Search Guest Houses in Upperville

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 9 Guest Houses in Upperville with updated reviews, rates, and availability.

Briar Patch Bed & Breakfast Inn

3.0 star property
7.6 out of 10, Good, (7)
"Charming but rustic farm property with outbuildings. Eclectic, NOT fancy. Very clean, not manicured. This is like staying at a real farm. "
The price is AED 1,010
AED 1,151 total
includes taxes & fees
24 Dec - 25 Dec
Briar Patch Bed & Breakfast Inn

Guest House at Mt. Independence

4.0 star property
Guest House at Mt. Independence

Guest House at 1796 Historic Farm in Wine Country

10.0 out of 10, Exceptional, (71)
"I love this property. I came for a return visit, so I knew what to expect. We enjoyed wine by the firepit each night. Thank you! The accommodations are quaint yet top notch. The host family is generous, communicative and accommodating and also respectful of the privacy that we wanted. I book well in advance to make sure I get the date I want to see the Fall colors--there is nowhere better to do this! Thank you!! "
Guest House at 1796 Historic Farm in Wine Country

Magical Unicorn Hollow /Wineries /Great Meadows Events Fully furnished apartment

10.0 out of 10, Exceptional, (3)
"Absolutely loved our stay at Unicorn Hollow. So peaceful. Clean and had everything you needed. Loved the horses and Guiseppe (the donkey) along with the deer and alpacas. Can stroll about the property. Anna and Pino were wonderful to meet. "
The price is AED 1,010
AED 1,600 total
includes taxes & fees
25 Dec - 26 Dec
Magical Unicorn Hollow /Wineries /Great Meadows Events Fully furnished apartment

Guest House at Mt. Independence

2.0 star property
10.0 out of 10, Exceptional, (2)
"Had a great time arching the sun rise and set over the blue ridge mountains "
Guest House at Mt. Independence

M&M Suite Near Downtown Leesburg

M&M Suite Near Downtown Leesburg

Weddings at Highholdborne

3.5 star property
Weddings at Highholdborne

Chilton House Suites

4.0 star property
9.2 out of 10, Wonderful, (37)
"We were celebrating my wife's birthday and wanted a unique experience. A Bed and Breakfast in Warrenton was our first choice. The furnishings were very nice and enhanced our stay. This is a big plus! On the negative side: (1) Access into the B&B should have been identified as being difficult to navigate due to the number of steps and how steep they were. (2) Our welcome package had the wrong name on it, which is not a big deal, but strange. (3) No layout sketch on the location of our room and...
Chilton House Suites
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.
Don't see what you're looking for?
See all available properties in Upperville
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Upperville

Breathtaking views with an indoor private pool, come escape with us

9.8 out of 10, Exceptional, (242)
"We thoroughly enjoyed the cozy lodge vibe and the different spaces it offered our group. The host, Leslie, was always available for any questions we had. She also had the place decorated for Christmas which warmed our hearts!! Thank you Bear Chase for a great weekend. "
Breathtaking views with an indoor private pool, come escape with us

Terra Alta - Incredible River Views and Hot Tub!

9.8 out of 10, Exceptional, (52)
"Está bien hermosa la casa "
The price is AED 1,021
AED 2,383 total
includes taxes & fees
26 Dec - 27 Dec
Terra Alta - Incredible River Views and Hot Tub!

Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!

9.8 out of 10, Exceptional, (19)
"My friends and I always choose a new cabin for our annual fall getaway. We've not had a bad experience yet. Mountain Mama's Woodpecker Woods did not disappoint, either! Comfortable, warm, clean, spacious log cabin. It had everything we needed. In fact, it was so relaxing, we never made it to the hot tub. We did visit Harper's Ferry Park and enjoyed walking the hiking trail to the downtown area. :-) We especially loved the close proximity to the Washington, DC Metro area. If there was anything...
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!
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.