Compare Upperville Vacation Rentals
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Upperville Rentals
Historical cottage in the town of Paris
18th Century Stone Cottage minutes from historic Middleburg
Breathtaking views with an indoor private pool, come escape with us
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
Quiet Retreat in the Woods- HOT TUB, Arcade, Fire Pit
Peaceful Lakefront Cottage with Mountain Views!
Mt. Gilead Sunrise- Country Suite close to wineries, breweries & wedding venues
Charming Home with Yard Near Shenandoah River!
Cozy Mountain Cabin w/ Steam Shower! Great for Couples.
Buckskin Manor - Historic, Pool, 66 Acre Vineyard
Upperville Large Group Rentals
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains
5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine
Modern Country House on the Shenandoah River
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
Hot Tub, Campfire Ring, Convenient Location, Large Groups!!
Cottage on King | Charming Historic Leesburg Home
How to Book Vacation Rentals in Upperville
🏠 What is the best price for Upperville vacation rentals?
Upperville vacation rentals range in price, starting at $262 per night.
🏠 What types of vacation rentals in Upperville can I rent?
Orbitz offers a wide range of Upperville rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Upperville condo rentals.
🏠 Is it free to cancel my Upperville vacation rental with Orbitz?
Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.
🏠 How do I find the best deals to rent a Upperville vacation rental with Orbitz?
There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Upperville. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.
🏠 How can I cancel my vacation rental booking through Orbitz?
Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.
🏠 What are the advantages of booking a vacation rental in Upperville?
Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Upperville apartments and enjoy an extended stay.
🏠 Why should I book my vacation rental with Orbitz in Upperville?
Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Upperville package deals will get you even more savings.