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

Apartments in Chester for Rent

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Our top choices for Chester apartments

1. Walk To Goodspeed Opera House!

Walk To Goodspeed Opera House!
East Haddam
9.4 out of 10, Exceptional, (42 reviews)
"Simple process, plenty of room, ample parking and no issues with noise from the business above. "
United States
Amber J.
$210 nightly
The price is $238
Sep 24 - Sep 25
Total with taxes and fees
Walk To Goodspeed Opera House!

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, (36 reviews)
"My son and I were here for two nights and had an excellent time. It was exactly as described and such a tastefully decorated and maintained place to stay. Would definitely stay here again if in the area!"
United States
Kate F.
$233 nightly
The price is $264
Sep 22 - Sep 23
Total with taxes and fees
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

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.
$321 nightly
The price is $363
Sep 7 - Sep 8
Total with taxes and fees
Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included

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
$256 nightly
The price is $289
Sep 14 - Sep 15
Total with taxes and fees
The Stern at Soundview · Beach+Ocean+Sunrise

5. 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.
$265 nightly
The price is $299
Sep 7 - Sep 8
Total with taxes and fees
Keel at Soundview · Beach+OceanView+Sunrise

6. All new 1BR apartment with all the features you are looking for

All new 1BR apartment with all the features you are looking for
Wallingford Center
10.0 out of 10, Exceptional, (2 reviews)
"Second time staying and we love it! "
United States
ALRUNDUS L.
All new 1BR apartment with all the features you are looking for

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 7 - Sep 8
Total with taxes and fees
All New 1BR with tons of Charm

8. 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.
$431 nightly
The price is $487
Sep 7 - Sep 8
Total with taxes and fees
1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach

9. 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
$156 nightly
The price is $177
Sep 6 - Sep 7
Total with taxes and fees
Cozy 1-bedroom apartment in peaceful Branford with AC and gym access

10. Private Apt in Middletown-Wesleyan 101

Private Apt in Middletown-Wesleyan 101
Washington Street Historic District
7.0 out of 10, Good, (4 reviews)
"Very clean. No frills."
United States
Kristoph
$277 nightly
The price is $313
Sep 9 - Sep 10
Total with taxes and fees
Private Apt in Middletown-Wesleyan 101

11. Clean room w/ King bed/Private bathroom. Free Wifi free parking

Clean room w/ King bed/Private bathroom. Free Wifi free parking
New London
9.8 out of 10, Exceptional, (19 reviews)
"Stayed for two nights. Such a great location to the coast guard academy and lots of little restaurants and places to visit. Bill is a great host and very eager to provide a comfortable stay. "
United States
Julio J.
$128 nightly
The price is $144
Sep 6 - Sep 7
Total with taxes and fees
Clean room w/ King bed/Private bathroom. Free Wifi free parking

12. 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 10 - Sep 11
Total with taxes and fees
Newly Remodeled with deck. Close to town center

13. 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.
$304 nightly
The price is $344
Sep 9 - Sep 10
Total with taxes and fees
3 BR Apartment Near Wesleyan 201

14. Direct Lakefront - Stunning Views and Panoramic Sunsets

Direct Lakefront - Stunning Views and Panoramic Sunsets
East Lyme
10.0 out of 10, Exceptional, (1 review)
"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.
$473 nightly
The price is $535
Sep 9 - Sep 10
Total with taxes and fees
Direct Lakefront - Stunning Views and Panoramic Sunsets

15. 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.
$243 nightly
The price is $275
Sep 7 - Sep 8
Total with taxes and fees
The Anchor at Soundview · Beach+Ocean+Sunrise

16. 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.
$277 nightly
The price is $295
Sep 30 - Oct 1
Total with taxes and fees
All New Private and Cozy in great location

17. 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.
$248 nightly
The price is $281
Sep 7 - Sep 8
Total with taxes and fees
The Mast at Soundview · Beach+Ocean+Sunrise

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

The Rudder at Soundview · Beach+Ocean+Sunrise
Old Lyme
$248 nightly
The price is $281
Sep 7 - Sep 8
Total with taxes and fees
The Rudder at Soundview · Beach+Ocean+Sunrise

19. Comfy Waterfront Walkout! Enjoy your own private terrace overlooking the Thames!

Comfy Waterfront Walkout! Enjoy your own private terrace overlooking the Thames!
Groton
9.8 out of 10, Exceptional, (116 reviews)
"The property was beautiful inside and outside. Very clean and very peaceful. The host was pleasant to communicate with and response time was prompt. I would book another stay without hesitation. "
United States
Stormy
$278 nightly
The price is $315
Sep 7 - Sep 8
Total with taxes and fees
Comfy Waterfront Walkout! Enjoy your own private terrace overlooking the Thames!

20. 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.
$257 nightly
The price is $290
Sep 7 - Sep 8
Total with taxes and fees
Freeboard at Soundview · Beach+Ocean+Sunrise
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

Find out more about Chester

Chester Apartments information

Number of reviews
267
Accommodation
115 Apartments
Lowest Price
$144
Highest Price
$535

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 in New London, 19.9 mi/32 km away. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site. The Stern at Soundview · Beach+Ocean+Sunrise: 13.4 mi/21.6 km away in Old Lyme. Free WiFi and Smart TVs are included. Shoreline Oasis: Located in Clinton, 9 mi/14.5 km from Chester. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site.
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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