Apartments in Chester for Rent

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Apartments in Chester

Apartment in Dover

9.4 out of 10, Exceptional, (16)
"So cute and in such a great area! It was a perfect stay"
United States
Jaden F.
$226 nightly
The price is $255
Nov 30 - Dec 1
Total with taxes and fees
2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Apartment in Bromley Mountain

9.8 out of 10, Exceptional, (7)
"There is no place I’d rather stay in VT. It’s a perfect condo and the recent renovations are really nice. It’s got all the comforts of home and great touches throughout. Bromley is a great community to be in, it’s close to town, obviously the slopes, and just a overall stay!"
United States
Vanessa P.
$288 nightly
The price is $325
Nov 30 - Dec 1
Total with taxes and fees
Cozy Bromley Retreat

Apartment in Bridgewater

8.8 out of 10, Excellent, (5)
"As advertised"
United States
mark r.
$183 nightly
The price is $200
Dec 1 - Dec 2
Total with taxes and fees
2 Queens | 10 Mins to the Mountains | Foliage

Apartment in Dover

10.0 out of 10, Exceptional, (4)
"Cozy little spot that had everything we needed. Peaceful, quiet, and once the rain let up on our stay we walked out to the gorgeous little pond on the property. So serene. Catherine was great!"
United States
Erica H.
$182 nightly
The price is $206
Nov 30 - Dec 1
Total with taxes and fees
Cozy apt in beautiful secluded spot 15 mins from Mt Snow

Apartment in Ludlow

8.6 out of 10, Excellent, (32)
"great location, close walkto store, restaurants. Okemoabout a minute drive toparking lots. "
United States
C A.
$201 nightly
The price is $227
Dec 1 - Dec 2
Total with taxes and fees
Efficient condo near slopes with kitchenette & great location

Apartment in Ludlow

8.6 out of 10, Excellent, (12)
"Clean with everything we needed for a few nights stay."
United States
Sandra S.
$243 nightly
The price is $275
Dec 1 - Dec 2
Total with taxes and fees
Well-appointed studio right downtown - less than a mile to Okemo Mountain

Apartment in Dover

9.6 out of 10, Exceptional, (5)
"Property is very clean, beautiful condo and scenery, owner was great and communication was incredible! Highly recommend, great stay!"
United States
Douglas D.
$327 nightly
The price is $370
Nov 30 - Dec 1
Total with taxes and fees
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn

Apartment in West Dover

$209 nightly
The price is $231
Dec 1 - Dec 2
Total with taxes and fees
Deluxe Studio | Murphy Bed + Sofa

Apartment in Keene

$366 nightly
The price is $397
Dec 15 - Dec 16
Total with taxes and fees
Entire private apartment suite in home with own entrance, views and private gym.

Apartment in Jackson Gore Base Area

10.0 out of 10, Exceptional, (2)
"Very conveinent check in, nice property."
United States
michael
$302 nightly
The price is $333
Nov 30 - Dec 1
Total with taxes and fees
Okemo | Studio Condo + Loft | Near Slopes + Pool

Apartment in Dover

$635 nightly
The price is $718
Dec 15 - Dec 16
Total with taxes and fees
6BR 3BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

Apartment in West Dover

10.0 out of 10, Exceptional, (2)
"Room was spacious & kitchen was equipped with essentials needed for a weekend stay. The extra sink area outside the Bathroom was an added bonus."
United States
Jean Marie L.
$194 nightly
The price is $214
Dec 1 - Dec 2
Total with taxes and fees
Cozy Studio | Ski-In Access + Kitchenette

Apartment in Bridgewater

10.0 out of 10, Exceptional, (5)
"We had a lovely time in Woodstock Vermont. The Bridgewater Inn was cozy and perfect for our weekend get away"
United States
Rosie L.
$183 nightly
The price is $200
Dec 1 - Dec 2
Total with taxes and fees
Woodstock Suite | 10 Min to Mountains |A/C| Hiking

Apartment in Manchester

8.0 out of 10, Very Good, (1)
"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
$251 nightly
The price is $277
Dec 7 - Dec 8
Total with taxes and fees
Equinox Haven | King Room + Culinary Delights

Apartment in Bridgewater

8.0 out of 10, Very Good, (2)
"clean, easy to check in and out, convenient location to the GMHA grounds - we stay here every summer! "
United States
Amanda K.
$170 nightly
The price is $186
Dec 1 - Dec 2
Total with taxes and fees
Long Trail Suite | 10 Mins to Mountains | Skiing

Apartment in Killington

9.0 out of 10, Wonderful, (7)
"We have stayed here numerous times and it is always a nice experience. This suite is spacious and clean and it felt homey. Love the pool :) and it is so close to Killington making it a really convenient spot. "
United States
patricia
$239 nightly
The price is $261
Nov 30 - Dec 1
Total with taxes and fees
Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102

Apartment in Bridgewater

9.2 out of 10, Wonderful, (7)
"Close to Woodstock and market. Easy check in. Very quiet. Kurig, no cups for coffee."
United States
Nancy
$177 nightly
The price is $194
Dec 1 - Dec 2
Total with taxes and fees
Ben & Jerry Suite | Skiing | Hiking | Biking

Apartment in Dover

$291 nightly
The price is $328
Nov 29 - Nov 30
Total with taxes and fees
Large Elegant Historic 2BR, Walk to restaurants!

Apartment in Ludlow

8.8 out of 10, Excellent, (29)
"Great location and great place!"
United States
Linda G.
$209 nightly
The price is $237
Dec 1 - Dec 2
Total with taxes and fees
Cozy Studio Condo with Great Location, WiFi & Kitchenette

Apartment in Jackson Gore Base Area

8.0 out of 10, Very Good, (1)
$260 nightly
The price is $287
Nov 30 - Dec 1
Total with taxes and fees
Okemo | Spacious Executive Room w Amenities Nearby
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
96
Accommodation
169 Apartments
Lowest Price
$186
Highest Price
$718

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 67 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 quaint area's ski slopes and shops. Discover the region's top sights such as 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: Stratton South Long Trail Studio Adjacent to the Village and Lifts: Located in Stratton, 18.7 mi/30 km from the heart of Chester. Includes private balconies, fireplaces, and sofa beds. Onsite laundry facilities and an outdoor pool are on site. Long Trail House Studio at Stratton Mountain Resort: Located 18.7 mi/30 km away in Stratton. Fireplaces and sofa beds are included. Onsite laundry facilities and a hot tub are on site. Efficient condo near slopes with kitchenette & great location: It's situated in Ludlow, 10.9 mi/17.5 km away. Includes sofa beds. 2BR 2BA - 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. Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn: Located in West Dover, 25 mi/40.3 km from Chester. Includes private balconies, fireplaces, and separate dining areas. Onsite laundry facilities and an indoor pool 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. Stratton Mountain Resort and Grafton Historical Society are a couple of places you'll find 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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