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Compare 430 Condo Rentals in Chester with updated reviews, rates, and availability.

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

9.0 out of 10, Wonderful, (68)
"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 AED 367
AED 1,095 total
includes taxes & fees
23 Mar - 24 Mar
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

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

9.8 out of 10, Exceptional, (164)
"Wonderful host / fantastic location "
The price is AED 826
AED 1,046 total
includes taxes & fees
24 Mar - 25 Mar
Seasons On Mount Snow - Ski-in/Ski-out

Ski-in/out Condo on Bull Run Trail with fireplace, & full kitchen

9.4 out of 10, Exceptional, (78)
"Nice slope side condo with beautiful views and cozy accommodations. "
Ski-in/out Condo on Bull Run Trail with fireplace, & full kitchen

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

10.0 out of 10, Exceptional, (170)
"We have stayed in Sunrise previously but will never stay in any other unit besides this one. Communication from the host was like no other, the unit was spotless and location was perfect. There is nothing more you can ask for during a ski trip to Killington. We can not wait to return next year. "
SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside

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

3.0 star property
9.8 out of 10, Exceptional, (6)
"Everything was excellent. 3 baths 3 beds. Perfect. Bring coffee filters and hangers."
Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

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

10.0 out of 10, Exceptional, (21)
"This was our third time skiing at Okemo and was without doubt the best. Access to the slopes is so easy and the unit itself is top notch. Loved everything about it! "
Okemo's Jackson Gore-1 Bedroom Condo /Direct Ski Access. Walk to Pool & hot tubs

Ski-in/out condo with fireplace, tennis court, mountain views, & washer/dryer

9.4 out of 10, Exceptional, (20)
"Clean and functional. Excellent location, true ski in-ski out. Parking a bit funky. Would rent again. "
Ski-in/out condo with fireplace, tennis court, mountain views, & washer/dryer

Mountain-view condo with private balcony, fireplace, & updated interior

8.2 out of 10, Very Good, (13)
"A short walk to the base of Stratton, my son hiked to the peak and loved the views! It's close to other towns, and a perfectly outfitted condo with plenty of space and amenities. Dishwasher hadn't been emptied (a note for the cleaning service) but otherwise was neat and clean. Thank you!"
Mountain-view condo with private balcony, fireplace, & updated interior

Ski-in/out condo with a fireplace, hot tub, gym, pool, washer/dryer & cable

8.2 out of 10, Very Good, (19)
"Place and location were good. That said management company never sent our check information. Apparently they had sent separate email that required ID verification and was deleted as I thought it was spam. I completely understand why this would be helpful but has never been required at any place I've stayed before. The problem is that this was never communicated in the text I received day prior or with booking email. When I realized I had received no checkin details it then took over 1.5 hrs...
Ski-in/out condo with a fireplace, hot tub, gym, pool, washer/dryer & cable

Okemo Mountain Retreat: 3BR Ski-in/Ski-Out Condo

10.0 out of 10, Exceptional, (14)
"Love the location and the space, can’t wait wait to come back!"
Okemo Mountain Retreat: 3BR Ski-in/Ski-Out Condo

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

10.0 out of 10, Exceptional, (17)
"Amazing place! "
The price is AED 1,102
AED 1,974 total
includes taxes & fees
30 Mar - 31 Mar
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

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

8.8 out of 10, Excellent, (22)
"Unit is very close to ski lift. Ski in / ski out was great!!!"
The price is AED 279
AED 1,065 total
includes taxes & fees
16 Mar - 17 Mar
Lovely ski-in/out condo steps from ski lift with trails and amazing views

Stratton Mtn Studio | Renovated | Walk to Lifts

10.0 out of 10, Exceptional, (28)
"Nicely renovated, well equipped condo very conveniently close to the main lodge and all it offers. It is small but for two people it certainly is fine and murphy bed is a clever solution. Well done!"
The price is AED 1,041
AED 2,177 total
includes taxes & fees
16 Mar - 17 Mar
Stratton Mtn Studio | Renovated | Walk to Lifts

Ski-in/ski-out condo w/ deck, wood-burning fireplace, wifi, community amenities

3.0 star property
7.0 out of 10, Good, (2)
"We liked the location but not much else. We had trouble accessing the ski lockers, the sofa beds were dirty. We notified them of the issues we had and they were responsive by text but they didn't follow through when they said they would come see the state of the beds. If they"
Ski-in/ski-out condo w/ deck, wood-burning fireplace, wifi, community amenities

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

9.0 out of 10, Wonderful, (21)
"We were in walking distance of restaurants. Close to Buttermilk Falls which was awesome! We went to Crowleys Cheese Factory, Green Mountain Sugar"
The price is AED 198
AED 862 total
includes taxes & fees
19 Mar - 20 Mar
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

Magic Mountain Trailside Condo - Ski In / Ski Out

10.0 out of 10, Exceptional, (13)
"Tony was an amazing host. We were very impressed by the property and his communication and would highly recommend anyone interested in Magic Mountain to stay here!"
The price is AED 551
AED 1,241 total
includes taxes & fees
1 Apr - 2 Apr
Magic Mountain Trailside Condo - Ski In / Ski Out

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

9.4 out of 10, Exceptional, (23)
"Great location for ski in ski out unit on 1st floor. Steps away from clock tower base and lift. Easy access to post ski fun for drink/dining super close The Loft or The Bull both 2 mins walk from condo. "
The price is AED 198
AED 862 total
includes taxes & fees
16 Mar - 17 Mar
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Stratton 1 Bedroom Long Trail Condo, Walk to Village and Lifts

9.6 out of 10, Exceptional, (53)
"We had a great stay during our visit to Stratton. Nice size condo for a family of four. Owner was very responsive and helpful. Location is great. Would definitely stay here again! "
Stratton 1 Bedroom Long Trail Condo, Walk to Village and Lifts

Charming condo, mtn view, dog-friendly, pool, ping-pong, wifi, w/d, fireplace

3.0 star property
Charming condo, mtn view, dog-friendly, pool, ping-pong, wifi, w/d, fireplace

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

9.4 out of 10, Exceptional, (12)
"The condo was perfect, just what we were looking for. Vacasa is the management firm and they are very difficult to work with. They gave us the wrong door code to begin with so after trying to open the door in the freezing cold with children at night we had to go back to the car and wait on hold to get in touch with vacasa to eventually get the right code. The condo comes with two parking passes but we had a third card as the condo accomodates 10 people. I asked vacasa where a 3rd car could park...
Ski-in/out mountainside condo with pool, hot tub, game room & washer/dryer
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

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

10.0 out of 10, Exceptional, (23)
"This lovingly built off-grid glamping cabin is drenched with sun! It’s absolutely gorgeous! The kids enjoyed pumping their own water and sledding down the front hill. Paris is an excellent hostess- she answered all our questions very promptly & thoroughly. We cant wait to come back! Thank you!!!"
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

Long Trail House at Stratton Mountain Resort

3.0 star property
8.4 out of 10, Very Good, (73)
"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 AED 1,267
AED 1,575 total
includes taxes & fees
13 Apr - 14 Apr
Long Trail House at Stratton Mountain Resort

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
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?
Condos in Chester range from AED 198 to AED 1,102 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 430 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.
How can I find cheap condos in Chester?
Expedia can help you look for cheap condos in Chester. To book your ideal stay in a few clicks, try out our handy filter tool to refine your search results by star rating, amenities and budget.