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

Apartments in Chester for Rent

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Chester apartments

A large, white, multi-story building with a prominent tower and a flag on top.

1. Walk To Goodspeed Opera House!

Walk To Goodspeed Opera House!
East Haddam
9.4 out of 10, Exceptional, (43 reviews)
"Very convenient location with good parking"
United States
Anonymous traveler
$241 nightly
The price is $273
Oct 13 - Oct 14
Total with taxes and fees
Walk To Goodspeed Opera House!
A spacious living area with a wooden floor, a dining table with chairs, a sofa, and a coffee table. There is a kitchen in the background with white cabinets and a wooden countertop.

2. Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Haddam
10.0 out of 10, Exceptional, (37 reviews)
"We had a great stay, very clean and cozy! Our host was very nice and responsive. Great location, would definitely recommend!!!"
United States
Kristy C.
$236 nightly
The price is $267
Oct 20 - Oct 21
Total with taxes and fees
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
A beach with waves, a clear sky, and a sandy shore.

3. Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included

Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
Westbrook Center
10.0 out of 10, Exceptional, (1 review)
"Able to walk to all the nearby restaurants with this location, including the beach. Very clean rooms with 2 TVs and controllable AC. Would definitely visit here again."
United States
Mason T.
$281 nightly
The price is $319
Sep 24 - Sep 25
Total with taxes and fees
Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
A rocky shoreline with a beach and ocean in the background.

4. The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise
Old Lyme
8.0 out of 10, Very good, (5 reviews)
"If you are looking for a place to sleep, this place is ok. No place to sit down or put anything down. Just a bed and an old beat up tiny side table. Refrigerator is tiny, needed to be cleaned and defrosted. Stains in the bathroom ceiling tiles and the smell of Marijuana at night. Hot plate and microwave present but did not use. The entryway and stairs were dirty and could use a coat of paint and trim. The beach was the highlight and a very short walk. Definitely not worth the $$$ we paid."
United States
Janine
$222 nightly
The price is $252
Sep 24 - Sep 25
Total with taxes and fees
The Stern at Soundview · Beach+Ocean+Sunrise
A compact kitchen with white cabinets, a built-in oven, and a dining table with chairs.

5. Private Apt in Middletown-Wesleyan 101

Private Apt in Middletown-Wesleyan 101
Washington Street Historic District
7.2 out of 10, Good, (5 reviews)
"Very clean. No frills."
United States
Kristoph
$239 nightly
The price is $271
Sep 24 - Sep 25
Total with taxes and fees
Private Apt in Middletown-Wesleyan 101
A living room with a dark sofa, a coffee table with items, a window with a view of a house, and a bookshelf.

6. Cozy 1-bedroom apartment in peaceful Branford with AC and gym access

Cozy 1-bedroom apartment in peaceful Branford with AC and gym access
Branford
$185 nightly
The price is $209
Oct 20 - Oct 21
Total with taxes and fees
Cozy 1-bedroom apartment in peaceful Branford with AC and gym access

7. All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
10.0 out of 10, Exceptional, (11 reviews)
"Bigger than expected! Very nice and lovely little amenities provided."
United States
Hannah Z.
$274 nightly
The price is $292
Sep 24 - Sep 25
Total with taxes and fees
All New 1BR with tons of Charm
A rocky shoreline with a clear view of the ocean and a distant shoreline with buildings.

8. Keel at Soundview · Beach+OceanView+Sunrise

Keel at Soundview · Beach+OceanView+Sunrise
Old Lyme
10.0 out of 10, Exceptional, (3 reviews)
"Very peaceful community. Great accommodations!"
United States
Joseph O.
$236 nightly
The price is $268
Sep 24 - Sep 25
Total with taxes and fees
Keel at Soundview · Beach+OceanView+Sunrise
A wooden deck with a table and chairs overlooking a lake, surrounded by trees.

9. Direct Lakefront - Stunning Views and Panoramic Sunsets

Direct Lakefront - Stunning Views and Panoramic Sunsets
East Lyme
10.0 out of 10, Exceptional, (2 reviews)
"We really enjoyed our stay. It was very peaceful and relaxing. The view of the lake from sunrise to sunset was truly breathtaking."
United States
Chuck T.
$361 nightly
The price is $408
Sep 24 - Sep 25
Total with taxes and fees
Direct Lakefront - Stunning Views and Panoramic Sunsets
A living room with a grey sofa, yellow cushions, a wooden coffee table, a TV on a stand, and a lamp on a side table.

10. Newly Remodeled with deck. Close to town center

Newly Remodeled with deck. Close to town center
Wallingford
10.0 out of 10, Exceptional, (2 reviews)
"The apartment was perfect - size, location, furnishings and price. Will definitely return when I visit friends and family."
United States
Karen F.
$274 nightly
The price is $292
Sep 24 - Sep 25
Total with taxes and fees
Newly Remodeled with deck. Close to town center
A beach with waves, a clear sky, and a sandy shore.

11. 1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach

1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach
Westbrook Center
10.0 out of 10, Exceptional, (1 review)
"Great spot Very clean"
United States
Dorothy W.
$374 nightly
The price is $425
Sep 24 - Sep 25
Total with taxes and fees
1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach
A modern kitchen with dark cabinetry, a marble countertop, and a dining area with a table and chairs.

12. 3 BR Apartment Near Wesleyan 201

3 BR Apartment Near Wesleyan 201
Washington Street Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Clean apartment plenty of parking"
United States
Rebecca P.
$311 nightly
The price is $352
Sep 29 - Sep 30
Total with taxes and fees
3 BR Apartment Near Wesleyan 201
A rocky shoreline with a beach and ocean in the background.

13. The Anchor at Soundview · Beach+Ocean+Sunrise

The Anchor at Soundview · Beach+Ocean+Sunrise
Old Lyme
8.8 out of 10, Excellent, (3 reviews)
"So close to a peaceful lovely beach. Walking distance to food and even a synagogue!The bed was very comfortable and big. I enjoyed having coffee in my room before heading out to the beach. "
United States
October P.
$210 nightly
The price is $238
Sep 24 - Sep 25
Total with taxes and fees
The Anchor at Soundview · Beach+Ocean+Sunrise
A two-story building with a dark blue facade, a central arched entrance, and a number '43' plaque.

14. All New Studio apartment in center of town

All New Studio apartment in center of town
Wallingford Center
10.0 out of 10, Exceptional, (2 reviews)
"I had the most amazing stay. The apartment is decorated beautifully. The bed was comfortable. It was spotless, clean the towels were soft. It was perfect."
United States
Nadine C.
$274 nightly
The price is $292
Sep 29 - Sep 30
Total with taxes and fees
All New Studio apartment in center of town
A living room with a sofa, a coffee table, and a kitchen area with a brick wall and white appliances.

15. All New Private and Cozy in great location

All New Private and Cozy in great location
Wallingford
8.8 out of 10, Excellent, (6 reviews)
"The pictures must have been old. Very deceiving. Expected it to be more spacious. Hard to get in and out because of the busy road"
United States
ROBERT P.
$263 nightly
The price is $281
Sep 30 - Oct 1
Total with taxes and fees
All New Private and Cozy in great location
A rocky shoreline with a beach and ocean in the background.

16. Freeboard at Soundview · Beach+Ocean+Sunrise

Freeboard at Soundview · Beach+Ocean+Sunrise
Old Lyme
9.2 out of 10, Wonderful, (9 reviews)
"Great location and a nice room!"
United States
Angela M.
$222 nightly
The price is $252
Sep 24 - Sep 25
Total with taxes and fees
Freeboard at Soundview · Beach+Ocean+Sunrise
A compact kitchen with modern appliances, a dining area with a glass table and black chairs, and a geometric pendant light.

17. 2BR Apartment Near Wesleyan 102

2BR Apartment Near Wesleyan 102
Washington Street Historic District
9.0 out of 10, Wonderful, (6 reviews)
"Excellent beds and clean."
United States
DANIEL M.
$258 nightly
The price is $292
Sep 24 - Sep 25
Total with taxes and fees
2BR Apartment Near Wesleyan 102
A rocky shoreline with a beach and ocean in the background.

18. The Mast at Soundview · Beach+Ocean+Sunrise

The Mast at Soundview · Beach+Ocean+Sunrise
Old Lyme
9.0 out of 10, Wonderful, (4 reviews)
"This is a good option if you're looking for somewhere spotlessly clean and convenient to lay your head at night while you hit the beach during the day. The beach is steps away and lovely."
United States
Alison H.
$222 nightly
The price is $252
Sep 24 - Sep 25
Total with taxes and fees
The Mast at Soundview · Beach+Ocean+Sunrise
A marina with boats docked, a large blue bridge in the background, and clear blue skies.

19. Chic Groton Studio • Cozy and Modern. Close to Casinos, Navy Base, Mystic & More

Chic Groton Studio • Cozy and Modern. Close to Casinos, Navy Base, Mystic & More
Groton
10.0 out of 10, Exceptional, (1 review)
"For a compact space the host thought of everything that you would need for a very comfortable stay and made accommodations to suit our needs . The room was in a great shoreline location with many things to do a short drive away."
United States
Kathleen van E.
$180 nightly
The price is $203
Sep 27 - Sep 28
Total with taxes and fees
Chic Groton Studio • Cozy and Modern. Close to Casinos, Navy Base, Mystic & More
A living room with a brown leather sofa, a round coffee table, a small table with a lamp, and a potted plant. There is a large TV on the wall and a sliding glass door leading to a balcony with a view of the water.

20. Riverview Retreat: Guest Suite

Riverview Retreat: Guest Suite
Groton
10.0 out of 10, Exceptional, (6 reviews)
"We found a hidden gem when we booked here. The water view was beautiful day and night. Appreciated the lit up path to get to the door. Inside was perfect, cozy living room area, the kitchen appliances were top notch, and the shower was amazing. Our hosts kept in contact and I will come back here when Im back to visit the area."
United States
Lisa R.
$245 nightly
The price is $278
Sep 28 - Sep 29
Total with taxes and fees
Riverview Retreat: Guest Suite
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

Water's Edge Resort & Spa

Water's Edge Resort & Spa

8/10 Good
"The staff at the Bistro Bar weren't very good. Also the drinks sub par. I ordered a gin and tonic, they served me soda water twice."
Linda 3-night trip
Posted less than an hour ago
Water's Edge Resort & Spa

Find out more about Chester

Chester Apartments information

Number of reviews
146
Accommodation
115 Apartments
Lowest Price
$203
Highest Price
$425

Frequently asked questions

What's it like to stay at an apartment in Chester?
There are 5 lodging options in Chester. Though there aren't many apartments, we can help you find accommodations that are similar. When you search on Expedia, you can use the filters to search for conveniences you might find in an apartment such as a kitchen. You can also filter by similar property types like vacation homes, condos, or cabins.
Why would you choose an apartment versus a traditional hotel?
An apartment features a kitchen for convenient meals, and is often more spacious than a traditional hotel room. Apartments are a good option for couples who want to live like locals, and also for families who want the conveniences of home.
What's the best apartment for a stay in Chester?
Listed below are some of the more popular apartments in the area: The Mast at Soundview · Beach+Ocean+Sunrise: Located 13.4 mi/21.6 km away in Old Lyme. Free WiFi and Smart TVs are included. Cozy 2Bedroom Apt with Rustic Charm in the Heart of New London Historic District: Located 19.9 mi/32 km away in New London. Free WiFi and Smart TVs are included. Access to onsite laundry facilities is available on site. Cozy Comfortable 1-Bedroom Stay in Beautiful New London/ Couples & Solo Traveler: It's located in New London, 19.4 mi/31.3 km from Chester. Includes free WiFi, private balconies, and Smart TVs.
How many apartments should I expect to find in Chester?
Expedia has 5 apartments to book in Chester.
What will the weather be like in Chester?
Weather is only one factor, but it can really affect your travel plans, especially when you're planning an extended stay in Chester. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 35°F. Average annual precipitation for Chester is 54 inches.
What are the must-see places to visit in Chester?
Cultural attractions include Norma Terris Theater, whereas Connecticut River is a spot to enjoy nature. Other places in town to visit include Connecticut Valley Railroad State Park Trail and Chester Creek Marina.
What's the best way to get to and around Chester?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into New Haven, CT (HVN-Tweed - New Haven Regional), which is located 23.1 mi (37.2 km) away from the city center. You can also search for flights into New London, CT (GON-Groton - New London), which is 23.1 mi (37.2 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

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