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Compare 402 Condo Rentals in Chester with updated reviews, rates, and availability.

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

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

9.2 out of 10, Wonderful, (64)
"Was supposed to be first floor but had to go up lots of stairs. The place was very clean but dated. Better for young people not good for old people."
The price is SAR 616
SAR 1,468 total
includes taxes & fees
9 Jan - 10 January 2025
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Okemo's Jackson Gore-1 Bedroom Condo /Direct Ski Access. Walk to Pool & hot tubs
Adams House at Jackson Gore on Okemo. Upscale, slopeside accommodations.

Okemo's Jackson Gore-1 Bedroom Condo /Direct Ski Access. Walk to Pool & hot tubs

10.0 out of 10, Exceptional, (13)
"Great room and accommodations. Plenty of fun stuff to do for all ages. Enjoyed our stay and the ability to stay as a family. Thank you … we will see you again next fall"
Okemo's Jackson Gore-1 Bedroom Condo /Direct Ski Access. Walk to Pool & hot tubs
Recently Renovated Ski-In/Out Condo w/Fireplace, Shared Pool, Hot Tub, Sauna

Recently Renovated Ski-In/Out Condo w/Fireplace, Shared Pool, Hot Tub, Sauna

9.8 out of 10, Exceptional, (24)
"This is my second time staying in the village. Both times something went wrong. This time the heat did not work when we arrived and had to have someone come fix it, except they did not fix it or put us up in another unit. He showed me how to manually make the heat come off and on and I had to get us three times my first night on vacation to do this. Not cool. Than the next day I called twice to get it addressed. It eventually was but making sure the heat works should be on the che k list. "
Recently Renovated Ski-In/Out Condo w/Fireplace, Shared Pool, Hot Tub, Sauna
Mountainside condo w/ fireplaces, walk to lifts, 2 kitchens, wifi, TVs, bunkroom

Mountainside condo w/ fireplaces, walk to lifts, 2 kitchens, wifi, TVs, bunkroom

Mountainside condo w/ fireplaces, walk to lifts, 2 kitchens, wifi, TVs, bunkroom
Walk to Mount Snow, Cozy, Clean and Comfortable!
Exterior

Walk to Mount Snow, Cozy, Clean and Comfortable!

9.6 out of 10, Exceptional, (30)
"Cozy 1 bdrm very close to the slopes. The host are vey cooperative abd get back to you quickly."
Walk to Mount Snow, Cozy, Clean and Comfortable!
Beautifully renovated 2 bedroom condo in Stratton VT - walk to Village/Lifts!
Living area

Beautifully renovated 2 bedroom condo in Stratton VT - walk to Village/Lifts!

Beautifully renovated 2 bedroom condo in Stratton VT - walk to Village/Lifts!
Inviting condo on Village Run Trail with a fireplace, pool, & hot tub

Inviting condo on Village Run Trail with a fireplace, pool, & hot tub

8.6 out of 10, Excellent, (9)
"My family had a great stay at this condo. Usually there is something we would change about our rental homes, but I can't think of anything that was wrong with this stay. The place was clean, bright, had everything we needed in the kitchen, and most importantly, was just steps away from Village Run trail which took us straight to the Solitude Lift. I did interact with Vacasa and didn't have any issues with them. Overall, it was a great stay, and we would stay here again!"
Inviting condo on Village Run Trail with a fireplace, pool, & hot tub
⭐️Ski-On/Ski-Off COZY BEAUTIFUL MOUNTAIN CONDO 2-Bed/2-Bath with Fireplace
Relax in front of the stacked stone fire place.

⭐️Ski-On/Ski-Off COZY BEAUTIFUL MOUNTAIN CONDO 2-Bed/2-Bath with Fireplace

10.0 out of 10, Exceptional, (49)
"Great condo, really clean and all extras supplied - would definitely recommend!"
⭐️Ski-On/Ski-Off COZY BEAUTIFUL MOUNTAIN CONDO 2-Bed/2-Bath with Fireplace
Steps to Stratton Village, Lifts! Duplex Condo!
Living area

Steps to Stratton Village, Lifts! Duplex Condo!

10.0 out of 10, Exceptional, (1)
"Location was amazing and the condo was great. Clean, well-stocked. We even cooked most of our meals there. Very happy with the property and mountain. We had a blast!"
Steps to Stratton Village, Lifts! Duplex Condo!
4BR ski-in/out condo with wifi, washer/dryer & mountain view

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

2.0 star property
10.0 out of 10, Exceptional, (2)
4BR ski-in/out condo with wifi, washer/dryer & mountain view
Ski-in/out condo with fireplace, pool, hot tub, sauna & washer/dryer

Ski-in/out condo with fireplace, pool, hot tub, sauna & washer/dryer

9.8 out of 10, Exceptional, (27)
"This property is simply amazing! My husband and I walked into this beautiful condo and views from the patio are stunning. "
Ski-in/out condo with fireplace, pool, hot tub, sauna & washer/dryer
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Living area

Cozy 3 bedroom condo 2.5 miles to Mount Snow

9.2 out of 10, Wonderful, (32)
"We needed a place to stay for a wedding we were attending nearby, and it was perfect. Communication with the owner was fantastic. If I ever need a place in the area again, I know where to go."
The price is SAR 469
SAR 1,286 total
includes taxes & fees
26 Jan - 27 January 2025
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Renovated Ski-In/Ski-Out Peru Condo at Bromley Mtn
Peru Vacation Rental | 3BR | 2BA | 1000 Sq Ft | Stairs Only Access

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

9.4 out of 10, Exceptional, (28)
"My family and I had a wonderful stay for our Bromley ski week! Location couldn’t be better, and the condo was comfortable and cozy. We truly enjoyed being able to use the fireplace. Easy checkin/checkout, great communication. Being able to bring our dog was the best benefit of all - he loves the snow and spending time with us on vacation!"
Renovated Ski-In/Ski-Out Peru Condo at Bromley Mtn
Cozy mountain condo w/ fireplace, views, hot tub, pool, sauna, gym, shuttle, w/d

Cozy mountain condo w/ fireplace, views, hot tub, pool, sauna, gym, shuttle, w/d

Cozy mountain condo w/ fireplace, views, hot tub, pool, sauna, gym, shuttle, w/d
5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio
Living area

5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio

9.6 out of 10, Exceptional, (9)
"We had a great time staying in Ashley’s condo! It was clean and well kept and super close to the village and slopes. I will definitely be back soon :)"
5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio
Lovely ski-in/out condo steps from ski lift with trails and amazing views

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

8.6 out of 10, Excellent, (20)
"Wonderful stay. Thanks again"
The price is SAR 1,033
SAR 2,105 total
includes taxes & fees
12 Jan - 13 January 2025
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Seasons On Mount Snow - Ski-in/Ski-out
Living and Dining area. Very cozy!

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

9.8 out of 10, Exceptional, (158)
"This was possibly one of the best VRBO experiences for me. Flawless in all respects"
Seasons On Mount Snow - Ski-in/Ski-out
Stratton Mtn Studio | Renovated | Walk to Lifts
Living area

Stratton Mtn Studio | Renovated | Walk to Lifts

10.0 out of 10, Exceptional, (24)
"Spent one night here with family as a spontaneous ski trip, and we had a wonderful experience. Caitlin was quick to provide answers to questions prior to our arrival, and shared local recommendations. The check in process was quick and easy. The place exceeded our expectations - very clean, beautifully designed with some fun luxurious surprises. The hot tub, pool, and sauna were open, and well maintained (short indoor walk to the north building). We hope for another opportunity to stay here."
The price is SAR 1,247
SAR 2,421 total
includes taxes & fees
8 Jan - 9 January 2025
Stratton Mtn Studio | Renovated | Walk to Lifts
Ground Floor ski-in/out condo, full kitchen & high-speed WiFi

Ground Floor ski-in/out condo, full kitchen & high-speed WiFi

9.4 out of 10, Exceptional, (19)
"Enjoy our stay !!!!! Awesome in and out right on the slope feet away for deck."
The price is SAR 717
SAR 1,602 total
includes taxes & fees
8 Jan - 9 January 2025
Ground Floor ski-in/out condo, full kitchen & high-speed WiFi
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Living area

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

10.0 out of 10, Exceptional, (84)
"My sister and I stayed the weekend and loved it. The check in/out process was very easy. The host was extremely responsive. The fireplace was a huge bonus as we watched a movie with our popcorn. There are quite a few restaurants within walking distance. It’s perfect. "
The price is SAR 695
SAR 1,262 total
includes taxes & fees
21 Jan - 22 January 2025
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.
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Other property types in Chester

Long Trail House at Stratton Mountain Resort
Living room

Long Trail House at Stratton Mountain Resort

3.0 star property
8.4 out of 10, Very Good, (72)
"Condo was great, cozy, and clean. Has access to the pool and hot tubs from back porch and has great Mountain View’s. The village had plenty of food, little expensive, but pretty good. Overall great place to stay and enjoy the mountain. "
The price is SAR 1,288
SAR 1,601 total
includes taxes & fees
8 Jan - 9 January 2025
Long Trail House at Stratton Mountain Resort
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Front of property

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (41)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location
Located in the Okemo Mt. Community, a mile to the base lodge

Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location

9.8 out of 10, Exceptional, (164)
"The property is exactly like the pictures indicate. The house is in a friendly neighborhood outside of town. The house is very comfortable and spacious. The host responds to your messages in timely manner, and, she is very workable. Would definitely stay there again "
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location
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.

Frequently asked questions

How much do condos in Chester cost?
Expect to pay from SAR 469 to SAR 1,247 per night for condos in Chester. No matter your budget, an epic stay is a click away on Expedia. 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?
Make use of your vacation days and choose from 402 condos in Chester. For work-related travel, a solo adventure and everything in between, Expedia will help you find the perfect space in just a click or two.
Why book your condo in Chester with Expedia?
Expedia makes it easy to find your dream condo in Chester. On the lookout for a luxury stay? Try out our filters to search for properties with a 5-star rating. If you have a fixed budget, click on how much you’d like to spend and then browse our fabulous deals. We’ll help you find the right place whatever your trip looks like.
How can I find cheap condos in Chester?
The easiest way to compare cheap condos in Chester is with Expedia’s easy-to-use filter tool. Refine your search by star rating, amenities and budget to secure awesome prices in just a few clicks.