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25 stays

Stays in Middleburg

Enter dates and number of guests to see the total price per night. Tourism taxes may be added.
Check travel restrictions before booking.
The health and safety of our communities come first. Please follow government guidelines and travel only if it's essential.
SUPERHOST
Farm stay
Hunters retreat ( now with high speed internet)
8 guests4 bedrooms4 beds3.5 baths
Free parkingKitchenWifiWasher
SUPERHOST
Barn
Middleburg Carriage House
4 guests2 bedrooms2 beds1 bath
Free parkingKitchenWifiWasher
Includes cancellation flexibility
SUPERHOST
Farm stay
Hunt Box on 1700's Horse Farm/Wedding Venue
2 guests1 bedroom1 bed1 bath
Free parkingKitchenWifi
Includes cancellation flexibility
SUPERHOST
Farm stay
Farm Retreat in the Heart of Loudoun Wine Country!
4 guests1 bedroom1 bed1 bath
Free parkingKitchenWifi
Includes cancellation flexibility
SUPERHOST
Barn
Country Bank Barn
6 guests4 bedrooms6 beds3 baths
Free parkingKitchenWifiWasher
Includes cancellation flexibility
SUPERHOST
Private room
18th Century Farm House in Beautiful Horse Country
2 guests1 bedroom2 beds1 private bath
Free parkingKitchenWasher
Includes cancellation flexibility
SUPERHOST
Private room
Beautiful 18th Century Farm House
2 guests1 bedroom1 bed1 private bath
Free parkingWifiWasher
Includes cancellation flexibility
SUPERHOST
Farm stay
Scenic Cottage on Horse Farm
7 guests4 bedrooms4 beds2 baths
Free parkingKitchenWasher
Includes cancellation flexibility
SUPERHOST
Farm stay
Country Cottage on 1700’s Horse Farm/Wedding Venue
10 guests3 bedrooms5 beds3 baths
Free parkingKitchenWifiWasher
Includes cancellation flexibility
SUPERHOST
Farm stay
The House Above the Barn at MEA Haven Farm
6 guests3 bedrooms3 beds2.5 baths
Free parkingKitchenWifiWasher
SUPERHOST
Private room
Historic Home Near Middleburg
2 guests1 bedroom1 bed1.5 baths
Free parkingKitchenWasher
Farm stay
The Ark in Upperville
2 guests1 bedroom1 bed1 bath
Free parkingKitchen
Includes cancellation flexibility
Farm stay
The Middleburg Barn®️ Cottage at Fox Chase Farm
6 guests2 bedrooms2 beds2 baths
Free parkingKitchenWifi
SUPERHOST
Private room
Private Room in Historic House near Middleburg
2 guests1 bedroom1 bed1.5 baths
Free parkingKitchenWasher
SUPERHOST
Private room
Annex Room
2 guests1 bedroom1 bed1 shared bath
Free parkingKitchenWifiWasher
Includes cancellation flexibility
Farm stay
Manor and Cottage Rental at Courtland (No Events)
16+ guests12 bedrooms14 beds10 baths
Free parkingKitchenWifiWasher
Farm stay
The Cozy Country Cottage at Horse Feather's Farm!
4 guests1 bedroom4 beds1 bath
Free parkingKitchenWifiWasher
Includes cancellation flexibility
Farm stay
The Manor Rental at Courtland Estate (No Events)
16+ guests10 bedrooms13 beds9 baths
Free parkingWifiWasher
Barn
The Old Winery
5 guests2 bedrooms4 beds2.5 baths
Free parkingKitchen
Includes cancellation flexibility
Farm stay
Private Basement Apartment - Aldie Farm Estate
8 guests2 bedrooms6 beds1 bath
Free parkingKitchenWifiWasher
120 of 25 places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.