Orange County Vacation Rentals

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Top cities in Orange County

Newburgh which includes a marina and boating
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Newburgh

Newburgh
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Port Jervis

Port Jervis
Route 17 in ny is a great road to view the fall foliage
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Goshen

Goshen

Orange County Vacation Rentals

Large,Cozy,Bright Apartment, Business Themed.

Large,Cozy,Bright Apartment, Business Themed.

Newburgh NY
$399 nightly
The price is $471 total per night
$471 total
Dec 21 - Dec 22
Total with taxes and fees
This vacation home features a water park and barbecue grills.
Kitchen
Air conditioning
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Fort Montgomery NY
$269 nightly
The price is $304 total per night
$304 total
Dec 21 - Dec 22
Total with taxes and fees
Guests staying at this cottage have access to local meal delivery service, a garden, and barbecue grills.
Kitchen
Pet friendly
The Eagle Nest 2bd, Newburgh near DIA:Beacon and Storm King

The Eagle Nest 2bd, Newburgh near DIA:Beacon and Storm King

Newburgh NY
Guests staying at this apartment enjoy features like a gym.
Air conditioning
Gym
Modern penthouse suite in a restored grain tower with private roof deck.

Modern penthouse suite in a restored grain tower with private roof deck.

Warwick NY
$478 nightly
The price is $540 total per night
$540 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
This apartment is a smoke-free apartment building.
Kitchen
Free WiFi
Renovated House w/Hot Tub, Deck, Grill & Fire Pit

Renovated House w/Hot Tub, Deck, Grill & Fire Pit

Goshen NY
$469 nightly
The price is $490 total per night
$490 total
Jan 19 - Jan 20, 2026
Total with taxes and fees
Guests staying at this vacation home enjoy a water park, a hot tub, and laundry facilities. Additional amenities include a garden and barbecue grills.
Hot Tub
Kitchen
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 NY
At this vacation home, guests have access to features like laundry facilities and local meal delivery service.
Washer
Dryer
7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space

7BR Monroe Getaway: Pool, Hot Tub, & Huge Living Space

Monroe NY
Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. This smoke-free villa also has barbecue grills.
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

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

2 out of 5
Cornwall NY
$347 nightly
The price is $410 total per night
$410 total
Dec 25 - Dec 26
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has a garden.
Cozy Haven: A Romantic Retreat in our Tiny House!

Cozy Haven: A Romantic Retreat in our Tiny House!

Middletown NY
Guests of this cottage enjoy features like a hot tub.
Hot Tub
Kitchen
Cozy Easy Access to the Best of the Hudson Valley!

Cozy Easy Access to the Best of the Hudson Valley!

Cornwall NY
Guests staying at this vacation home have access to a garden and barbecue grills.
Kitchen
Pet friendly
Luxury 9BR Retreat w/Pool & Hot Tub

Luxury 9BR Retreat w/Pool & Hot Tub

Chester NY
Guests of this villa enjoy features like an outdoor pool, a hot tub, and an arcade/game room. Other amenities at this family-friendly villa include laundry facilities, barbecue grills, and a garden.
Pool
Hot Tub
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 NY
This vacation home features a water park and barbecue grills.
Kitchen
Air conditioning
Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails

3 out of 5
Westbrookville NY
$272 nightly
The price is $308 total per night
$308 total
Dec 30 - Dec 31
Total with taxes and fees
This cottage features free WiFi in public areas and barbecue grills. You can take advantage of free parking if you drive.
Kitchen
Parking included
Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley

Newburgh NY
$265 nightly
The price is $313 total per night
$313 total
Dec 21 - Dec 22
Total with taxes and fees
Guests staying at this apartment have access to a garden and barbecue grills.
Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ Spacious Deck

Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ Spacious Deck

Greenwood Lake NY
$703 nightly
The price is $795 total per night
$795 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
Guests staying at this vacation home enjoy a hot tub, laundry facilities, and barbecue grills.
Hot Tub
Kitchen
New Farmhouse-Hot Tub, King Beds, Game Room & View

New Farmhouse-Hot Tub, King Beds, Game Room & View

Montgomery NY
Guests of this vacation home enjoy features like a gym, a hot tub, and an arcade/game room. Other amenities at this family-friendly vacation home include laundry facilities, local meal delivery service, and barbecue grills.
Hot Tub
Kitchen
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 NY
At this vacation home, guests have access to a hot tub, an arcade/game room, and laundry facilities. Other amenities at this family-friendly vacation home include a garden and barbecue grills.
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 NY
Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.
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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.

Hotel Options in Orange County

    Hampton Inn Harriman Woodbury

    Hampton Inn Harriman Woodbury

    60 Centre Dr Central Valley NY
    $98 nightly
    The price is $120 total per night from Jan 11 to Jan 12
    $120 total
    Jan 11 - Jan 12, 2026
    Total with taxes and fees
    9.2/10 Wonderful! (1,007 reviews)
    Holiday Inn Express Hotel & Suites Chester by IHG

    Holiday Inn Express Hotel & Suites Chester by IHG

    2 Bryle Place Chester NY
    $93 nightly
    The price is $110 total per night from Dec 22 to Dec 23
    $110 total
    Dec 22 - Dec 23
    Total with taxes and fees
    8.4/10 Very Good! (1,001 reviews)
    Overlook Lodge at Bear Mountain

    Overlook Lodge at Bear Mountain

    55 Hessian Drive Bear Mountain NY
    $99 nightly
    The price is $113 total per night from Dec 21 to Dec 22
    $113 total
    Dec 21 - Dec 22
    Total with taxes and fees
    8.2/10 Very Good! (1,000 reviews)

Orbitz makes it easy to find vacation rentals in Orange County 

🏠 What is the best price for a Orange County vacation rental?


Orange County rentals range between $110 and $795 per night. At Orbitz, we have a vacation rental for every budget.


🏠 What types of vacation rentals in Orange County can I rent?


Choose from apartments to beautifully decorated vacation homes, condo resorts or even B&Bs or motels for your next Orange County getaway. Orbitz filters your search results so you can find the best Orange County vacation rental for you. We have tons of options.


🏠 Are cancellations free on Orange County vacation rentals with Orbitz?


You may be able to cancel or amend your Orange County vacation rental booking free of charge before a pre-agreed deadline. Make sure to check the terms of cancellation before you book—so you know exactly where you stand. 


🏠 How do I find the best vacation rental deals in Orange County?


Enter your travel dates, and we’ll do the rest. You can then browse our exciting deals and all the tempting vacation rentals we have on offer in Orange County by filtering your search by amenities, prices, and property types and look at customers ratings to help you pick.


🏠 How do I cancel my vacation rental booking through Orbitz


Vacation rentals have slightly different rules to other bookings on Orbitz. Usually, you need to contact your property manager, you may be able to get a full refund before the cancellation date. Click My TripsOpens in a new window on your Orbitz account page to find the right information contact. If you need more help, visit our Customer ServiceOpens in a new window page. 


🏠 What are the advantages of booking a vacation rental in Orange County?


When you book a Orange County vacation rental, you have the privacy of home and can add on those luxury amenities of a hotel. Filter your vacation rental results to find a place with a hot tub or pool, games rooms or large patio with a barbecue. With so much choice on offer, it’s easy to plan the perfect trip with Orbitz. 


🏠 Where can I find vacation rentals in Orange County?


Escape back to nature and check out some of the smaller towns. You’ll find great vacation rentals right across Orange County—with plenty of hidden gems. We also have plenty of inventory in Orange County main cities and near popular attraction spots.


🏠 Why should I book my Orange County vacation rental with Orbitz?


At Orbitz, we search the market for the best accommodation, flights, and car rental deals, so you don’t have to. We’ll help you build your dream Orange County vacation. With plenty of vacation rentals on offer, you can be sure to find the one that’s right for you in just a few clicks. 


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