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Apartments in Chesterfield

Beautiful Townhouse In Turners Falls!

9.8 out of 10, Exceptional, (134)
"A terrific, cozy place, convenient, in a cute neighborhood -- super easy check in --- clear directions --- couldn't ask for anything more."
Beautiful Townhouse In Turners Falls!

Cozy apt in beautiful secluded spot 15 mins from Mt Snow

10.0 out of 10, Exceptional, (2)
"We stayed here for couple of days. We loved it all! The place is lovely, very clean, spacious, big, and very convenient. The price is very reasonable. The property is beautiful overall! It has orchard trees and a lake. It reminded us the Vermont house in the movie Baby Boom. The location is very convenient too. 10 mins of driving to the MT Snow Ski Resort with lots of winter activities , and also 10 mins of driving to town center of West Dover. We walked in town and shopped in the small...
The price is SAR 319
SAR 776 total
includes taxes & fees
30 Jun - 1 Jul
Cozy apt in beautiful secluded spot 15 mins from Mt Snow

Lakefront Orange Vacation Rental - Pet Friendly!

10.0 out of 10, Exceptional, (16)
"It’s a wonderful place to stay!!"
Lakefront Orange Vacation Rental - Pet Friendly!

Lake Whitingham & Mount Snow Area Village Apartment

2.0 star property
10.0 out of 10, Exceptional, (1)
"This place was cozy and romantic, making it the perfect escape from the hustle and bustle of city life. The location is ideal, with charming New England towns to explore in every direction. Amy and Connor were exceptional hosts, checking in with us throughout our stay to ensure we felt right at home."
The price is SAR 526
SAR 1,144 total
includes taxes & fees
17 Jun - 18 Jun
Lake Whitingham & Mount Snow Area Village Apartment

Studio w/ Trail Access ~ 10 Mi to Brattleboro!

2.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent little cozy cabin perfect for me. Kitchen was well stocked with what I needed for small meals made. Bed and bathroom excellent. Was able to enjoy a woods walk in the nearby town forest. Will be back soon. Wanted to add an extra day and that was accommodated with ease."
Studio w/ Trail Access ~ 10 Mi to Brattleboro!

Updated Vintage Apartment < 1/2 Mi to Main St

10.0 out of 10, Exceptional, (16)
"Apartment was very clean, comfortable and had Great location!!!!"
Updated Vintage Apartment < 1/2 Mi to Main St

Welcome to "Down Under" the Hall's House A peaceful escape in Southern Vermont.

The price is SAR 480
SAR 628 total
includes taxes & fees
30 Jun - 1 Jul
Welcome to "Down Under" the Hall's House A peaceful escape in Southern Vermont.

Deck, Mountain Views: Colorful Retreat in Vernon!

Deck, Mountain Views: Colorful Retreat in Vernon!

HeART Barn, 35-60 m. to skiing @ Mt. Snow, Stratton, Okemo, Magic & Bromley

10.0 out of 10, Exceptional, (4)
"This was my second time staying in the barn and I enjoyed it. The property is in a good location and very quiet."
HeART Barn, 35-60 m. to skiing @ Mt. Snow, Stratton, Okemo, Magic & Bromley

Cozy 1-bedroom apartment in delightful Brattleboro

Cozy 1-bedroom apartment in delightful Brattleboro

Entire private apartment suite in home with own entrance, views and private gym.

The price is SAR 929
SAR 1,362 total
includes taxes & fees
21 Jun - 22 Jun
Entire private apartment suite in home with own entrance, views and private gym.

'Red Sweetheart Barn Studio' w/ Mtn & River Views!

9.8 out of 10, Exceptional, (6)
"We enjoyed a few night springtime stay at this beautiful cabin! The view was wonderful, and the accommodations were very nicely decorated. Some things we would love to see improvement on before staying again: there were no washcloths available in the upstairs bathroom, and no garbage can available in the downstairs one. No tissues to be found in the entire space. The bed was extremely uncomfortable, and the pillows as well. We also found fingernail clippings in the sheets, which was problematic,...
'Red Sweetheart Barn Studio' w/ Mtn & River Views!

Deck, Mountain Views: Colorful Retreat in Vernon!

3.0 star property
Deck, Mountain Views: Colorful Retreat in Vernon!

Lakefront Orange Vacation Rental - Pet Friendly!

3.0 star property
Lakefront Orange Vacation Rental - Pet Friendly!

Studio w/ Trail Access ~ 10 Mi to Brattleboro!

3.0 star property
Studio w/ Trail Access ~ 10 Mi to Brattleboro!

Updated Vintage Apartment < 1/2 Mi to Main St

3.0 star property
Updated Vintage Apartment < 1/2 Mi to Main St

Spacious 2BR w/ large loft, Deck, great location

10.0 out of 10, Exceptional, (1)
"Rich and Nicky are premier host in my book. They were so responsive with any inquiry and so helpful with area advice. Loved being able to walk to The Tavern and Sawmill for dinner. The house is one of the best equipped I’ve ever stayed in, high end appliances and comfortable furniture and beds. We will return."
Spacious 2BR w/ large loft, Deck, great location

Dover Condo w/ Grill & Balcony: 3 Mi to Mt Snow!

3.5 star property
Dover Condo w/ Grill & Balcony: 3 Mi to Mt Snow!

Walk to Trails: Artsy Mtn-view Getaway in Vernon!

3.0 star property
Walk to Trails: Artsy Mtn-view Getaway in Vernon!

Walk to Trails: Artsy Mtn-View Getaway in Vernon!

Walk to Trails: Artsy Mtn-View Getaway in Vernon!
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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Frequently asked questions

What's it like to stay at an apartment in Chesterfield?
You might not have many choices centrally in Chesterfield, 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 you might find in an apartment like a kitchen. You can also filter by similar properties such as vacation homes, condos, or guest houses.
How do you know if an apartment is the best choice for your stay?
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 a more local feel, and also for families wanting the conveniences of home.
What's a favorite apartment for a stay in Chesterfield?
Here are some of the more popular apartments in the area: Beautiful Townhouse In Turners Falls!: Located in Montague, 20.1 mi/32.3 km from the heart of Chesterfield. Includes laundry facilities and private balconies. Access to onsite laundry facilities is available on site. Lakefront Orange Vacation Rental - Pet Friendly!: Located 21 mi/33.8 km away in Orange. Amenities include fireplaces. Cozy apt in beautiful secluded spot 15 mins from Mt Snow: It’s located in East Dover, 16 mi/25.8 km away. Lake Whitingham & Mount Snow Area Village Apartment: It’s located in Jacksonville, 18.9 mi/30.4 km from Chesterfield. Includes free WiFi and Smart TVs.
What will the weather be like during my trip to Chesterfield?
Weather is only one factor, but it can really affect your travel plans, especially when you’re planning an extended stay in Chesterfield. 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 27°F. The snowiest months in Chesterfield are January, March, November, and February, with each month seeing an average of 9 inches of snowfall.
What should I see and do in Chesterfield?
While exploring the area, visit family-friendly sights like Brattleboro Bowl, or get outside and enjoy nature at Spofford Lake. Asbury United Methodist Church and Pisgah State Park are other places to visit while you’re in town.
What's the best way to get to and around Chesterfield?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Springfield, VT (VSF-Hartness State), which is located 31.6 mi (50.9 km) away from the city center. Otherwise, look for flights into Manchester-Boston Regional Airport (MHT), which is 52.3 mi (84.2 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.