Search Condo Rentals in Chester

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Condo Rentals in Chester

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

3.0 star property
9.6 out of 10, Exceptional, (9)
"Excellent location"
Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

Renovated Ski-In/Ski-Out Peru Condo at Bromley Mtn

9.6 out of 10, Exceptional, (36)
"Great stay, super easy access to the slopes. Place was great with helpful and communicable hosts. Will stay again! "
Renovated Ski-In/Ski-Out Peru Condo at Bromley Mtn

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

10.0 out of 10, Exceptional, (172)
"Property exactly as advertised. Has everything 6-8 people would need for ski-in/out of Killington."
SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside

Cozy Townhome with Shared Pool & Tennis, W/D & Wood-Burning Fireplace

9.0 out of 10, Wonderful, (4)
"Absolutely loved my stay here. It's as clean, and nice and the whole process was easy. I would definitely come back."
Cozy Townhome with Shared Pool & Tennis, W/D & Wood-Burning Fireplace

Lovely ski-in/out condo steps from ski lift with trails and amazing views

8.8 out of 10, Excellent, (23)
"We loved staying at the townhome. It was a welcome place to stay while we traveled around, enjoying fall. It was very comfortable and the village amenities were great."
The price is SAR 312
SAR 1,107 total
includes taxes & fees
17 Jun - 18 Jun
Lovely ski-in/out condo steps from ski lift with trails and amazing views

Mountain Home w/Balcony, Pool Views, Shared Pool, Hot Tub, Free WiFi, Fireplace

9.0 out of 10, Wonderful, (19)
"The condo is very close to everything and the perfect amount of room for a family of 5. Great outdoor pools and 2 hot tubs too!"
Mountain Home w/Balcony, Pool Views, Shared Pool, Hot Tub, Free WiFi, Fireplace

Ski-in/out condo with pool, 2 hot tubs, sauna - short walk to Solitude clubhouse

9.4 out of 10, Exceptional, (29)
"Property was exactly as advertised, clean and had everything we needed. Great location and easy access to the trails. We really enjoyed our stay, thank you! "
Ski-in/out condo with pool, 2 hot tubs, sauna - short walk to Solitude clubhouse

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

9.4 out of 10, Exceptional, (49)
"Love the bed, fireplace after a day of looking around!"
Inviting condo with a fireplace, hot tubs, pool, tennis & washer/dryer

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

9.8 out of 10, Exceptional, (45)
"This condo was super clean, well appointed, comfortable for our family, and the absolute perfect location for ski in/ski out convenience. Highly recommend!"
Ski-in/out condo with water & mountain views, private sauna & fireplace

Charming 1-bedroom condo in delightful Dover

The price is SAR 321
SAR 660 total
includes taxes & fees
30 Jun - 1 Jul
Charming 1-bedroom condo in delightful Dover

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

8.4 out of 10, Very Good, (56)
"Cold first night"
Ski-In/ski-out condo with views, pool, hot tubs, gym & tennis access

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

9.8 out of 10, Exceptional, (166)
"Wonderful host / fantastic location "
Seasons On Mount Snow - Ski-in/Ski-out

Slopeside condo with nearby skiing, balcony, fireplace, & washer/dryer

8.6 out of 10, Excellent, (16)
"Great location for ski lovers"
Slopeside condo with nearby skiing, balcony, fireplace, & washer/dryer

Experience the ultimate Vermont getaway at our cozy 1BR/1BA ski-in/ski-out condo in Killington

The price is SAR 756
SAR 1,727 total
includes taxes & fees
17 Jun - 18 Jun
Experience the ultimate Vermont getaway at our cozy 1BR/1BA ski-in/ski-out condo in Killington

Seasons Lodge | Trailside Condo w/ Fireplace!

10.0 out of 10, Exceptional, (7)
"Very well maintained space with everything a family needs to have a good time skiing. "
Seasons Lodge | Trailside Condo w/ Fireplace!

Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!

10.0 out of 10, Exceptional, (57)
"We had a great time at the wonderful Winterplace condo. The host was very responsive . "
Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!

Ski-in/ski-out condo with resort amenities and mountain views

8.0 out of 10, Very Good, (7)
"Plenty of space for our group!"
Ski-in/ski-out condo with resort amenities and mountain views

Ski-In/Ski-out Condo: Most accessible location on Okemo Mountain

9.8 out of 10, Exceptional, (8)
"Family had a great trip thanks"
Ski-In/Ski-out Condo: Most accessible location on Okemo Mountain

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

8.4 out of 10, Very Good, (14)
"Perfect location. On the MOOver line. Plenty of space for my family of four. "
Comfortable condo with fireplace, pool, and sauna access - near slopes

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

10.0 out of 10, Exceptional, (95)
"Perfect location! "
The price is SAR 450
SAR 996 total
includes taxes & fees
7 Jul - 8 Jul
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
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

Frequently asked questions

How much do condos in Chester cost?
Condos in Chester range from SAR 312 to SAR 756 per night. This gives you lots of space for your whole family at a price that’s easy on your wallet. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Chester?
Choose from 509 condos in Chester. No matter if you’re traveling with the little ones or planning a getaway with friends, Expedia will help you find the perfect space for your squad.
Why book your condo in Chester with Expedia?
Getaways should be a piece of cake, so if you’re in search of condos at a great price, Expedia has you covered. Keep the budget in check and go for something small and affordable, or book 5-star accommodations and treat your loved ones. Our search filters make it easy to find a stay in Chester that suits your needs.