A sunrise over a mountainous landscape with layers of clouds.

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Middleburg cottages

Exterior

1. 18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (64 reviews)
"Loved out stay! "
United States
Emilee
$369 nightly
The price is $396
Sep 7 - Sep 8
Total with taxes and fees
18th Century Stone Cottage minutes from historic Middleburg
Exterior

2. Woodsy Retreat with a Hot Tub and Seasonal Views!

Woodsy Retreat with a Hot Tub and Seasonal Views!
Harpers Ferry
9.8 out of 10, Exceptional, (26 reviews)
"Great house. Comfortable beds, had everything we needed. Loved the hot tube and wood burner. "
United States
Amy P.
$306 nightly
The price is $341
Sep 10 - Sep 11
Total with taxes and fees
Woodsy Retreat with a Hot Tub and Seasonal Views!
Terrace/patio

3. The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
10.0 out of 10, Exceptional, (24 reviews)
"Very relaxing stay! Clean hot tub!! "
United States
Mara H.
$346 nightly
The price is $394
Sep 8 - Sep 9
Total with taxes and fees
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Terrace/patio

4. Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
9.8 out of 10, Exceptional, (39 reviews)
"Excellent property for a relaxing getaway. Very clean. Host very responsive."
United States
Brad C.
$409 nightly
The price is $456
Sep 22 - Sep 23
Total with taxes and fees
Peaceful Lakefront Cottage with Mountain Views!
Outdoor dining

5. Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (28 reviews)
"With bedrooms and sitting rooms on 3 floors, our 3-generation family enjoyed having space to gather together as well as space for time apart. The decks allowed for additional places to enjoy the beautiful surroundings. Lake access was great for swimming and kayaking."
United States
Lindy K.
$442 nightly
The price is $492
Sep 21 - Sep 22
Total with taxes and fees
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Terrace/patio

6. Mountain-View Cottage | Hot Tub & River Views

Mountain-View Cottage | Hot Tub & River Views
Front Royal
$495 nightly
The price is $546
Sep 13 - Sep 14
Total with taxes and fees
Mountain-View Cottage | Hot Tub & River Views
Terrace/patio

7. Mountain View Cottage | Hot Tub & Game Room

Mountain View Cottage | Hot Tub & Game Room
Front Royal
9.6 out of 10, Exceptional, (15 reviews)
"The stay was amazing! Breathtaking views, clean home, and wonderful amenities!!"
United States
Katia R.
$500 nightly
The price is $552
Sep 14 - Sep 15
Total with taxes and fees
Mountain View Cottage | Hot Tub & Game Room
Exterior

8. Cozy Cottage with Hot Tub, Fire Pit and Sunroom - Loaded with Modern Touches in Front Royal, VA

Cozy Cottage with Hot Tub, Fire Pit and Sunroom - Loaded with Modern Touches in Front Royal, VA
Front Royal
$240 nightly
The price is $254
Sep 7 - Sep 8
Total with taxes and fees
Cozy Cottage with Hot Tub, Fire Pit and Sunroom - Loaded with Modern Touches in Front Royal, VA
Terrace/patio

9. The VUE | Mountaintop 4BR | Hot Tub & Views

The VUE | Mountaintop 4BR | Hot Tub & Views
Front Royal
10.0 out of 10, Exceptional, (25 reviews)
"Excellent location and amazing reviews. Would definitely plan to arrive while it’s light out for the first time as the road does get a little rough at the top but we did all make it in 2WD vehicles"
United States
Sara Z.
$586 nightly
The price is $646
Sep 7 - Sep 8
Total with taxes and fees
The VUE | Mountaintop 4BR | Hot Tub & Views
House (Multiple Bedrooms) | Interior

10. 'thomson Farm' Classic Home < 10 Mi to Vineyards!

'thomson Farm' Classic Home < 10 Mi to Vineyards!
3.0 star property
Leesburg
$1,876 nightly
The price is $2,139
Sep 20 - Sep 21
Total with taxes and fees
'thomson Farm' Classic Home < 10 Mi to Vineyards!
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

Hyatt Place Herndon Dulles Airport East

10/10 Excellent
"The guy at the check in was really nice and welcoming. Nice room and clean and breakfast had variety for my picky eaters. Will go there again."
Eleanor 1-night trip
Posted 4 hours ago
Hyatt Place Herndon Dulles Airport East

Find out more about Middleburg

Middleburg Cottages information

Number of reviews
195
Accommodation
96 Cottages
Lowest Price
$254
Highest Price
$2,139

Frequently asked questions

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What is there to do in Middleburg near my cottage?
You'll find loads of fun things to fill your itinerary with in Middleburg. Explore popular attractions like Greenhill Winery & Vineyards, Cana Vineyards and Winery and Chrysalis Vineyards. Glenwood Park, Red Fox Fine Art and The Sporting Gallery also appeal to many visitors.

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