Apartments in Chester for Rent

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Apartments in Chester

Cozy apt in beautiful secluded spot 15 mins from Mt Snow
Property grounds

Cozy apt in beautiful secluded spot 15 mins from Mt Snow

10.0 out of 10, Exceptional, (4)
"Catherine contacted me immediately that the studio I had rented was not available but that we could have the adjacent house instead. She moved heaven and earth to make sure we had a king bed ( which is what we wanted). She was very attentive and accommodating. "
$182 nightly
The price is $206
Oct 31 - Nov 1
Total with taxes and fees
Cozy apt in beautiful secluded spot 15 mins from Mt Snow
2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Exterior

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

9.4 out of 10, Exceptional, (16)
"So cute and in such a great area! It was a perfect stay"
$221 nightly
The price is $250
Oct 13 - Oct 14
Total with taxes and fees
2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Cozy Bromley Retreat
Fridge, microwave, oven, stovetop

Cozy Bromley Retreat

10.0 out of 10, Exceptional, (5)
"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!"
$285 nightly
The price is $322
Oct 13 - Oct 14
Total with taxes and fees
Cozy Bromley Retreat
Woodstock Suite | 10 Min to Mountains |A/C| Hiking
Iron/ironing board, WiFi, bed sheets

Woodstock Suite | 10 Min to Mountains |A/C| Hiking

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"
$189 nightly
The price is $207
Nov 11 - Nov 12
Total with taxes and fees
Woodstock Suite | 10 Min to Mountains |A/C| Hiking
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.
Fridge, microwave, oven, stovetop

Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.

9.8 out of 10, Exceptional, (72)
"Wonderful, cozy, and comfy (bed is amazing) place to stay. Also very convenient location. Hosts clearly place directions and helpful tips around. Everything was a breeze! "
$214 nightly
The price is $242
Oct 14 - Oct 15
Total with taxes and fees
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.
Well-appointed studio right downtown - less than a mile to Okemo Mountain
Golf

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

8.6 out of 10, Excellent, (12)
"Clean with everything we needed for a few nights stay."
$221 nightly
The price is $249
Oct 13 - Oct 14
Total with taxes and fees
Well-appointed studio right downtown - less than a mile to Okemo Mountain
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn
Fridge, microwave, stovetop, dishwasher

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

9.6 out of 10, Exceptional, (4)
"Property was clean, well presented and very comfortable. We had a great time, checking out nearby waterfalls and history of such places as Bennington. We would stay again and recommend to friends and family.."
$370 nightly
The price is $418
Oct 19 - Oct 20
Total with taxes and fees
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn
Efficient condo near slopes with kitchenette & great location
Property grounds

Efficient condo near slopes with kitchenette & great location

8.6 out of 10, Excellent, (32)
"great location, close walkto store, restaurants. Okemoabout a minute drive toparking lots. "
$194 nightly
The price is $219
Nov 3 - Nov 4
Total with taxes and fees
Efficient condo near slopes with kitchenette & great location
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
Fridge, microwave, oven, stovetop

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool

9.6 out of 10, Exceptional, (17)
"Would stay again!"
$191 nightly
The price is $208
Oct 14 - Oct 15
Total with taxes and fees
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
SunBear- AC, Pool, Game Room, Fireplace, Hiking!
Smart TV, fireplace, video games, books

SunBear- AC, Pool, Game Room, Fireplace, Hiking!

10.0 out of 10, Exceptional, (28)
"Stayed 3 nights in early summer. Location was quiet and away from most killington activity.Condo was comfortable and clean. A/C was portable unit type and adequate but a little noisy."
$529 nightly
The price is $598
Oct 15 - Oct 16
Total with taxes and fees
SunBear- AC, Pool, Game Room, Fireplace, Hiking!
Deluxe Studio | Murphy Bed + Sofa
Property grounds

Deluxe Studio | Murphy Bed + Sofa

$199 nightly
The price is $220
Oct 29 - Oct 30
Total with taxes and fees
Deluxe Studio | Murphy Bed + Sofa
Remodeled condo with free WiFi & shared W/D - ski bus pickup across street
Fridge, microwave, oven, stovetop

Remodeled condo with free WiFi & shared W/D - ski bus pickup across street

8.6 out of 10, Excellent, (10)
"This property was perfectly located across the street from a local shuttle (or a 5 min drive) to the ski resort and within walking distance to restaurants in town. The unit was clean and spacious. The guest services were easily available. The only minor downside was that the smart TV wouldn’t connect to WiFi - would recommend bringing a firestick or tablet. Would stay here again!"
$395 nightly
The price is $446
Oct 13 - Oct 14
Total with taxes and fees
Remodeled condo with free WiFi & shared W/D - ski bus pickup across street
Okemo | Spacious Executive Room w Amenities Nearby
Exterior

Okemo | Spacious Executive Room w Amenities Nearby

$232 nightly
The price is $256
Oct 15 - Oct 16
Total with taxes and fees
Okemo | Spacious Executive Room w Amenities Nearby
Equinox Haven | King Room + Culinary Delights
Indoor pool, a heated pool

Equinox Haven | King Room + Culinary Delights

$238 nightly
The price is $263
Nov 2 - Nov 3
Total with taxes and fees
Equinox Haven | King Room + Culinary Delights
Cozy Studio | Ski-In Access + Kitchenette
Property grounds

Cozy Studio | Ski-In Access + Kitchenette

10.0 out of 10, Exceptional, (1)
"Lovely "
$185 nightly
The price is $204
Oct 29 - Oct 30
Total with taxes and fees
Cozy Studio | Ski-In Access + Kitchenette
2 Queens | 10 Mins to the Mountains | Foliage
Iron/ironing board, WiFi, bed sheets

2 Queens | 10 Mins to the Mountains | Foliage

8.6 out of 10, Excellent, (4)
"As advertised"
$177 nightly
The price is $194
Nov 10 - Nov 11
Total with taxes and fees
2 Queens | 10 Mins to the Mountains | Foliage
6BR 3BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Terrace/patio

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

$736 nightly
The price is $831
Oct 19 - Oct 20
Total with taxes and fees
6BR 3BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Long Trail Suite | 10 Mins to Mountains | Foliage
Exterior

Long Trail Suite | 10 Mins to Mountains | Foliage

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! "
$210 nightly
The price is $230
Nov 4 - Nov 5
Total with taxes and fees
Long Trail Suite | 10 Mins to Mountains | Foliage
Breathtaking Riverfront Farmhouse w/Mountain Views
Fridge, microwave, oven, stovetop

Breathtaking Riverfront Farmhouse w/Mountain Views

9.8 out of 10, Exceptional, (8)
"We loved our stay at this property. Cool, unique layout, lots of space, impressive master bedroom, amazing scenery with the river flowing literally behind the property. Great location in between Woodstock and Killington. Very helpful hosts and easy check in. Would definitely recommend"
$613 nightly
The price is $692
Oct 27 - Oct 28
Total with taxes and fees
Breathtaking Riverfront Farmhouse w/Mountain Views
Ben & Jerry Suite | Minutes to Woodstock | Hiking
Interior

Ben & Jerry Suite | Minutes to Woodstock | Hiking

9.2 out of 10, Wonderful, (7)
"Close to Woodstock and market. Easy check in. Very quiet. Kurig, no cups for coffee."
$196 nightly
The price is $214
Nov 3 - Nov 4
Total with taxes and fees
Ben & Jerry Suite | Minutes to Woodstock | Hiking
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

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"Room was clean and staff was friendly. "
Britney 1-night trip
Posted 2 days ago
Keene Elm City Hotel, an Ascend Collection Hotel

Find out more about Chester

Chester Apartments information

Number of reviews
173
Accommodation
169 Apartments
Lowest Price
$194
Highest Price
$831

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 find similar accommodations. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment like a kitchen. You can even filter by similar properties such as vacation homes, condos, or cabins. During your trip, you can check out this relaxing area's ski slopes and shops.
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: Peaceful getaway at Stratton View Lodge: Located in Winhall, 17.4 mi/28 km from the heart of Chester. Includes free WiFi, private patios, and fireplaces. Onsite laundry facilities and a game room are on site. Nana's House: Located 22.2 mi/35.7 km away in Bridgewater. Free WiFi and Smart TVs are included. 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. 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. Ben & Jerry Suite | Minutes to Woodstock | Hiking: It's located in Bridgewater, 22.5 mi/36.3 km from Chester. Includes private balconies.
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. Grafton Historical Society 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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