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Guest Houses in Upperville

Our top choices for Upperville guest houses

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

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

"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. "

SAR 1,265 total

includes taxes & fees

8 Sep - 9 Sep

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

"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. "

SAR 1,484 total

includes taxes & fees

4 Sep - 5 Sep

"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."