Search Guest Houses in Upperville

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Compare 7 Guest Houses in Upperville with updated reviews, rates, and availability.

Briar Patch Bed & Breakfast Inn
3.0 star property
6.4 out of 10, (5)
"The property needs a lot of maintenance "
The price is SAR 1,342
SAR 1,529 total
includes taxes & fees
24 Sep - 25 Sep
Briar Patch Bed & Breakfast Inn
Guest House at 1796 Historic Farm in Wine Country
9.8 out of 10, Exceptional, (70)
"We truly loved our stay in the schoolhouse guesthouse!! The farm property with the 18th century home, outbuildings, cattle and neighborhood for walking, afforded us time for truly enjoying our time together. The decor of Mary Ann and Dan’s guesthouse had wonderful historic elements, with warm colors and great seating and areas for relaxing. We cooked all of our meals in the kitchen and had all that we needed. We were welcomed with a full plate of fruit which we enjoyed over our stay. I enjoyed...
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 SAR 1,032
SAR 1,651 total
includes taxes & fees
24 Sep - 25 Sep
Magical Unicorn Hollow /Wineries /Great Meadows Events Fully furnished apartment
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
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
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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

Breathtaking views with an indoor private pool, come escape with us
9.8 out of 10, Exceptional, (235)
"We were so excited to see that the Bear Chase Manor was available for the weekend of my daughter’s wedding. We knew this house would allow our family to enjoy the beautiful views and build lifelong memories. It was the perfect house for our special weekend. I highly recommend this house! "
Breathtaking views with an indoor private pool, come escape with us
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Crimson Lane!
10.0 out of 10, Exceptional, (67)
"We had an excellent 4-night stay at Rachelle and Don's cabin. They were good communicators and eager to please. The cabin was clean, cozy and comfortable with a modern vibe. We loved how quiet it was. The large elevated deck overlooking the woods was great for enjoying our morning coffee and having dinner and a drink. It's close to local hiking and not far from a nice small town and Shenandoah National Park, etc. We would definitely recommended this cabin (and we'll be back)."
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Crimson Lane!
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
10.0 out of 10, Exceptional, (44)
"Beautiful cabin! We loved the steam shower and the cabin was very clean and organized with everything we needed. It was great to sit on the deck and watch all the deer roam the property. The cabin was a short drive to Harper’s Ferry where we spent time hiking and then returned to the cabin to relax by the fire pit. Communication with the owner was excellent. Highly recommend!"
The price is SAR 488
SAR 1,165 total
includes taxes & fees
21 Oct - 22 Oct
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
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.