Apartments in Chester for Rent

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Apartments in Chester

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 14 - Oct 15
Total with taxes and fees
2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Cozy apt in beautiful secluded spot 15 mins from Mt Snow

10.0 out of 10, Exceptional, (4)
"There was a little problem with the lockbox, but Catherine was available to help solve it. We were staying in the house instead of the “cozy apartment.” Except for a somewhat difficult staircase and a couple of doors to the deck that did not have screens, we have no complaints. They location was beautiful, but a bit of a distance from places we wanted to go to. The price was very fair, and I would recommend this location to others."
$181 nightly
The price is $205
Oct 31 - Nov 1
Total with taxes and fees
Cozy apt in beautiful secluded spot 15 mins from Mt Snow

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!"
$288 nightly
The price is $325
Oct 28 - Oct 29
Total with taxes and fees
Cozy Bromley Retreat

Ben & Jerry Suite | Minutes to Woodstock | Hiking

9.6 out of 10, Exceptional, (5)
"Pleasant and convenient. "
$189 nightly
The price is $207
Nov 4 - Nov 5
Total with taxes and fees
Ben & Jerry Suite | Minutes to Woodstock | Hiking

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

9.2 out of 10, Wonderful, (11)
"Clean with everything we needed for a few nights stay."
$220 nightly
The price is $248
Oct 5 - Oct 6
Total with taxes and fees
Well-appointed studio right downtown - less than a mile to Okemo Mountain

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

$681 nightly
The price is $770
Oct 19 - Oct 20
Total with taxes and fees
6BR 3BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

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.."
$361 nightly
The price is $408
Oct 5 - Oct 6
Total with taxes and fees
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn

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."
$601 nightly
The price is $679
Oct 8 - Oct 9
Total with taxes and fees
SunBear- AC, Pool, Game Room, Fireplace, Hiking!

Cozy Studio | Ski-In Access + Kitchenette

10.0 out of 10, Exceptional, (1)
"Lovely "
$180 nightly
The price is $199
Oct 29 - Oct 30
Total with taxes and fees
Cozy Studio | Ski-In Access + Kitchenette

Equinox Haven | King Room + Culinary Delights

$208 nightly
The price is $229
Nov 2 - Nov 3
Total with taxes and fees
Equinox Haven | King Room + Culinary Delights

Okemo | Studio Condo + Close to All Amenities

$222 nightly
The price is $245
Oct 6 - Oct 7
Total with taxes and fees
Okemo | Studio Condo + Close to All Amenities

Perfect Getaway minutes to Killington & Woodstock

10.0 out of 10, Exceptional, (1)
"Stayed with my trainer for show at GMHA. Place is lovely and clean, rooms are large, great Wi-Fi so I could do work in evenings. I don’t sleep well away from my own bed normally but the beds are really comfortable and linens and towels soft. I slept great- to my surprise. Also lots of nice places to eat nearby and close to showgrounds. Manager incredibly fast at communicating. Hope it’s available next year- we will be back!"
$629 nightly
The price is $710
Oct 7 - Oct 8
Total with taxes and fees
Perfect Getaway minutes to Killington & Woodstock

Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102

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. "
$191 nightly
The price is $208
Oct 5 - Oct 6
Total with taxes and fees
Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102

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!"
$393 nightly
The price is $444
Oct 5 - Oct 6
Total with taxes and fees
Remodeled condo with free WiFi & shared W/D - ski bus pickup across street

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

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! "
$227 nightly
The price is $257
Oct 14 - Oct 15
Total with taxes and fees
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.

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"
$619 nightly
The price is $699
Oct 27 - Oct 28
Total with taxes and fees
Breathtaking Riverfront Farmhouse w/Mountain Views

Deluxe Studio | Murphy Bed + Sofa

$197 nightly
The price is $217
Nov 2 - Nov 3
Total with taxes and fees
Deluxe Studio | Murphy Bed + Sofa

Cozy Studio Condo with Great Location, WiFi & Kitchenette

8.6 out of 10, Excellent, (28)
"Great location and great place!"
$186 nightly
The price is $210
Oct 5 - Oct 6
Total with taxes and fees
Cozy Studio Condo with Great Location, WiFi & Kitchenette

Long Trail Suite | 10 Mins to Mountains | A/C

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! "
$229 nightly
The price is $250
Oct 28 - Oct 29
Total with taxes and fees
Long Trail Suite | 10 Mins to Mountains | A/C
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chester Hotel Reviews

Find out more about Chester

Find out more about Chester

Chester Apartments information

Number of reviews
184
Accommodation
180 Apartments
Lowest Price
$199
Highest Price
$770

Explore a world of travel with Expedia

Explore a world of travel with Expedia