Chester Apartment Rentals from CA $177

Q: 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.

Q: 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.

Q: 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.

Q: 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.

Q: 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.

Q: 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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Our top choices for Chester apartments

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

Dover

Douglas D.

CA $433 total

includes taxes & fees

Mar 11 - Mar 12

Vermont Double Queen Suite | 10 Mins to Killington

Bridgewater

Brianna L.

CA $293 total

includes taxes & fees

Mar 10 - Mar 11

Central Large 2-bedrooms with office in Keene

Keene

Elisa S.

CA $177 total

includes taxes & fees

Mar 18 - Mar 19

Efficient condo near slopes with kitchenette & great location

Ludlow

Aaron B.

CA $313 total

includes taxes & fees

Mar 10 - Mar 11

Cozy Bromley Retreat

Bromley Mountain

Vanessa P.

CA $477 total

includes taxes & fees

Apr 1 - Apr 2

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

Ludlow

Sandra S.

CA $423 total

includes taxes & fees

Mar 5 - Mar 6

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

Dover

Jayanne S.

CA $654 total

includes taxes & fees

Mar 5 - Mar 6

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool

Killington

Hannah M.

CA $355 total

includes taxes & fees

Mar 31 - Apr 1

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Top Chester Hotel Reviews

The Manchester View

10/10 Excellent

"This place worked out wonderfully. Clean, comfortable and a great value. Location around 5 min to downtown Manchester. 20 minnto Stratton. Highly recommend "

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent

"Shuttle if very efficient and the wait is never long to get to the slopes and village area. Great area for walks and/or with dogs. Although I was hoping for pancakes or waffles with the continental breakfast but was great nonetheless. Had dinner reservations in the village and the shuttle was the way to go on a super cold night. It’s just what you need to be comfortable. Hot tub and sauna was refreshing. I’d would deff recommend staying there again. "

The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent

"Our 2nd time staying here this season. We love it, perfect location to town and ski. Spotless rooms, microwave and fridge a bonus when kids are traveling. Rooms were so warm we turned off heat. Breakfast included. Check in and out very quick and friendly, we will absolutely stay again."

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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Search Apartment Rentals in Chester

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chester apartments

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

Vermont Double Queen Suite | 10 Mins to Killington

Central Large 2-bedrooms with office in Keene

Efficient condo near slopes with kitchenette & great location

Cozy Bromley Retreat

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

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

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool

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

Vermont Suite | 10 Min to Woodstock & Killington

Historic Home with Colonial Charm in Manchester

Vermont Suite | 10 Min to Killington & Woodstock

Okemo | Studio Condo + Loft | Near Slopes + Pool

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

Modern Mountain Retreat w/ Chef’s Kitchen

Deluxe Studio | Murphy Bed + Sofa

Vermont Suite | Minutes to Killington | Skiing

Cozy Studio Condo with Great Location, WiFi & Kitchenette

Cozy Studio | Ski-In Access + Kitchenette

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Top Chester Hotel Reviews

The Manchester View

Find out more about Chester

Chester Apartments information

Frequently asked questions

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