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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)
"What a peaceful place and wonderful views."
Debbie M.
$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)
"This unique gem was resurrected and rebirthed. It screams creativity and provides all of the comforts of home with the perfect balance between modern conveniences and days of yore. Great location for Harper’s Ferry goers. Definitely cannot say enough good things because it’s one helluva of a place to rest."
Kelly G.
$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)
"The house was clean, had plenty of rooms and a fantastic location. "
Bryan N.
$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)
"It was a great place to starve whole experience was perfect. "
Jaime B.
$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)
"My friends and I absolutely loved this stay on the lake in West Virginia! The artsy vibe of the home, views, and wildlife were amazing. Plenty of places to sit and catch up. The kitchen was well stocked with appliances (thank you for the local coffee!) Each adult having their own bedroom and full bath was a huge perk!"
Matthew P.
$411 nightly
The price is $457
Jan 7 - Jan 8, 2026
Total with taxes and fees
Cottage in Purcellville
Wild Hare Cottage10.0 out of 10, Exceptional, (10)
"Perfect spot to relax for a long weekend. Easy drive to Middleburg, VA, wineries, breweries, and hiking. Would stay again. "
Jennifer K.
$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)
"My family and I had a wonderful stay! The property and surrounding views are beautiful. The house was very clean and the host was very responsive when I had a question or two to ask. I highly recommend staying here!"
Jay L.
$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
- Tudor Day Spa
- 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
- Loudoun Museum
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- Oatlands Historic House and Gardens
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