Holiday rentals near Harlem Valley Rail Trail
We found 559 holiday rentals — enter your dates for availability
Select the perfect private holiday rental within close proximity to Harlem Valley Rail Trail. Holiday rentals offer the best amenities for your family, friends or furry companion, such as air conditioning and Wi-Fi. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Harlem Valley Rail Trail
Showing deals for:18 Jul - 25 Jul
Image gallery for Superb Views -- Sunsets, Mountains, Valley
1010 out of 10 rating
Exceptional
(16 reviews)
Superb Views -- Sunsets, Mountains, Valley
Copake Falls, NY
17% off
Price is NZ$9,700
NZ$9,700
NZ$1,386 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$58,211
NZ$58,211
NZ$8,316 per night
includes taxes & fees
Image gallery for Jacks Place
1010 out of 10 rating
Exceptional
(104 reviews)
Jacks Place
Elizaville, NY
8% off
Price is NZ$23,691
NZ$23,691
NZ$3,384 per night
includes taxes & fees
Image gallery for Private modern home of six acres
9.89.8 out of 10 rating
Exceptional
(61 reviews)
Private modern home of six acres
Clinton Corners, NY
22% off
Price is NZ$2,746
NZ$2,746
NZ$392 per night
includes taxes & fees
Image gallery for Near Hudson - Gorgeous Sunsets + Catskill Mountain Views
1010 out of 10 rating
Exceptional
(5 reviews)
Near Hudson - Gorgeous Sunsets + Catskill Mountain Views
Ancram, NY
8% off
Price is NZ$4,654
NZ$4,654
NZ$665 per night
includes taxes & fees
Image gallery for Escape to an Exclusive Mountain Retreat: Experience the Splendor of all seasons.
1010 out of 10 rating
Exceptional
(120 reviews)
Escape to an Exclusive Mountain Retreat: Experience the Splendor of all seasons.
Hillsdale, NY
21% off
Price is NZ$4,259
NZ$4,259
NZ$608 per night
includes taxes & fees
Image gallery for Historic Hudson Valley Barn Complex with Relaxing Grounds
9.69.6 out of 10 rating
Exceptional
(25 reviews)
Historic Hudson Valley Barn Complex with Relaxing Grounds
Craryville, NY
11% off
Price is NZ$13,045
NZ$13,045
NZ$1,864 per night
includes taxes & fees
Image gallery for Captivating Artisan Built Home With Spectacular Water Views
1010 out of 10 rating
Exceptional
(109 reviews)
Captivating Artisan Built Home With Spectacular Water Views
Falls Village, CT
8% off
Price is NZ$3,128
NZ$3,128
NZ$447 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$3,390
NZ$3,390
NZ$484 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$3,096
NZ$3,096
NZ$442 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$4,815
NZ$4,815
NZ$688 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$3,178
NZ$3,178
NZ$454 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$5,227
NZ$5,227
NZ$747 per night
includes taxes & fees
Image gallery for Farm House Getaway on 200 acre horse farm!
1010 out of 10 rating
Exceptional
(32 reviews)
Farm House Getaway on 200 acre horse farm!
Hillsdale, NY
8% off
Price is NZ$4,970
NZ$4,970
NZ$710 per night
includes taxes & fees
Image gallery for Lakefront Spring Stunner in New England Just 2 Hours From NYC
9.89.8 out of 10 rating
Exceptional
(68 reviews)
Lakefront Spring Stunner in New England Just 2 Hours From NYC
Sharon, CT
8% off
Price is NZ$4,856
NZ$4,856
NZ$694 per night
includes taxes & fees
Image gallery for Modern Glass House designed by renowned architect Thomas Phifer
8.88.8 out of 10 rating
Excellent
(5 reviews)
Modern Glass House designed by renowned architect Thomas Phifer
Hudson, NY
8% off
Price is NZ$7,641
NZ$7,641
NZ$1,092 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$9,160
NZ$9,160
NZ$1,309 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$7,226
NZ$7,226
NZ$1,032 per night
includes taxes & fees
Image gallery for Private Kent Getaway With Views, Pond & Pool
1010 out of 10 rating
Exceptional
(15 reviews)
Private Kent Getaway With Views, Pond & Pool
Kent, CT
8% off
Price is NZ$4,112
NZ$4,112
NZ$587 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$8,642
NZ$8,642
NZ$1,235 per night
includes taxes & fees
Image gallery for Great Barrington Get Away
9.29.2 out of 10 rating
Wonderful
(22 reviews)
Great Barrington Get Away
Great Barrington, MA
8% off
Price is NZ$6,694
NZ$6,694
NZ$956 per night
includes taxes & fees
Image gallery for Heart of Historic Hillsdale, NY, charming carriage house, Swiss Chalet-style
1010 out of 10 rating
Exceptional
(91 reviews)
Heart of Historic Hillsdale, NY, charming carriage house, Swiss Chalet-style
Hillsdale, NY
9% off
Price is NZ$2,509
NZ$2,509
NZ$358 per night
includes taxes & fees
Image gallery for Catamount, Zip Line, Private Setting, Book Now!
1010 out of 10 rating
Exceptional
(6 reviews)
Catamount, Zip Line, Private Setting, Book Now!
Great Barrington, Massachusetts
8% off
Price is NZ$9,700
NZ$9,700
NZ$1,386 per night
includes taxes & fees
Image gallery for Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
1010 out of 10 rating
Exceptional
(14 reviews)
Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
Red Hook, NY
8% off
Price is NZ$3,813
NZ$3,813
NZ$545 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Harlem Valley Rail Trail
Pet-friendly Cottage at Historic Millbrook Farm Estate
Sleeps 5 · 3 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Lovely cottage on quiet country road in Millerton, New York, on 23 acres.
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
Restored 19th century farmhouse apartment 2 -charming farmland and town culture!
Sleeps 4 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
Newly renovated charming home , Brand new chefs kitchen very comfortable home .
Sleeps 6 · 3 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Lakefront Spring Stunner in New England Just 2 Hours From NYC
Sleeps 4 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
68 reviews(68 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