Holiday rentals near High Falls Trail
We found 957 holiday rentals — enter your dates for availability
Take a look at private holiday rentals close to High Falls Trail that can be your home away from home. Whether you're travelling with your children and pets, with friends or just your children, holiday rentals have the amenities that you need and want for your stay, which might include a pool and a washer and dryer. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - High Falls Trail
Showing deals for:8 Aug - 15 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$9,085
NZ$9,085
NZ$1,298 per night
includes taxes & fees
Image gallery for The Pinetop Cabin | Modern ∙ Surrounded by Trees ∙ Sustainably-built
1010 out of 10 rating
Exceptional
(18 reviews)
The Pinetop Cabin | Modern ∙ Surrounded by Trees ∙ Sustainably-built
Chatham, NY
8% off
Price is NZ$4,949
NZ$4,949
NZ$707 per night
includes taxes & fees
Image gallery for Modern Creekside Stay with Hot Tub 10 mins to Downtown Hudson
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Modern Creekside Stay with Hot Tub 10 mins to Downtown Hudson
Hudson, NY
8% off
Price is NZ$6,179
NZ$6,179
NZ$883 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$13,458
NZ$13,458
NZ$1,923 per night
includes taxes & fees
Image gallery for Perfect Getaway - Luxury Cabin w/ Mtn View
1010 out of 10 rating
Exceptional
(11 reviews)
Perfect Getaway - Luxury Cabin w/ Mtn View
Germantown, NY
12% off
Price is NZ$4,435
NZ$4,435
NZ$634 per night
includes taxes & fees
Image gallery for Taghkanic Glass House
1010 out of 10 rating
Exceptional
(6 reviews)
Taghkanic Glass House
Hudson, NY
8% off
Price is NZ$58,412
NZ$58,412
NZ$8,345 per night
includes taxes & fees
Image gallery for Two Rooms with En-Suite in Quiet Woodland
1010 out of 10 rating
Exceptional
(30 reviews)
Two Rooms with En-Suite in Quiet Woodland
Hillsdale, NY
8% off
Price is NZ$3,062
NZ$3,062
NZ$437 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$3,916
NZ$3,916
NZ$559 per night
includes taxes & fees
Image gallery for *Discounted weekly rates* Beautiful 52 acre Farmhouse! Catskills Family Getaway
1010 out of 10 rating
Exceptional
(33 reviews)
*Discounted weekly rates* Beautiful 52 acre Farmhouse! Catskills Family Getaway
West Coxsackie, NY
8% off
Price is NZ$3,987
NZ$3,987
NZ$570 per night
includes taxes & fees
Image gallery for <br>Escape to our incredibly private home on 30 acres!
1010 out of 10 rating
Exceptional
(133 reviews)
<br>Escape to our incredibly private home on 30 acres!
Saugerties, NY
8% off
Price is NZ$3,979
NZ$3,979
NZ$568 per night
includes taxes & fees
Image gallery for Park View Apartment In the Heart of Hudson
1010 out of 10 rating
Exceptional
(107 reviews)
Park View Apartment In the Heart of Hudson
Hudson, NY
6% off
Price is NZ$3,029
NZ$3,029
NZ$433 per night
includes taxes & fees
Image gallery for Charming Cottage w/ Sauna, close to hiking trails, ski lodges & Great Barrington
1010 out of 10 rating
Exceptional
(7 reviews)
Charming Cottage w/ Sauna, close to hiking trails, ski lodges & Great Barrington
South Egremont, MA
8% off
Price is NZ$4,259
NZ$4,259
NZ$608 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$3,170
NZ$3,170
NZ$453 per night
includes taxes & fees
Image gallery for A Fun Farmhouse Near Ski Butternut
1010 out of 10 rating
Exceptional
(37 reviews)
A Fun Farmhouse Near Ski Butternut
Great Barrington, MA
8% off
Price is NZ$7,538
NZ$7,538
NZ$1,077 per night
includes taxes & fees
Image gallery for BOHEMIAN RHAPSODY WITH GARDEN IN THE HEART OF TOWN
1010 out of 10 rating
Exceptional
(12 reviews)
BOHEMIAN RHAPSODY WITH GARDEN IN THE HEART OF TOWN
Hudson, NY
8% off
Price is NZ$5,295
NZ$5,295
NZ$756 per night
includes taxes & fees
Image gallery for 1930's 1 bedroom cottage updated with charm, pet friendly, near hiking trails
1010 out of 10 rating
Exceptional
(75 reviews)
1930's 1 bedroom cottage updated with charm, pet friendly, near hiking trails
Catskill, NY
8% off
Price is NZ$1,360
NZ$1,360
NZ$194 per night
includes taxes & fees
Image gallery for Ski Catamount/Butternut, hike,shop Warren St. Minutes from Hudson and the Berks!
1010 out of 10 rating
Exceptional
(31 reviews)
Ski Catamount/Butternut, hike,shop Warren St. Minutes from Hudson and the Berks!
Hudson, NY
8% off
Price is NZ$9,239
NZ$9,239
NZ$1,320 per night
includes taxes & fees
Image gallery for Modern Glass House designed by renowned architect Thomas Phifer
9.09.0 out of 10 rating
Wonderful
(6 reviews)
Modern Glass House designed by renowned architect Thomas Phifer
Hudson, NY
8% off
Price is NZ$7,667
NZ$7,667
NZ$1,095 per night
includes taxes & fees
Image gallery for STUNNING VACATION AND SKI HOME - Hudson Valley, Woodstock, Hunter
1010 out of 10 rating
Exceptional
(48 reviews)
STUNNING VACATION AND SKI HOME - Hudson Valley, Woodstock, Hunter
Palenville, NY
8% off
Price is NZ$5,211
NZ$5,211
NZ$744 per night
includes taxes & fees
Image gallery for On Catskill Main Street, Upscale Charm + Outdoor Living | Beatrice by AvantStay
9.89.8 out of 10 rating
Exceptional
(17 reviews)
On Catskill Main Street, Upscale Charm + Outdoor Living | Beatrice by AvantStay
Catskill, NY
10% off
Price is NZ$8,604
NZ$8,604
NZ$1,229 per night
includes taxes & fees
Image gallery for Hudson valley and The Berkshires Cottage
1010 out of 10 rating
Exceptional
(5 reviews)
Hudson valley and The Berkshires Cottage
Hillsdale, NY
8% off
Price is NZ$2,530
NZ$2,530
NZ$361 per night
includes taxes & fees
Image gallery for Guesthouse Cabin vacation rentals in Berkshire County
1010 out of 10 rating
Exceptional
(6 reviews)
Guesthouse Cabin vacation rentals in Berkshire County
Sheffield, MA
8% off
Price is NZ$8,672
NZ$8,672
NZ$1,239 per night
includes taxes & fees
Image gallery for Hudson Valley Chalet
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Hudson Valley Chalet
East Chatham, NY
25% off
Price is NZ$7,882
NZ$7,882
NZ$1,126 per night
includes taxes & fees
Image gallery for Sunny, Spacious & Central: Bowler
1010 out of 10 rating
Exceptional
(31 reviews)
Sunny, Spacious & Central: Bowler
Hudson, NY
20% off
Price is NZ$3,873
NZ$3,873
NZ$553 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - High Falls Trail
Beautiful Berkshires Colonial on 7 acres
Sleeps 8 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Firebrook - a peaceful retreat near Rhinebeck
Sleeps 8 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Designers Own Year-Round Hudson Valley Getaway Cottage
Sleeps 5 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
212 reviews(212 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