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Condo Rentals in Chester

Our top choices for Chester condo rentals

Seasons On Mount Snow - Ski-in/Ski-out

9.8 out of 10, Exceptional, (174)
"Wonderful host / fantastic location "
Seasons On Mount Snow - Ski-in/Ski-out

★No Cleaning Fee★10% OFF★Walk To Mountain★Amenities+

10.0 out of 10, Exceptional, (55)
"From beginning to end, a great experience:the owners are very responsive throughout the process, check-in and parking was a breeze, condo is great, location is perfect -- right across the street from the village -- we had a wonderful time -- thank you Brandon!!"
★No Cleaning Fee★10% OFF★Walk To Mountain★Amenities+

Beautiful Spacious Condo at Killington Resort

9.8 out of 10, Exceptional, (39)
"Very cozy and comfortable. We loved tge fire place!"
Beautiful Spacious Condo at Killington Resort

Ski in/Ski out nicely updated 2 BR condo on Okemo Mountain ski trails.

10.0 out of 10, Exceptional, (23)
"Awesome place to stay. "
Ski in/Ski out nicely updated 2 BR condo on Okemo Mountain ski trails.

Charming 1-bedroom condo in delightful Dover

10.0 out of 10, Exceptional, (1)
"The place was nice. It was clean, lots of supplies were provided, and it was in a great location. The host contacted me the day before, letting me know that the wifi was out, and the technician was unavailable until the next week. I was appreciative of the heads up. Unfortunately, the TV was unusable without wifi, no option to watch local channels. Cellular (Verizon) data was non-existent throughout the majority of daytime hours. Despite this smallish issue, I would stay here again! "
$179 nightly
The price is $202
Sep 23 - Sep 24
Total with taxes and fees
Charming 1-bedroom condo in delightful Dover

Ski-in/Ski-out Condo with central air -Seasons on Mt. Snow

9.8 out of 10, Exceptional, (96)
"It is so clean and well maintained. It is ski in ski out. Would stay again in a minute "
Ski-in/Ski-out Condo with central air -Seasons on Mt. Snow

Ski-in/out condo with fireplace, hot tubs. pool, tennis & washer/dryer

9.4 out of 10, Exceptional, (27)
"Great ski in ski out location. Lift is right next to condo"
Ski-in/out condo with fireplace, hot tubs. pool, tennis & washer/dryer

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

10.0 out of 10, Exceptional, (97)
"Wonderful two bedroom condo, fantastic communication from the manager, easy everything, parking, accessing the beautiful unit, checking out, just perfect!"
$249 nightly
The price is $269
Sep 23 - Sep 24
Total with taxes and fees
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

Comfortable condo with fireplace, pool, and sauna access - near slopes

8.0 out of 10, Very Good, (16)
"Perfect location. On the MOOver line. Plenty of space for my family of four. "
Comfortable condo with fireplace, pool, and sauna access - near slopes

Stratton Mtn Studio | Renovated | Walk to Lifts

10.0 out of 10, Exceptional, (29)
"Great location."
$348 nightly
The price is $393
Sep 23 - Sep 24
Total with taxes and fees
Stratton Mtn Studio | Renovated | Walk to Lifts

Inviting condo with a fireplace, hot tubs, pool, tennis & washer/dryer

9.2 out of 10, Wonderful, (51)
"The location & tranquility !"
Inviting condo with a fireplace, hot tubs, pool, tennis & washer/dryer

Okemo Condo on Bus Route in Center of Town

9.8 out of 10, Exceptional, (7)
"Great location, perfect for family trips. Recently updated amenities. Would recommend. "
Okemo Condo on Bus Route in Center of Town

Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

3.0 star property
9.4 out of 10, Exceptional, (15)
"Very nice townhouse."
Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

Ski-in/out mountainside condo close to everything with full kitchen - tranquil

9.0 out of 10, Wonderful, (72)
"Perfect location for a quick ski trip. "
$220 nightly
The price is $248
Sep 29 - Sep 30
Total with taxes and fees
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-in/out mountainside condo with pool, hot tub, game room & washer/dryer

9.6 out of 10, Exceptional, (15)
"This was a great place to stay. Clean, spacious, and gorgeous. I love the fully stocked kitchen, the games for the family, and relaxing spa like bathrooms."
Ski-in/out mountainside condo with pool, hot tub, game room & washer/dryer

Ski-In/ski-out condo with views, pool, hot tubs, gym & tennis access

8.4 out of 10, Very Good, (61)
"This property was a great place to stay and enjoy the quite Vermont wilderness. We took advantage of the clubhouse pool and hot tub as well as scenic woodland walks through the trails right outside the front door."
Ski-In/ski-out condo with views, pool, hot tubs, gym & tennis access

Ski-in/Ski-out Condo at Okemo

2.0 star property
8.0 out of 10, Very Good, (15)
"Loved our stay"
Ski-in/Ski-out Condo at Okemo

4BR ski-in/out condo with wifi, washer/dryer & mountain view

2.0 star property
9.2 out of 10, Wonderful, (9)
"Location. Cleanliness, amenities"
4BR ski-in/out condo with wifi, washer/dryer & mountain view

SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside

10.0 out of 10, Exceptional, (180)
"Great location for ski on/off, updated kitchen and bathrooms, quiet, spacious and comfortable. Plan on coming back."
SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside

Ski-in/out condo with water & mountain views, private sauna & fireplace

9.8 out of 10, Exceptional, (47)
"Thoroughly enjoyed our stay!"
Ski-in/out condo with water & mountain views, private sauna & fireplace
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

Find out more about Chester

Chester Condo Rentals information

Number of reviews
825
Accommodation
508 Condo Rentals
Lowest Price
$202
Highest Price
$393

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