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Find Vacation Homes in Orange County, NY from $148

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Top Cities in Orange County

Vacation Homes in Orange County

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

Warwick
9.4 out of 10, Exceptional, (6)
"My girlfriend and I loved our stay here! We stayed for one night and it was perfect for what we needed. Very clean with easy self-check-in. The host was very responsive with all inquiries. Short walk to nice downtown area as well!"
United States
Jay D.
$133 nightly
The price is $150
Dec 2 - Dec 3
Total with taxes and fees
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Large,Cozy,Bright Apartment, Business Themed.

Newburgh
9.0 out of 10, Wonderful, (15)
"Very cozy stay with responsive host"
United States
Adhith P.
$585 nightly
The price is $691
Nov 29 - Nov 30
Total with taxes and fees
Large,Cozy,Bright Apartment, Business Themed.

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

Newburgh
9.8 out of 10, Exceptional, (20)
"Great host, amazing area, perfect get away!"
United States
Gianna W.
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

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

Warwick
9.0 out of 10, Wonderful, (6)
"Nice to have top notch bar/restaurant downstairs!"
United States
John E
$131 nightly
The price is $148
Nov 30 - Dec 1
Total with taxes and fees
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

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

Newburgh
10.0 out of 10, Exceptional, (311)
"Excellent communication with great host. Pleasant, peaceful stay."
United States
Frank D.
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

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

Highland Falls
10.0 out of 10, Exceptional, (5)
$344 nightly
The price is $363
Nov 30 - Dec 1
Total with taxes and fees
House on the Babbling Brook- Quiet 2BR + King Bed!

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

Highland Falls
10.0 out of 10, Exceptional, (39)
"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.

Stylish & Peaceful Getaway on 3 Private Acres

2.0 star property
Goshen
9.0 out of 10, Wonderful, (12)
"Great location!"
United States
Alozie E.
$438 nightly
The price is $438
Nov 29 - Nov 30
Total with taxes and fees
Stylish & Peaceful Getaway on 3 Private Acres

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

Greenwood Lake
9.8 out of 10, Exceptional, (8)
"Awesome place. Cozy and great communication with owners. "
United States
Dominick P.
Ann Creek: Charming 2 BR fully renovated house at Greenwood Lake. Dog friendly.

Fabulous 3bdrm Home w/parking!

Highland Falls
9.0 out of 10, Wonderful, (4)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
$284 nightly
The price is $312
Dec 8 - Dec 9
Total with taxes and fees
Fabulous 3bdrm Home w/parking!

complete privacy vacation home [private pool]

Newburgh
9.8 out of 10, Exceptional, (10)
"Wonderful property! The pool was so fun!"
United States
Audrey H.
$964 nightly
The price is $1,138
Nov 30 - Dec 1
Total with taxes and fees
complete privacy vacation home [private pool]

Spectacular Historic Mansion w/Pool&Tennis

Goshen
10.0 out of 10, Exceptional, (17)
"Truly amazing house, incredible pool, easy renting experience. Would definitely be back. "
United States
Aditya U.
Spectacular Historic Mansion w/Pool&Tennis

The Woodbury Cottage

Woodbury
9.0 out of 10, Wonderful, (29)
"Very convenient location, close to the Bus stop to NYC, lots of dining options, Woodbury Commons and West Point. Frank is an excellent host - he is very prompt and extremely courteous. We enjoyed our time with our West Point Cadet visiting us when she could - it is within the 20 miles radius and about 25 minutes away"
United States
Nayana P.
The Woodbury Cottage

Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick

Warwick
9.8 out of 10, Exceptional, (13)
"We were very comfortable and enjoyed our stay. We enjoyed the deer and bunnies!"
United States
Paulette R.
Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick

Lake House, ONE HOUR from NYC

Newburgh
9.8 out of 10, Exceptional, (36)
"We enjoyed our stay. Everything is neat and clean and location was great for us."
United States
Heidi L.
Lake House, ONE HOUR from NYC

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, (4)
"Wow! The history of this home! Our host was such a pleasure to work with! He wanted to make sure our stay was memorable! Responded immediately if I had a question. Very accommodating! "
United States
Wendi B.
5 bdrm Victorian, built in 1881-With 21 rooms, on a hill on 4 VERY private acres

La Victoria 5-bedroom estate in the heart of Warwick, an Hour away from NYC

Warwick
8.0 out of 10, Very Good, (1)
"Host maintained great communication anytime we had a question. We were able to stay central for all our activities. And the town is cute too. Remember it’s like 200 yrs old so no new construction but maintained well. With many specialty shops. "
United States
Natasha P.
La Victoria 5-bedroom estate in the heart of Warwick, an Hour away from NYC

Retreat with Hot Tub, 10 Min to Skiing, Fireplace and Firepit!

Warwick
10.0 out of 10, Exceptional, (21)
"Our group enjoyed our stay at this property! The host was very responsive, and the house was a great set-up! The location was close enough to town but still serene. Would recommend this property for any group or family to stay. "
United States
Lauren L.
Retreat with Hot Tub, 10 Min to Skiing, Fireplace and Firepit!

Stunning historic Victorian house in Newburgh

Newburgh
9.4 out of 10, Exceptional, (13)
"Great location for multiple people. Has everything you need. "
United States
Jim N.
Stunning historic Victorian house in Newburgh

Charming 2-bedroom house in Greenwood Lake with Central AC/Heat

Greenwood Lake
10.0 out of 10, Exceptional, (7)
"The house was beautiful. Nice kitchen comfortable beds and a relaxing deck. "
United States
Dannielle O.
Charming 2-bedroom house in Greenwood Lake with Central AC/Heat
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

Booking Tips to Find the Best Orange County Vacation Homes


How much does it cost to rent a vacation home in Orange County?

You can find incredible Orange County vacation homes for all types of budgets: between $148 and $1,138 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Orange County?

If you are looking for a great deal on your vacation home in Orange County, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Orange County?

There are 166 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Orange County?

Begin by entering your trip dates to see what type of Orange County rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Orange County?

Booking Orange County vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Orange County rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Orange County along with your vacation property, into a Orange County vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Orange County Vacation Homes information

Number of reviews
565
Accommodation
166 Vacation Homes
Lowest Price
$148
Highest Price
$1,138

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