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Check prices for these dates

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22 Aug - 24 Aug
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29 Aug - 31 Aug
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12 Sept - 14 Sept
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Featured Condo Rentals in The Berkshires

Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1949)
"Very relaxing, clean and convenient for a family vacation. Pool area and grills are well kept and also convenient "
The price is AU$203
includes taxes & fees
1 Sept - 2 Sept
Vacation Village in the Berkshires
UNIQUE - 1BR Country Condo @ Jiminy Peak
Interior

UNIQUE - 1BR Country Condo @ Jiminy Peak

10.0 out of 10, Exceptional, (12)
"Clean and quiet, nicely decorated! "
The price is AU$414
includes taxes & fees
17 Aug - 18 Aug
UNIQUE - 1BR Country Condo @ Jiminy Peak
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Pool

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

8.0 out of 10, Very good, (7)
"Cozy little condo, good for a group of four or five. We stayed there with my two kids 8 &10 and wife. It’s a nice place overall we had a great time. It is a short drive to the slopes, which is fine as long as you have a car but you still need to park at the inn"
The price is AU$530
includes taxes & fees
15 Sept - 16 Sept
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Outdoor dining

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

The price is AU$456
includes taxes & fees
15 Sept - 16 Sept
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Property grounds

Cozy 3 bedroom condo 2.5 miles to Mount Snow

9.2 out of 10, Wonderful, (39)
"This is the third time I’ve stayed here and it’s very convenient and I really love what the host did for upgrades on the property. "
The price is AU$461
includes taxes & fees
25 Aug - 26 Aug
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Charming 3-bedroom condo in serene Wilmington - Your home away from home!
Private kitchen

Charming 3-bedroom condo in serene Wilmington - Your home away from home!

The price is AU$1,016
includes taxes & fees
18 Aug - 19 Aug
Charming 3-bedroom condo in serene Wilmington - Your home away from home!
Charming 1-bedroom condo in delightful Dover
Fridge, microwave, oven, stovetop

Charming 1-bedroom condo in delightful Dover

10.0 out of 10, Exceptional, (1)
"The place was nice. It was clean, lots of supplies were provided, and it was in a great location. The host contacted me the day before, letting me know that the wifi was out, and the technician was unavailable until the next week. I was appreciative of the heads up. Unfortunately, the TV was unusable without wifi, no option to watch local channels. Cellular (Verizon) data was non-existent throughout the majority of daytime hours. Despite this smallish issue, I would stay here again! "
The price is AU$314
includes taxes & fees
15 Sept - 16 Sept
Charming 1-bedroom condo in delightful Dover
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
Property grounds

Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)

9.4 out of 10, Exceptional, (18)
"Clean, comfortable, convenient! "
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
NEW Ski in/out condo with Mt views, hot tub, porch, gym & wifi!
Microwave, oven, stovetop, dishwasher

NEW Ski in/out condo with Mt views, hot tub, porch, gym & wifi!

10.0 out of 10, Exceptional, (1)
"Excellent stay super close to the mtn. "
The price is AU$744
includes taxes & fees
15 Sept - 16 Sept
NEW Ski in/out condo with Mt views, hot tub, porch, gym & wifi!
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Property grounds

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

8.6 out of 10, Excellent, (31)
"This condo was as advertised. Perfect location to mountain snow, and quick ride into town. Would stay here again. "
The price is AU$438
includes taxes & fees
17 Aug - 18 Aug
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
2BR Loft With Views | Ski-In Access
Property grounds

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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

10/10 Excellent
"Pleasant stay"
Lisa 3-night trip
Posted 1 day ago
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Frequently asked questions

How much do condos in The Berkshires cost?
Prepare to pay from AU$203 to AU$530 per night for condos in The Berkshires. No matter your budget, the perfect stay is a click away on Expedia. This price was 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?
Take your pick of 63 condos in The Berkshires. Whether you're getting away with relatives or friends, and wherever you want to go, Expedia can help you secure the ideal space.
What is there to do in The Berkshires near my condo?
Whether you're into dining, sightseeing, museums or malls, The Berkshires is one place where it's difficult to be bored! The terrific city of Williamstown has plenty of things to do and see, including Sterling and Francine Clark Art Institute, Williams College Museum of Art and Williamstown Historical Museum. If you're on your way to Pittsfield, Bousquet Ski Area, Berkshire Museum and Colonial Theatre will fill up your itinerary.