Middleburg Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Middleburg vacation rentals

Exterior

18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (55 reviews)
"Loved out stay! "
United States
Emilee
$367 nightly
The price is $394
Feb 18 - Feb 19
Total with taxes and fees
18th Century Stone Cottage minutes from historic Middleburg
Fridge, microwave, oven, stovetop

Spacious Modern Home on Middleburg Horse Farm

Spacious Modern Home on Middleburg Horse Farm
Middleburg
10.0 out of 10, Exceptional, (17 reviews)
"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
Feb 25 - Feb 26
Total with taxes and fees
Spacious Modern Home on Middleburg Horse Farm
Desk, iron/ironing board, free WiFi, bed sheets

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, (23 reviews)
"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.
$230 nightly
The price is $262
Feb 15 - Feb 16
Total with taxes and fees
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Outdoor dining

Tranquil Sugarland Retreat Close to Airport/Metro

Tranquil Sugarland Retreat Close to Airport/Metro
Herndon
9.6 out of 10, Exceptional, (25 reviews)
"Great place. "
United States
Selase D.
$117 nightly
The price is $138
Feb 16 - Feb 17
Total with taxes and fees
Tranquil Sugarland Retreat Close to Airport/Metro
Exterior

Newly Renovated Adorable Private Basement with Bathroom

Newly Renovated Adorable Private Basement with Bathroom
Herndon
9.2 out of 10, Wonderful, (17 reviews)
"Clean room with an excellent host"
United States
James C.
$140 nightly
The price is $161
Feb 16 - Feb 17
Total with taxes and fees
Newly Renovated Adorable Private Basement with Bathroom
1 bedroom, desk, iron/ironing board, free WiFi

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

Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.
Sterling
9.8 out of 10, Exceptional, (110 reviews)
"Cozy, comfortable and clean"
United States
Russell C.
$130 nightly
The price is $148
Feb 15 - Feb 16
Total with taxes and fees
Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.
Interior

Lamontagne Farmhouse a Rural Pristine Setting

Lamontagne Farmhouse a Rural Pristine Setting
Bluemont
10.0 out of 10, Exceptional, (12 reviews)
"We loved our stay at this beautiful tranquil farmhouse. Our two Golden’s enjoyed the outdoor space. Hiking close by, a beautiful drive to visit Middleburg is a must. We highly recommend this charming getaway."
United States
AnneMarie M.
Lamontagne Farmhouse a Rural Pristine Setting
TV, fireplace

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, (8 reviews)
"We stayed here for our honeymoon and it was very nice and peaceful "
United States
Robert F.
$339 nightly
The price is $377
Feb 26 - Feb 27
Total with taxes and fees
Aslan's How - Cabin with Valley Views & Hot Tub!
Outdoor spa tub

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, (20 reviews)
"Great view, very secluded"
United States
Matt s.
$339 nightly
The price is $377
Feb 16 - Feb 17
Total with taxes and fees
Cottage w/ Hot Tub and 100-Mile Valley Views!
Smart TV, fireplace

Secluded Cabin a Stone's Throw From the A.T.!

Secluded Cabin a Stone's Throw From the A.T.!
Harpers Ferry
10.0 out of 10, Exceptional, (34 reviews)
"Great property to stay at. Very comfortable, quiet, and secluded. Would recommend this property to anyone. "
United States
Leonardf B.
$345 nightly
The price is $384
Feb 17 - Feb 18
Total with taxes and fees
Secluded Cabin a Stone's Throw From the A.T.!
Fridge, microwave, oven, dishwasher

Riverview Retreat - Pool, Hot Tub, and Mtn Views!

Riverview Retreat - Pool, Hot Tub, and Mtn Views!
Harpers Ferry
10.0 out of 10, Exceptional, (1 review)
"We had a great time at Riverview Retreat! The house was perfect for our group and offered beautiful views. We especially loved the fireplace and all of the amenities they had available. The hot tub code was missing from the manual so we weren't able to use it on our first night and the spiral staircase was pretty intimidating for the weather we had. Heed the warnings about needing four wheel drive in the winter for the driveway. I was thankful there wasn't snow as it would have been scary to...
United States
Stacy H.
$372 nightly
The price is $414
Feb 16 - Feb 17
Total with taxes and fees
Riverview Retreat - Pool, Hot Tub, and Mtn Views!
Smart TV, fireplace

Blue Ridge Getaway - Sunset Views, A.T. Access

Blue Ridge Getaway - Sunset Views, A.T. Access
Harpers Ferry
9.8 out of 10, Exceptional, (65 reviews)
"Beautiful home, quiet and peaceful."
United States
Dina A.
$327 nightly
The price is $364
Feb 19 - Feb 20
Total with taxes and fees
Blue Ridge Getaway - Sunset Views, A.T. Access
Dining

Log Cabin w/ Hot Tub & Waterfront Patio!

Log Cabin w/ Hot Tub & Waterfront Patio!
Harpers Ferry
9.6 out of 10, Exceptional, (18 reviews)
"Everything was great! We had a lovely stay."
United States
Beth D.
$319 nightly
The price is $355
Feb 18 - Feb 19
Total with taxes and fees
Log Cabin w/ Hot Tub & Waterfront Patio!
Exterior

Lake View Retreat - Cottage Near a Peaceful Lake!

Lake View Retreat - Cottage Near a Peaceful Lake!
Harpers Ferry
9.6 out of 10, Exceptional, (22 reviews)
"The house was clean, had plenty of rooms and a fantastic location. "
United States
Bryan N.
$323 nightly
The price is $360
Feb 17 - Feb 18
Total with taxes and fees
Lake View Retreat - Cottage Near a Peaceful Lake!
Terrace/patio

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, (24 reviews)
"Great house. Comfortable beds, had everything we needed. Loved the hot tube and wood burner. "
United States
Amy P.
$305 nightly
The price is $340
Feb 16 - Feb 17
Total with taxes and fees
Woodsy Retreat with a Hot Tub and Seasonal Views!
Smart TV

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 reviews)
"Great location. Great house. Could not have asked for more. "
United States
A. Bland and D. T.
$350 nightly
The price is $390
Feb 16 - Feb 17
Total with taxes and fees
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
Exterior

A private 2BR & living area w/ patio for 4

A private 2BR & living area w/ patio for 4
Manassas Park
9.2 out of 10, Wonderful, (10 reviews)
"Place was clean and comfortable. It was a very nice neighborhood!"
United States
Terri G.
$252 nightly
The price is $285
Feb 15 - Feb 16
Total with taxes and fees
A private 2BR & living area w/ patio for 4
Terrace/patio

Rocky Ridge - Cabin w/ Hot Tub & Heavenly Views!

Rocky Ridge - Cabin w/ Hot Tub & Heavenly Views!
Harpers Ferry
9.8 out of 10, Exceptional, (18 reviews)
"Great views very clean "
United States
Cecelia B.
$441 nightly
The price is $491
Feb 26 - Feb 27
Total with taxes and fees
Rocky Ridge - Cabin w/ Hot Tub & Heavenly Views!
Terrace/patio

Rebels Rest - Cabin with Enchanting Sunset Views!

Rebels Rest - Cabin with Enchanting Sunset Views!
Harpers Ferry
9.8 out of 10, Exceptional, (31 reviews)
"Would come back anytime, very scenic and easy check-in process"
United States
Mark F.
$339 nightly
The price is $377
Feb 19 - Feb 20
Total with taxes and fees
Rebels Rest - Cabin with Enchanting Sunset Views!
Dining

Cozy Cabin Hidden Away on a Lake!

Cozy Cabin Hidden Away on a Lake!
Harpers Ferry
9.6 out of 10, Exceptional, (44 reviews)
"We rly enjoyed our stay!! Had a great time at the cabin for my bachelorette weekend! The hot tub was amazing and the host was responsive during working hours (though I do wish the working hours would extend longer into the night). "
United States
Ao S.
$317 nightly
The price is $353
Feb 25 - Feb 26
Total with taxes and fees
Cozy Cabin Hidden Away on a Lake!
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.
View all properties

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middleburg Hotel Reviews

Wingate by Wyndham Chantilly / Dulles Airport

Wingate by Wyndham Chantilly / Dulles Airport

10/10 Excellent
"Clean"
Lam Kimut 1-night trip
Posted 13 hours ago
Wingate by Wyndham Chantilly / Dulles Airport

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 $176 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.

Explore a world of travel with Expedia

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 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.