Holiday rentals near Berkshire East Ski Resort
We found 370 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 NZ$3,260
NZ$3,260
NZ$466 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$4,860
NZ$4,860
NZ$694 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$4,418
NZ$4,418
NZ$631 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$5,463
NZ$5,463
NZ$780 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 NZ$5,018
NZ$5,018
NZ$717 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 NZ$6,430
NZ$6,430
NZ$919 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 NZ$2,237
NZ$2,237
NZ$320 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 NZ$4,366
NZ$4,366
NZ$624 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 NZ$10,204
NZ$10,204
NZ$1,458 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$12,699
NZ$12,699
NZ$1,814 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$5,389
NZ$5,389
NZ$770 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 NZ$12,339
NZ$12,339
NZ$1,763 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$3,060
NZ$3,060
NZ$437 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$6,777
NZ$6,777
NZ$968 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$4,294
NZ$4,294
NZ$613 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 NZ$6,885
NZ$6,885
NZ$984 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 NZ$2,328
NZ$2,328
NZ$333 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$7,547
NZ$7,547
NZ$1,078 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 NZ$6,709
NZ$6,709
NZ$958 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 NZ$9,801
NZ$9,801
NZ$1,400 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 NZ$2,675
NZ$2,675
NZ$382 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 NZ$4,917
NZ$4,917
NZ$702 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 NZ$7,186
NZ$7,186
NZ$1,027 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 NZ$3,049
NZ$3,049
NZ$436 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
Showing deals for: 29 Sept - 2 Oct
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)
The current price is NZ$5,420
NZ$5,420
for 3 nights, 1 room
NZ$1,807 per night
includes taxes & fees
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)
The current price is NZ$1,129
NZ$1,129
for 3 nights, 1 home
NZ$376 per night
includes taxes & fees
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)
The current price is NZ$2,131
NZ$2,131
for 3 nights, 1 home
NZ$710 per night
includes taxes & fees
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)
The current price is NZ$1,951
NZ$1,951
for 3 nights, 1 home
NZ$650 per night
includes taxes & fees
Peaceful Cabin in the Woods and near the mountains
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
The current price is NZ$1,553
NZ$1,553
for 3 nights, 1 cabin
NZ$518 per night
includes taxes & fees
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)
The current price is NZ$2,525
NZ$2,525
for 3 nights, 1 room
NZ$842 per night
includes taxes & fees
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