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Compare 42 Apartments in Chesterfield with updated reviews, rates, and availability.

Easthampton Apartment Near Breweries & Rail Trail!
Easthampton Vacation Rental | 2BR | 1BA | 900 Sq Ft | Access Only By Stairs
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!
Elm Suite with a Private Bathroom in front of Smith College Quadrangle
Exterior
Elm Suite with a Private Bathroom in front of Smith College Quadrangle
9.4 out of 10, Exceptional, (10)
"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
Stylish new 2 bedroom property in enchanting Shelburne Falls Village.
Living area
Stylish new 2 bedroom property in enchanting Shelburne Falls Village.
2.0 star property
Stylish new 2 bedroom property in enchanting Shelburne Falls Village.
Cozy Rustic Apt in 18th c Berkshire Farmhouse
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 SAR 544
SAR 807 total
includes taxes & fees
24 Sep - 25 Sep
Cozy Rustic Apt in 18th c Berkshire Farmhouse
Charming Apt in 18th c Berkshire Farmhouse
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 SAR 544
SAR 807 total
includes taxes & fees
24 Sep - 25 Sep
Charming Apt in 18th c Berkshire Farmhouse
Cozy First Floor Apartment. Located in a quiet neighborhood.
Private kitchen
Cozy First Floor Apartment. Located in a quiet neighborhood.
Cozy First Floor Apartment. Located in a quiet neighborhood.
Great First Floor Apartment close to many local attractions!
Exterior
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!
Sweet suite in Montague near UMass and downtown Turners Falls.
Room
Sweet suite in Montague near UMass and downtown Turners Falls.
2.0 star property
10.0 out of 10, Exceptional, (2)
"My daughter and I were visiting friends and needed a quiet place to decompress after busy days. The Sweet Suite fit the bill! It was clean, comfortable, and quiet."
Sweet suite in Montague near UMass and downtown Turners Falls.
Easthampton Vacation Rental - Walk to Breweries!
Easthampton Vacation Rental | 2BR | 1BA | 900 Sq Ft | Access Only By Stairs
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!
comfort, luxury, privacy
comfy king size bed
comfort, luxury, privacy
9.8 out of 10, Exceptional, (53)
"Great, quiet and centralized location to explore Amherst and surroundings. Check in was super easy, apartment was clean and comfy. Didn’t get to meet Lee but she was wonderful communicating with. She also left us some welcoming goodies :) Would stay there again."
comfort, luxury, privacy
Cozy Berkshires Vacation Rental Near Hiking!
Chester Vacation Rental | 2BR | 1BA | 2,000 Sq Ft | Stairs Required
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
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 SAR 462
SAR 991 total
includes taxes & fees
22 Oct - 23 Oct
Humble home with free breakfast
Unique People & Pet-Welcoming Country Haven
Cavalier Cottage, a superb getaway for all seasons and reasons!
Unique People & Pet-Welcoming Country Haven
9.8 out of 10, Exceptional, (199)
"We booked to attend a wedding in town and needed a pet friendly place to stay. Patrica was quick to reply to any questions we had. "
Unique People & Pet-Welcoming Country Haven
Quiet Neighborhood, For Bird Lovers
Golf
Quiet Neighborhood, For Bird Lovers
10.0 out of 10, Exceptional, (43)
"The two hosts are super friendly. We enjoyed our stay!"
Quiet Neighborhood, For Bird Lovers
Charming Apartment In Berkshire Victorian Home
Exterior
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 SAR 747
SAR 1,308 total
includes taxes & fees
6 Oct - 7 Oct
Charming Apartment In Berkshire Victorian Home
Bright Springfield Apartment w/ 2 Balconies!
Springfield Vacation Rental | 3BR | 1BA | Stairs Required | 1,500 Sq Ft
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!
Cozy Springfield Apartment, Close to Parks!
Springfield Vacation Rental | 3BR | 1BA | Stairs Required | 1,500 Sq Ft
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
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
Bright Boho Apt in 18th c Berkshire Farmhouse
8.8 out of 10, Excellent, (19)
"Comfortable little apartment, nice farm, friendly hosts. Free berry and flower picking!"
The price is SAR 649
SAR 947 total
includes taxes & fees
25 Sep - 26 Sep
Bright Boho Apt in 18th c Berkshire Farmhouse
Convenient pet friendly 2br/3bd w/ full bathroom located in a safe & quite city
Room
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
Don't see what you're looking for?
See all available properties in Chesterfield
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

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
The Lake-we provide kayaks and a canoe!
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, (205)
"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
Cozy apartment located in quiet Williamsburg
Exterior
Cozy apartment located in quiet Williamsburg
9.6 out of 10, Exceptional, (41)
"Property was as advertised. Easy to get in and was exactly what we were looking for. "
The price is SAR 563
SAR 972 total
includes taxes & fees
24 Sep - 25 Sep
Cozy apartment located in quiet Williamsburg
Amore Estate - beautiful room with many places to explore and relax in.
October MNT FARM!!
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 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 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 April, with each month seeing an average of 7 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. In the larger area, you’ll find Look Memorial Park and Smith College Botanic Garden.
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.