Title: Top Chester Cabin Rentals | Expedia.ca [Hotels in Chester](https://expedia.ca/Chester-Hotels.d6005399.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.ca/Chester-Vacation-Rentals.d6005399.Travel-Guide-VacationRentals)[Chester Car Rentals](https://expedia.ca/Car-Rentals-In-Chester.d6005399.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.ca/Chester.d6005399.Destination-Travel-Guides) ![Frozen Sanderson Brook Falls in Chester ](https://images.trvl-media.com/place/6005399/400cb5cc-e1d2-4765-9a2f-8870b6e8f711.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Elizabeth Massa Peroulakis # Find Cabins in Chester for Rent from CA $594 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](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 Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6005399&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6005399&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6005399&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6005399&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Chester Cabin Rentals ![Exterior](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/ec8e2057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/0ab9f2e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/137726e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/4fb8018b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere Hinsdale 9.8/10 Exceptional (33) "Great cottage - well appointed and very clean. No air conditioning so a bit warm when it’s hot out, but all in all a great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lindsey E. CA $233 CA $594 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Hinsdale-Hotels-Beautiful-2-Bedroom-Loft-With-Hot-Tub-At-Lake-Ashmere.h89714351.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.ca/Hotel-Search?startDate=2025-12-04&endDate=2025-12-05®ionId=6005399&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChester-Cabins.d6005399-aaCabins.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChester-Cabins.d6005399-aaCabins.Travel-Guide-Accommodation) ## Top Chester Hotel Reviews ![Tru by Hilton Chicopee Springfield](https://images.trvl-media.com/lodging/23000000/22420000/22413500/22413458/2bcbba21_y.jpg) ### Tru by Hilton Chicopee Springfield 10/10 Excellent "everything was good" [](https://expedia.ca/Springfield-Hotels-Tru-By-Hilton-Chicopee-Springfield.h22413458.Hotel-Information) ![Homewood Suites by Hilton Hadley Amherst](https://images.trvl-media.com/lodging/34000000/33240000/33232900/33232831/d135e2ba_y.jpg) ### Homewood Suites by Hilton Hadley Amherst 10/10 Excellent "Clean room, spacious room, nice staff, and good location for our trip. " [](https://expedia.ca/Springfield-Hotels-Homewood-Suites-By-Hilton-Hadley-Amherst.h33232831.Hotel-Information) ![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG 10/10 Excellent "Everything was amazing my bf did get a beer at the bar that was expired but everything else was amazing " [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Quality Inn West Springfield](https://images.trvl-media.com/lodging/1000000/10000/7500/7486/7f7ace74_y.jpg) ### Quality Inn West Springfield 10/10 Excellent "Very courteous staff. Comfortable, clean room. Always interesting people travelling through." [](https://expedia.ca/Springfield-Hotels-Quality-Inn-West-Springfield.h7486.Hotel-Information) ![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg) ### The Yankee, Trademark Collection by Wyndham 10/10 Excellent "Great stay!" [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "The suites were large. Nice to have separate bedroom. Kitchen with all the basics. Perfect for a getaway " [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Courtyard by Marriott West Springfield](https://images.trvl-media.com/lodging/34000000/33300000/33298700/33298677/90293a2b_y.jpg) ### Courtyard by Marriott West Springfield 10/10 Excellent "Work trip meet my needs" [](https://expedia.ca/Springfield-Hotels-Courtyard-By-Marriott-West-Springfield.h33298677.Hotel-Information) ![The Black Swan Lee - Lenox, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ca1036e9_y.jpg) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel 10/10 Excellent "The room was nice, but wish we would have asked for the lake view. The breakfast area was really nice and they had good food. The coffee machine was available 24/7 and it made a pretty good mocha! " [](https://expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![The Ellery](https://images.trvl-media.com/lodging/1000000/900000/892700/892654/0b76727c_y.jpg) ### The Ellery 10/10 Excellent "I stayed in a double queen room with my daughter on a visit to Smith. The room was very comfortable, the host was delightful l, and the breakfast was delicious! Will be back!" [](https://expedia.ca/Springfield-Hotels-The-Ellery.h892654.Hotel-Information) ## Find out more about Chester ## Chester Cabin Rentals information | Number of reviews | 33 | | --- | --- | | Accommodation | 19 Cabin Rentals | | Lowest Price | CA $594 | | Highest Price | CA $594 | ## Frequently asked questions ### What are the best cabins near Chester? > Discover the great outdoors without surrendering the comforts at one of our 275 cabins in and around Chester. Whether you have relaxation or adventure on your to-do list, [Log Cabin Living On The Esopus Creek](https://www.expedia.ca/Saugerties-Hotels-Log-Cabin-Living-On-The-Esopus-Creek.h33507304.Hotel-Information) delivers plenty of both. Alternatively, spend your break at [Sfa Lodge Log Cabin 4 Bd - 2 Ba Nestled In The Woods 5 Mins From Berkshire East](https://www.expedia.ca/Charlemont-Hotels-Sfa-Lodge-Log-Cabin-4-Bd-2-Ba-Nestled-In-The-Woods-5-Mins-From-Berkshire-East.h33693860.Hotel-Information) and enjoy staring out at its wonderful natural surroundings. ### Are there cheap cabins in Chester? > For an affordable vacation in nature, have a look at our cheap cabins in Chester. Wake each morning to the sound of birds twittering from one of our cozy cabins priced from CA $594 to CA $594 a night.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### What are the best mountain cabins near Chester? > Bunk down in a mountain cabin near Chester and experience dramatic views, outdoor activities and memories you won't forget. [Cabin - Charming, Quiet, River Front](https://www.expedia.ca/Hillsdale-Hotels-Charming.h22161514.Hotel-Information) is a tough act to beat. Tucked high in the hills, you'll find useful amenities like snowsport activities and skiing facilities here. [This Is It Fabulous Vermont Cabin W](https://www.expedia.ca/West-Halifax-Hotels-This-Is-It-Stunning-Vermont-Views-W-25-Acres-To-Explore-Its-Almost-Heaven.h18993521.Hotel-Information) is another popular option. It comes with a wood stove, winery tours and scenery to make you swoon. ### What are the best river cabins near Chester? > If you're looking for a comfortable place to stay overlooking the water, a Chester river cabin is hard to beat. Head for [Cabin - Charming, Quiet, River Front](https://www.expedia.ca/Hillsdale-Hotels-Charming.h22161514.Hotel-Information) and let any bothers scurry away downstream. Useful amenities here include snowsport activities and skiing facilities. Another popular riverside getaway is [Cabin - Romantic Retreat](https://www.expedia.ca/Kingston-Hotels-Romantic-Lakefront-Retreat.h27263490.Hotel-Information). Guests have use of on-site watersports, snowsport activities and more. ### What are the best cabins with pools near Chester? > Staying in a cabin rental with a pool adds a level of fun to your vacation. If you're seeking one near Chester, [Charming Traditional Log Cabin In Between Mt. Snow And Stratton With Sauna](https://www.expedia.ca/Wardsboro-Hotels-Charming-Traditional-Log-Cabin-In-Between-Mt-Snow-And-Stratton-With-Saunawifi.h33563397.Hotel-Information) offers conveniences like a swimming pool and a porch to make your poolside escape even more awesome. [Cabin - Romantic Retreat](https://www.expedia.ca/Kingston-Hotels-Romantic-Lakefront-Retreat.h27263490.Hotel-Information) is another favourite with travellers and features on-site watersports and a swimming pool. ### Can I find beach cabins near Chester? > Get your hit of salty air and sunshine at [Cabin - Relax, Reconnect And Enjoy](https://www.expedia.ca/Sand-Lake-Hotels-Lakeside-Cabin-Pumpkin-Carving.h57343854.Hotel-Information). One of our best Chester beach cabins, it offers on-site watersports and children's activities. You can also spend lazy days by the ocean at [Cabin - Lakefront - King - Petsok - W And D](https://www.expedia.ca/Ashford-Hotels-Lakefront-Cabin-W-KING-Bed-Amazing-Lake-Views.h89789856.Hotel-Information). On-site watersports and clothes washing facilities will help make your time here extra comfortable. ### What are the best weekend cabin rentals in Chester? > Nothing's better than a weekend cabin getaway after a big week at work. Swap the office cubicle for a few days in nature at [Cabin - Charming, Quiet, River Front](https://www.expedia.ca/Hillsdale-Hotels-Charming.h22161514.Hotel-Information). A patio and a firepit are a few of the amenities it offers. Otherwise, forget all about work at [This Is It Fabulous Vermont Cabin W](https://www.expedia.ca/West-Halifax-Hotels-This-Is-It-Stunning-Vermont-Views-W-25-Acres-To-Explore-Its-Almost-Heaven.h18993521.Hotel-Information). Settle in here and take advantage of a patio and a firepit. ### What are the best cabin prices in Chester? > Whether you're traveling on a tiny budget or want to splurge on your next vacation, you'll find what you're looking for with Expedia. At the moment, you can get a Chester cabin from just CA $594 a night. ### Can I find log cabins in Chester? > For lots of nature lovers, the perfect outdoor vacation isn't complete without bunking down in a log cabin full of charm and character. Get adventurous or simply unplug and unwind at [Charming Traditional Log Cabin In Between Mt. Snow And Stratton With Sauna](https://www.expedia.ca/Wardsboro-Hotels-Charming-Traditional-Log-Cabin-In-Between-Mt-Snow-And-Stratton-With-Saunawifi.h33563397.Hotel-Information). Recreational activities such as fishing and cycling are among the exciting things to do here. Another enticing log cabin getaway is [Waterfalls - View - Pond. Secluded Log Cabin Abuts Mt Snow. Ev Outlet](https://www.expedia.ca/West-Dover-Hotels-Secluded-Log-Home-13-Mi-From-Liftslodge-Waterfalls.h32545319.Hotel-Information). Cross-country skiing and tubing will keep you on the move when you're not kicking back in your rustic hideaway. ### What are the highest-rated cabins in Chester? > Vacationers can't get enough of [Cabin - Artist's Camp On Lake Mahkeenac](https://www.expedia.ca/Bouvet-Island-Hotels-PRIVATEVACATIONHOME.h53939595.Hotel-Information). This superb option comes with lots of handy amenities like a patio and a fireplace. It's easy to understand why [Cabin With 3 Acres, Tennis Courts: By 4 Ski Mtns](https://www.expedia.ca/Sandisfield-Hotels-Cabin-W3-Acres.h42519985.Hotel-Information) is also popular with visitors. Conveniences such as a porch and a tennis court will help make your stay even more memorable. ### Why should I book a cabin in Chester? > For a vacation in nature at an amazing price, there's nothing better than a cabin. Visualize yourself waking up to the sounds of the wilderness and then wandering onto your deck to be surrounded by stunning views. Lock in a cabin in Chester and wave goodbye to the hectic pace of modern life. Whether they're beachside, lakeside or up a mountain, cabins offer a rustic and relaxing experience you won't forget. ### What are the top nature cabins in Chester? > The outdoors won't be the only thing you'll be experiencing plenty of while vacationing in a nature cabin in Chester. Adventure is at every turn too. Get cozy at [Cabin - Charming, Quiet, River Front](https://www.expedia.ca/Hillsdale-Hotels-Charming.h22161514.Hotel-Information) and make time for some nearby scuba diving and hiking. Another standout is [Cabin - Romantic Retreat](https://www.expedia.ca/Kingston-Hotels-Romantic-Lakefront-Retreat.h27263490.Hotel-Information). It's renowned for its creature comforts on top of its nearby horse riding and nearby hiking and biking trails opportunities nearby. ### What are some of the best cabins near International Volleyball Hall of Fame in Chester? > Ditch the daily grind and step out into nature from an International Volleyball Hall of Fame cabin. Stroll among the wildlife, take in the fresh air and then put your feet up at [Lakefront Westhampton Cabin With Beach + Kayaks](https://www.expedia.ca/Westhampton-Hotels-Lakefront-Westhampton-Cabin-W-Beach-Kayaks.h95818477.Hotel-Information). Awesome activities such as nearby motor boating and nearby kayaking are waiting for you here. Another place you'll love coming home to is [Charming Cabin Lake Rights, Private Dock 3 Bedroom](https://www.expedia.ca/Huntington-Hotels-Charming-Cabin-Lake-Rights.h33570791.Hotel-Information). 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