Upperville Accommodations - Hotels & Rentals
About Upperville Vacation Rentals
Discover More than 54 Incredible Getaway Rentals Available in Upperville. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Upperville.
Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Upperville, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Upperville. The Average Size of Places to Stay Near Upperville is 1296.22 ft², with Prices Averaging US $657 per Night.
Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Upperville. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.
Top Hotels & Vacation Rentals in Upperville
| Type | Count |
|---|---|
| Vacation Homes | 33 |
| Cottages | 8 |
| Villas | 2 |
| Holiday Apartments | 1 |
Use these Quick Filters to Find a Vacation Rental in Upperville
★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Upperville with Online Reservations.
Weather in Upperville, VA
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Activities UppervilleGuest Reviews Local Attractions
A Large Selection of Hotels and Vacation Rentals from Around the World UppervilleGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey
Frequently Asked Questions About Upperville?
What are the top hotels, lake houses & vacation rentals in Upperville?
We provide an array of great vacation destinations in Upperville. If you are looking to stay in or around the Upperville area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Upperville:
- Stylishly restored 1800's historic home- heart of Virginia hunt & wine country!
- 18th Century Stone Cottage minutes from historic Middleburg
- Lovely Guest House 2.5 miles from downtown Middleburg
- Hunt Country cottage in Upperville!
- Historic house in Upperville! Wineries, equestrian events, great location!
- Peaceful Mountain Retreat Near Appalachian Trail, Wineries, Breweries and More
- Cozy Country Getaway in the Heart of Upperville
- Renovated 1880s farmhouse near the Blue Ridge and Sky Meadows with amazing views
- Charming 3-bedroom cottage located on historic Seaton Place Farm in Delaplane VA
- Historic home nestled in the heart of horse and wine country. Kids/pet friendly!
How many hotels, resorts, or rentals are available in Upperville?
Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2026 is over 54 in the Upperville area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Upperville.
