A street with parked cars and storefronts, including a jewelry store and a restaurant.

Middleburg Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

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, (62 reviews)
"Loved out stay! "
United States
Emilee
$367 nightly
The price is $394
Jul 13 - Jul 14
Total with taxes and fees
18th Century Stone Cottage minutes from historic Middleburg
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, (26 reviews)
"The accomodations were clean and comfortable for our 1 night stay. "
United States
Claudia G.
$231 nightly
The price is $263
Jul 12 - Jul 13
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)
"Beautiful home and surroundings. Peaceful. Spacious. Lovely. "
United States
Debra D.
$554 nightly
The price is $632
Aug 5 - Aug 6
Total with taxes and fees
Spacious Modern Home on Middleburg Horse Farm
Exterior

Chipmunk Hollow | Hot Tub, Grill & Fire Table | 3BR, Sleeps 6

Chipmunk Hollow | Hot Tub, Grill & Fire Table | 3BR, Sleeps 6
Linden
$401 nightly
The price is $442
Jul 13 - Jul 14
Total with taxes and fees
Chipmunk Hollow | Hot Tub, Grill & Fire Table | 3BR, Sleeps 6
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, (93 reviews)
"This is a beautiful, clean, traquil and relaxing home away from home. The beds are comfortable, the living space is open and full of light during the day. The hosts have made great efforts to make this a family and/or couple friendly destination. Our dog was welcomed and enjoyed her stay (being with her people). The views are spectacular."
United States
Deb K.
$323 nightly
The price is $360
Jul 8 - Jul 9
Total with taxes and fees
~Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!
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, (36 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.
$216 nightly
The price is $238
Jul 12 - Jul 13
Total with taxes and fees
Blue Mountain Cabin, secluded, perfect for couples, near main road
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, (72 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.
$314 nightly
The price is $350
Jul 8 - Jul 9
Total with taxes and fees
Blue Ridge Getaway - Sunset Views, A.T. Access
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, (23 reviews)
"The house had wonderful spaces to use for our weekend getaway!"
United States
Jessame P.
$324 nightly
The price is $361
Jul 8 - Jul 9
Total with taxes and fees
Lake View Retreat - Cottage Near a Peaceful Lake!
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.
$368 nightly
The price is $406
Jul 27 - Jul 28
Total with taxes and fees
A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub
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, (18 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.
$356 nightly
The price is $396
Jul 9 - Jul 10
Total with taxes and fees
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
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, (26 reviews)
"Great house. Comfortable beds, had everything we needed. Loved the hot tube and wood burner. "
United States
Amy P.
$343 nightly
The price is $381
Jul 23 - Jul 24
Total with taxes and fees
Woodsy Retreat with a Hot Tub and Seasonal Views!
Property grounds

Lunar Loft, with mountain views

Lunar Loft, with mountain views
Bluemont
9.0 out of 10, Wonderful, (10 reviews)
"Stayed here with my 5 month old daughter, my mom and a friend and we had a blast. Kind folks, beautiful grounds and a super cute barn apartment! The fresh flowers in the kitchen were a lovely touch. "
United States
Haley M.
$256 nightly
The price is $292
Aug 4 - Aug 5
Total with taxes and fees
Lunar Loft, with mountain views
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.
$426 nightly
The price is $457
Jul 12 - Jul 13
Total with taxes and fees
Hidden Gem on Hidden Valley Lane
Outdoor spa tub

The Juniper Cabin • Cozy Hideaway w/ Hot Tub

The Juniper Cabin • Cozy Hideaway w/ Hot Tub
Linden
10.0 out of 10, Exceptional, (22 reviews)
"We had a fantastic time staying at this property for the weekend."
United States
Colin N.
$333 nightly
The price is $367
Jul 15 - Jul 16
Total with taxes and fees
The Juniper Cabin • Cozy Hideaway w/ Hot Tub
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.
$358 nightly
The price is $374
Jul 9 - Jul 10
Total with taxes and fees
3BR cabin w/ hot tub & game room
Property grounds

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

Cabin at the Gap | You Won't Believe the View!
Harpers Ferry
$335 nightly
The price is $373
Jul 16 - Jul 17
Total with taxes and fees
Cabin at the Gap | You Won't Believe the View!
Terrace/patio

Rebels Rest - Cabin with Enchanting Sunset Views!

Rebels Rest - Cabin with Enchanting Sunset Views!
Harpers Ferry
9.8 out of 10, Exceptional, (39 reviews)
"Gorgeous view-very well stocked kitchen- clean and cozy cabin-proximity to Appalachian Trail."
United States
Pamela F.
Rebels Rest - Cabin with Enchanting Sunset Views!
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.
$340 nightly
The price is $367
Jul 19 - Jul 20
Total with taxes and fees
Forest chalet w/ hot tub & BBQ grill
Interior

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

Bluemont home just minutes to wineries, breweries, hiking and more!
Bluemont
$417 nightly
The price is $464
Jul 8 - Jul 9
Total with taxes and fees
Bluemont home just minutes to wineries, breweries, hiking and more!
Property grounds

Mountain Cabin in the Woods, Near Wineries & More!

Mountain Cabin in the Woods, Near Wineries & More!
Harpers Ferry
8.8 out of 10, Excellent, (33 reviews)
"Scott very responsive; gave us multiple recommendations for restaurants and places to see, things to do. My kids loved the hot tub, beds were very comfortable- we had a great time!"
United States
Katie F.
$216 nightly
The price is $240
Jul 9 - Jul 10
Total with taxes and fees
Mountain Cabin in the Woods, Near Wineries & More!
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

Hilton Fairfax

Hilton Fairfax

8/10 Good
"Great room"
Kristofer 1-night trip
Posted less than an hour ago
Hilton Fairfax

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 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 National Sporting Library & Museum, whereas Glenwood Park is one spot to enjoy nature. 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.