A sunrise over a mountainous landscape with layers of clouds.

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

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, (66 reviews)
"A quaint cottage in a beautiful location!"
United States
Mary H.
$370 nightly
The price is $397
Sep 30 - Oct 1
Total with taxes and fees
18th Century Stone Cottage minutes from historic Middleburg
Terrace/patio

2. 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, (25 reviews)
"Very relaxing stay! Clean hot tub!! "
United States
Mara H.
$346 nightly
The price is $394
Sep 21 - Sep 22
Total with taxes and fees
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Exterior

3. 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, (28 reviews)
"Great house. Comfortable beds, had everything we needed. Loved the hot tube and wood burner. "
United States
Amy P.
$308 nightly
The price is $343
Sep 24 - Sep 25
Total with taxes and fees
Woodsy Retreat with a Hot Tub and Seasonal Views!
Outdoor spa tub

4. Cottage w/ Hot Tub and 100-Mile Valley Views!

Cottage w/ Hot Tub and 100-Mile Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (27 reviews)
"The property was so nice with a beautiful view. We had a great time! Highly recommend this property."
United States
Anonymous traveler
$343 nightly
The price is $382
Sep 21 - Sep 22
Total with taxes and fees
Cottage w/ Hot Tub and 100-Mile Valley Views!
Terrace/patio

5. Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
9.8 out of 10, Exceptional, (40 reviews)
"Clean house. Host was able to accessible. Hot tub worked and clean. Kitchen had everything we needed. Great place to stay and relax"
United States
Lisa h.
$395 nightly
The price is $440
Sep 22 - Sep 23
Total with taxes and fees
Peaceful Lakefront Cottage with Mountain Views!
Outdoor dining

6. 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.
$426 nightly
The price is $474
Sep 21 - Sep 22
Total with taxes and fees
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Exterior

7. 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
$249 nightly
The price is $263
Sep 28 - Sep 29
Total with taxes and fees
Cozy Cottage with Hot Tub, Fire Pit and Sunroom - Loaded with Modern Touches in Front Royal, VA
Coffee/tea maker, fridge, microwave, oven

8. Renovated 3B/3B Home | Downtown | Private Fire Pit

Renovated 3B/3B Home | Downtown | Private Fire Pit
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (42 reviews)
"Great location, would stay again."
United States
Eric D S.
$544 nightly
The price is $612
Sep 21 - Sep 22
Total with taxes and fees
Renovated 3B/3B Home | Downtown | Private Fire Pit
Terrace/patio

9. Mountain View Cottage | Hot Tub & Game Room

Mountain View Cottage | Hot Tub & Game Room
Front Royal
9.8 out of 10, Exceptional, (17 reviews)
"The stay was amazing! Breathtaking views, clean home, and wonderful amenities!!"
United States
Katia R.
$621 nightly
The price is $685
Sep 22 - Sep 23
Total with taxes and fees
Mountain View Cottage | Hot Tub & Game Room
Terrace/patio

10. Mountain View Cottage with Hot Tub and River Views

Mountain View Cottage with Hot Tub and River Views
Front Royal
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay and certainly return. Our group was 2 couples and 2 children.Everyone had enough space to be comfortable. The view is beautiful so we enjoyed our time at the house. While in the area, we visited Skyline Caverns and the Shenandoah River. I did have a challenging time getting Door Dash to the house. After 30 minutes of seeing the driver in the neighborhood we got in the car to track down the driver. Her cell service was poor so we were unable to communicate. If I ordered...
United States
MaryBeth C.
$641 nightly
The price is $707
Sep 29 - Sep 30
Total with taxes and fees
Mountain View Cottage with Hot Tub and River Views
Terrace/patio

11. Mountaintop Cottage | Private Hot Tub

Mountaintop Cottage | Private Hot Tub
Front Royal
10.0 out of 10, Exceptional, (26 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.
$628 nightly
The price is $693
Sep 20 - Sep 21
Total with taxes and fees
Mountaintop Cottage | Private Hot Tub
House (Multiple Bedrooms) | Interior

12. '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

Fairfield Inn & Suites by Marriott at Dulles Airport

Fairfield Inn & Suites by Marriott at Dulles Airport

10/10 Excellent
"It was everything we needed after a long flight and arriving late . Very comfortable and clean with superb service."
James 1-night trip
Posted 15 hours ago
Fairfield Inn & Suites by Marriott at Dulles Airport

Find out more about Middleburg

Middleburg Cottages information

Number of reviews
190
Accommodation
96 Cottages
Lowest Price
$263
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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