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May 2 - May 4
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May 9 - May 11
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May 23 - May 25
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Jun 20 - Jun 22

Compare 40 Condo Rentals in Chester with updated reviews, rates, and availability.

Spacious Winterplace 2 Br - Okemo 2 Bedroom Condo by RedAwning
Condo, 2 Bedrooms | Private kitchen | Oven, coffee/tea maker

Spacious Winterplace 2 Br - Okemo 2 Bedroom Condo by RedAwning

3.5 star property
Spacious Winterplace 2 Br - Okemo 2 Bedroom Condo by RedAwning
2BR Sunshine Town Condo
Signature Apartment, 2 Bedrooms, Non Smoking, Kitchen | Private kitchen | Fridge, microwave, oven, stovetop

2BR Sunshine Town Condo

4.0 star property
8.8 out of 10, Excellent, (6)
"Great stay. Most important: it was clean, quiet, comfortable, cute decor and cozy. Have two college age kds who stay up way too late, so needed two bedrooms and paying for two hotel rooms was not desirable. This worked perfect! Would have given excellent rating but little work needs to be done on place - closet door fell of track, soap dospenser about to fall off wall. Just minor things. Also clearer instructions are needed on how to reach the location. The address on text, when used on...
2BR Sunshine Town Condo
1br Ski-in, Ski-out With King Bed- Okemo Mtn Lodge 1 Bedroom Condo by RedAwning
Condo, 1 Bedroom | Living area

1br Ski-in, Ski-out With King Bed- Okemo Mtn Lodge 1 Bedroom Condo by RedAwning

3.5 star property
6.8 out of 10, (3)
"I was promised the fire place worked. that is the only reason I booked the place. I expect a portion 0f what I spent returned."
1br Ski-in, Ski-out With King Bed- Okemo Mtn Lodge 1 Bedroom Condo by RedAwning
Okemo Mountain Lodge- Cozy 1 Bedroom Condo #A206 1 Condo by RedAwning
Condo, 1 Bedroom | Property grounds

Okemo Mountain Lodge- Cozy 1 Bedroom Condo #A206 1 Condo by RedAwning

3.0 star property
Okemo Mountain Lodge- Cozy 1 Bedroom Condo #A206 1 Condo by RedAwning
Okemo Westwood Condo 3 Bedroom Condo by RedAwning
Condo, 3 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster

Okemo Westwood Condo 3 Bedroom Condo by RedAwning

3.5 star property
Okemo Westwood Condo 3 Bedroom Condo by RedAwning
Clocktower 4 Bedroom Condo by RedAwning
Condo, 4 Bedrooms | Balcony

Clocktower 4 Bedroom Condo by RedAwning

3.0 star property
Clocktower 4 Bedroom Condo by RedAwning
Modern & Updated Winterplace 3br- Sleeps 12 3 Bedroom Condo by RedAwning
Condo, 3 Bedrooms | Private kitchen | Oven, coffee/tea maker

Modern & Updated Winterplace 3br- Sleeps 12 3 Bedroom Condo by RedAwning

3.5 star property
Modern & Updated Winterplace 3br- Sleeps 12 3 Bedroom Condo by RedAwning
Sunrise Timberline: 3br, 2ba Ski In/ski Out Condo 3 Bedroom Condo
Condo, 3 Bedrooms | Exterior

Sunrise Timberline: 3br, 2ba Ski In/ski Out Condo 3 Bedroom Condo

3.0 star property
The price is NT$9,039
NT$22,614 total
includes taxes & fees
Apr 27 - Apr 28
Sunrise Timberline: 3br, 2ba Ski In/ski Out Condo 3 Bedroom Condo
1br Ski-in, Ski-out At Okemo Mountain Lodge 1 Bedroom Condo by RedAwning
Condo, 1 Bedroom | Private kitchen | Oven, coffee/tea maker

1br Ski-in, Ski-out At Okemo Mountain Lodge 1 Bedroom Condo by RedAwning

3.5 star property
1br Ski-in, Ski-out At Okemo Mountain Lodge 1 Bedroom Condo by RedAwning
2br Grand Suite Solitude- Next To Moonshine Trail 2 Bedroom Condo
Condo, 3 Bedrooms | Private kitchen | Oven, coffee/tea maker

2br Grand Suite Solitude- Next To Moonshine Trail 2 Bedroom Condo

3.5 star property
2br Grand Suite Solitude- Next To Moonshine Trail 2 Bedroom Condo
Mount Snow Condominiums
TV, fireplace

Mount Snow Condominiums

3.5 star property
7.6 out of 10, Good, (81)
"We were very disappointed,the check in went smooth,but the condo itself was very disappointing.The minute we walked in the building it smelled terrible.Had no clue it was a basement condo or never would of booked it. The linen and couch itself smelled moldy and musty..there was a huge rip in the slider screen.Being a very hot and muggy night the mosquitoes were terrible.We checked out the next day and had to find another place to stay. Being from Massachusetts,we had no clue where to go.We...
Mount Snow Condominiums
Kettle Brook B3 Brought to you by GetAway Vacations
Condo, 2 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster

Kettle Brook B3 Brought to you by GetAway Vacations

3.0 star property
Kettle Brook B3 Brought to you by GetAway Vacations
2br Solitude -ski-in, Ski-out Access To Promenade Trail 2 Bedroom Condo by RedAwning
Condo, 2 Bedrooms | Private kitchen | Oven, coffee/tea maker, cookware/dishes/utensils

2br Solitude -ski-in, Ski-out Access To Promenade Trail 2 Bedroom Condo by RedAwning

3.5 star property
2br Solitude -ski-in, Ski-out Access To Promenade Trail 2 Bedroom Condo by RedAwning
Mountain Lodge At Okemo-1br Newly Renovated 1 Bedroom Condo by RedAwning
Condo, 1 Bedroom | Living room

Mountain Lodge At Okemo-1br Newly Renovated 1 Bedroom Condo by RedAwning

3.5 star property
4.0 out of 10, (1)
"No heat for the first of 2 days. Not good"
Mountain Lodge At Okemo-1br Newly Renovated 1 Bedroom Condo by RedAwning
Sunrise West Glade: 3br, 3ba Ski In/ski Out Condo 3 Bedroom Condo
Condo, 3 Bedrooms | Exterior

Sunrise West Glade: 3br, 3ba Ski In/ski Out Condo 3 Bedroom Condo

3.0 star property
The price is NT$6,840
NT$19,736 total
includes taxes & fees
Apr 27 - Apr 28
Sunrise West Glade: 3br, 3ba Ski In/ski Out Condo 3 Bedroom Condo
Solitude - SO104 - 3 Br Condo
Condo, 3 Bedrooms | Private kitchen | Oven, coffee/tea maker

Solitude - SO104 - 3 Br Condo

3.5 star property
Solitude - SO104 - 3 Br Condo
Winterplace 3 Br- Plenty Of Bedding- Great For Families 3 Bedroom Condo by RedAwning
Condo, 3 Bedrooms | Exterior

Winterplace 3 Br- Plenty Of Bedding- Great For Families 3 Bedroom Condo by RedAwning

3.5 star property
Winterplace 3 Br- Plenty Of Bedding- Great For Families 3 Bedroom Condo by RedAwning
Okemo Mtn Lodge - OC110 - 1 Br Condo
Condo, 1 Bedroom | Living room

Okemo Mtn Lodge - OC110 - 1 Br Condo

3.5 star property
Okemo Mtn Lodge - OC110 - 1 Br Condo
2 Br In Kettle Brook- Okemo 2 Bedroom Condo by RedAwning
Condo, 2 Bedrooms | Private kitchen | Oven, coffee/tea maker

2 Br In Kettle Brook- Okemo 2 Bedroom Condo by RedAwning

3.0 star property
2 Br In Kettle Brook- Okemo 2 Bedroom Condo by RedAwning
Solitude - SO103 - 2 Br Condo
Condo, 3 Bedrooms | Private kitchen | Oven, coffee/tea maker

Solitude - SO103 - 2 Br Condo

3.5 star property
Solitude - SO103 - 2 Br Condo
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

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, (42)
"This property was perfectly situated for ski on ski off accessibility. It had plenty of room for four adults. We also enjoyed the Sauna after skiing. The host Ryan was very easy to deal with and the check in/out process was simple and efficient. "
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Long Trail House at Stratton Mountain Resort
Condo, 2 Bedrooms | Pool | Outdoor pool, open 10:00 AM to 10:00 PM, sun loungers

Long Trail House at Stratton Mountain Resort

3.0 star property
8.6 out of 10, Excellent, (74)
"Nice, clean room in prime location"
The price is NT$11,218
NT$13,944 total
includes taxes & fees
Apr 27 - Apr 28
Long Trail House at Stratton Mountain Resort
Solitude Village at Okemo
Solitude Village Two Bedroom Suite Mountainside | Private kitchen | Fridge, microwave, stovetop, toaster

Solitude Village at Okemo

4.0 star property
8.0 out of 10, Very Good, (25)
"Very friendly costumer service, we arrived late and we're greated with kindness. "
Solitude Village at Okemo
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 NT$6,840 to NT$9,039 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 40 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.