A calm river with boats, wooden docks, and buildings along the shore.

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Chester cottages

A small single-story house with a front porch, a potted plant, and two Adirondack chairs.

1. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (61 reviews)
"We enjoyed our stay"
United States
JM B.
The price is €192
includes taxes & fees
21 Oct - 22 Oct
1-bedroom cottage with Grove Beach 🏖️ access.
A white cottage with a front door, a garage, and a small porch with a potted plant.

2. The gardners Cottage 1 mile from long Island Sound - pet friendly

The gardners Cottage 1 mile from long Island Sound - pet friendly
Clinton
9.8 out of 10, Exceptional, (29 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
The price is €269
includes taxes & fees
13 Oct - 14 Oct
The gardners Cottage 1 mile from long Island Sound - pet friendly
A living room with a sofa, armchair, coffee table, and a television.

3. Westbrook Getaway-Near Beaches, Train & Shoreline

Westbrook Getaway-Near Beaches, Train & Shoreline
Westbrook Center
The price is €251
includes taxes & fees
13 Oct - 14 Oct
Westbrook Getaway-Near Beaches, Train & Shoreline
A two-story house with a porch, a mailbox, and a lawn.

4. Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
Madison
9.4 out of 10, Exceptional, (3 reviews)
"Cozy cottage was perfect for our long weekend in Madison!"
United States
Samantha D.
The price is €331
includes taxes & fees
9 Nov - 10 Nov
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
A small white house with black shutters, a porch, and a red barn in the background.

5. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (12 reviews)
"Great little quiet home away from home. Tom and Stacy and all the cute animals were very friendly and welcoming. Perfect place to relax after a busy day of activity."
United States
Angela A.
The price is €128
includes taxes & fees
13 Oct - 14 Oct
The Tiny Cottage & Mini Farm
A dining area with a round wooden table surrounded by six white chairs with dark cushions. A potted plant with green foliage and pink flowers is placed in the center.

6. Privet Farm cottage with AC and Deck in charming Salem Connecticut

Privet Farm cottage with AC and Deck in charming Salem Connecticut
Salem
9.0 out of 10, Wonderful, (4 reviews)
"The place was perfect! So much bigger and nicer in person!!!!! Well appointed very cozy! Clean!!!!! Very pet friendly! Great shower!"
United States
Kellie
The price is €290
includes taxes & fees
13 Oct - 14 Oct
Privet Farm cottage with AC and Deck in charming Salem Connecticut
A small, single-story house with a white porch and a wooden front door.

7. Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Waterford
10.0 out of 10, Exceptional, (34 reviews)
"The stay was great and the host was more than kind and very helpful! "
United States
Jenna K.
The price is €351
includes taxes & fees
18 Oct - 19 Oct
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
A small white house with a green door, two wicker chairs with red cushions, and a welcome mat.

8. 115 Rose Cottage with 2 bedroom walk to Groton Bay

115 Rose Cottage with 2 bedroom walk to Groton Bay
Groton
8.8 out of 10, Excellent, (8 reviews)
"Very nice little place. Quite, clean and only minutes from Mystic and downtown New London."
United States
Nicholas C.
The price is €365
includes taxes & fees
9 Nov - 10 Nov
115 Rose Cottage with 2 bedroom walk to Groton Bay
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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Top Chester Hotel Reviews

Days Inn by Wyndham Berlin Meriden

Days Inn by Wyndham Berlin Meriden

10/10 Excellent
"Nice"
Diamond 1-night trip
Posted 3 hours ago
Days Inn by Wyndham Berlin Meriden

Find out more about Chester

Chester Cottages information

Number of reviews
82
Accommodation
135 Cottages
Lowest Price
€128
Highest Price
€365

Frequently asked questions

How much do cottages in Chester cost?
You can expect to pay between €128 and €365 per night for cottages in Chester. No matter your budget, an epic stay is only a click or two away on Expedia. 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.
How many cottages are there in Chester?
Enjoy reconnecting with nature in one of the 135 cottages located in Chester. To help you find your ideal place, use our handy filter tool to search for must-have amenities.
Why book your cottage in Chester with Expedia?
We think that a holiday should be simple, so if you're after cottages in Chester at a great price, Expedia delivers. Stick to the budget and go for a wallet-friendly option far from the hustle and bustle, or book a luxury cottage to spoil your favourite people.
How can I find cheap cottages in Chester?
With Expedia's filter tool, scoring cheap cottages in Chester has never been simpler. To view properties that'll make your bank balance smile, refine your search by amenities, budget and star rating.
What is there to do in Chester near my cottage?
If you're eager to discover the best of Chester, find your way to Norma Terris Theatre. It's a winner with locals and tourists alike.