Holiday rentals near Orange Trailhead
We found 1,279 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:1 Aug - 8 Aug
Image gallery for GORGEOUS WATER FRONT HOUSE / HUGE GARDEN & SEA ACCESS
1010 out of 10 rating
Exceptional
(19 reviews)
GORGEOUS WATER FRONT HOUSE / HUGE GARDEN & SEA ACCESS
Mamaroneck, NY
8% off
Price is NZ$33,589
NZ$33,589
NZ$4,798 per night
includes taxes & fees
Image gallery for Stylish Beach Home near Stamford Downtown/Beach
1010 out of 10 rating
Exceptional
(19 reviews)
Stylish Beach Home near Stamford Downtown/Beach
Stamford, Connecticut
8% off
Price is NZ$13,360
NZ$13,360
NZ$1,909 per night
includes taxes & fees
Image gallery for Waterfront Retreat Center for Health & Wellness
9.69.6 out of 10 rating
Exceptional
(56 reviews)
Waterfront Retreat Center for Health & Wellness
New Rochelle, NY
11% off
Price is NZ$17,957
NZ$17,957
NZ$2,565 per night
includes taxes & fees
Image gallery for Hudson River Views + Firepit, Patio, Dog Run, Game Room | Stone Manor
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Hudson River Views + Firepit, Patio, Dog Run, Game Room | Stone Manor
Briarcliff Manor, New York
18% off
Price is NZ$11,408
NZ$11,408
NZ$1,630 per night
includes taxes & fees
Image gallery for Minutes to NYC Private house in quite Neiborhood, walking distance to Starbucks
8.08.0 out of 10 rating
Very good
(5 reviews)
Minutes to NYC Private house in quite Neiborhood, walking distance to Starbucks
Mount Vernon, NY
8% off
Price is NZ$8,095
NZ$8,095
NZ$1,156 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$2,799
NZ$2,799
NZ$400 per night
includes taxes & fees
Image gallery for Luxury 3Bed Private Apartment Near Manhattan
9.29.2 out of 10 rating
Wonderful
(13 reviews)
Luxury 3Bed Private Apartment Near Manhattan
New Rochelle, NY
12% off
Price is NZ$5,481
NZ$5,481
NZ$783 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$1,927
NZ$1,927
NZ$275 per night
includes taxes & fees
Image gallery for Beautiful private guesthouse in Larchmont
1010 out of 10 rating
Exceptional
(7 reviews)
Beautiful private guesthouse in Larchmont
Larchmont, NY
8% off
Price is NZ$4,797
NZ$4,797
NZ$685 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
(15 reviews)
Second floor cottage apartment located in a private community.
Stamford, CT
8% off
Price is NZ$3,515
NZ$3,515
NZ$502 per night
includes taxes & fees
Image gallery for Newly Renovated Cozy 2 Bedroom Apartment with 3 min walk to Main Street
1010 out of 10 rating
Exceptional
(8 reviews)
Newly Renovated Cozy 2 Bedroom Apartment with 3 min walk to Main Street
Tarrytown, NY
8% off
Price is NZ$5,240
NZ$5,240
NZ$749 per night
includes taxes & fees
Image gallery for ✔Beautiful Luxury Apartment ✔15 mi from American Dream Mall & Prudential Center.
1010 out of 10 rating
Exceptional
(9 reviews)
✔Beautiful Luxury Apartment ✔15 mi from American Dream Mall & Prudential Center.
Paterson, NJ
8% off
Price is NZ$5,264
NZ$5,264
NZ$752 per night
includes taxes & fees
Image gallery for Contemporary Cozy Cottage
1010 out of 10 rating
Exceptional
(18 reviews)
Contemporary Cozy Cottage
Lake Peekskill, NY
8% off
Price is NZ$3,402
NZ$3,402
NZ$486 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$20,566
NZ$20,566
NZ$2,938 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
8% off
Price is NZ$3,978
NZ$3,978
NZ$568 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$4,291
NZ$4,291
NZ$613 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$3,092
NZ$3,092
NZ$442 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$2,335
NZ$2,335
NZ$334 per night
includes taxes & fees
Image gallery for Discover fun at NYC 30min drive stay at our cozy 2bed apartment in New Rochelle
9.09.0 out of 10 rating
Wonderful
(16 reviews)
Discover fun at NYC 30min drive stay at our cozy 2bed apartment in New Rochelle
New Rochelle, NY
11% off
Price is NZ$2,238
NZ$2,238
NZ$320 per night
includes taxes & fees
Image gallery for Great Looking Studio apartment in NYC Brownstone
8.08.0 out of 10 rating
Very good
(15 reviews)
Great Looking Studio apartment in NYC Brownstone
New York, NY
8% off
Price is NZ$2,334
NZ$2,334
NZ$333 per night
includes taxes & fees
Image gallery for Immaculate, Newly Renovated 1 Bedroom Apt Near NYC
1010 out of 10 rating
Exceptional
(17 reviews)
Immaculate, Newly Renovated 1 Bedroom Apt Near NYC
Hawthorne, NJ
8% off
Price is NZ$2,049
NZ$2,049
NZ$293 per night
includes taxes & fees
Image gallery for 3-bedroom condo in Central Park, Manhattan, Times Square!
9.89.8 out of 10 rating
Exceptional
(15 reviews)
3-bedroom condo in Central Park, Manhattan, Times Square!
New York, NY
12% off
Price is NZ$10,428
NZ$10,428
NZ$1,490 per night
includes taxes & fees
Image gallery for New Beach Home near Stamford Downtown/Shippan
1010 out of 10 rating
Exceptional
(20 reviews)
New Beach Home near Stamford Downtown/Shippan
Stamford, Connecticut
6% off
Price is NZ$19,166
NZ$19,166
NZ$2,738 per night
includes taxes & fees
Image gallery for Waterview House Walking Distance from Cove Beach
9.09.0 out of 10 rating
Wonderful
(18 reviews)
Waterview House Walking Distance from Cove Beach
Stamford, Connecticut
8% off
Price is NZ$11,560
NZ$11,560
NZ$1,651 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
109 reviews(109 reviews)
Cozy house on the Hudson
Sleeps 2 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
48 reviews(48 reviews)
Relaxing & Great Location & Minutes from New York
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
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)
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
11 reviews(11 reviews)
Hudson Valley Getaway for Families
Sleeps 12 · 6 bedrooms · 2+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
90 reviews(90 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