Photo by Elizabeth Massa Peroulakis

Apartments in Chester

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Featured Apartments in Chester

Easthampton Apartment Near Breweries & Rail Trail!
TV
Easthampton Apartment Near Breweries & Rail Trail!
10.0 out of 10, Exceptional, (1)
"nice place. not sure where the garbage cans are . used the one at 27"
Easthampton Apartment Near Breweries & Rail Trail!
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, (19)
"Fine"
51 Church Street, Lenox MA - One Bedroom Unit
Garfield House Studio at 208
Outdoor dining
Garfield House Studio at 208
9.6 out of 10, Exceptional, (25)
"All the amenities l would need"
Garfield House Studio at 208
Elm Suite with a Private Bathroom in front of Smith College Quadrangle
1 bedroom, WiFi
Elm Suite with a Private Bathroom in front of Smith College Quadrangle
9.6 out of 10, Exceptional, (11)
"Great location and value. Furnishings are basic but the bed is comfortable and the location is great. Communication is excellent and host fixed an internet issue immediately. I will definitely look forward to returning. Could have a better more accessible coffee maker would be my only suggestion :)"
Elm Suite with a Private Bathroom in front of Smith College Quadrangle
Great First Floor Apartment close to many local attractions!
Fridge, microwave, oven, stovetop
Great First Floor Apartment close to many local attractions!
10.0 out of 10, Exceptional, (1)
"The apartment is clearly updated and kept up well. It was clean and smelled so good upon our arrival. Our family of 5 fit great and were very comfortable! The owner was extremely communicative and had all the basics ready for us. We look forward to staying again next time we’re in town to see family! Thank you!!"
Great First Floor Apartment close to many local attractions!
Gateway to the Berkshires - Renovated downtown apartment
Exterior
Gateway to the Berkshires - Renovated downtown apartment
10.0 out of 10, Exceptional, (6)
"Emmy is a great hostess. The apartment is nicely appointed and in a great location to restaurants and shops and attractions in the Berkshires. "
Gateway to the Berkshires - Renovated downtown apartment
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
Terrace/patio
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
9.6 out of 10, Exceptional, (54)
"We had a magical Christmas."
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
Cozy Rustic Apt in 18th c Berkshire Farmhouse
Property grounds
Cozy Rustic Apt in 18th c Berkshire Farmhouse
9.6 out of 10, Exceptional, (59)
"Beautiful property with flower farm, pick your own berries and vegetable farm stand. Rustic log cabin feel with all amenities needed with kitchen."
The price is AU$318
includes taxes & fees
1 Oct - 2 Oct
Cozy Rustic Apt in 18th c Berkshire Farmhouse
Charming Apartment In Berkshire Victorian Home
Interior
Charming Apartment In Berkshire Victorian Home
6.0 out of 10, (3)
"We came for a weekend stay to attend a concert at Tanglewood. Upon arrival, we saw a lot of construction materials in the yard including a saw and piles of materials. The grounds were not well maintained. Check-in was easy enough but when we got into the apartment, we noted that it had not been cleaned. Food crumbs on the floors, unclean bathroom, particularly the shower (which was so dirty we had to bleach it ourselves. We also noted that one of the exit ways was cluttered which could have been...
The price is AU$510
includes taxes & fees
3 Oct - 4 Oct
Charming Apartment In Berkshire Victorian Home
Bright Springfield Apartment w/ 2 Balconies!
Property grounds
Bright Springfield Apartment w/ 2 Balconies!
9.6 out of 10, Exceptional, (8)
"The apartment was very nice and roomy. Perfect size for our needs. Although the listing did show/state stair access required, I thought it was a two story with bedrooms upstairs. My elderly father whom we came out to visit had a very difficult time climbing stairs. Had some trouble with the code upon arrival but contacted host and she responded immediately and solved the issue. Overall house was clean with minimum issues. I would recommend this house to friends and family and would rent again....
Bright Springfield Apartment w/ 2 Balconies!
Main Street Delight 1bedroom
TV
Main Street Delight 1bedroom
10.0 out of 10, Exceptional, (15)
"Our stay was wonderful. Perfect location. We even walked from a concert at Tanglewood which was very conveinent."
Main Street Delight 1bedroom
Heart of Lenox!! - renovated downtown apartment
Flat-screen TV
Heart of Lenox!! - renovated downtown apartment
10.0 out of 10, Exceptional, (61)
"Cute and comfortable apartment w/ laundry in the heart of Lenox. Would stay again. "
Heart of Lenox!! - renovated downtown apartment
Farmhouse-Loft -48 Main Street, Lenox, MA
Fridge, microwave, oven, stovetop
Farmhouse-Loft -48 Main Street, Lenox, MA
10.0 out of 10, Exceptional, (7)
"We had a fabulous time! Property was in a great spot and just as described!!"
Farmhouse-Loft -48 Main Street, Lenox, MA
Convenient Springfield Apartment 3 Mi to Downtown!
Exterior
Convenient Springfield Apartment 3 Mi to Downtown!
3.0 star property
Convenient Springfield Apartment 3 Mi to Downtown!
Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge
Living area
Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge
2.0 star property
Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge
Peaceful Meadow Retreat
Terrace/patio
Peaceful Meadow Retreat
2.0 star property
10.0 out of 10, Exceptional, (5)
"Excellent Host, exceptional property!"
The price is AU$292
includes taxes & fees
17 Oct - 18 Oct
Peaceful Meadow Retreat
Easthampton Vacation Rental - Walk to Breweries!
2 bedrooms, iron/ironing board, Internet, bed sheets
Easthampton Vacation Rental - Walk to Breweries!
9.6 out of 10, Exceptional, (8)
"We liked this property a lot! PROS: Great location, very clean, and clear communication with hosts. We will plan to stay again and have my in laws rent out the duplex unit next door. Be sure to check out the co-op grocery store 5 min away - so good. CONS The bathroom is VERY small and the door doesn’t close all the way. Be advised that plugging in the hair dryer with the AC unit running will short out the upstairs power. Glad it was easy to reset. Also, having more TP and paper towels...
Easthampton Vacation Rental - Walk to Breweries!
Cozy Berkshires Vacation Rental Near Hiking!
Fridge, microwave, stovetop, coffee/tea maker
Cozy Berkshires Vacation Rental Near Hiking!
10.0 out of 10, Exceptional, (1)
"The stay at the property was enjoyable. The space was large, spacious and very clean. Two people were able to stay quite comfortably."
Cozy Berkshires Vacation Rental Near Hiking!
Humble home with free breakfast
Private kitchen
Humble home with free breakfast
4.0 out of 10, (1)
"The place was not very clean, furniture was awful, and we were also given the wrong door code to get it. "
The price is AU$374
includes taxes & fees
1 Oct - 2 Oct
Humble home with free breakfast
Charming Apt in 18th c Berkshire Farmhouse
Property grounds
Charming Apt in 18th c Berkshire Farmhouse
9.8 out of 10, Exceptional, (27)
"I was just there for one night but the place was comfortable, clean, and equipped for everything I might possibly need. The hosts were lovely and proactive in their communication. Would stay again!"
The price is AU$318
includes taxes & fees
1 Oct - 2 Oct
Charming Apt in 18th c Berkshire Farmhouse
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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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Other property types in Chester

Cozy Berkshires Vacation Rental Near Hiking!
Fridge, microwave, stovetop, coffee/tea maker
Cozy Berkshires Vacation Rental Near Hiking!
10.0 out of 10, Exceptional, (1)
"The stay at the property was enjoyable. The space was large, spacious and very clean. Two people were able to stay quite comfortably."
Cozy Berkshires Vacation Rental Near Hiking!
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Exterior
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, (206)
"My stay was shorter than I had planned but the few days I was here was so relaxing. First of all, the bed is so comfortable, I slept like a baby. Very quiet area. Nice to walk around with my dogs and explore. The cottage was nicely outfitted with any needs you might have. Beautiful time of year to stay here! I cannot wait to go back. I also want to say I appreciate that they allowed my two dogs. My dogs are very well behaved, and I travel with them quite often. Not all places allow this, so I...
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Amore Estate - beautiful room with many places to explore and relax in.
Fridge, microwave, oven, stovetop
Amore Estate - beautiful room with many places to explore and relax in.
9.6 out of 10, Exceptional, (15)
"Our mix of family and friends had a wonderful time at your home over the Labor Day weekend. The space was clean, spacious and beautiful. The property had plenty for everyone to do. We will definitely be booking again. "
Amore Estate - beautiful room with many places to explore and relax in.
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.

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 locate 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 such as a kitchen— one of the conveniences often found in an apartment. You can even filter by similar properties such as holiday homes, condos or guest houses.
How do you know if an apartment is the best choice for you?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and is often more spacious than a traditional hotel room. Apartments are a good option for couples looking to stay away from the tourist areas, but also for families who want the conveniences of home.
What's a favourite apartment I should consider for a stay in Chester?
Below are some of the more popular apartments in the area to choose from: Cozy Berkshires Vacation Rental Near Hiking!: Includes a sofa bed . Access to a games room is available on site . Garfield House Studio at 208: It’s located in Lee , 14.1 mi/22.6 km away. Elm Suite with a Private Bathroom in front of Smith College Quadrangle: 17.5 mi/28.1 km away in Northampton . Cozy Rustic Apt in 18th c Berkshire Farmhouse: It’s located in Lanesborough , 22 mi/35.3 km from Chester. Includes a fireplace and a sofa bed .
What can I expect from the weather in 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 temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Chester are January, February, November and March, with each month seeing an average of 15 cm of snowfall.
What should I see in Chester?
Explore the area and cultural attractions such as Chester Town Hall, or visit one of the family-friendly sights such as Bousquet Ski Area. In the wider 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 make your trip smoother 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 city centre. Otherwise, look 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 explore more sights.