Search Apartments in Chesterfield

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Compare 48 Apartments in Chesterfield with updated reviews, rates, and availability.

comfort, luxury, privacy

9.8 out of 10, Exceptional, (56)
"Great place to stay when visiting your student! Good for 1-3 people. Highly recommend!"
The price is AED 496
AED 718 total
includes taxes & fees
9 Feb - 10 Feb
comfort, luxury, privacy

Cozy Rustic Apt in 18th c Berkshire Farmhouse

9.6 out of 10, Exceptional, (60)
"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 AED 496
AED 749 total
includes taxes & fees
9 Feb - 10 Feb
Cozy Rustic Apt in 18th c Berkshire Farmhouse

Charming Apt in 18th c Berkshire Farmhouse

9.6 out of 10, Exceptional, (31)
"The space was cozy and clean and the owners were very easy to communicate with and knowledgeable about the area. The bathroom has very fun lights. "
The price is AED 496
AED 749 total
includes taxes & fees
12 Jan - 13 Jan
Charming Apt in 18th c Berkshire Farmhouse

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!

Elm Suite with a Private Bathroom in front of Smith College Quadrangle

9.6 out of 10, Exceptional, (13)
"The weather was beautiful, so the main room was full of bright sunlight during the days. I enjoyed soaking in the large tub a couple of evenings and spent some time in town enjoying music and a show. This was just what I needed to decompress for a few days as I prepared to start a new job. "
Elm Suite with a Private Bathroom in front of Smith College Quadrangle

Maple Suite- Private Ground Floor Apartment

9.6 out of 10, Exceptional, (10)
"I loved everything about it. My granddaughters came over to help bake cookies and make charm bracelets. Then showered and got bedtime stories from Nana before heading back to their home. Great location."
Maple Suite- Private Ground Floor Apartment

Chic Downtown Retreat Furnished 2-Bedroom with Trail Access & Outdoor Oasis

Chic Downtown Retreat Furnished 2-Bedroom with Trail Access & Outdoor Oasis

Easthampton Apartment Near Breweries & Rail Trail!

9.0 out of 10, Wonderful, (4)
"Place is as advertised. "
Easthampton Apartment Near Breweries & Rail Trail!

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!

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

7.0 out of 10, Good, (2)
"The place was not very clean, furniture was awful, and we were also given the wrong door code to get it. "
The price is AED 371
AED 998 total
includes taxes & fees
1 Feb - 2 Feb
Humble home with free breakfast

Quiet Neighborhood, For Bird Lovers

10.0 out of 10, Exceptional, (46)
" My husband and I felt at home at the opening of the door!! The location is beautiful and serene, making relaxation unavoidable! The hostess thought of every little detail! Thank you Manon for a perfectly lovely stay!!"
Quiet Neighborhood, For Bird Lovers

Charming Apartment In Berkshire Victorian Home

7.8 out of 10, Good, (7)
"This adorable place is central to Pittsfield and made it really easy for my daughter and I go get where we needed to be. It’s a clean, great space. We’ll definitely be back!"
Charming Apartment In Berkshire Victorian Home

Cozy First Floor Apartment. Located in a quiet neighborhood.

10.0 out of 10, Exceptional, (2)
"Loved our stay here!"
Cozy First Floor Apartment. Located in a quiet neighborhood.

Cozy Springfield Apartment, Close to Parks!

10.0 out of 10, Exceptional, (6)
"The house was clean and very comfortable. We would rent this house again."
Cozy Springfield Apartment, Close to Parks!

Free coffee a comfortable bed food and drinks

6.0 out of 10, (3)
"I had a really nice stay here with my dog. It was clean, comfortable and a nice little well equipped apartment in a great neighborhood. The Wi-Fi was excellent for work and super fast. The bed was so comfortable. The kitchen was really nice and I enjoyed the coffee maker and wall mounted TV and it looked like a new couch, which was very comfortable too. The bathroom not only had a good shower with great hot water and pressure. There was a big bathtub. Towels and linens were clean and plentiful....
Free coffee a comfortable bed food and drinks

Bright Boho Apt in 18th c Berkshire Farmhouse

8.8 out of 10, Excellent, (20)
"This location was great for our event at Tanglewood. Perfect little apartment for my husband and i to spend the night. Walked to get coffee in the morning. Would have loved to shop at the farm store, but we weren't there when it was open. Would absolutley stay here again of we're ever in the Berkshires again!"
The price is AED 533
AED 793 total
includes taxes & fees
10 Jan - 11 Jan
Bright Boho Apt in 18th c Berkshire Farmhouse

Convenient pet friendly 2br/3bd w/ full bathroom located in a safe & quite city

10.0 out of 10, Exceptional, (1)
"The host was very friendly and available."
Convenient pet friendly 2br/3bd w/ full bathroom located in a safe & quite city

Park Street Penthouse Apartment

9.0 out of 10, Wonderful, (2)
"Like exploring new areas. Quaint town with a few restaurants and a diner in walking distance. Huge apt - well more than needed for one night … clean and has everything you would need to stay longer including laundry and full kitchen. Little hot bc only has window AC units as it’s an old art deco building. Close driving to my resorts and things to do in zbershired"
The price is AED 606
AED 1,128 total
includes taxes & fees
3 Feb - 4 Feb
Park Street Penthouse Apartment

Birch Suite- 2nd Floor Apartment with Kitchenette

10.0 out of 10, Exceptional, (12)
"I was visiting my granddaughter at Smith during family weekend and the location was perfect, right across the street from Paradise Road, a few minutes walk from her apartment. It’s within easy walking distance of everything on campus and a fairly short walk to town. I didn’t rent a car for this trip and walked from the Northampton Amtrak station with no problem. This is the upstairs apartment and the stairs are steep but there’s a sturdy handrail. The apartment is very comfortable, light and...
Birch Suite- 2nd Floor Apartment with Kitchenette
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 Chesterfield

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (234)
"A beautiful lodge nestled in the woods surrounded by an abundance of trails to hike. "
The price is AED 551
AED 833 total
includes taxes & fees
9 Feb - 10 Feb
Berkshire Village Carriage House - Super Private!!

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

9.6 out of 10, Exceptional, (39)
"We had a wonderful stay. The cabin was clean and comfortable! "
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

Peace and quiet on the lake

9.6 out of 10, Exceptional, (201)
"My family and I really enjoyed our stay at the lake. My kids enjoyed playing outside in the snow. We had such a quality family time playing board games, watching movies and drinking hot cocoa. Justin was such a great host and really helpful when needed. We’re definitely coming back!"
Peace and quiet on the lake
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 Chesterfield?
You might not have many choices within the heart of Chesterfield, but Expedia can help you locate accommodations within the larger area with similar amenities to an apartment. When you search for a place to stay on Expedia, you can use the filters to search for conveniences you might find in an apartment like a kitchen. You can also filter by similar property types like vacation homes, condos, or guest houses.
Why choose an apartment over a traditional hotel room?
Often offering more space than a traditional hotel room, an apartment includes a kitchen for convenient home-cooked meals. Apartments are ideal for families who want the conveniences of home but also for solo travelers who want to stay in at night and plan out their next day.
What's the top apartment I should consider for a stay in Chesterfield?
Here are some of the top apartments in the area to choose from: Comfort, luxury, privacy: Located in Amherst, 17 mi/27.3 km from the heart of Chesterfield. Includes private yards and Smart TVs. Access to a spa tub is available on site. Cozy Rustic Apt in 18th c Berkshire Farmhouse: Located 22.3 mi/35.9 km away in Lanesborough. Fireplaces and sofa beds are included. Charming Apt in 18th c Berkshire Farmhouse: 22.3 mi/35.9 km away in Lanesborough. Amenities include fireplaces. Easthampton Vacation Rental - Walk to Breweries!: It’s located in Easthampton, 12.1 mi/19.5 km from Chesterfield. Includes sofa beds.
What will the weather be like when I travel to Chesterfield?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Chesterfield. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Chesterfield are January, February, November, and March, with each month seeing an average of 6 inches of snowfall.
What are the must-see places to visit in Chesterfield?
Chesterfield Gorge and Westfield River are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Chesterfield Public Library and Chesterfield Town Hall.
What's the best way to get to and around Chesterfield?
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 16.6 mi (26.8 km) from the heart of the city. You can also search for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 23.2 mi (37.3 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.