central street of the ancient town near Washington. Ancient buildings of shops, hotels and restaurants., strolling tourists.

Middleburg Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

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, (61 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.
$369 nightly
The price is $396
Jul 2 - Jul 3
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.
$299 nightly
The price is $341
Jun 20 - Jun 21
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, (26 reviews)
"The accomodations were clean and comfortable for our 1 night stay. "
United States
Claudia G.
$237 nightly
The price is $270
Jun 17 - Jun 18
Total with taxes and fees
Cosy studio on an organic farm, pet friendly! Just minutes from 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, (20 reviews)
"We loved the huge kitchen and family room, and the location in Virginia horse country was amazing!"
United States
STAN P.
$550 nightly
The price is $627
Jun 30 - Jul 1
Total with taxes and fees
Spacious Modern Home on Middleburg Horse Farm
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.
$733 nightly
The price is $836
Jun 18 - Jun 19
Total with taxes and fees
Hunters Retreat with High Speed Internet
Private kitchen

Rural retreat near Middleburg

Rural retreat near Middleburg
Middleburg
10.0 out of 10, Exceptional, (2 reviews)
"We had such an amazing stay! I'm so grateful to our host - he honestly cares about the comfort of his guests. We booked for a small family gathering of 6 people over Thanksgiving, so we hoped for a nice kitchen and gathering space for everyone to be together. The house was spotless with large comfortable beds, nice bathrooms, and strong internet. But, 3 things stood out as especially great. 1) The open kitchen and dining space - fully stocked with absolutely everything you need - there is no...
United States
Andrea
$686 nightly
The price is $782
Jun 26 - Jun 27
Total with taxes and fees
Rural retreat near Middleburg
Property grounds

Boho Farmhouse Camper with AC in Harpers Ferry

Boho Farmhouse Camper with AC in Harpers Ferry
Harpers Ferry
$245 nightly
The price is $272
Jun 17 - Jun 18
Total with taxes and fees
Boho Farmhouse Camper with AC in Harpers Ferry
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, (92 reviews)
"Clean cozy cabin. Everything was clean and organized and easy to use. "
United States
John S.
$322 nightly
The price is $359
Jun 17 - Jun 18
Total with taxes and fees
Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!
Exterior

Blue Mountain House - Hot Tub, Grill, Fire Table

Blue Mountain House - Hot Tub, Grill, Fire Table
Linden
$434 nightly
The price is $479
Jul 13 - Jul 14
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.
$302 nightly
The price is $326
Jun 17 - Jun 18
Total with taxes and fees
Forest chalet w/ hot tub & BBQ grill
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.
$411 nightly
The price is $441
Jun 17 - Jun 18
Total with taxes and fees
Hidden Gem on Hidden Valley Lane
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, (35 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.
$213 nightly
The price is $235
Jun 17 - Jun 18
Total with taxes and fees
Blue Mountain Cabin, secluded, perfect for couples, near main road
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)
"While there was something left to be desired by the kitchen utensils and cookware, this place is located off the beaten path in a beautiful mountainside area. Definitely worth the price. Just bring your own pot holders and pizza cutter if you plan on having pizza lol. "
United States
Tyrell O.
$333 nightly
The price is $347
Jun 21 - Jun 22
Total with taxes and fees
3BR cabin w/ hot tub & game room
Exterior detail

Silo Tiny House Cabin

Silo Tiny House Cabin
Harpers Ferry
8.8 out of 10, Excellent, (22 reviews)
"The host was extremely responsive and the house was lovely!"
United States
Ingrid M.
$270 nightly
The price is $300
Jun 24 - Jun 25
Total with taxes and fees
Silo Tiny House Cabin
Interior

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

Bluemont home just minutes to wineries, breweries, hiking and more!
Bluemont
$316 nightly
The price is $352
Jun 23 - Jun 24
Total with taxes and fees
Bluemont home just minutes to wineries, breweries, hiking and more!
Property grounds

Cabin at the Gap | You Won't Believe the View!

Cabin at the Gap | You Won't Believe the View!
Harpers Ferry
$309 nightly
The price is $344
Jun 29 - Jun 30
Total with taxes and fees
Cabin at the Gap | You Won't Believe the View!
Property grounds

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, (3 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.
$327 nightly
The price is $364
Jun 17 - Jun 18
Total with taxes and fees
The Blue Jay | New House in the Woods w/ Hot Tub
Terrace/patio

Skycrest Cabin • Mountain View • Hot Tub & Sauna

Skycrest Cabin • Mountain View • Hot Tub & Sauna
Front Royal
$467 nightly
The price is $515
Jun 17 - Jun 18
Total with taxes and fees
Skycrest Cabin • Mountain View • Hot Tub & Sauna
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, (71 reviews)
"We had such a lovely weekend staying here. Eddie, the property manager, was wonderful, check-in and check-out were incredibly easy, and the house was spotless. It truly felt like staying in a family home, and we were treated like family during our stay.The location is the perfect distance from Harpers Ferry, with great trails, delicious restaurants, and wineries nearby. The views from the house and surrounding area were absolutely out of this world, and we couldn’t have asked for a better place...
United States
Ashley M.
$313 nightly
The price is $349
Jun 17 - Jun 18
Total with taxes and fees
Blue Ridge Getaway - Sunset Views, A.T. Access
Terrace/patio

Rebels Rest - Cabin with Enchanting Sunset Views!

Rebels Rest - Cabin with Enchanting Sunset Views!
Harpers Ferry
9.8 out of 10, Exceptional, (38 reviews)
"Would come back anytime, very scenic and easy check-in process"
United States
Mark F.
$353 nightly
The price is $393
Jul 1 - Jul 2
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

Sonesta ES Suites Fairfax Fair Lakes

Sonesta ES Suites Fairfax Fair Lakes

10/10 Excellent
"Amazing quick stay. Would have opted for another night just to use all the amenities. Breakfast was a massive bonus too"
Jennifer 1-night trip
Posted 6 hours ago
Sonesta ES Suites Fairfax Fair Lakes

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?

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 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.