Middleburg Vacation Rentals

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

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, (60 reviews)
"Tim is a great host. The cottage was clean, comfortable and perfectly located. Perfect place to stay for a weekend getaway to Middleburg!"
United States
Alexander B.
$368 nightly
The price is $395
Jun 7 - Jun 8
Total with taxes and fees
18th Century Stone Cottage minutes from historic Middleburg
Fridge, microwave, oven, stovetop

super cosy cottage with high speed internet!

super cosy cottage with high speed internet!
Middleburg
9.4 out of 10, Exceptional, (14 reviews)
"Lovely setting in horse country with nice amenities "
United States
Christopher v.
$284 nightly
The price is $324
Jun 8 - Jun 9
Total with taxes and fees
super cosy cottage with high speed internet!
Hair dryer, towels, soap, shampoo

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, (25 reviews)
"The accomodations were clean and comfortable for our 1 night stay. "
United States
Claudia G.
$238 nightly
The price is $271
Jun 7 - Jun 8
Total with taxes and fees
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Outdoor dining

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.
$735 nightly
The price is $838
Jun 3 - Jun 4
Total with taxes and fees
Hunters Retreat with High Speed Internet
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, (20 reviews)
"We loved the huge kitchen and family room, and the location in Virginia horse country was amazing!"
United States
STAN P.
$523 nightly
The price is $596
Jun 15 - Jun 16
Total with taxes and fees
Spacious Modern Home on Middleburg Horse Farm
Outdoor spa tub

A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub

A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub
Linden
9.4 out of 10, Exceptional, (13 reviews)
"Great place to stay to catch the northern entrance to Shenandoah. Comfortable beds, great furniture, and easy drive to Front Royal for dining. "
United States
Scott M.
$386 nightly
The price is $426
Jul 1 - Jul 2
Total with taxes and fees
A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub
Dining

Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!

Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!
Harpers Ferry
10.0 out of 10, Exceptional, (90 reviews)
"The host had great communication and the place was exactly as pictured! "
United States
Colleen J.
$336 nightly
The price is $374
Jun 7 - Jun 8
Total with taxes and fees
Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!
Terrace/patio

Blue Mountain House - Hot Tub, Grill, Fire Table

Blue Mountain House - Hot Tub, Grill, Fire Table
Linden
$394 nightly
The price is $435
Jun 21 - Jun 22
Total with taxes and fees
Blue Mountain House - Hot Tub, Grill, Fire Table
Interior

Forest chalet w/ hot tub & BBQ grill

Forest chalet w/ hot tub & BBQ grill
Harpers Ferry
9.2 out of 10, Wonderful, (33 reviews)
"Very nice cabin. Close to Harpers Ferry. Comfortable"
United States
Dianne A.
$306 nightly
The price is $330
Jun 7 - Jun 8
Total with taxes and fees
Forest chalet w/ hot tub & BBQ grill
TV, fireplace, foosball, offices

Delicious Cabin • Wine Country Retreat w/ Hot Tub

Delicious Cabin • Wine Country Retreat w/ Hot Tub
Linden
10.0 out of 10, Exceptional, (11 reviews)
"The cabin was impressive both inside and out. We loved the location and proximity to skyline drive. We would definitely stay here again as it made our trip so much more enjoyable. "
United States
Bill A.
$479 nightly
The price is $528
Jun 21 - Jun 22
Total with taxes and fees
Delicious Cabin • Wine Country Retreat w/ Hot Tub
Interior

Hidden Gem on Hidden Valley Lane

Hidden Gem on Hidden Valley Lane
Linden
9.6 out of 10, Exceptional, (29 reviews)
"Great place. Very clean, lots of comfortable rooms. Nice outside area for dogs. "
United States
Lisa W.
$423 nightly
The price is $454
Jun 7 - Jun 8
Total with taxes and fees
Hidden Gem on Hidden Valley Lane
Interior

Bluemont home just minutes to wineries, breweries, hiking and more!

Bluemont home just minutes to wineries, breweries, hiking and more!
Bluemont
$303 nightly
The price is $337
Jun 3 - Jun 4
Total with taxes and fees
Bluemont home just minutes to wineries, breweries, hiking and more!
Dining

Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna

Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna
Harpers Ferry
9.8 out of 10, Exceptional, (47 reviews)
"The house was great, clean, beautiful setting."
United States
Brandon M.
$479 nightly
The price is $533
Jun 8 - Jun 9
Total with taxes and fees
Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna
Property grounds

Blue Mountain Cabin, secluded, perfect for couples, near main road

Blue Mountain Cabin, secluded, perfect for couples, near main road
Front Royal
10.0 out of 10, Exceptional, (34 reviews)
"Great stay! The place was clean, comfortable, and exactly as described. Host was responsive and helpful. Would definitely stay again."
United States
Wafaa L.
$212 nightly
The price is $234
Jun 7 - Jun 8
Total with taxes and fees
Blue Mountain Cabin, secluded, perfect for couples, near main road
Dining

Log Cabin w/ Hot Tub & Waterfront Patio!

Log Cabin w/ Hot Tub & Waterfront Patio!
Harpers Ferry
9.8 out of 10, Exceptional, (22 reviews)
"House was very clean and the hosts were responsive and very nice! Great place for a quiet weekend getaway. "
United States
Nicole H.
$370 nightly
The price is $411
Jun 8 - Jun 9
Total with taxes and fees
Log Cabin w/ Hot Tub & Waterfront Patio!
Smart TV

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

Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (17 reviews)
"We had a wonderful stay. The communication and the guestbook were wonderful. The view was gorgeous and the property was clean and comfortable. "
United States
Kaitlyn C.
$340 nightly
The price is $379
Jun 4 - Jun 5
Total with taxes and fees
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
Interior

Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping

Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping
Leesburg
8.8 out of 10, Excellent, (11 reviews)
"What an excellent stay! Ayda was an amazing host. The dome is very private and wonderfully outfitted. The hot tub was awesome and everything was clean and so comfy. In summer I can only imagine it is even more secluded as the trees leaf out!! Highly recommended and planning another stay. "
United States
Carter S.
$270 nightly
The price is $299
Jun 9 - Jun 10
Total with taxes and fees
Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping
Outdoor dining

3BR cabin w/ hot tub & game room

3BR cabin w/ hot tub & game room
Harpers Ferry
9.0 out of 10, Wonderful, (65 reviews)
"House was wonderful, and I loved how often Tony checked in! Will absolutely be staying here again!"
United States
Chelsey-Ann
$331 nightly
The price is $345
Jun 30 - Jul 1
Total with taxes and fees
3BR cabin w/ hot tub & game room
Interior

Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
10.0 out of 10, Exceptional, (35 reviews)
"The house is lovely and clean, and has a great view of the lake. We reserved during the winter and couldn’t use the lake but would love to return in warmer weather to be able to use more of the outdoors. "
United States
Cathy W.
$428 nightly
The price is $476
Jun 8 - Jun 9
Total with taxes and fees
Peaceful Lakefront Cottage with Mountain Views!
Terrace/patio

Skycrest Cabin • Mountain View • Hot Tub & Sauna

Skycrest Cabin • Mountain View • Hot Tub & Sauna
Front Royal
$484 nightly
The price is $534
Jun 3 - Jun 4
Total with taxes and fees
Skycrest Cabin • Mountain View • Hot Tub & Sauna
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

Hyatt Place Herndon Dulles Airport East

Hyatt Place Herndon Dulles Airport East

10/10 Excellent
"The room was clean and comfortable. This is the first time I have been to a hotel and there was no body lotion in the room. The breakfast could have been better, the eggs were cold and the selection was very limited. There were no fruits or yogurt the two days that I was there. My husband asked for hot chocolate the night of our arrival; they only had tea. There was a parking fee."
Wendell 2-night trip
Posted 1 hour ago
Hyatt Place Herndon Dulles Airport East

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 $138 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?

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 The Byrne Gallery and Red Fox Fine Art, 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.