
Upperville long stay rentals
Stay a week, a month or longer in a comfortable place all your own
Relax—Bookabach takes the hassle out of booking monthly rentals in Upperville. The wide selection available and useful search filters make finding your home away from home a breeze. Whether you’re looking for fast Wi-Fi for remote working, a fully equipped kitchen for home cooking or a pool where you can relax with a good book, you’re sure to find it on Bookabach. Many long-term rentals in Upperville are great for kids and welcome four-legged friends, too. What's more, some offer monthly discounts on extended-stay homes and weekly discounts on shorter-term rentals.
Featured long stay living spaces - Upperville
Showing deals for:8 Feb - 8 Mar
Image gallery for Virginia Wine Country Retreat 60 mi. from DC<br><br><br>

Virginia Wine Country Retreat 60 mi. from DC<br><br><br>
Linden
Image gallery for Peaceful Mountain Retreat Near Appalachian Trail, Wineries, Breweries and More

Peaceful Mountain Retreat Near Appalachian Trail, Wineries, Breweries and More
Bluemont
Image gallery for Bluemont Village - Wine Country Retreat • Near Loudoun Vineyards and Venues

Bluemont Village - Wine Country Retreat • Near Loudoun Vineyards and Venues
Bluemont
Image gallery for Charming 3-bedroom cottage located on historic Seaton Place Farm in Delaplane VA

Charming 3-bedroom cottage located on historic Seaton Place Farm in Delaplane VA
Delaplane
Image gallery for Historic spacious home in the heart of Upperville, VA

Historic spacious home in the heart of Upperville, VA
Upperville
Image gallery for NEW Zen Cabin in the Clouds . Hot Tub, Wineries, Skyline

NEW Zen Cabin in the Clouds . Hot Tub, Wineries, Skyline
Front Royal
Image gallery for CEDAR LANE - Private Cottage, Sophisticated Country Charm

CEDAR LANE - Private Cottage, Sophisticated Country Charm
Middleburg
Image gallery for Peony Place flower farm and renovated farmhouse in Virginia horse country.

Peony Place flower farm and renovated farmhouse in Virginia horse country.
Boyce
Image gallery for New - The Farmhouse at 1702!

New - The Farmhouse at 1702!
Delaplane
Image gallery for The Van Gogh Room in Villa

The Van Gogh Room in Villa
Purcellville
Image gallery for Monet HoneymoonSuite in villa.Elegant Lrg 2rm w/balcony, jacuzzi n phenom.view.

Monet HoneymoonSuite in villa.Elegant Lrg 2rm w/balcony, jacuzzi n phenom.view.
Purcellville
Image gallery for Renovated 1880s farmhouse near the Blue Ridge and Sky Meadows with amazing views

Renovated 1880s farmhouse near the Blue Ridge and Sky Meadows with amazing views
Delaplane
Image gallery for Tyrolean Garden Suite w/pool/private entrance n patio

Tyrolean Garden Suite w/pool/private entrance n patio
Purcellville
Image gallery for Mountain Cabin Retreat | Hot Tub & Foosball |

Mountain Cabin Retreat | Hot Tub & Foosball |
Front Royal
Image gallery for Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.

Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
Bluemont
Image gallery for Historic Equestrian Estate in Middleburg Hunt Country

Historic Equestrian Estate in Middleburg Hunt Country
Middleburg
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Great discounts on monthly rentals in Upperville
You’ll often find discounted rates for long stays of over 28 days on Bookabach, making stays of a month or more excellent value.
Entire homes, maximum privacy
Looking for your own place to retreat to? On Bookabach, you'll enjoy secluded stays with entire monthly rental homes just for you.
Pet-friendly monthly rentals
Many homes welcome guests with animal companions, so you don’t have to leave your pet at home.
Upperville Furnished monthly rentals for remote workers
Find your perfect home office set up. There are plenty of stays on Bookabach with dedicated workspaces and fast Wi-Fi so that you can take your work with you.
Monthly stays with practical kitchens
Most furnished extended-stay rentals in Upperville come with well-equipped kitchens ideal for home cooking, so you can enjoy healthy meals in or even host your own dinner parties.
Long-term rentals with parking in Upperville
Take advantage of the ‘amenities’ filter to find monthly stays with their very own parking spot for the ultimate in convenience.
Wheelchair-accessible holiday rentals
Bookabach offers a range of monthly rental homes designed to accommodate everyone for a comfortable and inclusive extended stay.
Holiday rentals in Upperville with pool
Bookabach's handy search filters will help you find monthly holiday homes with swimming pools so that you can relax in your very own pool.
Rentals with free cancellation in Upperville
Plans change. We get that. With Bookabach, you can search, select 'free cancellation,' and see all rentals in Upperville with flexible cancellation policies.