Search Guest Houses in Upperville from CA $339

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Browse Select Upperville Guest Houses

"A lovely setting...breakfast was fantastic...cook was charming & everything was tasty & homemade. "

CA $470 total

includes taxes & fees

Aug 19 - Aug 20

"Great property, conveniently located to attractions. Host was extremely responsive and friendly. Home and surrounding property was immaculate. We will be staying here again when back in the area. "

CA $664 total

includes taxes & fees

Aug 24 - Aug 25

"Beautiful Guest House well appointed on beautiful acreage. Would encourage everyone to visit. Host was very helpful and accommodating. You will enjoy the stay ! "

"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. "

CA $555 total

includes taxes & fees

Aug 17 - Aug 18

"We had a fantastic time. Everything was lovely. Thank you!"

"Going to visit Luray caverns and the Shenandoah mountains while out at this beautiful tiny home was amazing for the weekend."

"Winchester was such a lovely town with so many things to do and see. We enjoyed coming home to the cottage each night with its screened-in patio and relaxing view of flowers and shade trees. The cottage was cozy and clean with plenty of linens and staples. I would stay here again, the location was excellent."