Title: Chester, CT Cottage Rentals from $149 | Expedia.com [Chester Travel Guide](https://expedia.com/Chester.dx183058)[Hotels in Chester](https://expedia.com/Chester-Hotels.d183058.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.com/Chester-Vacation-Rentals.d183058.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.com/Cheap-Flights-To-Chester.d183058.Travel-Guide-Flights)[Car Rentals in Chester](https://expedia.com/Car-Rentals-In-Chester.d183058.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.com/Chester.d183058.Destination-Travel-Guides) ![Connecticut River Autumn Landscape with the view of landmark architectures on the woodland hill, a tranquil New England scenery](https://images.trvl-media.com/place/183058/c14a28ee-62e4-4e76-85a4-650e5a230000.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/183058/c14a28ee-62e4-4e76-85a4-650e5a230000.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=183058&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=183058&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=183058&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 24 - Jul 26](https://www.expedia.com/Hotel-Search?regionId=183058&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chester cottages ![Exterior](https://images.trvl-media.com/lodging/123000000/122920000/122919900/122919838/b8b9f031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122920000/122919900/122919838/f4b0f948.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122920000/122919900/122919838/3c2ed1b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/123000000/122920000/122919900/122919838/07929bda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Tiny Cottage at Clem & Clyde's [](https://www.expedia.com/Montville-Hotels-The-Tiny-Cottage-At-Clem-Clydes.h122919838.Hotel-Information) Oakdale, 10/10 Exceptional (7 reviews) "Cottage was perfect! The fresh eggs given to us by the host made for an awesome breakfast! The host was great! My 2 energetic boys loved every animal. The host made sure to take my boys through every fence/gate there was to get my boys front and center with the animals. This isn’t just about money him seeing my boys smile and run around with the animals definitely made his day! Left about an hour ago and my boys already asked 17 times when we are going back! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jeff $133 nightly $149 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Montville-Hotels-The-Tiny-Cottage-At-Clem-Clydes.h122919838.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/109000000/108770000/108766000/108765994/c0b20841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108770000/108766000/108765994/c5a2aa07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108770000/108766000/108765994/0bbae525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108770000/108766000/108765994/185a0230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk [](https://www.expedia.com/Waterford-Hotels-Cozy-Renovated-Cottage-With-Game-Room.h108765994.Hotel-Information) Waterford 10/10 Exceptional (19 reviews) "Wonderful place with a great location! Fantastic communication!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cary H. $268 nightly $303 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Waterford-Hotels-Cozy-Renovated-Cottage-With-Game-Room.h108765994.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/65eed284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/b4ee006e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/0c11d8f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/2e009ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1-bedroom cottage with Grove Beach 🏖️ access. [](https://www.expedia.com/Clinton-Hotels-1-Bedroom-Cottage-With-Grove-Beach-Access.h90991445.Hotel-Information) Clinton 9.6/10 Exceptional (40 reviews) "Many local restaurants near by. Christy's for breakfast was very good. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin H. $167 nightly $189 total Apr 14 - Apr 15 Total with taxes and fees [](https://www.expedia.com/Clinton-Hotels-1-Bedroom-Cottage-With-Grove-Beach-Access.h90991445.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/105000000/104210000/104201500/104201419/2dc77942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/105000000/104210000/104201500/104201419/89805f8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104210000/104201500/104201419/7d6f5da2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104210000/104201500/104201419/0ba46f26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### East Haddam Lake View Rental [](https://www.expedia.com/East-Haddam-Hotels-East-Haddam-Lake-View-Rental.h104201419.Hotel-Information) East Haddam $385 nightly $443 total Apr 15 - Apr 16 Total with taxes and fees [](https://www.expedia.com/East-Haddam-Hotels-East-Haddam-Lake-View-Rental.h104201419.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.com/Hotel-Search?startDate=2026-04-18&endDate=2026-04-19®ionId=183058&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=CABIN) Villas [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=VILLA) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=VACATION_HOME) Cottages [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=COTTAGE) Apartments [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=APARTMENT) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=HOUSE_BOAT) Condos [](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America®ionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2026-07-03&d1=2026-07-03&endDate=2026-07-06&d2=2026-07-06&lodging=CONDO) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChester-Cottages.d183058-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChester-Cottages.d183058-aaCottages.Travel-Guide-Accommodation) ## Top Chester Hotel Reviews ![Hampton Inn Norwich](https://images.trvl-media.com/lodging/19000000/18260000/18258300/18258245/abd6f274_y.jpg) ### Hampton Inn Norwich 8/10 Good "Location and parking were excellent, verry short drive to where we were going, "Mohegan Sun Arina". The breakfast was average at best, but overall, a great value. I would stay there again." [](https://expedia.com/Norwich-Hotels-Hampton-Inn-Norwich.h18258245.Hotel-Information) ![Sleep Inn & Suites Niantic North](https://images.trvl-media.com/lodging/1000000/860000/851700/851700/a58a238d_y.jpg) ### Sleep Inn & Suites Niantic North 6/10 Okay "Found black bits of likely mold or something in the ice machine ice. " [](https://expedia.com/Niantic-Hotels-Sleep-Inn-Suites-Niantic.h851700.Hotel-Information) ![Microtel Inn & Suites by Wyndham Uncasville Casino Area](https://images.trvl-media.com/lodging/1000000/810000/801800/801773/13f41393_y.jpg) ### Microtel Inn & Suites by Wyndham Uncasville Casino Area 4/10 Poor "Good: Breakfast had boiled eggs and yogurt. That's nice. Front end staff very nice. Bad: The bed was awful. The room is outdated and little dingy, dirty/peeling wallpaper. Housekeeping was nonexistent. You can hear EVERYTHING. I was on the first floor. Every stop above. Everything the neighbors are saying. Everything outside. Loudest hotel I've ever stayed at." [](https://expedia.com/Montville-Hotels-Microtel-Inn-Suites-By-Wyndham-Uncasville.h801773.Hotel-Information) ![Hyatt Place Uncasville - Casino Area](https://images.trvl-media.com/lodging/3000000/2600000/2593900/2593874/a4b45014_y.jpg) ### Hyatt Place Uncasville - Casino Area 10/10 Excellent "Great" [](https://expedia.com/Montville-Hotels-Hyatt-Place-Mohegan-Sun.h2593874.Hotel-Information) ![The Spa at Norwich Inn](https://images.trvl-media.com/lodging/1000000/10000/400/330/d16c6ee7_y.jpg) ### The Spa at Norwich Inn 8/10 Good "Was a great place to unwind and relax in the spa , the juice bar was a nice touch. Not a great place to go for a husband and wife as the only co-ed amenity was the heated pool between the mens and womans locker rooms. Would be an amazing girls/guys trip so you would be able to enjoy the sauna, hot tub and steam rooms together. Otherwise it was a clean beautiful spa!" [](https://expedia.com/Norwich-Hotels-The-Spa-At-Norwich-Inn.h330.Hotel-Information) ![Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area](https://images.trvl-media.com/lodging/1000000/810000/800500/800485/0a34971a_y.jpg) ### Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area 8/10 Good "Yes & Yes" [](https://expedia.com/Montville-Hotels-Fairfield-By-Marriott-Inn-Suites-Uncasville-Groton-Area.h800485.Hotel-Information) ![Best Western Plus New England Inn & Suites](https://images.trvl-media.com/lodging/1000000/930000/922200/922173/94c389ac_y.jpg) ### Best Western Plus New England Inn & Suites 10/10 Excellent "Unfortunately they cook meat in same " [](https://expedia.com/Hartford-Hotels-Best-Western-Plus-New-England-Inn-Suites.h922173.Hotel-Information) ![Mohegan Sun](https://images.trvl-media.com/lodging/1000000/900000/894300/894248/37130fc3_y.jpg) ### Mohegan Sun 10/10 Excellent "Upgrade to presidential suite was nice, great time" [](https://expedia.com/Montville-Hotels-Mohegan-Sun.h894248.Hotel-Information) ![Hilton Garden Inn Wallingford/Meriden](https://images.trvl-media.com/lodging/12000000/11450000/11440200/11440147/15d5ef38_y.jpg) ### Hilton Garden Inn Wallingford/Meriden 10/10 Excellent "Front desk service was fantastic! And hotel was great overall " [](https://expedia.com/New-Haven-Hotels-Hilton-Garden-Inn-WallingfordMeriden.h11440147.Hotel-Information) ## Find out more about Chester ## Chester Cottages information | Number of reviews | 66 | | ----------------- | ------------ | | Accommodation | 133 Cottages | | Lowest Price | $149 | | Highest Price | $443 | ## Frequently asked questions ### How much do cottages in Chester cost? ### How many cottages are there in Chester? ### Why book your cottage in Chester with Expedia? ### How can I find cheap cottages in Chester? ### What is there to do in Chester near my cottage? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Chester Center ](https://www.expedia.com/Chester-Center-Chester-Hotels.0-n553248635976479536-0.Travel-Guide-Filter-Hotels) - [Hotels near Norma Terris Theater ](https://www.expedia.com/Norma-Terris-Theater-Hotels.0-l553248621532665705-0.Travel-Guide-Filter-Hotels) - [Cabin Rentals in Deep River ](https://www.expedia.com/Deep-River-Cabins.d6004513-aaCabins.Travel-Guide-Accommodation) - 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