday-Inn-Lake-George-Turf.h1178.Hotel-Information) ![Comfort Inn & Suites Lake George](https://images.trvl-media.com/lodging/2000000/1650000/1640200/1640103/93d3500a_y.jpg) ### Comfort Inn & Suites Lake George 10/10 Excellent "Great stay, we were able to check-in about 45 mins early. There were ice bars at some local hotels and s brewery. Easy walk, wonderful night in Lake George. " [](https://expedia.co.uk/Lake-George-Hotels-Comfort-Inn-Suites.h1640103.Hotel-Information) ## Find out more about Chestertown ## Chestertown Holiday Homes information | Number of reviews | 406 | | ----------------- | ----------------- | | Accommodation | 485 Holiday Homes | | Lowest Price | £143 | | Highest Price | £1,396 | ## Explore a world of travel with Expedia - More ways to book - [Book Holiday Homes in Chestertown on Expedia.com ](https://www.expedia.com/Chestertown-Private-Vacation-Homes.d89045-aaPrivateVacationHomes.Travel-Guide-Accommodation)