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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for The Berkshires condo rentals

Exterior

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,231 reviews)
"I great place to stay!!"
United Kingdom
Maricel
The price is NZ$211
includes taxes & fees
9 Feb - 10 Feb
Vacation Village in the Berkshires
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 NZ$637
includes taxes & fees
1 Mar - 2 Mar
UNIQUE - 1BR Country Condo @ Jiminy Peak
Outdoor dining

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Hancock
7.4 out of 10, Good, (12 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 NZ$551
includes taxes & fees
9 Feb - 10 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 NZ$498
includes taxes & fees
9 Feb - 10 Feb
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
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 NZ$1,453
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 NZ$1,225
includes taxes & fees
13 Feb - 14 Feb
Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5
Beach

Cozy 3 bedroom condo 2.5 miles to Mount Snow

Cozy 3 bedroom condo 2.5 miles to Mount Snow
West Dover
9.2 out of 10, Wonderful, (50 reviews)
"Great quiet location, kitchen had enough essentials for basic cooking to be easy. The king bed was comfortable and the living room is a great hangout spot."
United States
Franklin C.
The price is NZ$507
includes taxes & fees
2 Mar - 3 Mar
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Lobby

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

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Dover
8.6 out of 10, Excellent, (33 reviews)
"Very nice accommodations and location!"
United States
Michael M.
The price is NZ$641
includes taxes & fees
8 Mar - 9 Mar
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Exterior detail

Ski-in/ski-out condo w/ wood-burning fireplace, patio, shared bbq, w/d, wifi

Ski-in/ski-out condo w/ wood-burning fireplace, patio, shared bbq, w/d, wifi
West Dover
The price is NZ$405
includes taxes & fees
11 Feb - 12 Feb
Ski-in/ski-out condo w/ wood-burning fireplace, patio, shared bbq, w/d, wifi
Interior

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)
Dover
9.4 out of 10, Exceptional, (18 reviews)
"Property was perfect for proximity to the mountain, restaurants and stores. Perfect family spot for a ski vacay!"
United States
amy
The price is NZ$1,202
includes taxes & fees
10 Feb - 11 Feb
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
Smart TV, fireplace, DVD player, ping pong

SKI-IN TOWNHOME MT. SNOW, SHUTTLE, FIREPLACE, RENOVATED END UNIT, BEARS CROSSING

SKI-IN TOWNHOME MT. SNOW, SHUTTLE, FIREPLACE, RENOVATED END UNIT, BEARS CROSSING
Dover
10.0 out of 10, Exceptional, (12 reviews)
"Cozy place!"
United States
Preeti Y.
The price is NZ$1,166
includes taxes & fees
9 Mar - 10 Mar
SKI-IN TOWNHOME MT. SNOW, SHUTTLE, FIREPLACE, RENOVATED END UNIT, BEARS CROSSING
Terrace/patio

2BR Loft With Views | Ski-In Access

2BR Loft With Views | Ski-In Access
West Dover
The price is NZ$1,742
includes taxes & fees
4 Mar - 5 Mar
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

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"The staff is very helpful, and always willing to assist with any inquiries. The room was definitely clean and well-stocked throughout our entire stay."
Robin 1-night trip
Posted 4 days ago
The Yankee, Trademark Collection by Wyndham

Find out more about The Berkshires

The Berkshires Condo Rentals information

Number of reviews
2,367
Accommodation
45 Condo Rentals
Lowest Price
NZ$211
Highest Price
NZ$1,742

Frequently asked questions

How much do condos in The Berkshires cost?
The price range for condos in The Berkshires is NZ$211 to NZ$1,742 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 45 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.
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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