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Compare 10 Guest Houses in Upperville with updated reviews, rates, and availability.

Briar Patch Bed & Breakfast Inn

3.0 star property
7.8 out of 10, Good, (8)
"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 SAR 1,031
SAR 1,176 total
includes taxes & fees
19 Mar - 20 Mar
Briar Patch Bed & Breakfast Inn

Secret Gardens Carriage House

2.0 star property
9.8 out of 10, Exceptional, (19)
"We are so glad we stumbled upon this gem! Looking to find a place to celebrate our anniversary & get away (long overdue), I found Ramana’s garden paradise. It is a quaint 1920’s carriage house with beautiful hardwood floors, a pedestal tub, fully stocked kitchen & large screened in porch for relaxing on those gorgeous evenings! Upon arrival, Ramana greeted us with our keys & a tour of the whole property, including where we would be staying, showing us where we could find organic veggies & herbs...
Secret Gardens Carriage House

Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed

2.0 star property
9.8 out of 10, Exceptional, (10)
"The tiny home was cute, clean, and the check in was personalized by the property owner. The fruit and wine on check in were added bonuses. The gardens and quiet peaceful grounds were amazing. Lovely time on our get away."
Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed

Guest House at Mt. Independence

4.0 star property
10.0 out of 10, Exceptional, (1)
Guest House at Mt. Independence

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

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

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

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

Weddings at Highholdborne

3.5 star property
Weddings at Highholdborne

M&M Suite Near Downtown Leesburg

M&M Suite Near Downtown Leesburg
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.
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Other property types in Upperville

Cozy Mountain Cabin w/ Steam Shower! Great for Couples.

10.0 out of 10, Exceptional, (59)
"Beautiful views. Cozy, exceptionally clean and wonderful house. Highly reccomend!"
The price is SAR 581
SAR 1,286 total
includes taxes & fees
31 Mar - 1 Apr
Cozy Mountain Cabin w/ Steam Shower! Great for Couples.

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

10.0 out of 10, Exceptional, (82)
"Property was very well equipped and close to vineyards and great places to eat. Highly recommend for a relaxing and fun experience."
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin

9.6 out of 10, Exceptional, (50)
"My husband and I along with our 2 small dogs had a wonderful stay at this lovely mountain retreat. The cabin was clean and comfortable and had everything that we needed to cook breakfast and an easy dinner each evening. The property was beautiful with lots of tall old growth trees that were beautiful with the fall colors and even though it was in a community you felt like you were in a secluded mountain retreat because most of the homes were obsured by the trees; and it is on a dead end road...
The price is SAR 986
SAR 1,155 total
includes taxes & fees
26 Mar - 27 Mar
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin
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.