Title: Best Cottages in Chestertown in 2026 | 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) ![](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 [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 two months [22 May - 24 May](https://www.expedia.co.uk/Hotel-Search?regionId=89045&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [19 Jun - 21 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=89045&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [17 Jul - 19 Jul](https://www.expedia.co.uk/Hotel-Search?regionId=89045&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chestertown cottages ![Property grounds](https://images.trvl-media.com/lodging/83000000/82950000/82945200/82945159/c01ec95e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/83000000/82950000/82945200/82945159/8b542543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82950000/82945200/82945159/18e42197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/83000000/82950000/82945200/82945159/0a9e241b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome! [](https://www.expedia.co.uk/Fort-Ann-Hotels-Waterfront-Cottage-With-Fireplace-20-Min-From-Lake-George.h82945159.Hotel-Information) Fort Ann 10/10 Exceptional (24 reviews) "Wonderful stay at a GREAT property!Couldn't ask for more!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert H. £268 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Fort-Ann-Hotels-Waterfront-Cottage-With-Fireplace-20-Min-From-Lake-George.h82945159.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76670000/76660600/76660597/231e7e6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76670000/76660600/76660597/37726a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76670000/76660600/76660597/6c97fcf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76670000/76660600/76660597/e112bf38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful cottage on quiet country road walking distance to charming North Creek [](https://www.expedia.co.uk/North-Creek-Hotels-Beautiful-Cottage-On-Quiet-Country-Road.h76660597.Hotel-Information) North Creek 9.8/10 Exceptional (51 reviews) "It was exactly what I needed. Quiet and conveniently located for my plans. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ruth A. £162 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/North-Creek-Hotels-Beautiful-Cottage-On-Quiet-Country-Road.h76660597.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122290000/122280800/122280757/47c9f996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122290000/122280800/122280757/ad7c4162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122290000/122280800/122280757/93d2bad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/123000000/122290000/122280800/122280757/9e6c6264.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Convenient location for adventures in the Adirondacks! [](https://www.expedia.co.uk/Warrensburg-Hotels-Perfect-Autumn-Getaway.h122280757.Hotel-Information) Warrensburg £226 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Warrensburg-Hotels-Perfect-Autumn-Getaway.h122280757.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122290000/122280800/122280769/fbf1a98e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122290000/122280800/122280769/57d4dbbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122290000/122280800/122280769/69899755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122290000/122280800/122280769/7d94cfd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Convenient location for adventures in the Adirondacks! [](https://www.expedia.co.uk/Warrensburg-Hotels-Perfect-Autumn-Getaway.h122280769.Hotel-Information) Warrensburg £283 includes taxes & fees 14 Apr - 15 Apr [](https://www.expedia.co.uk/Warrensburg-Hotels-Perfect-Autumn-Getaway.h122280769.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=2026-04-12&endDate=2026-04-13®ionId=89045&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style 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=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&lodging=VACATION_HOME) 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=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&lodging=CABIN) 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=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&lodging=APARTMENT) 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=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&lodging=COTTAGE) 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=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&lodging=CHALET) 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=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&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=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&lodging=VILLA) ![](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-Cottages.d89045-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChestertown-Cottages.d89045-aaCottages.Travel-Guide-Accommodation) ## Top Chestertown Hotel Reviews ![Country Inn & Suites by Radisson, Lake George (Queensbury), NY](https://images.trvl-media.com/lodging/2000000/1510000/1503700/1503683/8b1d260e_y.jpg) ### Country Inn & Suites by Radisson, Lake George (Queensbury), NY 10/10 Excellent "Amazing" [](https://expedia.co.uk/Lake-George-Hotels-Country-Inn-Suites-By-Radisson.h1503683.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Lake George](https://images.trvl-media.com/lodging/83000000/82500000/82499900/82499882/85a37759_y.jpg) ### La Quinta Inn & Suites by Wyndham Lake George 10/10 Excellent "Rented a Suite for one night. It went above and beyond my expectations! I will definately be back and recommend to friends/family." [](https://expedia.co.uk/Lake-George-Hotels-The-George-NY.h82499882.Hotel-Information) ![Hampton Inn & Suites Lake George](https://images.trvl-media.com/lodging/2000000/1510000/1503800/1503711/7a626a12_y.jpg) ### Hampton Inn & Suites Lake George 10/10 Excellent "All aspects of our stay was excellent. Staff were kind and efficient. Breakfast was delicious. Rooms were clean and quiet. Pool and hot tub were enjoyable. " [](https://expedia.co.uk/Lake-George-Hotels-Hampton-Inn-Suites-Lake-George.h1503711.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 "Yes pool was awesome " [](https://expedia.co.uk/Lake-George-Hotels-Six-Flags-Lodge-Indoor-Waterpark.h1385446.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 6/10 Okay "It was basic and affordable." [](https://expedia.co.uk/Lake-George-Hotels-Comfort-Inn-Suites.h1640103.Hotel-Information) ![Lodges At Cresthaven](https://images.trvl-media.com/lodging/2000000/1330000/1320800/1320727/e5159e2c_y.jpg) ### Lodges At Cresthaven 10/10 Excellent "Amazing view clean room" [](https://expedia.co.uk/Lake-George-Hotels-Lodges-At-Cresthaven.h1320727.Hotel-Information) ![The Queensbury Hotel](https://images.trvl-media.com/lodging/1000000/50000/40400/40334/2f07bb66_y.jpg) ### The Queensbury Hotel 10/10 Excellent "Clean and quiet " [](https://expedia.co.uk/Lake-George-Hotels-The-Queensbury-Hotel.h40334.Hotel-Information) ![Lakefront townhome on Tripp Lake in the Adirondacks, minutes from Gore Mountain skiing, Lake George, hiking, kayaking, and year-round outdoor adventure.](https://images.trvl-media.com/lodging/121000000/120760000/120755100/120755074/be8d3406_y.jpg) ### Lakefront townhome on Tripp Lake in the Adirondacks, minutes from Gore Mountain skiing, Lake George, hiking, kayaking, and year-round outdoor adventure. 10/10 Excellent "This was our first vacation rental as we were reluctant to try it after reading horrible stores about hidden fees and a tons of house cleaning list. We took a plunge this time and I am glad we did it. If you cook a lot (not us), a large party (not us), then this is perfect. It was a bit too big for us since we are used to staying at hotels. But it was nice to have a full kitchen (all we did was warming up our prepared food) and have separate space so that we could do our own work. The townhouse is really on a lakefront --We took a short walk the first day. Then we got busy and it was rainy, so we were not able to do it again while we stayed. It is very quiet around here. Luckily we did not see any (scary) wild animals, so it was all good! As city folks, we tend to get worried about seeing 'wild animals". The check-out list was not much, so our view on using vacation rental has changed--that we will probably use vacation rentals more in the future." [](https://expedia.co.uk/Chestertown-Hotels-Secluded-And-Cozy-Lakeside-Townhome-On-Tripp-Lake.h120755074.Hotel-Information) ![Best Western of Lake George](https://images.trvl-media.com/lodging/1000000/30000/25000/24945/5f75ab9d_y.jpg) ### Best Western of Lake George 4/10 Poor "Elsie the breakfast person was absolutely top notch. The front desk person was ok. They never cleaned the room in 4 days. The Tub was not cleaned when I showed up. No WiFi. Old, run-down and generally unkempt inside and out. Never again, too many better options around Lake George." [](https://expedia.co.uk/Lake-George-Hotels-Best-Western-Of-Lake-George.h24945.Hotel-Information) ## Find out more about Chestertown ## Chestertown Cottages information | Number of reviews | 75 | | ----------------- | ------------ | | Accommodation | 159 Cottages | | Lowest Price | £162 | | Highest Price | £283 | ## Frequently asked questions ### How much do cottages in Chestertown cost? ### How many cottages are there in Chestertown? ### Are there any family-friendly cottages in Chestertown? ### Why book your cottage in Chestertown with Expedia? ### How can I find cheap cottages in Chestertown? ### What is there to do in Chestertown near my cottage? ## Explore a world of travel with Expedia - More ways to book - [Book Cottages in Chestertown on Expedia.com ](https://www.expedia.com/Chestertown-Cottages.d89045-aaCottages.Travel-Guide-Accommodation)