
Holiday rentals near Highlands Country Club
We found 480 holiday rentals — enter your dates for availability
Choose the right private holiday rental that's close to Highlands Country Club. Holiday homes offer the amenities that you expect for you and your friends, family or even pets, such as a pool 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 a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Highlands Country Club
Showing deals for:14 Nov - 21 Nov
Image gallery for Hillcrest Glasshouse - a minimalist modern retreat

1010 out of 10 rating
Exceptional
(12 reviews)
Hillcrest Glasshouse - a minimalist modern retreat
Newburgh, NY
7% off
Price is S$10,118
S$10,118
S$1,445 nightly
Includes taxes & fees
Image gallery for Lake House, ONE HOUR from NYC

9.89.8 out of 10 rating
Exceptional
(31 reviews)
Lake House, ONE HOUR from NYC
Newburgh, NY
8% off
Price is S$3,825
S$3,825
S$546 nightly
Includes taxes & fees
Image gallery for The Perfect Essential Getaway!

9.69.6 out of 10 rating
Exceptional
(5 reviews)
The Perfect Essential Getaway!
Washingtonville, NY
8% off
Price is S$9,796
S$9,796
S$1,399 nightly
Includes taxes & fees
Image gallery for Storm King Lodge is a country retreat ready for you.

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Storm King Lodge is a country retreat ready for you.
Mountainville, NY
15% off
Price is S$10,051
S$10,051
S$1,436 nightly
Includes taxes & fees
Image gallery for Faces The Hudson + Only An Hour Outside NYC

1010 out of 10 rating
Exceptional
(17 reviews)
Faces The Hudson + Only An Hour Outside NYC
Haverstraw, NY
17% off
Price is S$5,039
S$5,039
S$720 nightly
Includes taxes & fees
Image gallery for Green Haven House

9.09.0 out of 10 rating
Wonderful
(6 reviews)
Green Haven House
Campbell Hall, NY
8% off
Price is S$7,886
S$7,886
S$1,127 nightly
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 S$3,107
S$3,107
S$444 nightly
Includes taxes & fees
Image gallery for Field of Boaz - A Contemporary Country Home. Perfect for the whole family!

1010 out of 10 rating
Exceptional
(22 reviews)
Field of Boaz - A Contemporary Country Home. Perfect for the whole family!
Walden, NY
8% off
Price is S$6,225
S$6,225
S$889 nightly
Includes taxes & fees
Image gallery for MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY

9.49.4 out of 10 rating
Exceptional
(18 reviews)
MODERN FARMHOUSE HOME ON 5-ACRE DREAM PROPERTY
Monroe, NY
8% off
Price is S$3,281
S$3,281
S$469 nightly
Includes taxes & fees
Image gallery for 76 acres of peace and light in Hudson Valley

9.49.4 out of 10 rating
Exceptional
(14 reviews)
76 acres of peace and light in Hudson Valley
Campbell Hall, NY
8% off
Price is S$7,228
S$7,228
S$1,033 nightly
Includes taxes & fees
Image gallery for Stunning Hudson Valley Retreat: Huge deck with views, 90min from NYC

1010 out of 10 rating
Exceptional
(13 reviews)
Stunning Hudson Valley Retreat: Huge deck with views, 90min from NYC
Wallkill, NY
7% off
Price is S$5,875
S$5,875
S$839 nightly
Includes taxes & fees
Image gallery for Fun, Friends, and Family Lakefront Home w/Dock and Beach

1010 out of 10 rating
Exceptional
(12 reviews)
Fun, Friends, and Family Lakefront Home w/Dock and Beach
Mahopac, NY
12% off
Price is S$5,881
S$5,881
S$840 nightly
Includes taxes & fees
Image gallery for Bear Mountain House.

1010 out of 10 rating
Exceptional
(14 reviews)
Bear Mountain House.
Garrison, NY
8% off
Price is S$6,529
S$6,529
S$933 nightly
Includes taxes & fees
Image gallery for Withers Mansion Large Groups - Hudson River Views!

9.89.8 out of 10 rating
Exceptional
(12 reviews)
Withers Mansion Large Groups - Hudson River Views!
Newburgh, NY
17% off
Price is S$4,081
S$4,081
S$583 nightly
Includes taxes & fees
Image gallery for Stunning historic Victorian house in Newburgh

9.49.4 out of 10 rating
Exceptional
(11 reviews)
Stunning historic Victorian house in Newburgh
Newburgh, NY
20% off
Price is S$6,383
S$6,383
S$912 nightly
Includes taxes & fees
Image gallery for Owl's Nest: A Pet-Friendly Nature Lover's Getaway near Wineries & Hiking Trails

9.89.8 out of 10 rating
Exceptional
(18 reviews)
Owl's Nest: A Pet-Friendly Nature Lover's Getaway near Wineries & Hiking Trails
Marlboro, NY
7% off
Price is S$2,625
S$2,625
S$375 nightly
Includes taxes & fees
Image gallery for Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard

9.49.4 out of 10 rating
Exceptional
(9 reviews)
Magnificent Villa, Private Pool, Fire Pit w/Huge Backyard
Chester, NY
15% off
Price is S$13,334
S$13,334
S$1,905 nightly
Includes taxes & fees
Image gallery for Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

1010 out of 10 rating
Exceptional
(302 reviews)
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Newburgh, NY
8% off
Price is S$4,844
S$4,844
S$692 nightly
Includes taxes & fees
Image gallery for A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley

1010 out of 10 rating
Exceptional
(6 reviews)
A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley
Holmes, NY
8% off
Price is S$3,654
S$3,654
S$522 nightly
Includes taxes & fees
Image gallery for Cozy Cottage minutes to West Point

1010 out of 10 rating
Exceptional
(60 reviews)
Cozy Cottage minutes to West Point
Cornwall, NY
13% off
Price is S$5,311
S$5,311
S$759 nightly
Includes taxes & fees
Image gallery for Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.89.8 out of 10 rating
Exceptional
(118 reviews)
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery, NY
10% off
Price is S$2,069
S$2,069
S$296 nightly
Includes taxes & fees
Image gallery for Victorian house with amazing Hudson River view

9.89.8 out of 10 rating
Exceptional
(35 reviews)
Victorian house with amazing Hudson River view
Newburgh, NY
20% off
Price is S$2,694
S$2,694
S$385 nightly
Includes taxes & fees
Image gallery for La Casita - A Home Away from Home

8.88.8 out of 10 rating
Excellent
(5 reviews)
La Casita - A Home Away from Home
Wappingers Falls, NY
8% off
Price is S$1,998
S$1,998
S$285 nightly
Includes taxes & fees
Image gallery for 6 Bedroom Elegant and Comfy Upstate Oasis SANITIZED

1010 out of 10 rating
Exceptional
(22 reviews)
6 Bedroom Elegant and Comfy Upstate Oasis SANITIZED
Carmel, NY
8% off
Price is S$12,765
S$12,765
S$1,824 nightly
Includes taxes & fees
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Find the best place to stay - Highlands Country Club
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)
Relaxing & Great Location & Minutes from New York
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
8 reviews(8 reviews)
Castle in The Sky ! Beautifully Renovated Victorian one Block from Main St.
Sleeps 8 · 4 bedrooms · 4 bathrooms
9.09.0 out of 10
Wonderfulwonderful
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