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137 stays

Stays in Middleburg

Enter dates and number of guests to see the total price per night. Tourism taxes may be added.
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Entire apartment
Studio - Long Term Rental
2 guestsStudio0 beds1 bath
Free parkingKitchenWifiWasher
SUPERHOST
Entire loft
"When Pigs Fly" Wine Country! Ale Trail!
2 guestsStudio1 bed1 bath
Free parkingKitchenWifi
Includes cancellation flexibility
SUPERHOST
Entire house
Middleburg Historic District Charm
6 guests3 bedrooms3 beds2 baths
Free parkingKitchenWifiWasher
Includes cancellation flexibility
SUPERHOST
Entire cottage
Cottage at Mill Creek
4 guests1 bedroom2 beds1 bath
Free parkingKitchenWifi
Includes cancellation flexibility
Entire guesthouse
Private English Cottage on Historic Country Estate
2 guests1 bedroom2 beds1 bath
Free parkingKitchenWasher
Includes cancellation flexibility
SUPERHOST
Entire guesthouse
Four Winds - Private Carriage House
2 guests1 bedroom1 bed1 bath
Free parkingKitchenWifi
Includes cancellation flexibility
Entire cottage
The Cottage on Main-Virginia Wine & Horse Country
4 guests1 bedroom2 beds1 bath
KitchenWifi
Includes cancellation flexibility
SUPERHOST
Barn
Middleburg Carriage House
4 guests2 bedrooms2 beds1 bath
Free parkingKitchenWifiWasher
Includes cancellation flexibility
SUPERHOST
Entire guest suite
Blueridge Mountain Retreat Apartment
4 guests1 bedroom2 beds1 bath
Free parkingWifiWasher
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
The Log Cabin at Historic Oak Hill Farm
2 guests1 bedroom1 bed1 bath
Free parkingKitchenWifiWasher
Includes cancellation flexibility
SUPERHOST
Entire house
Luxury Middleburg Home with 4 Bedrooms 2 Baths
8 guests4 bedrooms5 beds2 baths
Free parkingKitchenWifiWasher
Includes cancellation flexibility
SUPERHOST
Entire house
Experience Middleburg and the Country Life
8 guests4 bedrooms4 beds2 baths
Free parkingKitchenWifiWasher
Includes cancellation flexibility
SUPERHOST
Entire house
super cosy cottage with high speed internet
2 guests1 bedroom1 bed1 bath
Free parkingKitchenWifi
SUPERHOST
Entire cottage
The Stone Cottage at Bluemont Vineyard
2 guests1 bedroom1 bed1 bath
Free parkingKitchenWifi
SUPERHOST
Farm stay
Farm Retreat in the Heart of Loudoun Wine Country!
4 guests1 bedroom1 bed1 bath
Free parkingKitchenWifi
Includes cancellation flexibility
SUPERHOST
Entire house
Fox Cross Cottage in Virginia Horse & Wine Country
8 guests3 bedrooms7 beds2 baths
Free parkingKitchenWifiWasher
Includes cancellation flexibility
SUPERHOST
Entire cottage
Upperville Cozy country getaway
5 guests3 bedrooms3 beds1 bath
Free parkingKitchenWifiWasher
Includes cancellation flexibility
SUPERHOST
Entire house
The Old Schoolhouse at High Meadows Estate
4 guests1 bedroom3 beds1 bath
Free parkingKitchenWifiWasher
Entire guesthouse
Tranquil Country Gem
4 guests2 bedrooms2 beds1 bath
Free parkingKitchenWifiWasher
Includes cancellation flexibility
120 of 137 places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.