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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Cheshire condo rentals

Lobby

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,219 reviews)
"I great place to stay!!"
United Kingdom
Maricel
The price is AED 382
AED 467 total
includes taxes & fees
27 Jan - 28 Jan
Vacation Village in the Berkshires
Outdoor dining

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Hancock
7.2 out of 10, Good, (11 reviews)
"Perfect spot for Mountain Adventures, property was well equipped with comfortable necessities. It was very clean and spacious for six people, 3 adults and 3 young boys. We would definitely stay again. "
United States
PK N.
The price is AED 503
AED 1,243 total
includes taxes & fees
10 Feb - 11 Feb
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Pool

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Hancock
9.0 out of 10, Wonderful, (2 reviews)
"very nice and roomy! really enjoyed."
United States
Shack M.
The price is AED 617
AED 1,231 total
includes taxes & fees
25 Feb - 26 Feb
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Interior

UNIQUE - 1BR Country Condo @ Jiminy Peak

UNIQUE - 1BR Country Condo @ Jiminy Peak
Hancock
10.0 out of 10, Exceptional, (14 reviews)
"lovely place to stay"
United States
Nancy P.
The price is AED 592
AED 1,436 total
includes taxes & fees
8 Feb - 9 Feb
UNIQUE - 1BR Country Condo @ Jiminy Peak
Fridge, microwave, oven, stovetop

SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!

SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!
Hancock
10.0 out of 10, Exceptional, (15 reviews)
"Perfect spot to relax!"
United States
Tisha C.
The price is AED 2,596
AED 3,314 total
includes taxes & fees
21 Feb - 22 Feb
SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!
Exterior

Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5

Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5
Hancock
9.8 out of 10, Exceptional, (7 reviews)
"It was exactly as described, perfect for a family stay with easy ski on and off. I was pleasantly surprised with all the amenities of the property. Would stay again!"
United States
Christine O.
The price is AED 1,833
AED 2,724 total
includes taxes & fees
13 Feb - 14 Feb
Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5
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 Cheshire Hotel Reviews

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

10/10 Excellent
"room was very nice "
Dianne 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Frequently asked questions

How much do condos in Cheshire cost?
Condos in Cheshire range from AED 467 to AED 3,314 per night. This will give you loads of room for your whole crew at a price that fits your budget. 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 Cheshire?
There are 45 condos in Cheshire. Whether you're taking a trip with the little ones or organizing a weekend break with some friends, Expedia will help you find the perfect space for your squad.
Why book your condo in Cheshire with Expedia?
We think that vacations should be stress-free, so if you're seeking condos at a competitive rate, Expedia can help. Keep the budget under control and choose something small and affordable, or book a 5-star condo and spoil the ones you love most. Use our convenient search filters to find a stay in Cheshire that matches your needs.
How can I find cheap condos in Cheshire?
Expedia can help you easily source cheap condos in Cheshire. To discover your perfect stay in just a few keystrokes, simply use our convenient filter tool to refine your search results by star rating, budget and amenities.