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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23
In four months
Dec 19 - Dec 21

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, (1972)
"Beautiful location!"
The price is ￥15,916
￥19,391 total
includes taxes & fees
Aug 28 - Aug 29
Vacation Village in the Berkshires
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, (8)
"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 ￥21,306
￥51,045 total
includes taxes & fees
Aug 26 - Aug 27
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

8.0 out of 10, Very Good, (1)
"very nice and roomy! really enjoyed."
The price is ￥19,984
￥44,151 total
includes taxes & fees
Aug 26 - Aug 27
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
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 ￥13,092
￥44,004 total
includes taxes & fees
Sep 8 - Sep 9
UNIQUE - 1BR Country Condo @ Jiminy Peak
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 ￥10,433
￥40,550 total
includes taxes & fees
Aug 26 - Aug 27
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Property grounds

Cozy 3 bedroom condo 2.5 miles to Mount Snow

9.0 out of 10, Wonderful, (40)
"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 ￥13,225
￥43,337 total
includes taxes & fees
Sep 1 - Sep 2
Cozy 3 bedroom condo 2.5 miles to Mount Snow
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 ￥15,723
￥29,722 total
includes taxes & fees
Sep 4 - Sep 5
Charming 1-bedroom condo in delightful Dover
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!

10.0 out of 10, Exceptional, (1)
"Beautiful condo that is spacious in a quiet spot"
The price is ￥52,898
￥96,138 total
includes taxes & fees
Sep 1 - Sep 2
Charming 3-bedroom condo in serene Wilmington - Your home away from home!
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! "
The price is ￥33,796
￥91,157 total
includes taxes & fees
Aug 26 - Aug 27
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 ￥29,491
￥65,537 total
includes taxes & fees
Sep 1 - Sep 2
NEW Ski in/out condo with Mt views, hot tub, porch, gym & wifi!
2BR Loft With Views | Ski-In Access
Property grounds

2BR Loft With Views | Ski-In Access

The price is ￥63,478
￥80,120 total
includes taxes & fees
Aug 26 - Aug 27
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
"First time staying here while traveling through and will definitely have it on our list to return. Great value."
James 1-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?
The price range for condos in The Berkshires is ￥13,092 to ￥21,306 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 65 condos in The Berkshires and then select your favorite. Whether you're embarking on a vacation 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.