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Middleburg Vacation Rentals

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Our top choices for Middleburg vacation rentals

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
9.8 out of 10, Exceptional, (22)
"We had an excellent time and our dog loved the farm. The hosts are fantastic people and were very helpful. The room was clean and comfortable. We location is nice just a few minutes drive from downtown Middleburg and in a beautiful area. We will definitely return."
United States
Henri G.
$237 nightly
The price is $270
Jan 8 - Jan 9
Total with taxes and fees
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

Spacious Modern Home on Middleburg Horse Farm

Spacious Modern Home on Middleburg Horse Farm
Middleburg
10.0 out of 10, Exceptional, (17)
"We loved the huge kitchen and family room, and the location in Virginia horse country was amazing!"
United States
STAN P.
$443 nightly
The price is $505
Jan 14 - Jan 15
Total with taxes and fees
Spacious Modern Home on Middleburg Horse Farm

18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (55)
"Loved out stay! "
United States
Emilee
$367 nightly
The price is $394
Jan 8 - Jan 9
Total with taxes and fees
18th Century Stone Cottage minutes from historic Middleburg

Tranquil Sugarland Retreat Close to Airport/Metro

Tranquil Sugarland Retreat Close to Airport/Metro
Herndon
9.6 out of 10, Exceptional, (25)
"Great place. "
United States
Selase D.
$122 nightly
The price is $144
Jan 9 - Jan 10
Total with taxes and fees
Tranquil Sugarland Retreat Close to Airport/Metro

Log Cabin w/ Hot Tub & Waterfront Patio!

Log Cabin w/ Hot Tub & Waterfront Patio!
2.0 star property
Harpers Ferry
9.8 out of 10, Exceptional, (14)
"Everything was great! We had a lovely stay."
United States
Beth D.
$294 nightly
The price is $327
Jan 8 - Jan 9
Total with taxes and fees
Log Cabin w/ Hot Tub & Waterfront Patio!

Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.

Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.
Sterling
9.8 out of 10, Exceptional, (109)
"Clean, amazing host and I would rent it again"
United States
Nash A.
$130 nightly
The price is $148
Jan 9 - Jan 10
Total with taxes and fees
Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.

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

Aslan's How - Cabin with Valley Views & Hot Tub!
2.0 star property
Harpers Ferry
9.8 out of 10, Exceptional, (8)
"We stayed here for our honeymoon and it was very nice and peaceful "
United States
Robert F.
$339 nightly
The price is $377
Jan 8 - Jan 9
Total with taxes and fees
Aslan's How - Cabin with Valley Views & Hot Tub!

Cozy Mountain Cabin w/ Steam Shower! Family Friendly.

Cozy Mountain Cabin w/ Steam Shower! Family Friendly.
Harpers Ferry
10.0 out of 10, Exceptional, (83)
"This is a super cute mountain cabin that has been completely redone with some pretty high end finishes. Our family thoroughly enjoyed our quick visit!"
United States
Sara S.
$251 nightly
The price is $279
Jan 13 - Jan 14
Total with taxes and fees
Cozy Mountain Cabin w/ Steam Shower! Family Friendly.

Full apartment, 7 minutes from dulles airport

Full apartment, 7 minutes from dulles airport
2.0 star property
Herndon
10.0 out of 10, Exceptional, (1)
"I enjoyed my stay. The place was clean and had everything I needed for a comfortable stay. I would recommend. "
United States
James C.
$166 nightly
The price is $196
Jan 8 - Jan 9
Total with taxes and fees
Full apartment, 7 minutes from dulles airport

Newly Renovated Adorable Private Basement with Bathroom

Newly Renovated Adorable Private Basement with Bathroom
Herndon
9.2 out of 10, Wonderful, (17)
"Clean room with an excellent host"
United States
James C.
$140 nightly
The price is $161
Jan 11 - Jan 12
Total with taxes and fees
Newly Renovated Adorable Private Basement with Bathroom

Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!

Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
Harpers Ferry
10.0 out of 10, Exceptional, (16)
"Great location. Great house. Could not have asked for more. "
United States
A. Bland and D. T.
$350 nightly
The price is $390
Jan 11 - Jan 12
Total with taxes and fees
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!

Global Luxury Suites at Town Center

Global Luxury Suites at Town Center
4.0 star property
Reston
8.8 out of 10, Excellent, (13)
"The stay, property and amenities were very nice. Improve purchasing process. Was charged although"
United States
Leslie
$146 nightly
The price is $168
Jan 8 - Jan 9
Total with taxes and fees
Global Luxury Suites at Town Center

Rebels Rest - Cabin with Enchanting Sunset Views!

Rebels Rest - Cabin with Enchanting Sunset Views!
Harpers Ferry
9.8 out of 10, Exceptional, (31)
"Would come back anytime, very scenic and easy check-in process"
United States
Mark F.
$339 nightly
The price is $377
Jan 8 - Jan 9
Total with taxes and fees
Rebels Rest - Cabin with Enchanting Sunset Views!

Lamontagne Farmhouse a Rural Pristine Setting

Lamontagne Farmhouse a Rural Pristine Setting
Bluemont
10.0 out of 10, Exceptional, (11)
"Had every thing we needed."
United States
Joanna T.
$218 nightly
The price is $248
Jan 11 - Jan 12
Total with taxes and fees
Lamontagne Farmhouse a Rural Pristine Setting

Wild Hare Cottage

Wild Hare Cottage
Purcellville
10.0 out of 10, Exceptional, (10)
"Perfect spot to relax for a long weekend. Easy drive to Middleburg, VA, wineries, breweries, and hiking. Would stay again. "
United States
Jennifer K.
$193 nightly
The price is $220
Jan 14 - Jan 15
Total with taxes and fees
Wild Hare Cottage

Reston 1BR nr Washington DC | Pet friendly | nr Metro

Reston 1BR nr Washington DC | Pet friendly | nr Metro
2.0 star property
Reston
10.0 out of 10, Exceptional, (2)
"Nicely appointed apartment. Check in was easy. All requests were honored. Easy access to parking, public transportation. "
United States
Cynthia K.
$125 nightly
The price is $144
Jan 8 - Jan 9
Total with taxes and fees
Reston 1BR nr Washington DC | Pet friendly | nr Metro

Historic 2-Bedroom in Old Town Warrenton, Virginia

Historic 2-Bedroom in Old Town Warrenton, Virginia
Warrenton
9.8 out of 10, Exceptional, (60)
"Bill’s place was great. Everything was just as described, clean, and comfortable. Bill was very kind and helpful! Awesome stay!"
United States
Joanne R.
$211 nightly
The price is $230
Jan 10 - Jan 11
Total with taxes and fees
Historic 2-Bedroom in Old Town Warrenton, Virginia

Relaxing A-Frame Cabin in Harpers Ferry w/Sauna

Relaxing A-Frame Cabin in Harpers Ferry w/Sauna
2.0 star property
Harpers Ferry
10.0 out of 10, Exceptional, (2)
"Very clean, great amenities, comfortable!"
United States
James
$448 nightly
The price is $498
Jan 11 - Jan 12
Total with taxes and fees
Relaxing A-Frame Cabin in Harpers Ferry w/Sauna

Global Luxury Suites at Reston Town Center

Global Luxury Suites at Reston Town Center
3.5 star property
Reston
8.4 out of 10, Very Good, (159)
"Conveniently located. The staff was very helpful, the place was spotless. "
United States
Mindy
$165 nightly
The price is $190
Jan 12 - Jan 13
Total with taxes and fees
Global Luxury Suites at Reston Town Center

Cozy w/Fire Pit, Grill, Screened Porch & WiFi

Cozy w/Fire Pit, Grill, Screened Porch & WiFi
Harpers Ferry
10.0 out of 10, Exceptional, (2)
"Our family had a cozy weekend at the cabin. Tony was super helpful and a great host. Thank you for sharing your lovely property with us!"
United States
Katrina S.
$279 nightly
The price is $301
Jan 11 - Jan 12
Total with taxes and fees
Cozy w/Fire Pit, Grill, Screened Porch & WiFi
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

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 $148 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?

Grand 9BR Provenance Manor Ideal for Weddings & Gatherings: This Middleburg vacation home rental has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals will I find in Middleburg?

Expedia has 12 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.