A sunrise over a mountainous landscape with layers of clouds.

Middleburg Vacation Rentals

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Check prices for these dates

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

Our top choices for Middleburg vacation rentals

A hotel room with a bed, a dining table with chairs, a small table with a vase of flowers, and a storage unit with shelves.

1. Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Middleburg
9.6 out of 10, Exceptional, (29 reviews)
"The accomodations were clean and comfortable for our 1 night stay. "
United States
Claudia G.
The price is AED 551
AED 951 total
includes taxes & fees
22 Nov - 23 Nov
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
A kitchen with a large island, wooden cabinets, a microwave, a coffee maker, and a window above the sink.

2. super cosy cottage with high speed internet!

super cosy cottage with high speed internet!
Middleburg
9.6 out of 10, Exceptional, (19 reviews)
"The area was surrounded by horses, Horse farms all around, which was lovely. Very quite and peaceful. Enjoyed my time there."
United States
Lynette
The price is AED 613
AED 1,097 total
includes taxes & fees
1 Dec - 2 Dec
super cosy cottage with high speed internet!
A stone house with a chimney, surrounded by a well-maintained lawn and trees.

3. 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.
The price is AED 1,065
AED 1,442 total
includes taxes & fees
15 Nov - 16 Nov
18th Century Stone Cottage minutes from historic Middleburg
A spacious kitchen with modern appliances, a dining area with a large table and chairs, and a view through a glass door.

4. Spacious Modern Home on Middleburg Horse Farm

Spacious Modern Home on Middleburg Horse Farm
Middleburg
10.0 out of 10, Exceptional, (23 reviews)
"Perfect for a mother and daughter get away. Peaceful and quiet. Short distance to Middleburg. Looking forward to staying here again. Already planning another trip with the whole family at Thanksgiving!"
United States
Denise B.
The price is AED 1,286
AED 2,265 total
includes taxes & fees
7 Dec - 8 Dec
Spacious Modern Home on Middleburg Horse Farm
covered patio

5. Hunters Retreat with High Speed Internet

Hunters Retreat with High Speed Internet
Middleburg
10.0 out of 10, Exceptional, (6 reviews)
"We had the best fall weekend and the property is amazing "
United States
Kelly T.
Hunters Retreat with High Speed Internet
A cabin with a triangular roof, large windows, and a deck area.

6. The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views

The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views
Haymarket
8.6 out of 10, Excellent, (20 reviews)
"It is a great place for a couple to stay. Inside was clean and comfortable. However, the listing needs to be updated. It is run down on the outside. And the grounds need to be tended to."
United States
Julie B.
The price is AED 664
AED 1,387 total
includes taxes & fees
1 Dec - 2 Dec
The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views
A fenced grassy field with a clear sky and distant hills.

7. Lunar Loft, with mountain views

Lunar Loft, with mountain views
Bluemont
9.4 out of 10, Exceptional, (14 reviews)
"Beautiful, peaceful property. We originally lived in the area and were coming back to close out our business in town. The amenities in the home were great and everything was super clean. You definitely get the Northern Virginia rural experience here. Great location and hosts were amazing! Would stay here again!"
United States
Christina C.
The price is AED 496
AED 946 total
includes taxes & fees
16 Nov - 17 Nov
Lunar Loft, with mountain views
A wooden bridge leading to a house surrounded by lush greenery and purple flowers.

8. Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.

Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
Bluemont
9.8 out of 10, Exceptional, (15 reviews)
"Nice owner, great place"
United States
Leslie C.
The price is AED 591
AED 1,244 total
includes taxes & fees
13 Dec - 14 Dec
Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
A modern living room with a sofa, yellow chairs, a dining table, and a TV mounted on the wall.

9. Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (40 reviews)
"Clean sweet place to stay and relax. Couldn't have been nicer."
United States
Avis V.
The price is AED 532
AED 1,119 total
includes taxes & fees
19 Nov - 20 Nov
Leesburg Hideaway- King Bed + Private Backyard
A two-story house with a porch, surrounded by trees and grass.

10. 1910 Farmhouse on 6 Acres • VA Wine Country

1910 Farmhouse on 6 Acres • VA Wine Country
Marshall
9.6 out of 10, Exceptional, (5 reviews)
"If we managed to do everything, sing, dance, play, we loved the comfortable place for us"
United States
Erick U.
The price is AED 602
AED 1,323 total
includes taxes & fees
1 Dec - 2 Dec
1910 Farmhouse on 6 Acres • VA Wine Country
A balcony with a table, two wine glasses, and a view of a fenced area with a truck and a building in the background.

11. "The Love Nest" - Stunning Views overlooking the Shenandoah in Wine Country

"The Love Nest" - Stunning Views overlooking the Shenandoah in Wine Country
Markham
9.6 out of 10, Exceptional, (5 reviews)
"Such a lovely stay. The property was peaceful and relaxing, and the night sky was absolutely beautiful. We loved our time here and would happily return. Great communication (and snacks) too :)"
United States
Melissa B.
The price is AED 687
AED 1,072 total
includes taxes & fees
15 Nov - 16 Nov
"The Love Nest" - Stunning Views overlooking the Shenandoah in Wine Country
A covered patio area with a wooden bench, a table, and chairs.

12. Tranquil Sugarland Retreat Close to Airport/Metro

Tranquil Sugarland Retreat Close to Airport/Metro
Herndon
9.6 out of 10, Exceptional, (43 reviews)
"Nice location that would have been tranquil were it not for the two (or more) yapping dogs on-site."
United States
Anonymous traveler
The price is AED 312
AED 494 total
includes taxes & fees
16 Nov - 17 Nov
Tranquil Sugarland Retreat Close to Airport/Metro
A room with a large window, a round table, and two chairs.

13. Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!

Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!
Harpers Ferry
10.0 out of 10, Exceptional, (112 reviews)
"Absolutely charming cabin - clean, comfortable and with lovely amenities."
United States
Diane S.
The price is AED 477
AED 1,106 total
includes taxes & fees
1 Dec - 2 Dec
Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!
A spacious kitchen with a central island, a dining area with a staircase, and a view of the living room.

14. 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, (27 reviews)
"Fun place to stay!!!"
United States
Theresa R.
The price is AED 826
AED 1,382 total
includes taxes & fees
16 Nov - 17 Nov
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
A hot tub in a forested area with a rocky ground and trees.

15. The Blue Jay | New House in the Woods w/ Hot Tub

The Blue Jay | New House in the Woods w/ Hot Tub
Harpers Ferry
10.0 out of 10, Exceptional, (6 reviews)
"Great place. Very well stocked house everything you need Great response from host. Very nice place. Road is a little rough as explained in listing "
United States
Brett D.
The Blue Jay | New House in the Woods w/ Hot Tub
A spacious living room with a fireplace, a dining area with a bench, and a large sliding glass door leading to an outdoor patio.

16. The Honeymoon Cabin | Private Couple's Retreat w/ hot tub

The Honeymoon Cabin | Private Couple's Retreat w/ hot tub
Front Royal
9.6 out of 10, Exceptional, (9 reviews)
"Great little hideout! We loved this little place, accurately described and the communication was superb!"
United States
P H.
The price is AED 514
AED 1,361 total
includes taxes & fees
16 Nov - 17 Nov
The Honeymoon Cabin | Private Couple's Retreat w/ hot tub
A cabin with a stone fire pit and white Adirondack chairs, surrounded by trees and a view of the sunset.

17. Rebels Rest - Cabin with Enchanting Sunset Views!

Rebels Rest - Cabin with Enchanting Sunset Views!
Harpers Ferry
9.8 out of 10, Exceptional, (44 reviews)
"Perfect getaway for our family."
United States
Megan
The price is AED 367
AED 1,708 total
includes taxes & fees
19 Nov - 20 Nov
Rebels Rest - Cabin with Enchanting Sunset Views!
A stone building with a central entrance, a stone staircase, and a landscaped garden.

18. Romantic African-Inspired Studio on Alpaca Farm – Under the Stars

Romantic African-Inspired Studio on Alpaca Farm – Under the Stars
The Plains
10.0 out of 10, Exceptional, (12 reviews)
"The entire stay was nothing but exceptional. The host was very informative, knowledgeable, and helped make the stay all it can be and then some."
United States
Joe D.
The price is AED 1,286
AED 1,781 total
includes taxes & fees
15 Nov - 16 Nov
Romantic African-Inspired Studio on Alpaca Farm – Under the Stars
A spacious lobby with a modern design, featuring a large seating area, a fireplace, and large windows offering a view of the outdoors.

19. Global Luxury Suites at Reston Town Center

Global Luxury Suites at Reston Town Center
3.5 star property
Reston Town Center
8.2 out of 10, Very good, (181 reviews)
"Amazing and will be returning"
United States
London
The price is AED 458
AED 949 total
includes taxes & fees
13 Dec - 14 Dec
Global Luxury Suites at Reston Town Center
A spacious living area with a fireplace, a sofa, and a coffee table.

20. Aslan's How - Cabin with Valley Views & Hot Tub!

Aslan's How - Cabin with Valley Views & Hot Tub!
Harpers Ferry
9.8 out of 10, Exceptional, (13 reviews)
"Overall, the cabin was very nice and provided a quiet getaway with relatively easy access to surrounding accommodations, including activities and restaurants."
United States
Tracy H.
The price is AED 367
AED 1,778 total
includes taxes & fees
19 Nov - 20 Nov
Aslan's How - Cabin with Valley Views & Hot Tub!
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

Hilton Fairfax

Hilton Fairfax

10/10 Excellent
"Very nice hotel. Recommended if you’re staying in the NOVA area."
Chris 2-night trip
Posted 4 hours ago
Hilton Fairfax

Frequently asked questions

Can I find vacation rentals in Middleburg?

Yes, we offer vacation rentals in Middleburg near National Sporting Library & Museum, or you can go with a more secluded option if you want a relaxing stay. The spas and restaurants are several reasons why visitors like Middleburg. Make sure you have time to check out the wineries while you're in the area.

What are some of the best vacation rentals in Middleburg?

Terra Alta - Incredible River Views and Hot Tub!: This vacation home rental outside of Middleburg is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a private yard, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals will I find in Middleburg?

Expedia has 13 vacation rentals for your stay in Middleburg.

What’s there to see and do in Middleburg?

Cultural attractions include Red Fox Fine Art and The Byrne Gallery, whereas National Sporting Library & Museum is just one of the family-friendly sights. Other places in town to visit include Middleburg Historic District and Greenhill Winery & Vineyards.

What’s a vacation rental in Middleburg like?

Vacation rentals are privately owned properties where you can stay for several days or longer in Middleburg. Vacation rentals offer extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a family trip or a small group gathering.