Holiday rentals near Orange Trailhead
We found 1,299 holiday rentals — enter your dates for availability
Scroll through and discover holiday rentals near Orange Trailhead that provide the perfect home base for your trip. Whether you're travelling with your children or with friends, holiday homes have the best amenities for hanging out with the people that matter most, which might include a hot tub and a washer and dryer. At the end of the day, you're sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Orange Trailhead
Showing deals for:19 Sept - 26 Sept
Image gallery for Beautiful 3-Bedroom Home only 20 minutes away from New York
1010 out of 10 rating
Exceptional
(5 reviews)
Beautiful 3-Bedroom Home only 20 minutes away from New York
Palisades Park, NJ
8% off
Price is NZ$7,764
NZ$7,764
NZ$1,109 per night
includes taxes & fees
Image gallery for Aspen In Airmont NY
1010 out of 10 rating
Exceptional
(6 reviews)
Aspen In Airmont NY
Monsey, NY
8% off
Price is NZ$11,166
NZ$11,166
NZ$1,595 per night
includes taxes & fees
Image gallery for Stylish Beach Home near Stamford Downtown/Beach
1010 out of 10 rating
Exceptional
(20 reviews)
Stylish Beach Home near Stamford Downtown/Beach
Stamford, Connecticut
8% off
Price is NZ$10,403
NZ$10,403
NZ$1,486 per night
includes taxes & fees
Image gallery for Minutes to NYC Private house in quite Neiborhood, walking distance to Starbucks
8.48.4 out of 10 rating
Very good
(6 reviews)
Minutes to NYC Private house in quite Neiborhood, walking distance to Starbucks
Mount Vernon, NY
8% off
Price is NZ$10,095
NZ$10,095
NZ$1,442 per night
includes taxes & fees
Image gallery for 3-Bedroom Retreat Steps from Central Park! NYC, Manhattan, Times Square
9.89.8 out of 10 rating
Exceptional
(6 reviews)
3-Bedroom Retreat Steps from Central Park! NYC, Manhattan, Times Square
New York, NY
8% off
Price is NZ$8,499
NZ$8,499
NZ$1,214 per night
includes taxes & fees
Image gallery for Luxe Villa Private Heated Pool HotTub 30 Min to NYC
8.08.0 out of 10 rating
Very good
(15 reviews)
Luxe Villa Private Heated Pool HotTub 30 Min to NYC
Mahwah, NJ
8% off
Price is NZ$13,782
NZ$13,782
NZ$1,969 per night
includes taxes & fees
Image gallery for Mid Century Modern ZEN House with Pool. 50 min from New York City
1010 out of 10 rating
Exceptional
(19 reviews)
Mid Century Modern ZEN House with Pool. 50 min from New York City
Stamford, CT
15% off
Price is NZ$5,399
NZ$5,399
NZ$771 per night
includes taxes & fees
Image gallery for Beautiful private guesthouse in Larchmont
1010 out of 10 rating
Exceptional
(8 reviews)
Beautiful private guesthouse in Larchmont
Larchmont, NY
8% off
Price is NZ$4,023
NZ$4,023
NZ$575 per night
includes taxes & fees
Image gallery for Quaint duplex with private yard. Walk to beach, dining, & shopping!
1010 out of 10 rating
Exceptional
(41 reviews)
Quaint duplex with private yard. Walk to beach, dining, & shopping!
Greenwich, CT
7% off
Price is NZ$3,883
NZ$3,883
NZ$555 per night
includes taxes & fees
Image gallery for Luxury 3Bed Private Apartment Near Manhattan
9.09.0 out of 10 rating
Wonderful
(16 reviews)
Luxury 3Bed Private Apartment Near Manhattan
New Rochelle, NY
15% off
Price is NZ$6,146
NZ$6,146
NZ$878 per night
includes taxes & fees
Image gallery for Second floor cottage apartment located in a private community.
9.69.6 out of 10 rating
Exceptional
(16 reviews)
Second floor cottage apartment located in a private community.
Stamford, CT
8% off
Price is NZ$3,470
NZ$3,470
NZ$496 per night
includes taxes & fees
Image gallery for Historic 6-Bdrm Tudor Estate w pool/tennis access
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Historic 6-Bdrm Tudor Estate w pool/tennis access
Stamford, CT
8% off
Price is NZ$24,207
NZ$24,207
NZ$3,458 per night
includes taxes & fees
Image gallery for 2nd Floor, 1 Br / 1 Ba With Sofa Bed In The Living Room
9.89.8 out of 10 rating
Exceptional
(10 reviews)
2nd Floor, 1 Br / 1 Ba With Sofa Bed In The Living Room
Greenwich, CT
7% off
Price is NZ$1,902
NZ$1,902
NZ$272 per night
includes taxes & fees
Image gallery for The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace
9.09.0 out of 10 rating
Wonderful
(6 reviews)
The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace
Stamford, CT
8% off
Price is NZ$9,791
NZ$9,791
NZ$1,399 per night
includes taxes & fees
Image gallery for Cozy house on the Hudson
9.69.6 out of 10 rating
Exceptional
(52 reviews)
Cozy house on the Hudson
Ossining, NY
8% off
Price is NZ$3,083
NZ$3,083
NZ$440 per night
includes taxes & fees
Image gallery for Near NYC ~ Fire pit, Game Room, Family Friendly, King Bed, Modern Luxury
9.69.6 out of 10 rating
Exceptional
(12 reviews)
Near NYC ~ Fire pit, Game Room, Family Friendly, King Bed, Modern Luxury
New Rochelle, NY
5% off
Price is NZ$8,823
NZ$8,823
NZ$1,260 per night
includes taxes & fees
Image gallery for Cozy 3 bedroom House 25 min away from New York
8.88.8 out of 10 rating
Excellent
(11 reviews)
Cozy 3 bedroom House 25 min away from New York
Ridgefield, NJ
8% off
Price is NZ$4,236
NZ$4,236
NZ$605 per night
includes taxes & fees
Image gallery for Charming 3-bedroom house.
1010 out of 10 rating
Exceptional
(7 reviews)
Charming 3-bedroom house.
Cortlandt, NY
7% off
Price is NZ$4,032
NZ$4,032
NZ$576 per night
includes taxes & fees
Image gallery for Spacious 3b/3b Mediterranean in White Plains
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Spacious 3b/3b Mediterranean in White Plains
White Plains, NY
8% off
Price is NZ$5,145
NZ$5,145
NZ$735 per night
includes taxes & fees
Image gallery for Elegant Main Street Living* Near NYC
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Elegant Main Street Living* Near NYC
Hackensack, NJ
8% off
Price is NZ$2,763
NZ$2,763
NZ$395 per night
includes taxes & fees
Image gallery for Gorgeous, 2- bedroom apartment walking distance to GWB!
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Gorgeous, 2- bedroom apartment walking distance to GWB!
Fort Lee, NJ
8% off
Price is NZ$3,001
NZ$3,001
NZ$429 per night
includes taxes & fees
Image gallery for PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
8.88.8 out of 10 rating
Excellent
(32 reviews)
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
Yonkers, NY
7% off
Price is NZ$3,310
NZ$3,310
NZ$473 per night
includes taxes & fees
Image gallery for Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
1010 out of 10 rating
Exceptional
(21 reviews)
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Rye Brook, NY
8% off
Price is NZ$3,052
NZ$3,052
NZ$436 per night
includes taxes & fees
Image gallery for Kings Point, Great Neck, USMMA, Cozy private space, entrance, self check in
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Kings Point, Great Neck, USMMA, Cozy private space, entrance, self check in
Great Neck, NY
7% off
Price is NZ$2,343
NZ$2,343
NZ$335 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Orange Trailhead
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
111 reviews(111 reviews)
Cozy house on the Hudson
Sleeps 2 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
52 reviews(52 reviews)
Stunning views, 3-bedroom house in delightful Croton-on-Hudson with WiFi, AC
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
Hudson River Views + Firepit, Patio, Dog Run, Game Room | Stone Manor
Sleeps 12 · 4 bedrooms · 3+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Relaxing & Great Location & Minutes from New York
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Hudson Valley Getaway for Families
Sleeps 12 · 6 bedrooms · 2+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
92 reviews(92 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