Holiday rentals near Catamount Ski Area
We found 700 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals near Catamount Ski Area that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the amenities that you need and want for your stay, which might include a garden and Wi-Fi. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Catamount Ski Area
Showing deals for:31 Oct - 7 Nov
Image gallery for Taggart Treehouse: Modern Luxury Meets Nature: Stunning river views, sleeps 10
1010 out of 10 rating
Exceptional
(6 reviews)
Taggart Treehouse: Modern Luxury Meets Nature: Stunning river views, sleeps 10
Stockbridge, MA
8% off
Price is NZ$16,115
NZ$16,115
NZ$2,302 per night
includes taxes & fees
Image gallery for 5-bed Colonial Berkshires Farmhouse, aka Grandaddy's House, Family Friendly home
1010 out of 10 rating
Exceptional
(10 reviews)
5-bed Colonial Berkshires Farmhouse, aka Grandaddy's House, Family Friendly home
New Marlborough, MA
16% off
Price is NZ$8,129
NZ$8,129
NZ$1,161 per night
includes taxes & fees
Image gallery for Modern home with Catskill views, guesthouse and heated pool near Chatham/Hudson
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Modern home with Catskill views, guesthouse and heated pool near Chatham/Hudson
Chatham, NY
8% off
Price is NZ$16,596
NZ$16,596
NZ$2,371 per night
includes taxes & fees
Image gallery for Fun Getaway Lakehouse in the Hudson Valley
1010 out of 10 rating
Exceptional
(15 reviews)
Fun Getaway Lakehouse in the Hudson Valley
Craryville, NY
12% off
Price is NZ$5,620
NZ$5,620
NZ$803 per night
includes taxes & fees
Image gallery for Picture-perfect farmhouse nestled in Berkshire County, MA near Tanglewood
1010 out of 10 rating
Exceptional
(11 reviews)
Picture-perfect farmhouse nestled in Berkshire County, MA near Tanglewood
Lee, MA
8% off
Price is NZ$7,434
NZ$7,434
NZ$1,062 per night
includes taxes & fees
Image gallery for Relaxing retreat in the Berkshires! Perfect for outdoor enthusiast!
9.69.6 out of 10 rating
Exceptional
(17 reviews)
Relaxing retreat in the Berkshires! Perfect for outdoor enthusiast!
Sandisfield, MA
8% off
Price is NZ$2,429
NZ$2,429
NZ$347 per night
includes taxes & fees
Image gallery for Fabulous Renovated Log Cabin: the perfect family getaway
1010 out of 10 rating
Exceptional
(71 reviews)
Fabulous Renovated Log Cabin: the perfect family getaway
Monterey, MA
8% off
Price is NZ$12,513
NZ$12,513
NZ$1,788 per night
includes taxes & fees
Image gallery for Cozy Cabin in the Berkshires
1010 out of 10 rating
Exceptional
(17 reviews)
Cozy Cabin in the Berkshires
Sandisfield, MA
12% off
Price is NZ$3,130
NZ$3,130
NZ$447 per night
includes taxes & fees
Image gallery for Modern, private, spacious vacation home, deck, mountain views, 5 mi to Catamount
1010 out of 10 rating
Exceptional
(10 reviews)
Modern, private, spacious vacation home, deck, mountain views, 5 mi to Catamount
Hillsdale, NY
8% off
Price is NZ$8,980
NZ$8,980
NZ$1,283 per night
includes taxes & fees
Image gallery for Stockbridge Cape near Tanglewood & Kripalu - Heart of the Berkshires!
1010 out of 10 rating
Exceptional
(66 reviews)
Stockbridge Cape near Tanglewood & Kripalu - Heart of the Berkshires!
West Stockbridge, MA
12% off
Price is NZ$3,634
NZ$3,634
NZ$519 per night
includes taxes & fees
Image gallery for Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT
South Egremont, MA
8% off
Price is NZ$4,180
NZ$4,180
NZ$597 per night
includes taxes & fees
Image gallery for Secluded Mountaintop Retreat in the Heart of the Berkshires
8.68.6 out of 10 rating
Excellent
(12 reviews)
Secluded Mountaintop Retreat in the Heart of the Berkshires
West Stockbridge, MA
12% off
Price is NZ$4,618
NZ$4,618
NZ$660 per night
includes taxes & fees
Image gallery for Cozy Retreat on Copake Lake in our Charming Home
9.69.6 out of 10 rating
Exceptional
(41 reviews)
Cozy Retreat on Copake Lake in our Charming Home
Craryville, NY
9% off
Price is NZ$2,894
NZ$2,894
NZ$413 per night
includes taxes & fees
Image gallery for Vacation in a Berkshire Farmhouse
9.89.8 out of 10 rating
Exceptional
(92 reviews)
Vacation in a Berkshire Farmhouse
West Stockbridge, MA
11% off
Price is NZ$4,226
NZ$4,226
NZ$604 per night
includes taxes & fees
Image gallery for Twin Maple Farm: Charming Modern Farmhouse
1010 out of 10 rating
Exceptional
(42 reviews)
Twin Maple Farm: Charming Modern Farmhouse
Great Barrington, MA
7% off
Price is NZ$5,859
NZ$5,859
NZ$837 per night
includes taxes & fees
Image gallery for Large Barn styled vacation home that fits groups with space to spare.
1010 out of 10 rating
Exceptional
(65 reviews)
Large Barn styled vacation home that fits groups with space to spare.
Craryville, NY
8% off
Price is NZ$4,003
NZ$4,003
NZ$572 per night
includes taxes & fees
Image gallery for Beautiful, Unique Country House w/Large Deck
9.89.8 out of 10 rating
Exceptional
(34 reviews)
Beautiful, Unique Country House w/Large Deck
Hillsdale, NY
8% off
Price is NZ$2,655
NZ$2,655
NZ$379 per night
includes taxes & fees
Image gallery for Elegant 19th Century New England 2BR vacation rental at Garfield House
1010 out of 10 rating
Exceptional
(92 reviews)
Elegant 19th Century New England 2BR vacation rental at Garfield House
Lee, MA
16% off
Price is NZ$2,444
NZ$2,444
NZ$349 per night
includes taxes & fees
Image gallery for 5 Minutes from Catamount Ski Area
9.09.0 out of 10 rating
Wonderful
(21 reviews)
5 Minutes from Catamount Ski Area
Great Barrington, MA
8% off
Price is NZ$3,227
NZ$3,227
NZ$461 per night
includes taxes & fees
Image gallery for Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!
9.29.2 out of 10 rating
Wonderful
(11 reviews)
Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!
Great Barrington, MA
8% off
Price is NZ$4,415
NZ$4,415
NZ$631 per night
includes taxes & fees
Image gallery for Cozy Modern Berkshires Condo (mins from Kripalu, Tanglewood, Great Barr & Lenox)
9.29.2 out of 10 rating
Wonderful
(33 reviews)
Cozy Modern Berkshires Condo (mins from Kripalu, Tanglewood, Great Barr & Lenox)
West Stockbridge, MA
12% off
Price is NZ$3,162
NZ$3,162
NZ$452 per night
includes taxes & fees
Image gallery for Luxury Fox Hollow Estate Home on Laurel Lake - Dream Location, Hot Tub, Kayaks++
9.49.4 out of 10 rating
Exceptional
(60 reviews)
Luxury Fox Hollow Estate Home on Laurel Lake - Dream Location, Hot Tub, Kayaks++
Lenox, MA
8% off
Price is NZ$6,836
NZ$6,836
NZ$977 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Catamount Ski Area
Private hot tub + Modern Cottage
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
8 Mi to Tanglewood & Butternut Ski: Spacious Home!
Sleeps 14 · 6 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
5-bed Colonial Berkshires Farmhouse, aka Grandaddy's House, Family Friendly home
Sleeps 11 · 5 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
Country Karma -Quiet Wooded Getaway
Sleeps 10 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Family Friendly in Sheffield, private yet close to everything!
Sleeps 10 · 4 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
63 reviews(63 reviews)
Beautifully decorated & immaculate log chalet on 3 acres, winter views.
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
130 reviews(130 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