A sunrise over a mountainous landscape with layers of clouds.

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Middleburg cottages

A patio with stone flooring, a round table, and metal chairs.

1. 18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (68 reviews)
"A quaint cottage in a beautiful location!"
United States
Mary H.
$366 nightly
The price is $393
Nov 15 - Nov 16
Total with taxes and fees
18th Century Stone Cottage minutes from historic Middleburg
A house with a stone foundation, a porch with a covered area, and a well-maintained lawn.

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, (28 reviews)
"Fun place to stay!!!"
United States
Theresa R.
$330 nightly
The price is $376
Nov 16 - Nov 17
Total with taxes and fees
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
A wooden deck with a red umbrella, two chairs, and a table overlooking a calm lake surrounded by autumn foliage.

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

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (29 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.
$507 nightly
The price is $551
Nov 18 - Nov 19
Total with taxes and fees
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
A modern building with large windows, a deck, and a stone wall.

4. 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, (29 reviews)
"Property was a great location for all we wanted to do during our vacation. The beach area was the perfect retreat for some relaxation after long days of hiking. Area is beautiful, house was comfortable (slept like a baby), and we had a great stay. Would definitely stay again."
United States
Rebecca N.
$426 nightly
The price is $464
Nov 15 - Nov 16
Total with taxes and fees
Woodsy Retreat with a Hot Tub and Seasonal Views!
A hot tub on a deck with a view of a lake and forest.

5. Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
9.8 out of 10, Exceptional, (42 reviews)
"The property was absolutely beautiful. The view of the lake was so pretty. Communication with the host was wonderful very informative. Very cozy and the house was beautiful inside."
United States
Tara G.
$466 nightly
The price is $507
Nov 18 - Nov 19
Total with taxes and fees
Peaceful Lakefront Cottage with Mountain Views!
A two-story house with a porch and a front door.

6. 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, (44 reviews)
"Great location, would stay again."
United States
Eric D S.
$500 nightly
The price is $558
Nov 18 - Nov 19
Total with taxes and fees
Renovated 3B/3B Home | Downtown | Private Fire Pit
A stone house with a white picket fence, a front porch, and potted plants.

7. Cottage w/ Furnished Patio & Garden: Dtwn Leesburg

Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (7 reviews)
"Great location to town of leesburg and can walk to restaurants and shops. Big kitchen and nice outdoor space. "
United States
Corky F.
$576 nightly
The price is $662
Nov 22 - Nov 23
Total with taxes and fees
Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
A covered outdoor area with a fire pit, seating, and a view of the landscape.

8. 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.
$445 nightly
The price is $491
Dec 1 - Dec 2
Total with taxes and fees
Mountain View Cottage with Hot Tub and River Views
A hot tub with a view of a forested landscape during sunset.

9. 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, (29 reviews)
"My husband and I went for a short trip. The communication was great and the house was perfect! We spent most of our time in the hot tub checking out the amazing view."
United States
Keri L.
$481 nightly
The price is $523
Nov 23 - Nov 24
Total with taxes and fees
Cottage w/ Hot Tub and 100-Mile Valley Views!
A two-story house with a balcony, a deck, and a stone retaining wall.

10. 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.
$610 nightly
The price is $673
Nov 15 - Nov 16
Total with taxes and fees
Mountain View Cottage | Hot Tub & Game Room
A covered outdoor area with a fire pit, seating, and a view of the landscape.

11. Mountaintop Cottage | Private Hot Tub

Mountaintop Cottage | Private Hot Tub
Front Royal
9.8 out of 10, Exceptional, (28 reviews)
"Amazing views"
United States
randall P.
$552 nightly
The price is $608
Nov 18 - Nov 19
Total with taxes and fees
Mountaintop Cottage | Private Hot Tub
A hot tub under a wooden pergola with a grassy yard and trees in the background.

12. Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi

Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi
Boyce
9.4 out of 10, Exceptional, (40 reviews)
"Well equipped kitchen in a lovely 1950s house. This was perfect for our Team retreat."
United States
Felice N.
$446 nightly
The price is $492
Nov 18 - Nov 19
Total with taxes and fees
Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi
A stone house with a white picket fence, a front porch, and potted plants.

13. Cottage w/ Furnished Patio & Garden: Dtwn Leesburg

Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
3.0 star property
Leesburg's Old and Historic District
$591 nightly
The price is $679
Nov 22 - Nov 23
Total with taxes and fees
Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
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

Wingate by Wyndham Chantilly / Dulles Airport

Wingate by Wyndham Chantilly / Dulles Airport

10/10 Excellent
"Pool was closed and opened 1PM to 10PM. Hotel is very nice"
Tony 3-night trip
Posted 7 hours ago
Wingate by Wyndham Chantilly / Dulles Airport

Find out more about Middleburg

Middleburg Cottages information

Number of reviews
287
Accommodation
98 Cottages
Lowest Price
$376
Highest Price
$679

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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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