Title: Chester, CT Cottage Rentals from $134 | 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)

## Check prices for these dates

In two weeks

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=183058&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=183058&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=183058&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=183058&startDate=2026-07-10&endDate=2026-07-12&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)

![Living area](https://images.trvl-media.com/lodging/123000000/122920000/122919900/122919838/07929bda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122920000/122919900/122919838/bd6cdcb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/123000000/122920000/122919900/122919838/98cb4c1e.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

(6 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

$119 nightly

$134 total

Mar 23 - Mar 24

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/91000000/91000000/90991500/90991445/65eed284.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)

![Exterior detail](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/b4ee006e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/8e3d5f6a.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

(38 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.

$174 nightly

$197 total

Mar 22 - Mar 23

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/109000000/108770000/108766000/108765994/c0b20841.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)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108770000/108766000/108765994/f3aa91d0.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)

### 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

(17 reviews)

"Convenient location. The property had everything we needed for a one-night stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jane E.

$268 nightly

$303 total

Mar 22 - Mar 23

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/105000000/104210000/104201500/104201419/2dc77942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/105000000/104210000/104201500/104201419/fd0106d1.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)

![Beach](https://images.trvl-media.com/lodging/105000000/104210000/104201500/104201419/89805f8c.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

$363 nightly

$415 total

Mar 24 - Mar 25

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.

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## Find vacation rentals that suit your style

Cottages

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Cabins

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America&regionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=CABIN)

Private vacation homes

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Villas

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Apartments

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America&regionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=APARTMENT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America&regionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=CONDO)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Chester%2C+Connecticut%2C+United+States+of+America&regionId=183058&latLong=41.402206%2C-72.482498&adults=2&startDate=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&lodging=HOUSE_BOAT)

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## Top Chester Hotel Reviews

![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/fc6ee41c_y.jpg)

### Water's Edge Resort & Spa

8/10 Good

"Easy"

[](https://expedia.com/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information)

![Mohegan Sun](https://images.trvl-media.com/lodging/1000000/900000/894300/894248/37130fc3_y.jpg)

### Mohegan Sun

10/10 Excellent

"Clean spacious room, friendly staff"

[](https://expedia.com/Montville-Hotels-Mohegan-Sun.h894248.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

"The rooms are clean. The beds were comfortable. We had a great day very close to all the casinos restaurants."

[](https://expedia.com/Montville-Hotels-Hyatt-Place-Mohegan-Sun.h2593874.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

"Nice breakfast, clean room, good price. Wish you could turn into it easier given if your driving south you have to pass it and u turn to get into the parking lot."

[](https://expedia.com/Hartford-Hotels-Best-Western-Plus-New-England-Inn-Suites.h922173.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

6/10 Okay

"Room was adequate. Check in staff was cordial. Over priced, I stayed February 13& 14 , to my surprise the room price doubled from one night to the other because it was Valentine’s Day, that’s was not my understanding when i booked the room, I believe that was rather unfair, deceptive!!"

[](https://expedia.com/Montville-Hotels-Fairfield-By-Marriott-Inn-Suites-Uncasville-Groton-Area.h800485.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

8/10 Good

"It was perfect for the night. It was great having a shuttle outside the door. The driver was very helpful. "

[](https://expedia.com/Montville-Hotels-Microtel-Inn-Suites-By-Wyndham-Uncasville.h801773.Hotel-Information)

![Motel 6 New Haven - Branford, CT](https://images.trvl-media.com/lodging/1000000/60000/50400/50320/3f0d6a31_y.jpg)

### Motel 6 New Haven - Branford, CT

4/10 Poor

"The bath tub are very nasty , had to clean the whole bathroom . Smells like cigarettes- non smoking room…. Very loud noise during day . Towels from bathroom to small . Never again "

[](https://expedia.com/New-Haven-Hotels-Motel-6-New-Haven-Branford.h50320.Hotel-Information)

![Best Western Niantic - New London/Mystic Area](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/d736f3ea_y.jpg)

### Best Western Niantic - New London/Mystic Area

10/10 Excellent

"Great staff and figured out any issue we had right away breakfast was simple and yummy "

[](https://expedia.com/Niantic-Hotels-Best-Western-Niantic-Inn.h9517042.Hotel-Information)

![Holiday Inn Norwich by IHG](https://images.trvl-media.com/lodging/1000000/10000/1500/1450/aaac3d6d_y.jpg)

### Holiday Inn Norwich by IHG

10/10 Excellent

"The shuttle to Mohegan was fantastic! It ran every 30 mins until 2am! Convenient location"

[](https://expedia.com/Norwich-Hotels-Holiday-Inn-Norwich.h1450.Hotel-Information)

## Find out more about Chester

## Chester Cottages information

| Number of reviews | 61           |
| ----------------- | ------------ |
| Accommodation     | 133 Cottages |
| Lowest Price      | $134         |
| Highest Price     | $303         |

## Frequently asked questions

### How much do cottages in Chester cost?

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