
Holiday rentals near Pineridge Cross Country Ski Center
We found 645 holiday rentals — enter your dates for availability
Take a look at private holiday rentals close to Pineridge Cross Country Ski Center that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday rentals have the best amenities for spending time at your holiday home, which might include parking and a fireplace. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Pineridge Cross Country Ski Center
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$3,323
NZ$3,323
NZ$475 per night
includes taxes & fees
Image gallery for Mini Mansion newly furnished with Italian furniture 8kslim televisions all rooms

8.88.8 out of 10 rating
Excellent
(21 reviews)
Mini Mansion newly furnished with Italian furniture 8kslim televisions all rooms
Albany, NY
8% off
Price is NZ$5,808
NZ$5,808
NZ$830 per night
includes taxes & fees
Image gallery for Karin's Place VT: Phenomenal Safe Guest House with hot tub, pool, playground...

1010 out of 10 rating
Exceptional
(74 reviews)
Karin's Place VT: Phenomenal Safe Guest House with hot tub, pool, playground...
Bennington, VT
8% off
Price is NZ$8,734
NZ$8,734
NZ$1,248 per night
includes taxes & fees
Image gallery for Charming historic cottage on scenic road to Mt. Greylock

1010 out of 10 rating
Exceptional
(112 reviews)
Charming historic cottage on scenic road to Mt. Greylock
Lanesborough, MA
6% off
Price is NZ$2,688
NZ$2,688
NZ$384 per night
includes taxes & fees
Image gallery for Exceptionally beautiful and spacious country home

1010 out of 10 rating
Exceptional
(28 reviews)
Exceptionally beautiful and spacious country home
Eagle Bridge, NY
8% off
Price is NZ$4,890
NZ$4,890
NZ$699 per night
includes taxes & fees
Image gallery for Woodland 5-BR Retreat 5-Min to Jiminy Peak

1010 out of 10 rating
Exceptional
(8 reviews)
Woodland 5-BR Retreat 5-Min to Jiminy Peak
Pittsfield, MA
8% off
Price is NZ$5,023
NZ$5,023
NZ$718 per night
includes taxes & fees
Image gallery for Private Berkshire Cabin on 27acres near Jiminy Peak.

9.69.6 out of 10 rating
Exceptional
(7 reviews)
Private Berkshire Cabin on 27acres near Jiminy Peak.
Williamstown, MA
13% off
Price is NZ$3,960
NZ$3,960
NZ$566 per night
includes taxes & fees
Image gallery for Conveniently located by HVCC. No cleaning or pet fee

9.69.6 out of 10 rating
Exceptional
(29 reviews)
Conveniently located by HVCC. No cleaning or pet fee
Troy, NY
21% off
Price is NZ$1,819
NZ$1,819
NZ$260 per night
includes taxes & fees
Image gallery for "Family Cabin: Hot Tub, Golf, Games, Sunset, Pet!"

1010 out of 10 rating
Exceptional
(6 reviews)
"Family Cabin: Hot Tub, Golf, Games, Sunset, Pet!"
Castleton-on-Hudson, NY
8% off
Price is NZ$7,900
NZ$7,900
NZ$1,129 per night
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$2,129
NZ$2,129
NZ$304 per night
includes taxes & fees
Image gallery for Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!

1010 out of 10 rating
Exceptional
(5 reviews)
Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!
Lanesborough, MA
12% off
Price is NZ$5,076
NZ$5,076
NZ$725 per night
includes taxes & fees
Image gallery for Cozy cottage with pool, walking distance to lake

1010 out of 10 rating
Exceptional
(15 reviews)
Cozy cottage with pool, walking distance to lake
Averill Park, NY
8% off
Price is NZ$3,118
NZ$3,118
NZ$445 per night
includes taxes & fees
Image gallery for Country living close to the capital region 100 acres of nature to explore

1010 out of 10 rating
Exceptional
(5 reviews)
Country living close to the capital region 100 acres of nature to explore
Nassau, NY
18% off
Price is NZ$3,445
NZ$3,445
NZ$492 per night
includes taxes & fees
Image gallery for Vintage BARN Apartment-POOL-HotTub-FirePit-Hiking-Museums-Theater-Pets welcome!

9.69.6 out of 10 rating
Exceptional
(31 reviews)
Vintage BARN Apartment-POOL-HotTub-FirePit-Hiking-Museums-Theater-Pets welcome!
Pownal, VT
8% off
Price is NZ$3,126
NZ$3,126
NZ$447 per night
includes taxes & fees
Image gallery for Taborton Harvest Boulder Pines Cabin in the woods

1010 out of 10 rating
Exceptional
(12 reviews)
Taborton Harvest Boulder Pines Cabin in the woods
Sand Lake, NY
8% off
Price is NZ$1,727
NZ$1,727
NZ$247 per night
includes taxes & fees
Image gallery for Berkshire Lake Beauty-Modern Amenities On The Lake

1010 out of 10 rating
Exceptional
(107 reviews)
Berkshire Lake Beauty-Modern Amenities On The Lake
Pittsfield, MA
8% off
Price is NZ$6,804
NZ$6,804
NZ$972 per night
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$3,376
NZ$3,376
NZ$482 per night
includes taxes & fees
Image gallery for Cheerful 3 bedroom home close to everything!

1010 out of 10 rating
Exceptional
(7 reviews)
Cheerful 3 bedroom home close to everything!
Clifton Park, NY
11% off
Price is NZ$2,472
NZ$2,472
NZ$353 per night
includes taxes & fees
Image gallery for Mountain Sanctuary Dome Rustic Solitude 5BR

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Mountain Sanctuary Dome Rustic Solitude 5BR
Bennington, VT
12% off
Price is NZ$3,502
NZ$3,502
NZ$500 per night
includes taxes & fees
Image gallery for Tutti Farmhouse - 6 bedroom 3 bath 1847 Farmhouse Upstate NY

1010 out of 10 rating
Exceptional
(6 reviews)
Tutti Farmhouse - 6 bedroom 3 bath 1847 Farmhouse Upstate NY
Cropseyville, NY
8% off
Price is NZ$10,488
NZ$10,488
NZ$1,498 per night
includes taxes & fees
Image gallery for Casa Do Lago--Waterfront Home With Private Dock On Pontoosuc Lake

1010 out of 10 rating
Exceptional
(41 reviews)
Casa Do Lago--Waterfront Home With Private Dock On Pontoosuc Lake
Pittsfield, MA
8% off
Price is NZ$6,439
NZ$6,439
NZ$920 per night
includes taxes & fees
Image gallery for 3 BR+ 4level WINTER SKI RENTAL LOOKING 4 SEASONAL RENTER 1 MILE OFF OF JIMINEY

9.69.6 out of 10 rating
Exceptional
(17 reviews)
3 BR+ 4level WINTER SKI RENTAL LOOKING 4 SEASONAL RENTER 1 MILE OFF OF JIMINEY
Lanesborough, MA
23% off
Price is NZ$6,005
NZ$6,005
NZ$858 per night
includes taxes & fees
Image gallery for Escape to your cozy retreat near Pontoosuc Lake and Jiminy Peak

1010 out of 10 rating
Exceptional
(26 reviews)
Escape to your cozy retreat near Pontoosuc Lake and Jiminy Peak
Pittsfield, MA
8% off
Price is NZ$4,061
NZ$4,061
NZ$580 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$3,496
NZ$3,496
NZ$499 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Pineridge Cross Country Ski Center
6BR Berkshire Bliss - 38 Acres of nature - minutes from Jiminy Peak Ski Resort
Sleeps 14 · 6 bedrooms · 4+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
28 reviews(28 reviews)
Vacation Village in the Berkshires
Sleeps 4 · 1 bedroom
8.68.6 out of 10
Excellentexcellent
1,945 reviews(1,945 reviews)
Jiminy Peak Mountain Resort
Sleeps 8 · 3 bedrooms
8.28.2 out of 10
Very goodvery good
962 reviews(962 reviews)
Spacious Berkshire Summer Rental, Private Dock on Lake 3 BR/2b
Sleeps 7 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
100 reviews(100 reviews)
Berkshire Village Carriage House - Super Private!!
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
254 reviews(254 reviews)
Contemporary Berkshire Home with Views of Taconic Golf Course
Sleeps 10 · 3 bedrooms · 3 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