Holiday rentals near Berkshire East Ski Resort
We found 369 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:3 Oct - 10 Oct
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 AU$3,007
AU$3,007
AU$430 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 AU$4,485
AU$4,485
AU$641 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 AU$4,028
AU$4,028
AU$575 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 AU$5,050
AU$5,050
AU$721 per night
includes taxes & fees
Image gallery for Nestled in the Woods of Chimney Hill--Very Close to Wilmington VT/Mt Snow
1010 out of 10 rating
Exceptional
(18 reviews)
Nestled in the Woods of Chimney Hill--Very Close to Wilmington VT/Mt Snow
Wilmington, VT
8% off
Price is AU$4,630
AU$4,630
AU$661 per night
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 AU$5,947
AU$5,947
AU$850 per night
includes taxes & fees
Image gallery for Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
Hinsdale, MA
8% off
Price is AU$2,090
AU$2,090
AU$299 per night
includes taxes & fees
Image gallery for Bear Creek Cabin
1010 out of 10 rating
Exceptional
(31 reviews)
Bear Creek Cabin
Charlemont, MA
21% off
Price is AU$4,029
AU$4,029
AU$576 per night
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
(111 reviews)
Enjoy cool evenings by the outdoor fire with an unlimited view of the stars.
Wilmington, VT
8% off
Price is AU$9,511
AU$9,511
AU$1,359 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 AU$11,378
AU$11,378
AU$1,625 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 AU$4,981
AU$4,981
AU$712 per night
includes taxes & fees
Image gallery for 6-BR Expansive Berkshires Estate w Pool
9.89.8 out of 10 rating
Exceptional
(7 reviews)
6-BR Expansive Berkshires Estate w Pool
Lanesborough, MA
8% off
Price is AU$11,037
AU$11,037
AU$1,577 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 AU$2,822
AU$2,822
AU$403 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 AU$6,276
AU$6,276
AU$897 per night
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 AU$3,959
AU$3,959
AU$566 per night
includes taxes & fees
Image gallery for New Lakefront Log Home
9.89.8 out of 10 rating
Exceptional
(96 reviews)
New Lakefront Log Home
Wilmington, VT
12% off
Price is AU$6,378
AU$6,378
AU$911 per night
includes taxes & fees
Image gallery for 4 BR, 2BA: Comfy, Clean & Family Friendly - 15 mins to Mount Snow!
9.89.8 out of 10 rating
Exceptional
(49 reviews)
4 BR, 2BA: Comfy, Clean & Family Friendly - 15 mins to Mount Snow!
Wilmington, VT
14% off
Price is AU$2,174
AU$2,174
AU$311 per night
includes taxes & fees
Image gallery for Renovated, Five Bedrooms In Historic Williamstown
9.69.6 out of 10 rating
Exceptional
(13 reviews)
Renovated, Five Bedrooms In Historic Williamstown
Williamstown, Massachusetts
7% off
Price is AU$6,824
AU$6,824
AU$975 per night
includes taxes & fees
Image gallery for Large, family-friendly farmhouse located in the beautiful Berkshires
9.89.8 out of 10 rating
Exceptional
(31 reviews)
Large, family-friendly farmhouse located in the beautiful Berkshires
Williamstown, MA
21% off
Price is AU$6,213
AU$6,213
AU$888 per night
includes taxes & fees
Image gallery for 11 acre mid-century estate, newly renovated, seasonally available pool.
1010 out of 10 rating
Exceptional
(24 reviews)
11 acre mid-century estate, newly renovated, seasonally available pool.
Williamstown, MA
8% off
Price is AU$9,315
AU$9,315
AU$1,331 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
(32 reviews)
Private Suite with a Sweet View. Spacious, close to town, dog friendly
Shelburne Falls, MA
8% off
Price is AU$2,499
AU$2,499
AU$357 per night
includes taxes & fees
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 AU$4,473
AU$4,473
AU$639 per night
includes taxes & fees
Image gallery for Amazing View w/ Deck, Pond, Sledding Hill - 137+ acres - Great for Families
9.89.8 out of 10 rating
Exceptional
(25 reviews)
Amazing View w/ Deck, Pond, Sledding Hill - 137+ acres - Great for Families
Brattleboro, VT
15% off
Price is AU$6,500
AU$6,500
AU$929 per night
includes taxes & fees
Image gallery for Central Haus (Group getaway on a quiet street)
1010 out of 10 rating
Exceptional
(12 reviews)
Central Haus (Group getaway on a quiet street)
North Adams, MA
11% off
Price is AU$2,812
AU$2,812
AU$402 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
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
111 reviews(111 reviews)
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
Sleeps 3 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
Secluded large country home for big groups with giant open yard for outdoor fun.
Sleeps 15 · 4 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
30 reviews(30 reviews)
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
Sleeps 8 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Cozy Valley View Post & Beam Villa!
Sleeps 13 · 6 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Peaceful Cabin in the Woods and near the mountains
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
5 reviews(5 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