Holiday rentals near Berkshire East Ski Resort
We found 375 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:15 Aug - 22 Aug
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$13,123
NZ$13,123
NZ$1,875 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 NZ$4,102
NZ$4,102
NZ$586 per night
includes taxes & fees
Image gallery for Mount Snow Chalet-modern family home, chefs kitchen, gameroom, Clubhouse pool
1010 out of 10 rating
Exceptional
(29 reviews)
Mount Snow Chalet-modern family home, chefs kitchen, gameroom, Clubhouse pool
Wilmington, VT
8% off
Price is NZ$9,736
NZ$9,736
NZ$1,391 per night
includes taxes & fees
Image gallery for Easy walk to village and lake
1010 out of 10 rating
Exceptional
(23 reviews)
Easy walk to village and lake
Wilmington, VT
16% off
Price is NZ$1,439
NZ$1,439
NZ$206 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$4,509
NZ$4,509
NZ$644 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$4,178
NZ$4,178
NZ$597 per night
includes taxes & fees
Image gallery for Family-friendly, private three bedroom cottage in the beautiful Berkshires
9.29.2 out of 10 rating
Wonderful
(14 reviews)
Family-friendly, private three bedroom cottage in the beautiful Berkshires
Williamstown, MA
12% off
Price is NZ$4,793
NZ$4,793
NZ$685 per night
includes taxes & fees
Image gallery for Comfy chalet near town, lake, skiing and hiking
1010 out of 10 rating
Exceptional
(11 reviews)
Comfy chalet near town, lake, skiing and hiking
Wilmington, VT
7% off
Price is NZ$4,328
NZ$4,328
NZ$618 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$4,180
NZ$4,180
NZ$597 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 NZ$8,971
NZ$8,971
NZ$1,282 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$13,927
NZ$13,927
NZ$1,990 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$7,003
NZ$7,003
NZ$1,000 per night
includes taxes & fees
Image gallery for Live history in the restored Parsonage and have fun on the river and mountains.
1010 out of 10 rating
Exceptional
(14 reviews)
Live history in the restored Parsonage and have fun on the river and mountains.
Charlemont, MA
12% off
Price is NZ$5,210
NZ$5,210
NZ$744 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$5,046
NZ$5,046
NZ$721 per night
includes taxes & fees
Image gallery for Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun
1010 out of 10 rating
Exceptional
(46 reviews)
Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun
Wilmington, VT
7% off
Price is NZ$7,944
NZ$7,944
NZ$1,135 per night
includes taxes & fees
Image gallery for The Green Mountain Roost, Very Private & Quiet Country House, Dogs Welcome
9.89.8 out of 10 rating
Exceptional
(70 reviews)
The Green Mountain Roost, Very Private & Quiet Country House, Dogs Welcome
Whitingham, vt
11% off
Price is NZ$2,620
NZ$2,620
NZ$374 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$5,646
NZ$5,646
NZ$807 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$4,885
NZ$4,885
NZ$698 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$5,022
NZ$5,022
NZ$717 per night
includes taxes & fees
Image gallery for Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!
1010 out of 10 rating
Exceptional
(29 reviews)
Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!
Whitingham, VT
8% off
Price is NZ$5,452
NZ$5,452
NZ$779 per night
includes taxes & fees
Image gallery for Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
1010 out of 10 rating
Exceptional
(24 reviews)
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Hinsdale, MA
12% off
Price is NZ$4,050
NZ$4,050
NZ$579 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$2,589
NZ$2,589
NZ$370 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$3,627
NZ$3,627
NZ$518 per night
includes taxes & fees
Image gallery for Shelburne Falls #1 Rated STR. Blue on South. Style design with comfort..
1010 out of 10 rating
Exceptional
(22 reviews)
Shelburne Falls #1 Rated STR. Blue on South. Style design with comfort..
Shelburne Falls, MA
8% off
Price is NZ$3,306
NZ$3,306
NZ$472 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Berkshire East Ski Resort
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)
StrautmanHaus - All-Season Chalet at Berkshire East
Sleeps 10 · 4 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
Bear Creek Cabin
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
30 reviews(30 reviews)
Massachusetts Vacation Rental w/ Deck & Grill
Sleeps 8 · 4 bedrooms · 3 bathrooms
9.29.2 out of 10
Wonderfulwonderful
15 reviews(15 reviews)
Live history in the restored Parsonage and have fun on the river and mountains.
Sleeps 8 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
1810 Brook Side Mill/House / EV Level 2 Charging on Site
Sleeps 6 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
73 reviews(73 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