Apartments in Chester for Rent

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  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Chester apartments

Property grounds

Peaceful Meadow Retreat

Peaceful Meadow Retreat
Granby
10.0 out of 10, Exceptional, (17 reviews)
"We stayed here as a quick overnight trip for events in the area. We really enjoyed the property, reading through the guestbook, and the local pizza place La Figata. "
United States
Kaleigh L.
$164 nightly
The price is $185
Jan 25 - Jan 26
Total with taxes and fees
Peaceful Meadow Retreat
WiFi, bed sheets

Cozy Rustic Apt in 18th c Berkshire Farmhouse

Cozy Rustic Apt in 18th c Berkshire Farmhouse
Lanesborough
9.6 out of 10, Exceptional, (67 reviews)
"What a quaint and comfy place!"
United States
Lori A.
$189 nightly
The price is $208
Jan 25 - Jan 26
Total with taxes and fees
Cozy Rustic Apt in 18th c Berkshire Farmhouse
Living area

Cozy 2-bedroom apartment in Chicopee

Cozy 2-bedroom apartment in Chicopee
Chicopee
10.0 out of 10, Exceptional, (2 reviews)
"nice cozy home in a quiet neighborhood. easy access to highways. would stay here again. "
United States
Christopher P.
$181 nightly
The price is $205
Feb 1 - Feb 2
Total with taxes and fees
Cozy 2-bedroom apartment in Chicopee
Interior

Button's Modern Luxury Walkup Downtown Northampton

Button's Modern Luxury Walkup Downtown Northampton
Northampton
10.0 out of 10, Exceptional, (2 reviews)
"The apartment was very comfortable and had everything we needed for the weekend including nice coffee, cava and a treat. Well equipped kitchen and good bed, towels, storage. Will stay here again"
United States
AMY
$540 nightly
The price is $603
Feb 2 - Feb 3
Total with taxes and fees
Button's Modern Luxury Walkup Downtown Northampton
Dining

Humble home with free breakfast

Humble home with free breakfast
Chicopee
5.4 out of 10, (3 reviews)
"This host cancelled my booking 3 hours after our check in time. We had already arrived and were left stranded with no where to stay."
United States
Kathleen D.
$254 nightly
The price is $296
Feb 16 - Feb 17
Total with taxes and fees
Humble home with free breakfast
Dining

Charming Apt in 18th c Berkshire Farmhouse

Charming Apt in 18th c Berkshire Farmhouse
Lanesborough
9.4 out of 10, Exceptional, (40 reviews)
"Patrick was super nice and his farmers market/ cafe is great. Got to cut my own flowers from his field for free! I would definitely stay there again if in the area."
United States
Patricia A.
$189 nightly
The price is $208
Jan 24 - Jan 25
Total with taxes and fees
Charming Apt in 18th c Berkshire Farmhouse
Smart TV, fireplace

Luxe Berkshires Ski Retreat w/ Fireplace, King Bed, Chef's Kitchen, Washer/Dryer

Luxe Berkshires Ski Retreat w/ Fireplace, King Bed, Chef's Kitchen, Washer/Dryer
Great Barrington
$440 nightly
The price is $491
Feb 21 - Feb 22
Total with taxes and fees
Luxe Berkshires Ski Retreat w/ Fireplace, King Bed, Chef's Kitchen, Washer/Dryer
Dining

Bright Boho Apt in 18th c Berkshire Farmhouse

Bright Boho Apt in 18th c Berkshire Farmhouse
Lanesborough
9.0 out of 10, Wonderful, (22 reviews)
"I loved staying here the weekend with my friends, the owner Patrick was so accommodating and helpful!"
United States
Mckenna d.
$200 nightly
The price is $220
Jan 25 - Jan 26
Total with taxes and fees
Bright Boho Apt in 18th c Berkshire Farmhouse
Smart TV

Chic corporate apartment in wonderful Pittsfield with AC, WiFi

Chic corporate apartment in wonderful Pittsfield with AC, WiFi
Pittsfield
2.0 out of 10, (1 review)
"THIS. PLACE. IS. A. DUMP. Do NOT STAY HERE under any circumstances."
United States
Michael
$182 nightly
The price is $203
Jan 24 - Jan 25
Total with taxes and fees
Chic corporate apartment in wonderful Pittsfield with AC, WiFi
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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Top Chester Hotel Reviews

Hotel Northampton

Hotel Northampton

10/10 Excellent
"The room was great. Very friendly saff."
Carolyn 1-night trip
Posted 2 days ago
Hotel Northampton

Find out more about Chester

Chester Apartments information

Number of reviews
153
Accommodation
71 Apartments
Lowest Price
$185
Highest Price
$603

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?
Listed below are some of the top apartments in the area to choose from: Elm Suite with a Private Bathroom in front of Smith College Quadrangle: Located in Northampton, 17.5 mi/28.1 km from the heart of Chester. Includes jetted bathtubs. Access to a hot tub is available on site. Elegant 19th Century New England Newly Renovated 1BR Vacation Rental: Located 14 mi/22.6 km away in Lee. Private patios and fireplaces are included. Access to onsite laundry facilities is available on site. Cozy Rustic Apt in 18th c Berkshire Farmhouse: It's situated in Lanesborough, 22 mi/35.3 km away. Includes fireplaces and sofa beds. Birch Suite- 2nd Floor Apartment with Kitchenette in front of Smith College: 17.5 mi/28.1 km away in Northampton. Charming Chicopee Getaway: It's situated in Chicopee, 22.2 mi/35.8 km from Chester.
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 Berkshire Scenic Railway Museum. In the larger area, you'll find Pyramid Lake and Kushi Institute.
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.

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