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Enter dates and number of guests to see the total price per night. Tourism taxes may be added.

19 places to stay

SUPERHOST
Entire house
Rating 4.97 out of 5;150 reviews
Ashby's Perch -- A Very Special Retreat
2 guests1 bedroom1 bed1 bath
KitchenIndoor fireplace
Entire cabin
Rating 5.0 out of 5;6 reviews
Blue Mountain Log Cabin
5 guests3 bedrooms3 beds2 baths
KitchenIndoor fireplace
SUPERHOST
Entire house
Rating 4.89 out of 5;19 reviews
Ashby’s Gap Retreat in Historic Paris, Va
8 guests3 bedrooms3 beds2 baths
WifiKitchenIndoor fireplace
Entire cottage
Rating 4.77 out of 5;13 reviews
Hunt, Wine, & Hike Country Cottage
2 guests1 bedroom1 bed1 bath
WifiKitchen
Entire cabin
Rating 4.78 out of 5;9 reviews
Hot Tub Heaven #1 - Cabins for Rent in Linden, Virginia
4 guests2 bedrooms2 beds1 bath
Hot tubWifiKitchen
SUPERHOST
Entire house
Rating 4.61 out of 5;54 reviews
Simpers Retreat House
10 guests3 bedrooms10 beds2 baths
WifiKitchen
SUPERHOST
Entire cottage
Rating 5.0 out of 5;18 reviews
Meticulous Hunt Country 2BR 1BA Upperville Cottage
3 guests2 bedrooms2 beds1 bath
Kitchen
SUPERHOST
Entire cottage
Rating 4.93 out of 5;107 reviews
Upperville Cozy country getaway
5 guests3 bedrooms3 beds1 bath
WifiKitchenIndoor fireplace
Farm stay
The Ark in Upperville
2 guests1 bedroom1 bed1 bath
Kitchen
Tiny house
Rating 5.0 out of 5;11 reviews
Lost Whiskey Cabin
2 guests1 bedroom1 bed1 bath
Hot tub
SUPERHOST
Entire cabin
Rating 5.0 out of 5;22 reviews
Beautifully Restored Historic Cabin on Farm
2 guestsStudio1 bed1 bath
Hot tubWifiKitchen
SUPERHOST
Entire cottage
Rating 5.0 out of 5;24 reviews
Lanham House - Fully Restored Upperville Gem
6 guests2 bedrooms3 beds2 baths
WifiKitchen
SUPERHOST
Entire house
Rating 4.83 out of 5;86 reviews
Large Modern House, Wine Country
14 guests7 bedrooms8 beds4 baths
Kitchen
SUPERHOST
Entire loft
Rating 4.95 out of 5;22 reviews
Farmhouse Loft Apartment in Delaplane, VA
5 guestsStudio4 beds1 bath
Hot tubWifiKitchen
SUPERHOST
Entire house
Rating 5.0 out of 5;8 reviews
Private Mountain Top Estate
9 guests5 bedrooms8 beds4.5 baths
Hot tubWifiKitchenIndoor fireplace
SUPERHOST
Entire house
Rating 4.90 out of 5;78 reviews
Upperville Hunt Country Cottage
7 guests3 bedrooms0 beds2 baths
WifiKitchen
SUPERHOST
Entire cabin
Rating 5.0 out of 5;11 reviews
Rustic Hunting Cabin
3 guests1 bedroom1 bed1 bath
Hot tubWifiKitchen
Entire chalet
Rating 4.38 out of 5;24 reviews
Sweet MTN Views Nestled in Brewery & Wine Country.
8 guests4 bedrooms4 beds3 baths
WifiKitchenIndoor fireplace
Enter dates to see full pricing. Additional fees apply. Taxes may be added.