A suspension bridge over a river, surrounded by autumn-colored trees.

Holiday Homes in Orange County

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Top Cities in Orange County

Our top choices for Orange County holiday homes

1. Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
8.8 out of 10, Excellent, (23 reviews)
"Great place, but you can hear red everything going on outside your room with the restaurant downstairs and other people in the common area. But I’d definitely come back here"
United States
Joseph
The price is AU$228
includes taxes & fees
16 Nov - 17 Nov
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

2. Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Newburgh
10.0 out of 10, Exceptional, (335 reviews)
"Thanks, as always, for helping us enjoy a memorable weekend. Fortunately, the weather cooperated, so we could spend lots of time in the water."
United States
Alan D.
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

3. 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
8.8 out of 10, Excellent, (28 reviews)
"Great value and beautiful room and In ."
United States
Paul E.
The price is AU$219
includes taxes & fees
17 Nov - 18 Nov
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

4. 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, (20 reviews)
"Beautiful home, attentive hosts, and the hot tub was great!"
United States
Kyle F.
The price is AU$1,738
includes taxes & fees
30 Nov - 1 Dec
New Farmhouse-Hot Tub, King Beds, Game Room, Pro Golf Sim & Amazing Valley View!

5. Cozy 3bedroom home in Highland Falls, only a five-minute walk from West Point NY

Cozy 3bedroom home in Highland Falls, only a five-minute walk from West Point NY
Highland Falls
9.8 out of 10, Exceptional, (6 reviews)
"We are a family of 5 and it was perfect for our visit. The check in was easy and the host communicated and responded to my questions in a timely manner. "
United States
Danielle S.
Cozy 3bedroom home in Highland Falls, only a five-minute walk from West Point NY

6. 3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point

3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point
Cornwall
10.0 out of 10, Exceptional, (16 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is AU$668
includes taxes & fees
15 Nov - 16 Nov
3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point

7. 5 bdrm Victorian, built in 1881-With 21 rooms, on a hill on 4 VERY private acres

5 bdrm Victorian, built in 1881-With 21 rooms, on a hill on 4 VERY private acres
New Windsor
9.6 out of 10, Exceptional, (9 reviews)
"Beautiful historic home. Large rooms. Plenty of space for the entire family. This is a historic home and the amenities reflect that. Great location, close to restaurants and shopping. "
United States
Edward W.
5 bdrm Victorian, built in 1881-With 21 rooms, on a hill on 4 VERY private acres

8. Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9
Newburgh
9.8 out of 10, Exceptional, (53 reviews)
"Was a beautiful stay!"
United States
Paul O.
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

9. Updated Home w/ Patio Half Mile to West Point

Updated Home w/ Patio Half Mile to West Point
Highland Falls
10.0 out of 10, Exceptional, (40 reviews)
"Awesome stay in Highland Falls will stay again."
United States
Thomas M.
Updated Home w/ Patio Half Mile to West Point

10. Lakefront • 7BR Retreat • Sleeps 12 • Massage Chair

Lakefront • 7BR Retreat • Sleeps 12 • Massage Chair
Monroe
10.0 out of 10, Exceptional, (5 reviews)
"The combination of an antique, old-style house with a modernized interior featuring all the amenities you could dream of made for an enjoyable and cozy experience. The house is located right at the back of the lake in a quiet neighborhood and comes fully equipped with:- A spacious layout- High-speed Wi-Fi- Useful massage chair - Fun recreational areas- Lovely decorThis house will truly become a staple in the area."
United States
Moshe F.
The price is AU$1,672
includes taxes & fees
17 Nov - 18 Nov
Lakefront • 7BR Retreat • Sleeps 12 • Massage Chair

11. Charming 3-bedroom house in Greenwood Lake walking distance to the Lake!

Charming 3-bedroom house in Greenwood Lake walking distance to the Lake!
Greenwood Lake
10.0 out of 10, Exceptional, (9 reviews)
"We had a great experience staying in this rental. Everything inside was very clean and well organized. Pet friendly and it was great to bring our dog with us for the weekend. Would definitely recommend staying here again."
United States
Joan K.
Charming 3-bedroom house in Greenwood Lake walking distance to the Lake!

12. Walk to Hudson River Waterfront: Newburgh Home

Walk to Hudson River Waterfront: Newburgh Home
Newburgh
8.8 out of 10, Excellent, (3 reviews)
"It was a great location for our needs."
United States
Sally B.
Walk to Hudson River Waterfront: Newburgh Home

13. Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.

Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.
Highland Falls
10.0 out of 10, Exceptional, (39 reviews)
"Everything was good. Heather was very attentive."
United States
Jeannette P.
Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.

14. House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
9.8 out of 10, Exceptional, (16 reviews)
"Host was available and communicated very well. The house was very clean too."
United States
Erika
House on the Babbling Brook- Quiet 2BR + King Bed!

15. The Cozy Goshen Home, 5mins from LEGOLAND and near skiing!

The Cozy Goshen Home, 5mins from LEGOLAND and near skiing!
Goshen
10.0 out of 10, Exceptional, (26 reviews)
"Great home, perfect for our needs. We were in town for a family wedding and had three generations staying at the house including an 18 month old. Barbecue was good, easy to work. The downstairs shower room was fantastic."
United States
Joanne P.
The Cozy Goshen Home, 5mins from LEGOLAND and near skiing!

16. Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
New Windsor
10.0 out of 10, Exceptional, (83 reviews)
"Great place! Clean, spacious, really enjoyed the property!Conveniently located to great food options, and US MA. Will definitely stay here again!"
United States
MICHAEL B.
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

17. Lakefront/Legoland/West Point Retreat Under 1 Hour From NYC! Heated pool & Spa!

Lakefront/Legoland/West Point Retreat Under 1 Hour From NYC! Heated pool & Spa!
Monroe
10.0 out of 10, Exceptional, (56 reviews)
"Great spot for a family vacay! The kids loved the playroom and the property is wonderful. "
United States
Kellen P.
Lakefront/Legoland/West Point Retreat Under 1 Hour From NYC! Heated pool & Spa!

18. Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.4 out of 10, Exceptional, (12 reviews)
"House was exactly as described. Would stay again."
United States
Beth M.
The price is AU$523
includes taxes & fees
8 Dec - 9 Dec
Fabulous 3bdrm Home w/parking!

19. Lakefront Cove | Dock • Kayaks • Paddleboards

Lakefront Cove | Dock • Kayaks • Paddleboards
Greenwood Lake
10.0 out of 10, Exceptional, (5 reviews)
"We had a wonderful time. This spot is so idyllic. Tranquil and convenient. The rooms are cozy, and the bathroom is nicely updated. The grill was very easy to use, and all the other amenities are as described. We weren’t able to use the boats, but they were definitely there and available for use. We hit up a cute farmers market in town on Saturday morning, got coffee at the local cafes, and popped to the local lake beach for a swim (10pp entrance fee fyi), and there was a little concert going on...
United States
Rebecca S.
Lakefront Cove | Dock • Kayaks • Paddleboards

20. Cozy Chic Lakehouse Retreat – The Perfect Base for Year-Round Getaways

Cozy Chic Lakehouse Retreat – The Perfect Base for Year-Round Getaways
Greenwood Lake
8.0 out of 10, Very good, (2 reviews)
"The beds and pillows were super comfortable. The water pressure in the showers was great, nice outside deck with beautiful views. We were happy with the many television options. House was stocked well with everything we needed. Smooth check in and out."
United States
Ashlee T.
Cozy Chic Lakehouse Retreat – The Perfect Base for Year-Round Getaways
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

Find out more about Orange County

Orange County Holiday Homes information

Number of reviews
758
Accommodation
159 Holiday Homes
Lowest Price
AU$219
Highest Price
AU$1,738

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