Holiday Homes in Orange County

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Top Cities in Orange County

Our top choices for Orange County holiday homes

Spacious 7BR Villa on 14 Acres w/ Indoor Pool

Spacious 7BR Villa on 14 Acres w/ Indoor Pool
Washingtonville
Spacious 7BR Villa on 14 Acres w/ Indoor Pool

Cozy Cabin with Sauna & Firepit!

Cozy Cabin with Sauna & Firepit!
Monroe
9.0 out of 10, Wonderful, (45 reviews)
"We very much enjoyed our stay in the cozy cabin. It is truly a gem, down to its warm cedar tones and comfortable loft. It was a welcome stay for us as a family, and we hope to return. "
United States
Rebecca D.
Cozy Cabin with Sauna & Firepit!

Lakefront Paradise Pool + Paddle Boats Sleeps 12

Lakefront Paradise Pool + Paddle Boats Sleeps 12
Monroe
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful week long stay. The house is beautiful and right on the lake, with beautiful views and sunsetsWe were there for a West Point Graduation and was about a 30 minute drive to the school, even on the busy days of the parade and graduation dayThe house had plenty of room for our group and the host was easy to get ahold of. There are 4 official bedroom and 4 bathrooms and a basement and 2 office/den, 2 washer and dryers - one in the top floor and another in the basement which has...
United States
Courtney D.
Lakefront Paradise Pool + Paddle Boats Sleeps 12

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
10.0 out of 10, Exceptional, (32 reviews)
"Was a beautiful stay!"
United States
Paul O.
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

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, (319 reviews)
"I was very happy and impressed with the availability and responsiveness of the host. Any issues were addressed immediately. The location was very spacious and comfortable. We definitely will want to stay here again!!!"
United States
Megan P.
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

Cozy 1920’s home in the heart of Pine Bush

Cozy 1920’s home in the heart of Pine Bush
Pine Bush
9.8 out of 10, Exceptional, (33 reviews)
"Excellent stay"
United States
Alex V.
Cozy 1920’s home in the heart of Pine Bush

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, (33 reviews)
"Great location, good communication, and wonderfully appointed."
United States
george l.
Updated Home w/ Patio Half Mile to West Point

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, (48 reviews)
"The host was very welcoming, the little details in the house really made us moms happy. The house was clean and our boys absolutely loved the basement and the access to the hot tub from the basement. The local food was fantastic. We came in the winter, but all talked about how much we would love to be here in the summer as well."
United States
Lesley M.
Lakefront/Legoland/West Point Retreat Under 1 Hour From NYC! Heated pool & Spa!

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, (9 reviews)
"So cute and cozy!! We had the best time and loved it. "
United States
corinne n.
The price is AU$628
includes taxes & fees
23 June - 24 June
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

Waterfall Cottage - Romantic Luxury Escape - nearby hiking, wineries and skiing

Waterfall Cottage - Romantic Luxury Escape - nearby hiking, wineries and skiing
Warwick
10.0 out of 10, Exceptional, (156 reviews)
"Was absolutely quiet, peaceful, and relaxing!"
United States
Anonymous traveller
Waterfall Cottage - Romantic Luxury Escape - nearby hiking, wineries and skiing

Ann Creek: Charming 2 BR fully renovated house at Greenwood Lake. Dog friendly.

Ann Creek: Charming 2 BR fully renovated house at Greenwood Lake. Dog friendly.
Greenwood Lake
9.8 out of 10, Exceptional, (9 reviews)
"This place was amazing. Perfect location, well stocked, clean, and really cozy! Highly recommend staying there!"
United States
Emilie R.
Ann Creek: Charming 2 BR fully renovated house at Greenwood Lake. Dog friendly.

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
10.0 out of 10, Exceptional, (2 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

4 Mi to Hudson River: Cozy Newburgh Home!

4 Mi to Hudson River: Cozy Newburgh Home!
Newburgh
9.6 out of 10, Exceptional, (13 reviews)
"Beautiful home & great location! We needed to contact the host at different times and we appreciated the attentiveness! "
United States
Lance M.
4 Mi to Hudson River: Cozy Newburgh Home!

Sleek Escape: Modern 3 BR- 4 Min from West Point !

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
9.2 out of 10, Wonderful, (7 reviews)
"Great location and super host. "
United States
James U.
Sleek Escape: Modern 3 BR- 4 Min from West Point !

Spacious Port Jervis Home - beautiful views

Spacious Port Jervis Home - beautiful views
Port Jervis
9.6 out of 10, Exceptional, (7 reviews)
"Clean, spacious and beautiful property. Would definitely stay again if in the area."
United States
Patricia
Spacious Port Jervis Home - beautiful views

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)
"The property was clean, up to date, and equipped with everything we needed for an easy, pleasant weekend away."
United States
Stephanie Z.
Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.

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, (37 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 AU$815
includes taxes & fees
22 June - 23 June
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Perfect and Spacious Hudson Valley Escape!

Perfect and Spacious Hudson Valley Escape!
Cornwall
10.0 out of 10, Exceptional, (1 review)
"Great host, very responsive and accommodating. The house was very clean and comfortable."
United States
Joseph S.
The price is AU$1,139
includes taxes & fees
18 June - 19 June
Perfect and Spacious Hudson Valley Escape!

Lakefront Retreat, Front Row, Sunset Views .

Lakefront Retreat, Front Row, Sunset Views .
Greenwood Lake
10.0 out of 10, Exceptional, (5 reviews)
"Amazing retreat.... the lake, the view, the beautiful swans and ducks! Incredible aura and vibe, you settle right in happily!"
United States
Jim O.
Lakefront Retreat, Front Row, Sunset Views .

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

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
10.0 out of 10, Exceptional, (8 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is AU$552
includes taxes & fees
22 June - 23 June
House on the Babbling Brook- Quiet 2BR + King Bed!
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
795
Accommodation
183 Holiday Homes
Lowest Price
AU$552
Highest Price
AU$1,139

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