Holiday rentals near Pineridge Cross Country Ski Center
We found 643 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 AU$3,041
AU$3,041
AU$434 nightly
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 AU$5,345
AU$5,345
AU$764 nightly
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 AU$7,860
AU$7,860
AU$1,123 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 AU$2,458
AU$2,458
AU$351 nightly
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 AU$4,478
AU$4,478
AU$640 nightly
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 AU$4,570
AU$4,570
AU$653 nightly
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 AU$3,625
AU$3,625
AU$518 nightly
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 AU$7,622
AU$7,622
AU$1,089 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 AU$1,948
AU$1,948
AU$278 nightly
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 AU$4,647
AU$4,647
AU$664 nightly
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 AU$2,853
AU$2,853
AU$408 nightly
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 AU$1,666
AU$1,666
AU$238 nightly
Includes taxes & fees
Image gallery for Star Gazer Farm
1010 out of 10 rating
Exceptional
(15 reviews)
Star Gazer Farm
East Nassau, NY
8% off
Price is AU$2,354
AU$2,354
AU$336 nightly
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 AU$1,580
AU$1,580
AU$226 nightly
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 AU$2,862
AU$2,862
AU$409 nightly
Includes taxes & fees
Image gallery for Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
9.89.8 out of 10 rating
Exceptional
(71 reviews)
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
Hancock, MA
8% off
Price is AU$4,073
AU$4,073
AU$582 nightly
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 AU$6,275
AU$6,275
AU$896 nightly
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 AU$5,526
AU$5,526
AU$789 nightly
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 AU$9,639
AU$9,639
AU$1,377 nightly
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 AU$5,933
AU$5,933
AU$848 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
11% off
Price is AU$3,088
AU$3,088
AU$441 nightly
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 AU$3,206
AU$3,206
AU$458 nightly
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 AU$2,261
AU$2,261
AU$323 nightly
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 AU$3,718
AU$3,718
AU$531 nightly
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
1,949 reviews(1,949 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
255 reviews(255 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