Holiday rentals near High Falls Trail
We found 990 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:7 Nov - 14 Nov
Image gallery for Charming 2-bedroom Waterfront home with boat access in Saugerties
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Charming 2-bedroom Waterfront home with boat access in Saugerties
Saugerties, NY
13% off
Price is NZ$5,061
NZ$5,061
NZ$723 per night
includes taxes & fees
Image gallery for Berkshires Summer Chalet w/ Pool + Private Hiking Trails
1010 out of 10 rating
Exceptional
(7 reviews)
Berkshires Summer Chalet w/ Pool + Private Hiking Trails
Great Barrington, MA
16% off
Price is NZ$8,363
NZ$8,363
NZ$1,195 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$5,479
NZ$5,479
NZ$783 per night
includes taxes & fees
Image gallery for Farmette Roquette Hudson Valley
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Farmette Roquette Hudson Valley
Germantown, NY
8% off
Price is NZ$8,658
NZ$8,658
NZ$1,237 per night
includes taxes & fees
Image gallery for Cheerful 3-bedroom cottage with woodstove
1010 out of 10 rating
Exceptional
(39 reviews)
Cheerful 3-bedroom cottage with woodstove
Sheffield, MA
9% off
Price is NZ$3,592
NZ$3,592
NZ$513 per night
includes taxes & fees
Image gallery for Renovated home with spa access Steps from Cantine Field/HITS
9.69.6 out of 10 rating
Exceptional
(22 reviews)
Renovated home with spa access Steps from Cantine Field/HITS
Saugerties, NY
8% off
Price is NZ$6,593
NZ$6,593
NZ$942 per night
includes taxes & fees
Image gallery for Newly Renovated Designer 3-BR / 2-BTH Carriage House in Athens!
1010 out of 10 rating
Exceptional
(6 reviews)
Newly Renovated Designer 3-BR / 2-BTH Carriage House in Athens!
Athens, NY
8% off
Price is NZ$4,563
NZ$4,563
NZ$652 per night
includes taxes & fees
Image gallery for Charming cottage with lake access, wood burning fire place, and WiFi
9.09.0 out of 10 rating
Wonderful
(7 reviews)
Charming cottage with lake access, wood burning fire place, and WiFi
Elizaville, NY
12% off
Price is NZ$2,371
NZ$2,371
NZ$339 per night
includes taxes & fees
Image gallery for Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10
1010 out of 10 rating
Exceptional
(6 reviews)
Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10
Stockbridge, MA
8% off
Price is NZ$14,843
NZ$14,843
NZ$2,120 per night
includes taxes & fees
Image gallery for A Country Lodge Straight Out of the Pages of a Great Novel
1010 out of 10 rating
Exceptional
(12 reviews)
A Country Lodge Straight Out of the Pages of a Great Novel
Pine Plains, NY
7% off
Price is NZ$13,011
NZ$13,011
NZ$1,859 per night
includes taxes & fees
Image gallery for Navywood: Scandi | Peaceful | Red Hook/Rhinebeck
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Navywood: Scandi | Peaceful | Red Hook/Rhinebeck
Elizaville, New York
11% off
Price is NZ$3,884
NZ$3,884
NZ$555 per night
includes taxes & fees
Image gallery for Perfect home for a getaway from NYC
1010 out of 10 rating
Exceptional
(12 reviews)
Perfect home for a getaway from NYC
Athens, NY
8% off
Price is NZ$6,730
NZ$6,730
NZ$961 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
7% off
Price is NZ$4,526
NZ$4,526
NZ$647 per night
includes taxes & fees
Image gallery for Luxurious Serene Loft Cabin with Hot-Tub in the Heart of the Catskills
1010 out of 10 rating
Exceptional
(18 reviews)
Luxurious Serene Loft Cabin with Hot-Tub in the Heart of the Catskills
Catskill, NY
12% off
Price is NZ$3,469
NZ$3,469
NZ$496 per night
includes taxes & fees
Image gallery for Indoor Pool & Lofted Game Area | Sunroom w/ Sweeping Mountain Views | Wellspring
1010 out of 10 rating
Exceptional
(13 reviews)
Indoor Pool & Lofted Game Area | Sunroom w/ Sweeping Mountain Views | Wellspring
West Stockbridge, MA
17% off
Price is NZ$13,600
NZ$13,600
NZ$1,943 per night
includes taxes & fees
Image gallery for Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna
1010 out of 10 rating
Exceptional
(24 reviews)
Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna
Ghent, NY
10% off
Price is NZ$10,602
NZ$10,602
NZ$1,515 per night
includes taxes & fees
Image gallery for Cozy Red Cottage on Robinson Pond nestled between the Berkshires and Catskills.
1010 out of 10 rating
Exceptional
(5 reviews)
Cozy Red Cottage on Robinson Pond nestled between the Berkshires and Catskills.
Copake, NY
8% off
Price is NZ$3,768
NZ$3,768
NZ$538 per night
includes taxes & fees
Image gallery for Luxury Spa Retreat with Sauna, Hot Tub & Swimming Pool in the Heart of Hudson
9.69.6 out of 10 rating
Exceptional
(25 reviews)
Luxury Spa Retreat with Sauna, Hot Tub & Swimming Pool in the Heart of Hudson
Hudson, NY
15% off
Price is NZ$18,377
NZ$18,377
NZ$2,625 per night
includes taxes & fees
Image gallery for Peaceful Retreat Compound 10 Minutes to Great Barrington!
1010 out of 10 rating
Exceptional
(27 reviews)
Peaceful Retreat Compound 10 Minutes to Great Barrington!
Great Barrington, MA
8% off
Price is NZ$13,611
NZ$13,611
NZ$1,944 per night
includes taxes & fees
Image gallery for Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Great Barrington, MA
6% off
Price is NZ$7,479
NZ$7,479
NZ$1,068 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$17,775
NZ$17,775
NZ$2,539 per night
includes taxes & fees
Image gallery for BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, TRAILS! REDUCED RATE FOR SMALL GROUPS
9.69.6 out of 10 rating
Exceptional
(88 reviews)
BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, TRAILS! REDUCED RATE FOR SMALL GROUPS
Old Chatham, NY
8% off
Price is NZ$21,265
NZ$21,265
NZ$3,038 per night
includes taxes & fees
Image gallery for Mid-Century Home Surrounded by Meadows
1010 out of 10 rating
Exceptional
(7 reviews)
Mid-Century Home Surrounded by Meadows
Pine Plains, NY
8% off
Price is NZ$8,046
NZ$8,046
NZ$1,149 per night
includes taxes & fees
Image gallery for Charming Columbia County Farm House
9.49.4 out of 10 rating
Exceptional
(25 reviews)
Charming Columbia County Farm House
Hillsdale, NY
8% off
Price is NZ$2,884
NZ$2,884
NZ$412 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - High Falls Trail
House Beautiful mag Hudson River Estate -Enjoy best of Catskills & Hudson Valley
Sleeps 8 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
59 reviews(59 reviews)
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Sleeps 4 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
27 reviews(27 reviews)
Postcard Cabins Eastern Catskills
Sleeps 2 · 1 bedroom
9.49.4 out of 10
Exceptionalexceptional
49 reviews(49 reviews)
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool
Sleeps 24 · 11 bedrooms · 7+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
16 reviews(16 reviews)
Sleeps 27/Pickleball Court/Game Room/Hot Tub/Pool/Batting Cage/Beach
Sleeps 27 · 8 bedrooms · 6+ bathrooms
1010 out of 10
Exceptionalexceptional
165 reviews(165 reviews)
Taghkanic Glass House
Sleeps 20 · 7 bedrooms · 6+ bathrooms
1010 out of 10
Exceptionalexceptional
7 reviews(7 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