Holiday rentals near Berkshire East Ski Resort
We found 373 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals near Berkshire East Ski Resort that can be your home away from home. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the amenities that you need and want for your stay, which might include Wi-Fi and a washer and dryer. You're sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Berkshire East Ski Resort
Showing deals for:1 Aug - 8 Aug
Image gallery for Summer Ready! Play Area, Crib, 11 Acre Farmhouse
1010 out of 10 rating
Exceptional
(7 reviews)
Summer Ready! Play Area, Crib, 11 Acre Farmhouse
Whitingham, VT
7% off
Price is NZ$4,272
NZ$4,272
NZ$610 per night
includes taxes & fees
Image gallery for Grateful Getaway - 5BR, 3.5B Home Sleeps 10 - Close to Mount Snow!
1010 out of 10 rating
Exceptional
(6 reviews)
Grateful Getaway - 5BR, 3.5B Home Sleeps 10 - Close to Mount Snow!
Wilmington, VT
8% off
Price is NZ$12,982
NZ$12,982
NZ$1,855 per night
includes taxes & fees
Image gallery for Ideal for skiing, 6 Bedrooms, Internet, New England village charm
9.69.6 out of 10 rating
Exceptional
(60 reviews)
Ideal for skiing, 6 Bedrooms, Internet, New England village charm
Shelburne Falls, MA
16% off
Price is NZ$6,096
NZ$6,096
NZ$871 per night
includes taxes & fees
Image gallery for ❄️Chimney Hill. Winter is here! Mt. Snow ski home-Cozy Family home ❄️
1010 out of 10 rating
Exceptional
(16 reviews)
❄️Chimney Hill. Winter is here! Mt. Snow ski home-Cozy Family home ❄️
Wilmington, VT
12% off
Price is NZ$4,460
NZ$4,460
NZ$637 per night
includes taxes & fees
Image gallery for Stunning views of Lake Whitingham+ Minutes from downtown Wilmington!
1010 out of 10 rating
Exceptional
(6 reviews)
Stunning views of Lake Whitingham+ Minutes from downtown Wilmington!
Wilmington, VT
7% off
Price is NZ$4,077
NZ$4,077
NZ$582 per night
includes taxes & fees
Image gallery for Rural charm a mile from Berkshire East Ski Resort and 29 miles from Mt. Snow.
1010 out of 10 rating
Exceptional
(14 reviews)
Rural charm a mile from Berkshire East Ski Resort and 29 miles from Mt. Snow.
Charlemont, MA
12% off
Price is NZ$5,154
NZ$5,154
NZ$736 per night
includes taxes & fees
Image gallery for Spacious 4-BR A-Frame, loft office. Walk to Lake Raponda. Ski Mount Snow!
9.69.6 out of 10 rating
Exceptional
(111 reviews)
Spacious 4-BR A-Frame, loft office. Walk to Lake Raponda. Ski Mount Snow!
Wilmington, VT
5% off
Price is NZ$4,135
NZ$4,135
NZ$591 per night
includes taxes & fees
Image gallery for Spruce Hill Farm - 1850 Farmhouse on 50 Acres - Minutes to Mt Snow!!
1010 out of 10 rating
Exceptional
(18 reviews)
Spruce Hill Farm - 1850 Farmhouse on 50 Acres - Minutes to Mt Snow!!
Wilmington, VT
8% off
Price is NZ$8,897
NZ$8,897
NZ$1,271 per night
includes taxes & fees
Image gallery for Brand New Luxury Vermont Retreat near Mt. Snow
1010 out of 10 rating
Exceptional
(9 reviews)
Brand New Luxury Vermont Retreat near Mt. Snow
Wilmington, VT
8% off
Price is NZ$6,928
NZ$6,928
NZ$990 per night
includes taxes & fees
Image gallery for In town 2 bedroom, one bath carriage barn. Sleeps 5.
1010 out of 10 rating
Exceptional
(30 reviews)
In town 2 bedroom, one bath carriage barn. Sleeps 5.
Williamstown, MA
8% off
Price is NZ$4,832
NZ$4,832
NZ$690 per night
includes taxes & fees
Image gallery for The Clearing - Quiet - Close To Nature
1010 out of 10 rating
Exceptional
(187 reviews)
The Clearing - Quiet - Close To Nature
Cummington, MA
13% off
Price is NZ$1,868
NZ$1,868
NZ$267 per night
includes taxes & fees
Image gallery for Beauty in the Berkshires - Just up the hill from Mass MoCA and Downtown
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Beauty in the Berkshires - Just up the hill from Mass MoCA and Downtown
North Adams, MA
8% off
Price is NZ$4,638
NZ$4,638
NZ$663 per night
includes taxes & fees
Image gallery for SKIING, PARTY SAFELY IN THE SNOW! NO NEED TO DRINK & DRIVE.
1010 out of 10 rating
Exceptional
(48 reviews)
SKIING, PARTY SAFELY IN THE SNOW! NO NEED TO DRINK & DRIVE.
Wilmington, VT
7% off
Price is NZ$13,777
NZ$13,777
NZ$1,968 per night
includes taxes & fees
Image gallery for Welcome to Dancing Bear Lodge...The Rustic Charm of Southern Vermont
9.49.4 out of 10 rating
Exceptional
(11 reviews)
Welcome to Dancing Bear Lodge...The Rustic Charm of Southern Vermont
Wilmington, VT
7% off
Price is NZ$5,585
NZ$5,585
NZ$798 per night
includes taxes & fees
Image gallery for Stylish new 2 bedroom property in enchanting Shelburne Falls Village.
1010 out of 10 rating
Exceptional
(8 reviews)
Stylish new 2 bedroom property in enchanting Shelburne Falls Village.
Shelburne Falls, MA
8% off
Price is NZ$2,561
NZ$2,561
NZ$366 per night
includes taxes & fees
Image gallery for The dreamiest place in Southern Vermont!
1010 out of 10 rating
Exceptional
(5 reviews)
The dreamiest place in Southern Vermont!
Wilmington, VT
11% off
Price is NZ$4,968
NZ$4,968
NZ$710 per night
includes taxes & fees
Image gallery for Spacious Vacation home in Chimney Hill near Mt Snow
1010 out of 10 rating
Exceptional
(16 reviews)
Spacious Vacation home in Chimney Hill near Mt Snow
Wilmington, VT
22% off
Price is NZ$5,740
NZ$5,740
NZ$820 per night
includes taxes & fees
Image gallery for Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
Hinsdale, MA
8% off
Price is NZ$2,286
NZ$2,286
NZ$327 per night
includes taxes & fees
Image gallery for Outdoor Enthusiasts Paradise in Beautiful Vermont!
1010 out of 10 rating
Exceptional
(12 reviews)
Outdoor Enthusiasts Paradise in Beautiful Vermont!
Wilmington, VT
6% off
Price is NZ$2,953
NZ$2,953
NZ$422 per night
includes taxes & fees
Image gallery for Experience a charming 3 bedroom farm stay close to winter activity.
1010 out of 10 rating
Exceptional
(26 reviews)
Experience a charming 3 bedroom farm stay close to winter activity.
Williamsburg, MA
8% off
Price is NZ$3,338
NZ$3,338
NZ$477 per night
includes taxes & fees
Image gallery for Luxe new construction with historic charm. Close to private schools and colleges
1010 out of 10 rating
Exceptional
(14 reviews)
Luxe new construction with historic charm. Close to private schools and colleges
South Deerfield, MA
15% off
Price is NZ$2,772
NZ$2,772
NZ$396 per night
includes taxes & fees
Image gallery for Private Suite with a Sweet View. Spacious, close to town, dog friendly
1010 out of 10 rating
Exceptional
(30 reviews)
Private Suite with a Sweet View. Spacious, close to town, dog friendly
Shelburne Falls, MA
8% off
Price is NZ$2,735
NZ$2,735
NZ$391 per night
includes taxes & fees
Image gallery for Western Mass Getaway-Airhockey-Hot tub-Firepit
9.89.8 out of 10 rating
Exceptional
(36 reviews)
Western Mass Getaway-Airhockey-Hot tub-Firepit
Colrain, MA
8% off
Price is NZ$7,493
NZ$7,493
NZ$1,070 per night
includes taxes & fees
Image gallery for Spectacular Mountain views with all the amentities nearby
9.89.8 out of 10 rating
Exceptional
(52 reviews)
Spectacular Mountain views with all the amentities nearby
Gill, MA
6% off
Price is NZ$1,490
NZ$1,490
NZ$213 per night
includes taxes & fees
Find spaces that suit your style
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Chalet
Find the best place to stay - Berkshire East Ski Resort
Rural charm a mile from Berkshire East Ski Resort and 29 miles from Mt. Snow.
Sleeps 8 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
StrautmanHaus - All-Season Chalet at Berkshire East
Sleeps 10 · 4 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
Ideal for skiing, 6 Bedrooms, Internet, New England village charm
Sleeps 14 · 7 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
60 reviews(60 reviews)
Available and comes with a lot of snow! Come & enjoy 12 flat acres of fun!
Sleeps 15 · 6 bedrooms · 5 bathrooms
9.89.8 out of 10
Exceptionalexceptional
110 reviews(110 reviews)
Remote and Relaxing Cabin in the Berkshires
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
76 reviews(76 reviews)
Bear Creek Cabin
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value