Vacation rentals in Orange County
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Top cities to explore in Orange County

Middletown
Top vacation rentals in Orange County

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

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

Large Lake House Property Your Family And Friends Will Love Staying At!

Spacious 7BR Villa on 14 Acres w/ Indoor Pool

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

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

Spectacular Historic Mansion w/Pool&Tennis

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

Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

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

Stay in the heart of Greenwood Lake minutes away from the lake

Cabin in the heart of the Hudson Valley, Cabin 2

Cozy Family River Valley Retreat w/ Fireplace & Games

Enjoy the view and easy lake access just steps from the Appalachian Trail

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

Waterfront, rustic resort like farmhouse with pool

Perfect and Spacious Hudson Valley Escape!
The Best Way to Find Vacation Rentals in Orange County
How cheap is a vacation rental in Orange County?
You can find Orange County vacation rentals from just $148 per night.
How do you look for the best vacation rental deals in Orange County with Travelocity?
Simply enter your travel dates and filter by price, property type, bedrooms, amenities, and more. We put all the best deals in one place, so it’s easy to find your perfect stay. You’ll always find incredible deals on Orange County vacation rentals with Travelocity.
Are cancellations free on vacation rentals with Travelocity?
You may be able to cancel your Orange County vacation rental for free. Cancellation policies differ between properties so check the terms of your stay before you book. Travelocity offers many flexible cancellation options as well as book now, pay later deals for peace of mind.
What types of vacation rentals are available in Orange County?
Whether you’re in search of adventure, planning a romantic getaway, or booking a trip for the whole family, you’re sure to find the perfect Orange County vacation rental. Check out our tempting selection of resorts, apartments, vacation homes, condos and more and start building a trip to really look forward to, whatever your budget and your wish list.
What are the benefits of booking a short-term rental in Orange County?
Whether you’re a winter wanderer or planning a summer sojourn, Orange County vacation rentals make for a great trip—find one at Travelocity for a fantastic price. With a range of amenities on offer, like swimming-pools, free WiFi, breakfast included, pet-friendly options and many more, it’s easy to book a vacation rental that checks all the boxes. And with Travelocity’s easy filtering system, you’ll find yours in no time.
Where can I find vacation rentals in Orange County?
Take your pick from the excitement of the big Orange County cities. Or escape to nature in the miles of greenery that are waiting for you. Browse a selection of the best deals with Travelocity, enter your travel dates, or check out the map view to find a hidden gem.
How do I find a family-friendly vacation rental in Orange County?
Simply enter your travel dates and hit search. From here, you can filter to find your family-friendly stay, as well as a range of other amenities, such as hot tubs, pools, and even waterparks.
Why is Travelocity the best site to find your Orange County rentals?
Travelocity takes care of everything, bringing incredible deals on an impressive selection of accommodation into one simple-to-use portal. And because we always source incredible deals, you can make a saving on many bookings. Travelocity makes it easy.
How do I cancel my vacation rental with Travelocity?
It’s simple. Just contact the property manager. You’ll find their contact information in the itinerary section of your Travelocity account. In many cases, you may be able to get a full refund if you cancel before the cancellation deadline. Deadlines differ between properties, so it’s always best to check before you book. To find out more, visit the Customer Service PortalOpens in a new window.









