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Middleburg Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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)
"Easy to get in and out, and the property was clean and tidy!"
United States
Cameron H.
$226 nightly
The price is $258
Nov 8 - Nov 9
Total with taxes and fees
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
$262 nightly
The price is $299
Dec 1 - Dec 2
Total with taxes and fees
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.
$368 nightly
The price is $395
Nov 15 - Nov 16
Total with taxes and fees
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, (22 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.
$518 nightly
The price is $591
Dec 1 - Dec 2
Total with taxes and fees
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.
$759 nightly
The price is $865
Nov 8 - Nov 9
Total with taxes and fees
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)
"Excellent communication, great property!"
United States
Amy E.
$364 nightly
The price is $378
Dec 1 - Dec 2
Total with taxes and fees
The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views
A modern kitchen with a wooden floor, a large window, and a kitchen island with stools.

7. Lunar Loft, with mountain views

Lunar Loft, with mountain views
Bluemont
9.4 out of 10, Exceptional, (13 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.
$226 nightly
The price is $258
Nov 9 - Nov 10
Total with taxes and fees
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.
$285 nightly
The price is $324
Nov 10 - Nov 11
Total with taxes and fees
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, (39 reviews)
"Clean sweet place to stay and relax. Couldn't have been nicer."
United States
Avis V.
$257 nightly
The price is $295
Nov 11 - Nov 12
Total with taxes and fees
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.
$355 nightly
The price is $357
Dec 1 - Dec 2
Total with taxes and fees
1910 Farmhouse on 6 Acres • VA Wine Country
A sunroom with a large glass wall, a dining table set for four, and a ceiling fan.

11. Log Cabin w/ Hot Tub & Waterfront Patio!

Log Cabin w/ Hot Tub & Waterfront Patio!
Harpers Ferry
9.6 out of 10, Exceptional, (32 reviews)
"Beautiful, well managed property. Quiet lake, rustic log cabin feel with modern amenities."
United States
Andrew A.
$394 nightly
The price is $439
Nov 23 - Nov 24
Total with taxes and fees
Log Cabin w/ Hot Tub & Waterfront Patio!
A deck with outdoor seating and a lake view.

12. Mountain Lake Retreat of Harpers Ferry: Hot Tub, Firepit, Fenced Yard, Winery

Mountain Lake Retreat of Harpers Ferry: Hot Tub, Firepit, Fenced Yard, Winery
Harpers Ferry
9.8 out of 10, Exceptional, (16 reviews)
"We had a lovely stay and it was so nice for our dog as well. The Mountain Lake Cub had a doggy beach day on Saturday morning and it was a super fun experience. The host was friendly and responsive!"
United States
Dawn S.
$302 nightly
The price is $337
Nov 17 - Nov 18
Total with taxes and fees
Mountain Lake Retreat of Harpers Ferry: Hot Tub, Firepit, Fenced Yard, Winery
A balcony with a table, two wine glasses, and a view of a fenced area with a truck and a building in the background.

13. "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.
$261 nightly
The price is $280
Nov 9 - Nov 10
Total with taxes and fees
"The Love Nest" - Stunning Views overlooking the Shenandoah in Wine Country
A room with a large window, a round table, and two chairs.

14. 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.
$258 nightly
The price is $288
Dec 1 - Dec 2
Total with taxes and fees
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.

15. 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.
$329 nightly
The price is $375
Nov 8 - Nov 9
Total with taxes and fees
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
A spacious living area with a fireplace, a sofa, and a coffee table.

16. 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.
$369 nightly
The price is $412
Nov 19 - Nov 20
Total with taxes and fees
Aslan's How - Cabin with Valley Views & 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.

17. 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, (8 reviews)
"Great little hideout! We loved this little place, accurately described and the communication was superb!"
United States
P H.
$336 nightly
The price is $371
Nov 16 - Nov 17
Total with taxes and fees
The Honeymoon Cabin | Private Couple's Retreat w/ hot tub
A covered patio area with a wooden bench, a table, and chairs.

18. Tranquil Sugarland Retreat Close to Airport/Metro

Tranquil Sugarland Retreat Close to Airport/Metro
Herndon
9.6 out of 10, Exceptional, (42 reviews)
"Nice location that would have been tranquil were it not for the two (or more) yapping dogs on-site."
United States
Anonymous traveler
$109 nightly
The price is $129
Nov 9 - Nov 10
Total with taxes and fees
Tranquil Sugarland Retreat Close to Airport/Metro
A modern kitchen with bar stools, pendant lighting, and a view of the city through large windows.

19. Global Luxury Suites at Town Center

Global Luxury Suites at Town Center
4.0 star property
Reston Town Center
8.6 out of 10, Excellent, (27 reviews)
"Checks most boxes."
United States
Christo
$235 nightly
The price is $271
Nov 22 - Nov 23
Total with taxes and fees
Global Luxury Suites at Town Center
A cabin with a stone fire pit and white Adirondack chairs, surrounded by trees and a view of the sunset.

20. 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
$364 nightly
The price is $406
Nov 19 - Nov 20
Total with taxes and fees
Rebels Rest - Cabin with Enchanting Sunset Views!
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

A modern house with a stone facade, large windows, and a sloped roof.
Goodstone Inn & Restaurant

Goodstone Inn & Restaurant

Goodstone Inn & Restaurant
Middleburg

10/10 Excellent

We were looking for peace and quiet. This was definitely the place.
United States
Adrian
Reviewed July 27, 2016
Goodstone Inn & Restaurant

Find out more about Middleburg

Everything you need to know about Middleburg vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middleburg vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middleburg vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middleburg vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middleburg. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Middleburg in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $128 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middleburg rentals

At Expedia, we put the best Middleburg vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Middleburg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middleburg vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middleburg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.

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