Photo by Elizabeth Massa Peroulakis

Apartments in Chester for Rent

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Compare 59 Apartments in Chester with updated reviews, rates, and availability.

Easthampton Vacation Rental - Walk to Breweries!
2 bedrooms, iron/ironing board, internet, bed sheets
Easthampton Vacation Rental - Walk to Breweries!
9.4 out of 10, Exceptional, 3 reviews
"This is one of the best properties in the Pioneer Valley for the price. Comfortable, clean, and central. The team at Evolve and the local property manager are incredibly kind and responsive. Check-in was flawless and our stay was an absolute 10/10 from top to bottom. Keep in mind this property does have stairs to get to the bathroom and bedrooms, but the double railings made it a breeze for my elderly parents. The location is unbeatable, so many things to do within a five minute walk from the...
Easthampton Vacation Rental - Walk to Breweries!
Gateway to the Berkshires - Renovated downtown apartment
Exterior
Gateway to the Berkshires - Renovated downtown apartment
Gateway to the Berkshires - Renovated downtown apartment
Garfield House Studio at 208
Property grounds
Garfield House Studio at 208
9.8 out of 10, Exceptional, 22 reviews
"This was a perfect studio retreat for me. The host was wonderful and prepared a cozy well-stocked studio in a great location. Everything I needed was close by and the space is near walking trails and shopping. I would return for a stay again without hesitation! Thanks so much for everything!"
Garfield House Studio at 208
Humble home with free breakfast
Private kitchen
Humble home with free breakfast
The price is $124
$268 total
includes taxes & fees
Jun 16 - Jun 17
Humble home with free breakfast
Apartment in Gorgeous Stonybrook Farm
Exterior
Apartment in Gorgeous Stonybrook Farm
9.6 out of 10, Exceptional, 39 reviews
"Beautiful setting, rustic property yet with modern conveniences and very clean. I would definitely considering stay at this apartment again."
Apartment in Gorgeous Stonybrook Farm
Bright Springfield Apartment w/ 2 Balconies!
Property grounds
Bright Springfield Apartment w/ 2 Balconies!
10.0 out of 10, Exceptional, 5 reviews
"Lots of space in this 3 bedroom listing. Lots of parking room as well. Communication with property manager was always prompt. Had no issues during our few day stay. A few minutes from downtown. Would stay here again!"
Bright Springfield Apartment w/ 2 Balconies!
Cozy Springfield Apartment, Close to Parks!
TV
Cozy Springfield Apartment, Close to Parks!
10.0 out of 10, Exceptional, 4 reviews
"The house is so beautiful and relaxing. The bedrooms and bathroom were spacious. It was nice to get away."
Cozy Springfield Apartment, Close to Parks!
Garfield Gallery 2 BR in the Annex
Exterior
Garfield Gallery 2 BR in the Annex
9.0 out of 10, Wonderful, 29 reviews
"Nice spot for one or two people. Part of an office complex but comfortable. I didn't have any issues with the shared bathroom as I was off all day. Nice location. Everything in town is walkable from here."
Garfield Gallery 2 BR in the Annex
Maple Suite- Private Ground Floor Apartment
Interior
Maple Suite- Private Ground Floor Apartment
10.0 out of 10, Exceptional, 6 reviews
"Great location"
Maple Suite- Private Ground Floor Apartment
Convenient Springfield Apartment 3 Mi to Downtown!
Interior
Convenient Springfield Apartment 3 Mi to Downtown!
3.5 star property
Convenient Springfield Apartment 3 Mi to Downtown!
Cozy retreat in beautiful country setting
Fridge, microwave, oven, stovetop
Cozy retreat in beautiful country setting
10.0 out of 10, Exceptional, 5 reviews
"This is a very well equipped, comfortable apartment in a beautiful setting with amazing views. We thoroughly enjoyed our time there. It was very quiet and peaceful--perfect for our getaway. Mary and Tim were great hosts."
Cozy retreat in beautiful country setting
Cozy Berkshires Vacation Rental Near Hiking!
Fridge, microwave, stovetop, coffee/tea maker
Cozy Berkshires Vacation Rental Near Hiking!
Cozy Berkshires Vacation Rental Near Hiking!
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
Property grounds
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
9.6 out of 10, Exceptional, 54 reviews
"We had a magical Christmas."
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
Charming Apartment In Berkshire Victorian Home
Interior
Charming Apartment In Berkshire Victorian Home
6.0 out of 10, 3 reviews
"We love Tanglewood and wanted to stay for the James Taylor concert over the 4th. this was a terrific place for us and another couple. Lots of room! we enjoyed playing cards and eating out on the deck. the awning came in handy when it started to sprinkle. it is a quiet neighborhood and only 15 minutes to Tanglewood. We cooked all of our meals and the kitchen was spacious and ideal. The house is on the older side but we found it charming. The ACs worked well to keep us cool."
Charming Apartment In Berkshire Victorian Home
Cozy First Floor Apartment. Located in a quiet neighborhood.
Property grounds
Cozy First Floor Apartment. Located in a quiet neighborhood.
Cozy First Floor Apartment. Located in a quiet neighborhood.
Elm Suite - Private Bathroom with Jacuzzi in front of Smith College
1 bedroom, WiFi
Elm Suite - Private Bathroom with Jacuzzi in front of Smith College
10.0 out of 10, Exceptional, 7 reviews
"The space was exactly as advertised AND MORE. It is an amazing place to stay while in Northampton, within 15 minutes walking distance to the downtown where almost all the attractions are located. I came to this suite for a wedding and it is amazing. I would recommend this to anybody looking for a place to stay in Northampton."
Elm Suite - Private Bathroom with Jacuzzi in front of Smith College
Free coffee a comfortable bed food and drinks
Fridge, microwave, oven, stovetop
Free coffee a comfortable bed food and drinks
6.0 out of 10, 1 review
Free coffee a comfortable bed food and drinks
Convenient pet friendly 2br/3bd w/ full bathroom located in a safe & quite city
Fridge, microwave, oven, stovetop
Convenient pet friendly 2br/3bd w/ full bathroom located in a safe & quite city
10.0 out of 10, Exceptional, 1 review
"The host was very friendly and available."
Convenient pet friendly 2br/3bd w/ full bathroom located in a safe & quite city
51 Church Street, Lenox MA - One Bedroom Unit
Fridge, microwave, oven, stovetop
51 Church Street, Lenox MA - One Bedroom Unit
10.0 out of 10, Exceptional, 18 reviews
"Lovely layout, comfortable and right in the heart of Lenox so you can walk to all the great restaurants. Property manager made it easy—and he was very responsive. We picked Lenox as our jumping off point for the Berkshires and it worked out as planned."
51 Church Street, Lenox MA - One Bedroom Unit
Birch Suite- 2nd Floor Apartment with Kitchenette
Exterior
Birch Suite- 2nd Floor Apartment with Kitchenette
10.0 out of 10, Exceptional, 9 reviews
"I really enjoyed staying at Xianxiu's place. It's super cute, it was very clean, and very easy to check in, etc. There is a short set of steps (maybe 10?) leading up to the apartment. The apartment had everything one would need - I even found a blow drier to use! I'm looking forward to staying here again - the location is terrific."
Birch Suite- 2nd Floor Apartment with Kitchenette
Don't see what you're looking for?
See all available properties in Chester
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.

Other property types in Chester

Cozy Berkshires Vacation Rental Near Hiking!
Fridge, microwave, stovetop, coffee/tea maker
Cozy Berkshires Vacation Rental Near Hiking!
Cozy Berkshires Vacation Rental Near Hiking!
Cozy apartment located in quiet Williamsburg
Fridge, microwave, oven, stovetop
Cozy apartment located in quiet Williamsburg
9.8 out of 10, Exceptional, 35 reviews
"Very clean and nice apartment in a pleasant little city."
The price is $150
$259 total
includes taxes & fees
Jun 16 - Jun 17
Cozy apartment located in quiet Williamsburg
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
Interior
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
9.8 out of 10, Exceptional, 32 reviews
"We loved our time, very cozy cabin"
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
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.

Chester Apartments information

Number of reviews
195
Accommodation
59 Apartments
Lowest Price
$124
Highest Price
$124

Frequently asked questions

What's it like to stay at an apartment in Chester?
You might have as many choices centrally in Chester, but Expedia can help you search for lodging options in the area with similar amenities to an apartment. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment like a kitchen. Even filter by similar properties such as vacation homes, condos, or cabins.
How do you know if an apartment is the right choice for you?
Offering a kitchen for convenient meals, an apartment often has more space 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?
Here are some of the more popular apartments in the area to choose from: Cozy Berkshires Vacation Rental Near Hiking!: Includes sofa beds. Access to a game room is available on site. Easthampton Vacation Rental - Walk to Breweries!: Located 16.2 mi/26.1 km away in Easthampton. Amenities include sofa beds. Humble home with free breakfast: It’s situated in Chicopee, 22.2 mi/35.8 km away. Includes free WiFi and Smart TVs. Elegant 19th Century New England Newly Renovated 1BR Vacation Rental: 14 mi/22.6 km away in Lee. Private patios and fireplaces are included. Apartment in Gorgeous Stonybrook Farm: It’s located in Great Barrington, 17.6 mi/28.4 km from Chester. Includes free WiFi, private balconies, and sofa beds.
What can I expect from the weather during my trip to Chester?
Weather is only one factor, but it can really affect your travel plans, especially when you are planning a longer stay in Chester. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Chester are January, February, November, and March, with each month seeing an average of 6 inches of snowfall.
What should I see in Chester?
Explore the area and cultural attractions such as Chester Town Hall, or visit a family-friendly sight such as Bousquet Ski Area. In the larger area, you’ll find Jacob’s Pillow and Otis Reservoir.
What's the best way to get to and around Chester?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Westfield, MA (BAF-Barnes Municipal), which is located 15.4 mi (24.7 km) away from the heart of the city. You can also search for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 18.9 mi (30.4 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.

Recent reviews of Chester hotels
Expedia verified reviews

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield

5/5 Excellent
"Very clean and well designed"
A verified traveler stayed at Tru by Hilton Chicopee Springfield
Posted 1 day ago
Tru by Hilton Chicopee Springfield