Upperville Rentals By Owner

There are a lot of options in Upperville. If you plan on staying in the Upperville area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Upperville:

• Renovated 1880s farmhouse near the Blue Ridge and Sky Meadows with amazing views
• 5 Min to center of Middleburg - Private Guest Suite w/private entrance & bath.
• Historic home with 7 BR near Middleburg, VA in Piedmont horse country
• Blue Mountain Log Cabin
• Cottage near Middleburg in the Center of Hunt and Wine Country
• Guest House at Mt. Independence
• Blue Ridge MTN Top Estate Retreat w/97 Acres
• Modern Private Cabin
• Blue Ridge Mountain Cedar Log Cabin's breathtaking VIEW!
• Wine Country Mountain Retreat

There are many large, family-friendly vacation homes available in Upperville; however, here are the most popular family rentals listed on our site:

• Stylishly restored 1800's historic home- heart of Virginia hunt & wine country!
• Historical Paris Cabin on Farm w/Fire Pit!
• Grand 9BR Provenance Manor Ideal for Gatherings
• Peaceful Mountain Retreat Near Appalachian Trail, Wineries, Breweries and More

Yes, there are 39 self-catering vacation homes in Upperville that have hot tubs, swimming pools, & other amenities.

There are more than 39 luxury villas and vacation homes in or near Upperville. Filter by price to compare find the most expensive places to stay on Isleofpalmsresorts.

Yes, there are 39 pet friendly vacation homes and places to stays that are available in or near Upperville that you may consider.