Compare Upperville Guest House Rentals
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Featured Guest Houses in Upperville

Briar Patch Bed & Breakfast Inn
23130 Briar Patch Ln Middleburg VA
Free Cancellation
Reserve now, pay when you stay
$275 nightly
The price is $314 total per night
$314 total
Jan 31 - Feb 1
Total with taxes and fees
Guests of Briar Patch Bed & Breakfast Inn enjoy free WiFi in public areas, a hot tub, and a seasonal outdoor pool. A stay here includes free parking. This guesthouse also has barbecue grills.
Pool
Hot Tub

Magical Unicorn Hollow /Wineries /Great Meadows Events Fully furnished apartment
The Plains VA
$376 nightly
The price is $403 total per night
$403 total
Feb 1 - Feb 2
Total with taxes and fees
Guests staying at this guesthouse have access to laundry facilities, a garden, and barbecue grills.
Free WiFi
Air conditioning

Guest House at Mt Independence
Delaplane VA
Guests staying at this guesthouse have access to laundry facilities, barbecue grills, and a garden.
Pet friendly
Free WiFi

Riverfront Oasis with Mountain Views, close to town
Middletown VA
At this guesthouse, guests have access to features like laundry facilities. This smoke-free guesthouse also has barbecue grills.
Free WiFi
Air conditioning

Guest House at Mt. Independence
2254 Winchester Rd Delaplane VA
Guest House at Mt. Independence features free WiFi in public areas, spa services, and express check-out. A stay here includes free parking. Staff members are on hand to provide concierge services and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Additional amenities include laundry facilities, local meal delivery service, and barbecue grills.
Spa
Pet friendly

Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed
Winchester VA
At this guesthouse, guests have access to features like laundry facilities. This smoke-free guesthouse also has a garden.
Air conditioning
Parking available

Secret Gardens Carriage House
Winchester VA
At this guesthouse, guests have access to features like laundry facilities. This adults-only guesthouse also has a garden.
Air conditioning
Parking available

Weddings at Highholdborne
19729 Ridgeside Rd Bluemont VA
Weddings at Highholdborne offers a gym, conference space, and a 24-hour business center. You can put free parking to good use if you drive. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Additional amenities include a seasonal outdoor pool, barbecue grills, and a garden.
Pool
Breakfast included

Chilton House Suites
97 Culpeper Street Warrenton VA
Guests of Chilton House Suites enjoy free WiFi in public areas, a hot tub, and coffee in a common area. There's free parking if you drive. Friendly staff can provide luggage storage, and also offer advice about sightseeing. Additional amenities include a meeting room, a library, and express check-out.
Hot Tub
Parking included
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotel Options in Upperville

Salamander Resort And Spa
500 North Pendleton Street Middleburg VA
$641 nightly
The price is $730 total per night from Feb 5 to Feb 6
$730 total
Feb 5 - Feb 6
Total with taxes and fees
9.2/10 Wonderful! (377 reviews)

Hilton Garden Inn Dulles North
22400 Flagstaff Plaza Ashburn VA
$95 nightly
The price is $109 total per night from Feb 6 to Feb 7
$109 total
Feb 6 - Feb 7
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)

Lansdowne Resort and Spa
44050 Woodridge Pkwy Leesburg VA
$216 nightly
The price is $246 total per night from Feb 17 to Feb 18
$246 total
Feb 17 - Feb 18
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
Upperville Guest Houses essential information
Accommodation | 9 Guest Houses |
|---|---|
Lowest Price | $109 |
Highest Price | $730 |
Popular accommodation | Briar Patch Bed & Breakfast Inn, Magical Unicorn Hollow /Wineries /Great Meadows Events Fully furnished apartment, Guest House at Mt Independence, Riverfront Oasis with Mountain Views, close to town , Guest House at Mt. Independence, Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed, Secret Gardens Carriage House, Weddings at Highholdborne, Chilton House Suites |
