Holiday rentals near Ashley House
We found 745 holiday rentals — enter your dates for availability
Select the perfect holiday home that's near Ashley House. Holiday rentals offer the amenities that you expect for you and your friends, family or even pets, such as parking and a hot tub. You'll be 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 - Ashley House
Showing deals for:1 Aug - 8 Aug
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$8,905
NZ$8,905
NZ$1,272 per night
includes taxes & fees
Image gallery for Elegant Modern Farmhouse with Pool and Gardens, steps from Nature Preserve
1010 out of 10 rating
Exceptional
(14 reviews)
Elegant Modern Farmhouse with Pool and Gardens, steps from Nature Preserve
Sharon, CT
8% off
Price is NZ$15,608
NZ$15,608
NZ$2,230 per night
includes taxes & fees
Image gallery for Private Access To Laurel Lake, Enjoy Lake Life
1010 out of 10 rating
Exceptional
(14 reviews)
Private Access To Laurel Lake, Enjoy Lake Life
Lenox, Massachusetts
16% off
Price is NZ$19,004
NZ$19,004
NZ$2,715 per night
includes taxes & fees
Image gallery for Lovely cottage on quiet country road in Millerton, New York, on 23 acres.
1010 out of 10 rating
Exceptional
(10 reviews)
Lovely cottage on quiet country road in Millerton, New York, on 23 acres.
Millerton, NY
8% off
Price is NZ$3,662
NZ$3,662
NZ$523 per night
includes taxes & fees
Image gallery for Ashintully Cottage in spectacular setting
1010 out of 10 rating
Exceptional
(33 reviews)
Ashintully Cottage in spectacular setting
Lee, MA
17% off
Price is NZ$4,407
NZ$4,407
NZ$630 per night
includes taxes & fees
Image gallery for Views of Catamount! Tanglewood, Skiing, Bash Bish Falls, Barn At Liberty Farms!
1010 out of 10 rating
Exceptional
(43 reviews)
Views of Catamount! Tanglewood, Skiing, Bash Bish Falls, Barn At Liberty Farms!
Hillsdale, NY
8% off
Price is NZ$13,423
NZ$13,423
NZ$1,918 per night
includes taxes & fees
Image gallery for Salisbury Cottage Retreat
1010 out of 10 rating
Exceptional
(9 reviews)
Salisbury Cottage Retreat
Salisbury, CT
16% off
Price is NZ$3,099
NZ$3,099
NZ$443 per night
includes taxes & fees
Image gallery for Waterfront Escape +dock +kayaks +firepit +fireplace +games
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Waterfront Escape +dock +kayaks +firepit +fireplace +games
Copake, NY
8% off
Price is NZ$5,316
NZ$5,316
NZ$759 per night
includes taxes & fees
Image gallery for Newly renovated charming home , Brand new chefs kitchen very comfortable home .
1010 out of 10 rating
Exceptional
(8 reviews)
Newly renovated charming home , Brand new chefs kitchen very comfortable home .
Lakeville, CT
12% off
Price is NZ$4,819
NZ$4,819
NZ$688 per night
includes taxes & fees
Image gallery for Copake Lake home near cultural attractions Of The Berkshires
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Copake Lake home near cultural attractions Of The Berkshires
Hillsdale, NY
8% off
Price is NZ$3,906
NZ$3,906
NZ$558 per night
includes taxes & fees
Image gallery for Hilltop Home on 10 acres w/ hot tub, fire-pit + solar
1010 out of 10 rating
Exceptional
(12 reviews)
Hilltop Home on 10 acres w/ hot tub, fire-pit + solar
Pine Plains, NY
16% off
Price is NZ$5,232
NZ$5,232
NZ$747 per night
includes taxes & fees
Image gallery for Vintage 50's lake cabin featured in Fresh Cottage Magazine's 'dream retreats'
9.49.4 out of 10 rating
Exceptional
(68 reviews)
Vintage 50's lake cabin featured in Fresh Cottage Magazine's 'dream retreats'
Pine Plains, NY
8% off
Price is NZ$3,162
NZ$3,162
NZ$452 per night
includes taxes & fees
Image gallery for An acclaimed photographers country estate, arts community, near private schools!
9.49.4 out of 10 rating
Exceptional
(22 reviews)
An acclaimed photographers country estate, arts community, near private schools!
Sharon, CT
16% off
Price is NZ$7,233
NZ$7,233
NZ$1,033 per night
includes taxes & fees
Image gallery for Berkshire Lake at the Pillow, and EV!
9.49.4 out of 10 rating
Exceptional
(15 reviews)
Berkshire Lake at the Pillow, and EV!
Lee, MA
8% off
Price is NZ$5,204
NZ$5,204
NZ$743 per night
includes taxes & fees
Image gallery for Cozy Cabin in the Berkshires
1010 out of 10 rating
Exceptional
(16 reviews)
Cozy Cabin in the Berkshires
Sandisfield, MA
12% off
Price is NZ$3,158
NZ$3,158
NZ$451 per night
includes taxes & fees
Image gallery for Guesthouse Cabin vacation rentals in Berkshire County
1010 out of 10 rating
Exceptional
(5 reviews)
Guesthouse Cabin vacation rentals in Berkshire County
Sheffield, MA
8% off
Price is NZ$8,650
NZ$8,650
NZ$1,236 per night
includes taxes & fees
Image gallery for Prana Residence Spa with Indoor Pool, Sauna, Jacuzzi & Solarium - near Kent
9.89.8 out of 10 rating
Exceptional
(52 reviews)
Prana Residence Spa with Indoor Pool, Sauna, Jacuzzi & Solarium - near Kent
Cornwall Bridge, CT
8% off
Price is NZ$9,168
NZ$9,168
NZ$1,310 per night
includes taxes & fees
Image gallery for Charming Cottage, New Marlborough Village Green in the Berkshires
1010 out of 10 rating
Exceptional
(62 reviews)
Charming Cottage, New Marlborough Village Green in the Berkshires
Great Barrington, MA
8% off
Price is NZ$3,102
NZ$3,102
NZ$443 per night
includes taxes & fees
Image gallery for Perfect Vacation Get Away - Historical New Marlborough
9.49.4 out of 10 rating
Exceptional
(54 reviews)
Perfect Vacation Get Away - Historical New Marlborough
Great Barrington, MA
12% off
Price is NZ$2,392
NZ$2,392
NZ$342 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
(9 reviews)
Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT
South Egremont, MA
8% off
Price is NZ$5,169
NZ$5,169
NZ$738 per night
includes taxes & fees
Image gallery for Charming cedar shingle cottage
9.89.8 out of 10 rating
Exceptional
(54 reviews)
Charming cedar shingle cottage
Otis, MA
6% off
Price is NZ$3,853
NZ$3,853
NZ$550 per night
includes taxes & fees
Image gallery for Beautifully Restored, Secluded Farmhouse
1010 out of 10 rating
Exceptional
(23 reviews)
Beautifully Restored, Secluded Farmhouse
Hillsdale, NY
7% off
Price is NZ$6,495
NZ$6,495
NZ$928 per night
includes taxes & fees
Image gallery for Cozy Cabin on Lake Mahkeenac
8.88.8 out of 10 rating
Excellent
(10 reviews)
Cozy Cabin on Lake Mahkeenac
West Stockbridge, MA
8% off
Price is NZ$4,130
NZ$4,130
NZ$590 per night
includes taxes & fees
Image gallery for Chester by AvantStay | Amazing Views, Secluded Home, A True City Escape!
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Chester by AvantStay | Amazing Views, Secluded Home, A True City Escape!
Austerlitz, NY
9% off
Price is NZ$12,826
NZ$12,826
NZ$1,832 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Ashley House
East Otis, MA, Waterfront Summer Cottage, Big Pond,
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Sleeps 10 · 4 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
40 reviews(40 reviews)
East Otis, MA, Waterfront Summer Cottage, Big Pond,
Sleeps 5 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
The Playhouse: 7k SqFt of Berkshires Modern Luxury & History, 15% OFF MARCH/APR
Sleeps 20 · 6 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
229 reviews(229 reviews)
COZY LOFT w/ PRIVATE BEACH ON GORGEOUS MOUNTAIN LAKE IN THE BERKSHIRES
Sleeps 5 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
156 reviews(156 reviews)
Cozy Cottage on the Lake
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
25 reviews(25 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