Holiday rentals near Berkshire East Ski Resort
We found 376 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:14 Nov - 21 Nov
Image gallery for 3bd 2ba Townhouse. Walkable to College and walking paths. Longer stays welcome
9.69.6 out of 10 rating
Exceptional
(10 reviews)
3bd 2ba Townhouse. Walkable to College and walking paths. Longer stays welcome
Williamstown, MA
16% off
Price is NZ$3,355
NZ$3,355
NZ$479 nightly
Includes taxes & fees
Image gallery for Charming Wilmington Cabin, 8 Mi. to Mt Snow!
9.89.8 out of 10 rating
Exceptional
(40 reviews)
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Wilmington, VT
9% off
Price is NZ$2,393
NZ$2,393
NZ$342 nightly
Includes taxes & fees
Image gallery for Cozy 4 season getaway in Vermont near Mt. Snow
9.69.6 out of 10 rating
Exceptional
(13 reviews)
Cozy 4 season getaway in Vermont near Mt. Snow
Wilmington, VT
8% off
Price is NZ$4,264
NZ$4,264
NZ$609 nightly
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$3,723
NZ$3,723
NZ$532 nightly
Includes taxes & fees
Image gallery for Cozy A-Frame Cabin w/ Pool Table: 8 Mi to Mt Snow!
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Cozy A-Frame Cabin w/ Pool Table: 8 Mi to Mt Snow!
Wilmington, VT
6% off
Price is NZ$3,567
NZ$3,567
NZ$510 nightly
Includes taxes & fees
Image gallery for Charming historic cottage on scenic road to Mt. Greylock
1010 out of 10 rating
Exceptional
(113 reviews)
Charming historic cottage on scenic road to Mt. Greylock
Lanesborough, MA
6% off
Price is NZ$2,714
NZ$2,714
NZ$388 nightly
Includes taxes & fees
Image gallery for Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
1010 out of 10 rating
Exceptional
(45 reviews)
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
Vernon, VT
7% off
Price is NZ$2,346
NZ$2,346
NZ$335 nightly
Includes taxes & fees
Image gallery for Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow
1010 out of 10 rating
Exceptional
(132 reviews)
Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow
Wilmington, VT
5% off
Price is NZ$5,974
NZ$5,974
NZ$853 nightly
Includes taxes & fees
Image gallery for Charming 4 bedroom house with Views, 200 acres, Private Schools, Ski, Hiking
1010 out of 10 rating
Exceptional
(5 reviews)
Charming 4 bedroom house with Views, 200 acres, Private Schools, Ski, Hiking
Greenfield, MA
8% off
Price is NZ$9,411
NZ$9,411
NZ$1,344 nightly
Includes taxes & fees
Image gallery for Bear Creek Cabin
1010 out of 10 rating
Exceptional
(34 reviews)
Bear Creek Cabin
Charlemont, MA
21% off
Price is NZ$4,494
NZ$4,494
NZ$642 nightly
Includes taxes & fees
Image gallery for Enjoy cool evenings by the outdoor fire with an unlimited view of the stars.
9.89.8 out of 10 rating
Exceptional
(113 reviews)
Enjoy cool evenings by the outdoor fire with an unlimited view of the stars.
Wilmington, VT
8% off
Price is NZ$10,623
NZ$10,623
NZ$1,518 nightly
Includes taxes & fees
Image gallery for Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
Hinsdale, MA
8% off
Price is NZ$2,303
NZ$2,303
NZ$329 nightly
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$12,899
NZ$12,899
NZ$1,843 nightly
Includes taxes & fees
Image gallery for Entire cottage in Berkshire Villiage
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Entire cottage in Berkshire Villiage
Lanesborough, MA
12% off
Price is NZ$2,150
NZ$2,150
NZ$307 nightly
Includes taxes & fees
Image gallery for Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
9.49.4 out of 10 rating
Exceptional
(15 reviews)
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
Charlemont, MA
14% off
Price is NZ$2,034
NZ$2,034
NZ$291 nightly
Includes taxes & fees
Image gallery for Amazing Country Getaway / Buckland Retreat House
1010 out of 10 rating
Exceptional
(12 reviews)
Amazing Country Getaway / Buckland Retreat House
Shelburne Falls, MA
8% off
Price is NZ$9,187
NZ$9,187
NZ$1,312 nightly
Includes taxes & fees
Image gallery for ❄️Chimney Hill. Mt. Snow ski home-Cozy Family home sleeps 6❄️
1010 out of 10 rating
Exceptional
(16 reviews)
❄️Chimney Hill. Mt. Snow ski home-Cozy Family home sleeps 6❄️
Wilmington, VT
12% off
Price is NZ$4,492
NZ$4,492
NZ$642 nightly
Includes taxes & fees
Image gallery for Brooksong, the perfect Berkshires getaway
1010 out of 10 rating
Exceptional
(44 reviews)
Brooksong, the perfect Berkshires getaway
Dalton, MA
21% off
Price is NZ$4,882
NZ$4,882
NZ$697 nightly
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$6,949
NZ$6,949
NZ$993 nightly
Includes taxes & fees
Image gallery for New Lakefront Log Home
9.89.8 out of 10 rating
Exceptional
(98 reviews)
New Lakefront Log Home
Wilmington, VT
12% off
Price is NZ$7,061
NZ$7,061
NZ$1,009 nightly
Includes taxes & fees
Image gallery for Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
1010 out of 10 rating
Exceptional
(47 reviews)
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Whitingham, VT
8% off
Price is NZ$3,876
NZ$3,876
NZ$554 nightly
Includes taxes & fees
Image gallery for 200 Year old updated Farmhouse on 12 acres - near Berkshire East Mountain Resort
1010 out of 10 rating
Exceptional
(41 reviews)
200 Year old updated Farmhouse on 12 acres - near Berkshire East Mountain Resort
Charlemont, MA
8% off
Price is NZ$4,855
NZ$4,855
NZ$694 nightly
Includes taxes & fees
Image gallery for Chic Berkshire Retreat by Evergreen Home
1010 out of 10 rating
Exceptional
(13 reviews)
Chic Berkshire Retreat by Evergreen Home
Lanesborough, MA
10% off
Price is NZ$3,409
NZ$3,409
NZ$487 nightly
Includes taxes & fees
Image gallery for Houghton Hill: Style and History in the Berkshires
1010 out of 10 rating
Exceptional
(9 reviews)
Houghton Hill: Style and History in the Berkshires
North Adams, MA
12% off
Price is NZ$3,535
NZ$3,535
NZ$505 nightly
Includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Berkshire East Ski Resort
Enjoy cool evenings by the outdoor fire with an unlimited view of the stars.
Sleeps 15 · 6 bedrooms · 5 bathrooms
9.89.8 out of 10
Exceptionalexceptional
113 reviews(113 reviews)
Sfa Lodge Log Cabin 4 Bd - 2 Ba Nestled In The Woods 5 Mins From Berkshire East
Sleeps 12 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
134 reviews(134 reviews)
FaLL Western Mass Getaway-Airhockey-Hot tub-Firepit
Sleeps 11 · 5 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
36 reviews(36 reviews)
Family Home in the mountains. Get out and explore!
Sleeps 9 · 4 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Sleeps 8 · 3 bedrooms · 1+ bathroom
9.69.6 out of 10
Exceptionalexceptional
130 reviews(130 reviews)
Bright three-level home with water views, jetted tub, firepit, and pool table
Sleeps 6 · 2 bedrooms · 2 bathrooms
8.48.4 out of 10
Very goodvery good
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