A dog sitting on a bench by a calm lake surrounded by trees.

Orange County Holiday Rentals

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Our top choices for Orange County holiday rentals

Living area

Hay Loft Apartment in Barn - Goshen

Hay Loft Apartment in Barn - Goshen
2.0 star property
Goshen
The price is HK$3,449
HK$4,246 total
includes taxes & fees
26 Jul - 27 Jul
Hay Loft Apartment in Barn - Goshen
Private kitchen

Carriage House Apartment Goshen NY

Carriage House Apartment Goshen NY
4.0 star property
Goshen
The price is HK$3,853
HK$4,744 total
includes taxes & fees
24 Jul - 25 Jul
Carriage House Apartment Goshen NY
Coffee/tea maker, fridge, microwave, oven

The Wine House, Sitting atop of Warwick's brand new Wine Bar

The Wine House, Sitting atop of Warwick's brand new Wine Bar
Warwick
10.0 out of 10, Exceptional, (34 reviews)
"Great place, close to everything in Warwick, would stay again"
United States
Chris K.
The price is HK$1,376
HK$2,257 total
includes taxes & fees
3 Aug - 4 Aug
The Wine House, Sitting atop of Warwick's brand new Wine Bar
Outdoor spa tub

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Greenwood Lake
9.8 out of 10, Exceptional, (39 reviews)
"We have stayed here a few times and the house is always perfect. Will stay here again in the future! "
United States
Lex S.
The price is HK$3,685
HK$6,776 total
includes taxes & fees
19 Aug - 20 Aug
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Microwave, oven, stovetop, dishwasher

Modern Hudson Valley Apt 202 - King/Queen/Twin

Modern Hudson Valley Apt 202 - King/Queen/Twin
Montgomery
9.8 out of 10, Exceptional, (20 reviews)
"Was a great stay and fabulous communication! Highly recommend "
United States
Michael C.
The price is HK$1,371
HK$2,603 total
includes taxes & fees
22 Jul - 23 Jul
Modern Hudson Valley Apt 202 - King/Queen/Twin
Outdoor pool, a heated pool

Luxury School House Retreat With Pool & Sauna - 1HR from NYC

Luxury School House Retreat With Pool & Sauna - 1HR from NYC
New Hampton
10.0 out of 10, Exceptional, (21 reviews)
"House was great, conveniently located to ski mountain, Hunter was a pleasure to work with, house was clean and had so many amenities for our family! Highly recommend! "
United States
Jennifer P.
The price is HK$5,998
HK$10,576 total
includes taxes & fees
28 Jul - 29 Jul
Luxury School House Retreat With Pool & Sauna - 1HR from NYC
Smart TV

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Goshen
9.8 out of 10, Exceptional, (13 reviews)
"Great place to stay when visiting Legoland. Convenient location and comfortable and clean."
United States
Jessica C.
The price is HK$1,294
HK$2,449 total
includes taxes & fees
10 Aug - 11 Aug
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Exterior detail

Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
Wurtsboro
9.8 out of 10, Exceptional, (10 reviews)
"Quiet, comfortable, cute, cleanliness, intimate stay. "
United States
Charise C.
The price is HK$1,294
HK$2,643 total
includes taxes & fees
28 Jul - 29 Jul
Close to Trails: Studio w/ Water Views
Outdoor spa tub

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Cornwall
10.0 out of 10, Exceptional, (10 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is HK$1,529
HK$3,140 total
includes taxes & fees
22 Jul - 23 Jul
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Interior

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
9.0 out of 10, Wonderful, (18 reviews)
"Great value and beautiful room and In ."
United States
Paul E.
The price is HK$769
HK$1,296 total
includes taxes & fees
27 Jul - 28 Jul
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Interior

Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
3.0 star property
Monroe
10.0 out of 10, Exceptional, (3 reviews)
"fantastic accommodations"
United States
David
The price is HK$1,662
HK$4,051 total
includes taxes & fees
6 Aug - 7 Aug
Hudson Valley Retreat w/ Pool Near Greenwood Lake
1 bedroom, free WiFi, bed sheets

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Warwick
10.0 out of 10, Exceptional, (44 reviews)
"Absolutely ideal comfort, cleanliness, amenities that are top notch for the kitchen and bathroom and luxury at the heart of Main Street in Warwick."
United States
Melissa V.
The price is HK$988
HK$2,164 total
includes taxes & fees
26 Jul - 27 Jul
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Coffee/tea maker, fridge, microwave, oven

New Farmhouse-Hot Tub, King Beds, Game Room, Pro Golf Sim & Amazing Valley View!

New Farmhouse-Hot Tub, King Beds, Game Room, Pro Golf Sim & Amazing Valley View!
Montgomery
10.0 out of 10, Exceptional, (19 reviews)
"Beautiful home, attentive hosts, and the hot tub was great!"
United States
Kyle F.
The price is HK$6,711
HK$11,559 total
includes taxes & fees
22 Jul - 23 Jul
New Farmhouse-Hot Tub, King Beds, Game Room, Pro Golf Sim & Amazing Valley View!
Property grounds

Villa Verde B&B, Greenwood Lake NY, 1

Villa Verde B&B, Greenwood Lake NY, 1
Monroe
10.0 out of 10, Exceptional, (31 reviews)
"Great host. Home is very clean and well appointed. Would definitely stay here again."
United States
Thomas
The price is HK$1,882
HK$2,901 total
includes taxes & fees
25 Jul - 26 Jul
Villa Verde B&B, Greenwood Lake NY, 1
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (140 reviews)
"We had a great stay!!"
United States
Jasmine
The price is HK$1,552
HK$2,556 total
includes taxes & fees
12 Aug - 13 Aug
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Exterior detail

Charming 2-bedroom apartment in the Village of Warwick

Charming 2-bedroom apartment in the Village of Warwick
Warwick
10.0 out of 10, Exceptional, (2 reviews)
"Such a cute and cozy place. Extra bedding was available, it was super clean, and the host was responsive. Would definitely stay here again."
United States
Bekki L.
The price is HK$1,223
HK$2,563 total
includes taxes & fees
2 Aug - 3 Aug
Charming 2-bedroom apartment in the Village of Warwick
Interior

Hello Small Stone

Hello Small Stone
Middletown
9.6 out of 10, Exceptional, (5 reviews)
"The house was great. It was nice to sit and relax by the small pond in the back."
United States
John H.
The price is HK$1,051
HK$2,990 total
includes taxes & fees
22 Jul - 23 Jul
Hello Small Stone
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
10.0 out of 10, Exceptional, (71 reviews)
"Comfy cozy weekend retreat"
United States
Michael M.
The price is HK$1,372
HK$2,639 total
includes taxes & fees
28 Jul - 29 Jul
Cozy country efficiency in the Hudson Valley
Coffee/tea maker, fridge, microwave, oven

Amazing Home Near West Point, Shopping, Skiing and Legoland

Amazing Home Near West Point, Shopping, Skiing and Legoland
Monroe
10.0 out of 10, Exceptional, (14 reviews)
"The host was welcoming and easy to reach. It’s a lovely, fully stocked house that had everything we needed. Check-in and check-out were a breeze. Nice, quiet location."
United States
Michael M.
The price is HK$1,960
HK$4,705 total
includes taxes & fees
24 Jul - 25 Jul
Amazing Home Near West Point, Shopping, Skiing and Legoland
Private kitchen

2-bedroom apartment in excellent Newburgh with AC and charm

2-bedroom apartment in excellent Newburgh with AC and charm
Newburgh
10.0 out of 10, Exceptional, (2 reviews)
"We have stayed here once before overnight while in the area for an event. It is close to where we needed to be and a great value for the price"
United States
Nick L.
The price is HK$1,482
HK$1,916 total
includes taxes & fees
29 Jul - 30 Jul
2-bedroom apartment in excellent Newburgh with AC and charm
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Orange County Hotel Reviews

The Thayer Hotel at West Point

The Thayer Hotel at West Point

10/10 Excellent
"This hotel feels like history when you reach the road it over looks. Obviously close enough to west point, shuttles are close by and the cute town close to the hotel has enough to walk to as well. The hotel was a fun stay because of all the fun architecture and its surroundings. Worth a stay to do what is local and to tour West Point. I’d stay here again if I came to this town!! But not sure there are many other options this close anyways!"
Felicia 1-night trip
Posted 11 hours ago
The Thayer Hotel at West Point