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Our top choices for Chester apartments

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.2 out of 10, Wonderful, (22 reviews)
"Highly recommend clean beautiful stay!"
United States
Douglas D.
The price is CA $84
CA $433 total
includes taxes & fees
Mar 11 - Mar 12
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Vermont Double Queen Suite | 10 Mins to Killington

Vermont Double Queen Suite | 10 Mins to Killington
Bridgewater
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.
The price is CA $134
CA $293 total
includes taxes & fees
Mar 10 - Mar 11
Vermont Double Queen Suite | 10 Mins to Killington

Central Large 2-bedrooms with office in Keene

Central Large 2-bedrooms with office in Keene
Keene
10.0 out of 10, Exceptional, (2 reviews)
"We really enjoyed our stay! Jess is a great host! Very flexible and helpful and always was available if we communicated with her she got right back to us!The place was exactly as depicted in pictures and continently located to Granite Gore mountain and downtown Keene!We will be back!"
United States
Elisa S.
The price is CA $135
CA $177 total
includes taxes & fees
Mar 18 - Mar 19
Central Large 2-bedrooms with office in Keene

Efficient condo near slopes with kitchenette & great location

Efficient condo near slopes with kitchenette & great location
Ludlow
8.6 out of 10, Excellent, (32 reviews)
"Nice place close to mountain easy in easy out"
United States
Aaron B.
The price is CA $146
CA $313 total
includes taxes & fees
Mar 10 - Mar 11
Efficient condo near slopes with kitchenette & great location

Cozy Bromley Retreat

Cozy Bromley Retreat
Bromley Mountain
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.
The price is CA $145
CA $477 total
includes taxes & fees
Apr 1 - Apr 2
Cozy Bromley Retreat

Well-appointed studio right downtown - less than a mile to Okemo Mountain

Well-appointed studio right downtown - less than a mile to Okemo Mountain
Ludlow
8.6 out of 10, Excellent, (12 reviews)
"Clean with everything we needed for a few nights stay."
United States
Sandra S.
The price is CA $145
CA $423 total
includes taxes & fees
Mar 5 - Mar 6
Well-appointed studio right downtown - less than a mile to Okemo Mountain

Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn

Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn
Dover
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.
The price is CA $263
CA $654 total
includes taxes & fees
Mar 5 - Mar 6
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
Killington
9.6 out of 10, Exceptional, (17 reviews)
"Would stay again!"
United States
Hannah M.
The price is CA $248
CA $355 total
includes taxes & fees
Mar 31 - Apr 1
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool

Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna

Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
Stratton
The price is CA $126
CA $293 total
includes taxes & fees
Mar 10 - Mar 11
Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna

6BR 3BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

6BR 3BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Dover
The price is CA $278
CA $980 total
includes taxes & fees
Mar 24 - Mar 25
6BR 3BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

Vermont Suite | 10 Min to Woodstock & Killington

Vermont Suite | 10 Min to Woodstock & Killington
Bridgewater
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.
The price is CA $130
CA $290 total
includes taxes & fees
Mar 11 - Mar 12
Vermont Suite | 10 Min to Woodstock & Killington

Historic Home with Colonial Charm in Manchester

Historic Home with Colonial Charm in Manchester
Manchester
The price is CA $194
CA $601 total
includes taxes & fees
Mar 24 - Mar 25
Historic Home with Colonial Charm in Manchester

Vermont Suite | 10 Min to Killington & Woodstock

Vermont Suite | 10 Min to Killington & Woodstock
Bridgewater
9.2 out of 10, Wonderful, (7 reviews)
"Overall, a great stay. "
United States
Meghan J.
The price is CA $108
CA $262 total
includes taxes & fees
Mar 10 - Mar 11
Vermont Suite | 10 Min to Killington & Woodstock

Okemo | Studio Condo + Loft | Near Slopes + Pool

Okemo | Studio Condo + Loft | Near Slopes + Pool
Jackson Gore Base Area
10.0 out of 10, Exceptional, (2 reviews)
"Very conveinent check in, nice property."
United States
michael
The price is CA $589
CA $744 total
includes taxes & fees
Mar 25 - Mar 26
Okemo | Studio Condo + Loft | Near Slopes + Pool

Quiet Apt. close to Okemo and Killington. Off Rt. 7 with private driveway.

Quiet Apt. close to Okemo and Killington. Off Rt. 7 with private driveway.
Wallingford
The price is CA $154
CA $283 total
includes taxes & fees
Mar 9 - Mar 10
Quiet Apt. close to Okemo and Killington. Off Rt. 7 with private driveway.

Modern Mountain Retreat w/ Chef’s Kitchen

Modern Mountain Retreat w/ Chef’s Kitchen
Manchester
The price is CA $227
CA $639 total
includes taxes & fees
Mar 31 - Apr 1
Modern Mountain Retreat w/ Chef’s Kitchen

Deluxe Studio | Murphy Bed + Sofa

Deluxe Studio | Murphy Bed + Sofa
West Dover
The price is CA $499
CA $626 total
includes taxes & fees
Mar 31 - Apr 1
Deluxe Studio | Murphy Bed + Sofa

Vermont Suite | Minutes to Killington | Skiing

Vermont Suite | Minutes to Killington | Skiing
Bridgewater
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.
The price is CA $161
CA $326 total
includes taxes & fees
Mar 23 - Mar 24
Vermont Suite | Minutes to Killington | Skiing

Cozy Studio Condo with Great Location, WiFi & Kitchenette

Cozy Studio Condo with Great Location, WiFi & Kitchenette
Ludlow
8.8 out of 10, Excellent, (30 reviews)
"Great location and great place!"
United States
Linda G.
The price is CA $148
CA $325 total
includes taxes & fees
Mar 9 - Mar 10
Cozy Studio Condo with Great Location, WiFi & Kitchenette

Cozy Studio | Ski-In Access + Kitchenette

Cozy Studio | Ski-In Access + Kitchenette
West Dover
10.0 out of 10, Exceptional, (3 reviews)
"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.
The price is CA $501
CA $632 total
includes taxes & fees
Mar 31 - Apr 1
Cozy Studio | Ski-In Access + Kitchenette
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
149
Accommodation
174 Apartments
Lowest Price
CA $177
Highest Price
CA $980

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 68 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: The Owl's Nest A Cozy 1-bed studio apartment in Bridgewater: Situated in Bridgewater, 22.1 mi/35.6 km from the heart of Chester. 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 away. Includes fireplaces and sofa beds. Onsite laundry facilities and a hot tub are on site. Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside: Located 22.8 mi/36.8 km away in Dorset. Free WiFi, private balconies, and fireplaces are included. Access to onsite laundry facilities is available on site. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den: Located in West Dover, 26.5 mi/42.7 km from Chester. Includes free WiFi, fireplaces, and Smart TVs. A fitness center and an outdoor 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. Bonnie's Bundles Dolls and DaVallia Art & Accents are a couple of family-friendly sights. Stratton Mountain Resort and Vermont Country Store 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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