Apartments in Chester for Rent

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Our top choices for Chester apartments

Apartment in Bromley Mountain

Cozy Bromley Retreat
9.4 out of 10, Exceptional, (10 reviews)
"As always, an excellent stay. Wonderful unit, very nicely stocked in a perfect location. Communication was quick and easy. Easily my favorite place to stay!"
United States
Vanessa P.
$291 nightly
The price is $329
Jan 26 - Jan 27
Total with taxes and fees
Cozy Bromley Retreat
10.0 out of 10, Exceptional, (5 reviews)
"We had a lovely time in Woodstock Vermont. The Bridgewater Inn was cozy and perfect for our weekend get away"
United States
Rosie L.
$206 nightly
The price is $225
Jan 26 - Jan 27
Total with taxes and fees
Vermont Suite | 10 Min to Woodstock & Killington
9.2 out of 10, Wonderful, (20 reviews)
"So cute and in such a great area! It was a perfect stay"
United States
Jaden F.
$289 nightly
The price is $327
Feb 1 - Feb 2
Total with taxes and fees
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
8.6 out of 10, Excellent, (32 reviews)
"Nice place close to mountain easy in easy out"
United States
Aaron B.
$227 nightly
The price is $257
Jan 26 - Jan 27
Total with taxes and fees
Efficient condo near slopes with kitchenette & great location
8.6 out of 10, Excellent, (12 reviews)
"Clean with everything we needed for a few nights stay."
United States
Sandra S.
$318 nightly
The price is $359
Jan 27 - Jan 28
Total with taxes and fees
Well-appointed studio right downtown - less than a mile to Okemo Mountain
9.6 out of 10, Exceptional, (5 reviews)
"Amazing experience at Mount Snow! Leah is the best owner! Attentive and accessible. "
United States
Jayanne S.
$426 nightly
The price is $481
Jan 26 - Jan 27
Total with taxes and fees
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn

Apartment in Manchester Village Historic District

Equinox Haven | King Room + Culinary Delights
8.0 out of 10, Very Good, (1 review)
"Clean room. There was a trip hazard from bedroom to bathroom. Servers in restaurant were very attentive, courteous and professional. Food adequate but over priced."
United States
Anne Marie
$219 nightly
The price is $242
Feb 1 - Feb 2
Total with taxes and fees
Equinox Haven | King Room + Culinary Delights
$668 nightly
The price is $755
Feb 23 - Feb 24
Total with taxes and fees
6BR 3BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
8.8 out of 10, Excellent, (5 reviews)
"This was perfect for our girls weekend! Great location, spacious & clean. Our host was so responsive & kind- highly recommend staying here when you visit Salem! "
United States
Brianna L.
$198 nightly
The price is $217
Jan 26 - Jan 27
Total with taxes and fees
Vermont Double Queen Suite | 10 Mins to Killington
9.8 out of 10, Exceptional, (172 reviews)
"Great spot to stay in with a group for skiing. Easy check in and check out process."
United States
Aidan O.
$417 nightly
The price is $471
Feb 18 - Feb 19
Total with taxes and fees
Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK
8.0 out of 10, Very Good, (2 reviews)
"clean, easy to check in and out, convenient location to the GMHA grounds - we stay here every summer! "
United States
Amanda K.
$230 nightly
The price is $252
Jan 26 - Jan 27
Total with taxes and fees
Vermont Suite | Minutes to Killington | Skiing

Apartment in West Dover

Deluxe Studio | Murphy Bed + Sofa
$408 nightly
The price is $450
Jan 27 - Jan 28
Total with taxes and fees
Deluxe Studio | Murphy Bed + Sofa
$355 nightly
The price is $400
Jan 27 - Jan 28
Total with taxes and fees
Ski-In/Ski-Out ADA Studio w/ Kitchenette!
9.2 out of 10, Wonderful, (7 reviews)
"Overall, a great stay. "
United States
Meghan J.
$189 nightly
The price is $207
Jan 26 - Jan 27
Total with taxes and fees
Vermont Suite | 10 Min to Killington & Woodstock

Apartment in Jackson Gore Base Area

Okemo | Studio Condo + Loft | Near Slopes + Pool
10.0 out of 10, Exceptional, (2 reviews)
"Very conveinent check in, nice property."
United States
michael
$630 nightly
The price is $695
Feb 3 - Feb 4
Total with taxes and fees
Okemo | Studio Condo + Loft | Near Slopes + Pool
9.6 out of 10, Exceptional, (17 reviews)
"Would stay again!"
United States
Hannah M.
$304 nightly
The price is $332
Jan 26 - Jan 27
Total with taxes and fees
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
8.8 out of 10, Excellent, (29 reviews)
"Great location and great place!"
United States
Linda G.
$251 nightly
The price is $284
Feb 4 - Feb 5
Total with taxes and fees
Cozy Studio Condo with Great Location, WiFi & Kitchenette

Apartment in Manchester Village Historic District

Equinox Getaway | Queen Room + Culinary Delights
$208 nightly
The price is $230
Feb 1 - Feb 2
Total with taxes and fees
Equinox Getaway | Queen Room + Culinary Delights

Apartment in Manchester Village Historic District

Accessible Retreat | King Room + Mountain View
$231 nightly
The price is $255
Jan 27 - Jan 28
Total with taxes and fees
Accessible Retreat | King Room + Mountain View

Apartment in Manchester Village Historic District

Adaptable Escape | King Room + Mountain View
$229 nightly
The price is $252
Jan 27 - Jan 28
Total with taxes and fees
Adaptable Escape | King Room + Mountain View
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

Find out more about Chester

Chester Apartments information

Number of reviews
261
Accommodation
174 Apartments
Lowest Price
$207
Highest Price
$755

Frequently asked questions

What's it like to stay at an apartment in Chester?
You'll find a lot of options for your stay in Chester with 66 accommodations. Though there aren't many apartments, we can help you locate similar accommodations. 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. During your trip, you can check out this relaxing area's ski slopes and shops. Discover some favorite sights in the larger region like Okemo Mountain Resort and Stratton Mountain Resort.
Are you thinking about apartments over traditional hotel rooms?
Often more spacious than a traditional hotel room, an apartment includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home but also for couples who want to stay in a quieter area.
What's a favorite apartment I should consider for a stay in Chester?
Here are some of the top apartments in the area to choose from: Efficient condo near slopes with kitchenette & great location: Situated in Ludlow, 10.9 mi/17.5 km from the heart of Chester. Includes sofa beds. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den: Located 26.5 mi/42.7 km away in West Dover. Free WiFi, fireplaces, and Smart TVs are included. A fitness center and an outdoor pool are on site. Stratton South Long Trail Studio Adjacent to the Village and Lifts: Located in Stratton, 18.7 mi/30 km away. Includes private balconies, fireplaces, and sofa beds. Onsite laundry facilities and an outdoor pool are on site. Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK: Located 10.4 mi/16.7 km away in Ludlow. Laundry facilities, free WiFi, and private patios are included. A fitness center and onsite laundry facilities are on site. Long Trail House Studio at Stratton Mountain Resort: Located in Stratton, 18.7 mi/30 km from Chester. Includes fireplaces and sofa beds. Onsite laundry facilities and a hot tub are on site.
What will the weather be like during my trip to Chester?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Chester. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chester are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.
What should I see and do in Chester?
Chester is known for its ski slopes and shops. DaVallia Art & Accents and Bonnie's Bundles Dolls are a couple of family-friendly sights. You'll find favorite places to visit like Okemo Mountain Resort and Stratton Mountain Resort in the larger area.
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 Springfield, VT (VSF-Hartness State), which is located 6.6 mi (10.7 km) from the heart of the city. Otherwise, look for flights into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 25.4 mi (40.8 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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