Find Vacation Homes in Orange County, NY from $148

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Vacation Homes in Orange County

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

9.8 out of 10, Exceptional, (16)
"The house was beautiful inside and out. Owners were so nice and made sure we had everything we needed for our weekend getaway."
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

10.0 out of 10, Exceptional, (23)
"Clean, comfortable, beautiful views, cute little town. Super accommodating host. Couldn’t have asked for more. "
$478 nightly
The price is $541
Oct 22 - Oct 23
Total with taxes and fees
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

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

10.0 out of 10, Exceptional, (308)
"We had the most relaxing 3 night stay at Don's vacation home. It is spacious and comfortable. Orange Lake right out the back door was a beautiful backdrop all throughout the day. Don gave us great recommendations for local restaurants too.It was the perfect weekend."
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

Large,Cozy,Bright Apartment, Business Themed.

8.8 out of 10, Excellent, (15)
"Very cozy stay with responsive host"
$577 nightly
The price is $682
Oct 3 - Oct 4
Total with taxes and fees
Large,Cozy,Bright Apartment, Business Themed.

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

9.8 out of 10, Exceptional, (12)
"We were very comfortable and enjoyed our stay. We enjoyed the deer and bunnies!"
Stunning 10-Acre Luxury Retreat Breathtaking Views – 4BR, 4BA Near NYC & Warwick

Cozy Cabin with Sauna & Firepit!

9.2 out of 10, Wonderful, (35)
"We had a peaceful stay here while we were in town for a few days.The cabin was very cute, clean, and the neighborhood/ neighbors were very quiet. The steps into the bathroom and bedroom were illuminated and the upstairs loft was a cool getaway for our teenager.Recommend taking a bigger vehicle that can take a rough gravel road."
Cozy Cabin with Sauna & Firepit!

The Woodbury Cottage

8.8 out of 10, Excellent, (25)
"A cozy place to stay. "
The Woodbury Cottage

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

10.0 out of 10, Exceptional, (39)
"Everything was good. Heather was very attentive."
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
9.0 out of 10, Wonderful, (12)
"The owner was extremely responsive and the home was very clean."
$430 nightly
The price is $430
Oct 5 - Oct 6
Total with taxes and fees
Stylish & Peaceful Getaway on 3 Private Acres

Charming 4-bedroom house in tranquil Cuddebackville

2.0 out of 10, (1)
$686 nightly
The price is $776
Oct 3 - Oct 4
Total with taxes and fees
Charming 4-bedroom house in tranquil Cuddebackville

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

8.8 out of 10, Excellent, (5)
"Nice to have top notch bar/restaurant downstairs!"
$131 nightly
The price is $148
Oct 6 - Oct 7
Total with taxes and fees
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Discover Nature’s Glory! Perfect Family Home

8.0 out of 10, Very Good, (3)
"Thanks for the stay"
Discover Nature’s Glory! Perfect Family Home

Lakefront House on Breathtaking Greenwood Lake, NY Short Term Rental 34165

9.8 out of 10, Exceptional, (122)
"Stunning home right on lake in prime location. Beds are super comfy. Home is extremely relaxing and will be coming back again!"
Lakefront House on Breathtaking Greenwood Lake, NY Short Term Rental 34165

Lake House, ONE HOUR from NYC

9.8 out of 10, Exceptional, (33)
"We enjoyed our stay. Everything is neat and clean and location was great for us."
Lake House, ONE HOUR from NYC

NEW – 2 Side-by-Side Lake Homes Sleep 17 Pet Friendly 2 Private Docks -1 hr NYC

10.0 out of 10, Exceptional, (10)
"Both of the lake homes are amazing. Comfortable, well appointed, and Camille made sure there were extra touches that made us feel right at home. Camille was an excellent host, providing recommendations for things needed during our stay and was very responsive. I would highly recommend this property to any one. Thank you for a perfect visit Camille!"
NEW – 2 Side-by-Side Lake Homes Sleep 17 Pet Friendly 2 Private Docks -1 hr NYC

Stunning historic Victorian house in Newburgh

9.4 out of 10, Exceptional, (11)
"We had a great time, and were amazed by the artifacts, furnishings, and of course the bird paintings! We dubbed ourselves Victorian Bird Queens for the weekend, and local friends praised the owner and the house as well. Thank you for a great stay!"
Stunning historic Victorian house in Newburgh

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

10.0 out of 10, Exceptional, (5)
"The house was beautiful. Nice kitchen comfortable beds and a relaxing deck. "
Charming 2-bedroom house in Greenwood Lake with Central AC/Heat

Modern Comfort Meets Nature -Private Dock, Fire Pit & Detached Sleep Cabins

9.8 out of 10, Exceptional, (62)
"Wonderful - Annual tradition at the lake. Snow falling and we were warm and cozy together in the lodge and cabins. Camille is a superb host. Very special place. "
Modern Comfort Meets Nature -Private Dock, Fire Pit & Detached Sleep Cabins

Elegant Home w/7BRs, Game Room, Luxury Yard, Pool

10.0 out of 10, Exceptional, (1)
"My experience was very good. House was spacious & very clean for a big family. The kids enjoyed the pool very much, the views, especially @ sunset was gorgeous. Its close to the food store. Overall, i enjoyed it very much. My family enjoyed the stay."
Elegant Home w/7BRs, Game Room, Luxury Yard, Pool

Farmhouse in Warwick Valley!

Farmhouse in Warwick Valley!
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

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 $776 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
637
Accommodation
166 Vacation Homes
Lowest Price
$148
Highest Price
$776

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Explore a world of travel with Expedia