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Explore Gay Accommodations in Upperville

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Friendly
Villa Maud
Villa Maud
Villa Maud
Villa Maud
Villa Maud
Approval 
Instant
Entire place • 8.6 miles from Upperville
★ 4.92 (1)
Villa Maud
🏆 Pride Points x3
Breakfast included • Wi-Fi • Pool
Friendly
Cozy Cottage w Hot Tub, Fire Pit, WiFi & Sunroom!
Cozy Cottage w Hot Tub, Fire Pit, WiFi & Sunroom!
Cozy Cottage w Hot Tub, Fire Pit, WiFi & Sunroom!
Cozy Cottage w Hot Tub, Fire Pit, WiFi & Sunroom!
Cozy Cottage w Hot Tub, Fire Pit, WiFi & Sunroom!
Approval 
Instant
Entire place • 8.9 miles from Upperville
★ 4.72 (1)
Cozy Cottage w Hot Tub, Fire Pit, WiFi & Sunroom!
🏆 Pride Points x3
Wi-Fi • Hot tub • Parking
Friendly
Quiet Cottage Rental in The Plains with Deck and Views
Quiet Cottage Rental in The Plains with Deck and Views
Quiet Cottage Rental in The Plains with Deck and Views
Quiet Cottage Rental in The Plains with Deck and Views
Quiet Cottage Rental in The Plains with Deck and Views
Approval 
Instant
Entire place • 9 miles from Upperville
Quiet Cottage Rental in The Plains with Deck and Views
🏆 Pride Points x3
Wi-Fi • Spa • Parking
Hot tub w/ Sunset Views! Secluded mountain chalet
Hot tub w/ Sunset Views! Secluded mountain chalet
Hot tub w/ Sunset Views! Secluded mountain chalet
Hot tub w/ Sunset Views! Secluded mountain chalet
Hot tub w/ Sunset Views! Secluded mountain chalet
LGBTQ Flaglock
David
★ 5 as host
Approval 
Instant
Entire place • 9.4 miles from Upperville
Hot tub w/ Sunset Views! Secluded mountain chalet
Hot tub • Parking • Pets allowed
Friendly
Family Retreat with Deck Near Appalachian Trail!
Family Retreat with Deck Near Appalachian Trail!
Family Retreat with Deck Near Appalachian Trail!
Family Retreat with Deck Near Appalachian Trail!
Family Retreat with Deck Near Appalachian Trail!
Approval 
Instant
Entire place • 9.5 miles from Upperville
Family Retreat with Deck Near Appalachian Trail!
🏆 Pride Points x3
Wi-Fi • Parking • Pets allowed
HOT TUB! PRIME LEAF PEEPING! Gorgeous 4BR
HOT TUB! PRIME LEAF PEEPING! Gorgeous 4BR
HOT TUB! PRIME LEAF PEEPING! Gorgeous 4BR
HOT TUB! PRIME LEAF PEEPING! Gorgeous 4BR
HOT TUB! PRIME LEAF PEEPING! Gorgeous 4BR
LGBTQ Flaglock
David
★ 5 as host
Approval 
Instant
Entire place • 9.7 miles from Upperville
HOT TUB! PRIME LEAF PEEPING! Gorgeous 4BR
Hot tub • Parking • Pets allowed
Friendly
Linden Family Home with Yard Less Than 5 Mi to Wineries!
Linden Family Home with Yard Less Than 5 Mi to Wineries!
Linden Family Home with Yard Less Than 5 Mi to Wineries!
Linden Family Home with Yard Less Than 5 Mi to Wineries!
Linden Family Home with Yard Less Than 5 Mi to Wineries!
Approval 
Instant
Entire place • 10.1 miles from Upperville
Linden Family Home with Yard Less Than 5 Mi to Wineries!
🏆 Pride Points x3
Wi-Fi • Parking • Pets allowed
Friendly
Stunning Former Winery with Pool and Mtn Views!
Stunning Former Winery with Pool and Mtn Views!
Stunning Former Winery with Pool and Mtn Views!
Stunning Former Winery with Pool and Mtn Views!
Stunning Former Winery with Pool and Mtn Views!
Approval 
Instant
Entire place • 10.3 miles from Upperville
Stunning Former Winery with Pool and Mtn Views!
🏆 Pride Points x3
Wi-Fi • Pool • Parking
Friendly
Pet-Friendly Berryville Home Walk to Main Street!
Pet-Friendly Berryville Home Walk to Main Street!
Pet-Friendly Berryville Home Walk to Main Street!
Pet-Friendly Berryville Home Walk to Main Street!
Pet-Friendly Berryville Home Walk to Main Street!
Approval 
Instant
Entire place • 11.9 miles from Upperville
★ 5 (1)
Pet-Friendly Berryville Home Walk to Main Street!
🏆 Pride Points x3
Wi-Fi • Parking • Pets allowed
Friendly
L'Auberge Provencale Inn & Restaurant
L'Auberge Provencale Inn & Restaurant
L'Auberge Provencale Inn & Restaurant
L'Auberge Provencale Inn & Restaurant
L'Auberge Provencale Inn & Restaurant
Approval 
Instant
Hotel room **** • 12.4 miles from Upperville
★ 4.96 (1)
L'Auberge Provencale Inn & Restaurant
🏆 Pride Points x3
Breakfast included • Wi-Fi • Adult Only
Friendly
Historic Rosemont Manor
Historic Rosemont Manor
Historic Rosemont Manor
Historic Rosemont Manor
Historic Rosemont Manor
Approval 
Instant
Hotel room • 12.7 miles from Upperville
★ 4.68 (1)
Historic Rosemont Manor
🏆 Pride Points x3
Parking
Friendly
Historic Virginia Wine Country Villa with Pool, Yard
Historic Virginia Wine Country Villa with Pool, Yard
Historic Virginia Wine Country Villa with Pool, Yard
Historic Virginia Wine Country Villa with Pool, Yard
Historic Virginia Wine Country Villa with Pool, Yard
Approval 
Instant
Entire place • 12.8 miles from Upperville
Historic Virginia Wine Country Villa with Pool, Yard
🏆 Pride Points x3
Wi-Fi • Pool • Parking
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