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14 Nov - 16 Nov
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Featured Condo Rentals in The Berkshires and around

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Vacation Village in the Berkshires
Vacation Village in the Berkshires
3.0 star property
8.8 out of 10, Excellent, (2123)
"Good location; reasonable price; very clean and quiet - would definitely return"
United States
Steven
The price is €98
includes taxes & fees
12 Nov - 13 Nov
Vacation Village in the Berkshires
Pool
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
8.0 out of 10, Very good, (8)
"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 €299
includes taxes & fees
6 Nov - 7 Nov
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Interior
UNIQUE - 1BR Country Condo @ Jiminy Peak
UNIQUE - 1BR Country Condo @ Jiminy Peak
10.0 out of 10, Exceptional, (14)
"Clean and quiet, nicely decorated! "
United States
Robert
The price is €309
includes taxes & fees
6 Nov - 7 Nov
UNIQUE - 1BR Country Condo @ Jiminy Peak
Pool
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
9.0 out of 10, Wonderful, (2)
"very nice and roomy! really enjoyed."
United States
Shack M.
The price is €269
includes taxes & fees
6 Nov - 7 Nov
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Fridge, microwave, oven, stovetop
Charming 1-bedroom condo in delightful Dover
Charming 1-bedroom condo in delightful Dover
9.6 out of 10, Exceptional, (7)
"Easy to find. Good communication helped, but the sliding door was a little wonky. Additional security for single female travelers would be nice. A bedside table would be useful. All the amenities you would ever need."
United States
Tia
The price is €179
includes taxes & fees
19 Nov - 20 Nov
Charming 1-bedroom condo in delightful Dover
Property grounds
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
8.6 out of 10, Excellent, (31)
"Very nice accommodations and location!"
United States
Michael M.
The price is €255
includes taxes & fees
16 Nov - 17 Nov
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Property grounds
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Cozy 3 bedroom condo 2.5 miles to Mount Snow
9.0 out of 10, Wonderful, (43)
"We loved the place. It was very homey and comfortable. My only suggestion would be to upgrade the towels and add a few more dish towels. "
United States
Kathy S.
The price is €262
includes taxes & fees
11 Nov - 12 Nov
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Property grounds
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
9.4 out of 10, Exceptional, (18)
"Close to the mountain, great for a bigger group!"
United States
Alexa G.
The price is €511
includes taxes & fees
6 Nov - 7 Nov
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
Private kitchen
Charming 3-bedroom condo in serene Wilmington - Your home away from home!
Charming 3-bedroom condo in serene Wilmington - Your home away from home!
10.0 out of 10, Exceptional, (1)
"Beautiful condo that is spacious in a quiet spot"
United States
Linda
The price is €577
includes taxes & fees
6 Nov - 7 Nov
Charming 3-bedroom condo in serene Wilmington - Your home away from home!
Property grounds
2BR Loft With Views | Ski-In Access
2BR Loft With Views | Ski-In Access
2BR Loft With Views | Ski-In Access
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 The Berkshires Hotel Reviews

Hotel On North

Hotel On North

10/10 Excellent
"Perfect Stay in the Berkshire This hotel was spacious, clean, and had everything needed for a comfortable stay. The room was well-maintained, and the location was ideal—close to local attractions and easy to get around. Smooth check-in process and great access throughout. Highly recommend! "
Ann 2-night trip
Posted 18 hours ago
Hotel On North

Find out more about The Berkshires

The Berkshires Condo Rentals information

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Frequently asked questions

How much do condos in The Berkshires cost?
The price range for condos in The Berkshires is to per night. No matter your budget, you'll find someplace that suits your needs — as well as your entire squad! 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 The Berkshires?
Explore our condos in The Berkshires and then select your favourite. Whether you're embarking on a holiday with all the fam or kicking it with friends, your perfect stay is just clicks away.
Why book your condo in The Berkshires with Expedia?
Reserving a condo in The Berkshires is as easy as entering your travel dates and choosing a place that has what you need. On the lookout for something low cost or luxurious, or a stay that also offers a kitchenette? Use Expedia's search filters to narrow your results even further and find the perfect pad.
How can I find cheap condos in The Berkshires?
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What is there to do in The Berkshires near my condo?
Whether you enjoy arts, culture, shopping or dining, The Berkshires offers the lot, and then some! The awesome city of Lenox boasts plenty of things to do and see, including Tanglewood Music Centre, Shakespeare and Company and The Mount. If you're planning an escape to Williamstown, Chapin Library of Rare Books and Manuscripts, Hopkins Observatory and Williams College Museum of Art are must-do's.

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