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Our top choices for Middleburg cottages

Cottage in Middleburg
18th Century Stone Cottage minutes from historic Middleburg10.0 out of 10, Exceptional, (54)
$363 nightly
The price is $390
Dec 29 - Dec 30
Total with taxes and fees

Cottage in Berryville
1800s Cozy Kitchen House in Berryville10.0 out of 10, Exceptional, (1)
$164 nightly
The price is $184
Dec 27 - Dec 28
Total with taxes and fees

Cottage in Harpers Ferry
Lake View Retreat - Cottage Near a Peaceful Lake!9.6 out of 10, Exceptional, (21)
$325 nightly
The price is $362
Jan 4 - Jan 5, 2026
Total with taxes and fees

Cottage in Hamilton
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!9.6 out of 10, Exceptional, (9)
$347 nightly
The price is $396
Jan 1 - Jan 2, 2026
Total with taxes and fees

Cottage in Harpers Ferry
Art Docko - Lakefront Artist Retreat w/ Hot Tub!10.0 out of 10, Exceptional, (23)
$411 nightly
The price is $457
Jan 7 - Jan 8, 2026
Total with taxes and fees
$209 nightly
The price is $238
Jan 7 - Jan 8, 2026
Total with taxes and fees

Cottage in Front Royal
"Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal10.0 out of 10, Exceptional, (3)
$347 nightly
The price is $383
Jan 5 - Jan 6, 2026
Total with taxes and fees

Cottage in Leesburg
'thomson Farm' Classic Home < 10 Mi to Vineyards!$1,603 nightly
The price is $1,827
Dec 23 - Dec 24
Total with taxes and fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middleburg Hotel Reviews

Hyatt Place Herndon Dulles Airport East
10/10 Excellent
Find out more about Middleburg
Middleburg Cottages information
Number of reviews | 250 |
|---|---|
Accommodation | 91 Cottages |
Lowest Price | $184 |
Highest Price | $1,827 |
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- The Byrne Gallery
- Red Fox Fine Art
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- National Sporting Library & Museum
- The Boxwood Winery
- Greenhill Winery & Vineyards
- Glenwood Park
- Cana Vineyards and Winery
- Visit Aldie
- Aldie Vacations
- Aldie Mill Historic Park
- Visit Philomont
- Quattro Goomba's Winery
- Oak Hill Plantation
- Visit Rectortown
- Visit The Plains
- Oatlands Historic House & Gardens
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