Holiday rentals near Orange Trailhead
We found 1,308 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:31 Oct - 7 Nov
Image gallery for Contemporary Cozy Cottage
1010 out of 10 rating
Exceptional
(26 reviews)
Contemporary Cozy Cottage
Lake Peekskill, NY
8% off
Price is NZ$3,548
NZ$3,548
NZ$507 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$24,555
NZ$24,555
NZ$3,508 per night
includes taxes & fees
Image gallery for Charming 3-bedroom house.
1010 out of 10 rating
Exceptional
(9 reviews)
Charming 3-bedroom house.
Cortlandt, NY
7% off
Price is NZ$4,090
NZ$4,090
NZ$584 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$11,857
NZ$11,857
NZ$1,694 per night
includes taxes & fees
Image gallery for ZEN HOUSE Historic Sculptor Studio creator or Mount Rushmore midcentury home
1010 out of 10 rating
Exceptional
(25 reviews)
ZEN HOUSE Historic Sculptor Studio creator or Mount Rushmore midcentury home
Stamford, CT
9% off
Price is NZ$4,919
NZ$4,919
NZ$703 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
20% off
Price is NZ$4,987
NZ$4,987
NZ$712 per night
includes taxes & fees
Image gallery for The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace
8.68.6 out of 10 rating
Excellent
(7 reviews)
The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace
Stamford, CT
8% off
Price is NZ$9,448
NZ$9,448
NZ$1,350 per night
includes taxes & fees
Image gallery for Stylish 1br Unit. Parking. Easy Ride to NYC
1010 out of 10 rating
Exceptional
(14 reviews)
Stylish 1br Unit. Parking. Easy Ride to NYC
Hackensack, NJ
8% off
Price is NZ$2,795
NZ$2,795
NZ$399 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$3,527
NZ$3,527
NZ$504 per night
includes taxes & fees
Image gallery for Private Apartment on tree lined 2 acre estate. Close to beaches, farms and NYC.
8.68.6 out of 10 rating
Excellent
(10 reviews)
Private Apartment on tree lined 2 acre estate. Close to beaches, farms and NYC.
Glen Head, NY
8% off
Price is NZ$3,801
NZ$3,801
NZ$543 per night
includes taxes & fees
Image gallery for Beautiful 3-Bedroom Home only 20 minutes away from New York
1010 out of 10 rating
Exceptional
(6 reviews)
Beautiful 3-Bedroom Home only 20 minutes away from New York
Palisades Park, NJ
8% off
Price is NZ$7,697
NZ$7,697
NZ$1,100 per night
includes taxes & fees
Image gallery for Stylish downstairs apartment. Walk to town, train, & beach ferry!
1010 out of 10 rating
Exceptional
(20 reviews)
Stylish downstairs apartment. Walk to town, train, & beach ferry!
Greenwich, CT
8% off
Price is NZ$4,934
NZ$4,934
NZ$705 per night
includes taxes & fees
Image gallery for Luxury 3Bed Private Apartment Near Manhattan
9.29.2 out of 10 rating
Wonderful
(19 reviews)
Luxury 3Bed Private Apartment Near Manhattan
New Rochelle, NY
15% off
Price is NZ$6,137
NZ$6,137
NZ$877 per night
includes taxes & fees
Image gallery for PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
9.09.0 out of 10 rating
Wonderful
(36 reviews)
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
Yonkers, NY
7% off
Price is NZ$3,362
NZ$3,362
NZ$480 per night
includes taxes & fees
Image gallery for Chic, Modern & Cozy~Walk to Train~Free Parking NYC
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Chic, Modern & Cozy~Walk to Train~Free Parking NYC
New Rochelle, NY
8% off
Price is NZ$4,811
NZ$4,811
NZ$687 per night
includes taxes & fees
Image gallery for Elegant Main Street Living* Near NYC
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Elegant Main Street Living* Near NYC
Hackensack, NJ
8% off
Price is NZ$2,809
NZ$2,809
NZ$401 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
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$7,108
NZ$7,108
NZ$1,015 per night
includes taxes & fees
Image gallery for Modern 4BD/3BA w/Parking & deck & 29 min>NYC
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Modern 4BD/3BA w/Parking & deck & 29 min>NYC
Yonkers, NY
15% off
Price is NZ$4,364
NZ$4,364
NZ$623 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$4,298
NZ$4,298
NZ$614 per night
includes taxes & fees
Image gallery for Serene upstairs apt. Walk to town, train, & beach ferry!
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Serene upstairs apt. Walk to town, train, & beach ferry!
Greenwich, CT
8% off
Price is NZ$5,068
NZ$5,068
NZ$724 per night
includes taxes & fees
Image gallery for The Subterranean Haven
9.09.0 out of 10 rating
Wonderful
(8 reviews)
The Subterranean Haven
Mount Vernon, NY
8% off
Price is NZ$2,527
NZ$2,527
NZ$361 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
(7 reviews)
Minutes to NYC Private house in quite Neiborhood, walking distance to Starbucks
Mount Vernon, NY
8% off
Price is NZ$10,170
NZ$10,170
NZ$1,453 per night
includes taxes & fees
Image gallery for Bright Stylish Chic 4BR 4BA Home Pet Friendly!
1010 out of 10 rating
Exceptional
(101 reviews)
Bright Stylish Chic 4BR 4BA Home Pet Friendly!
Stamford, CT
8% off
Price is NZ$7,287
NZ$7,287
NZ$1,041 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
118 reviews(118 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
18 reviews(18 reviews)
Cozy house on the Hudson
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
56 reviews(56 reviews)
Ideal Location 1block to Main St. Restaurants , Bars,Hudson River, Bus/ Train
Sleeps 4 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Romantic retreat with stunning views of Croton River Gorge, a birder haven
Sleeps 4 · 1 bedroom · 1+ bathroom
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Relaxing & Great Location & Minutes from New York
Sleeps 8 · 4 bedrooms · 2 bathrooms
8.88.8 out of 10
Excellentexcellent
6 reviews(6 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