Photo by Stephanie Sutton

Middleburg Vacation Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Vacation Rentals in Middleburg

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (35)
"Lovely cottage in ideal local. Host was super accommodating and generous with provisions and answers to multiple questions. "
The price is ¥42,694
¥61,138 total
includes taxes & fees
Feb 20 - Feb 21
18th Century Stone Cottage minutes from historic Middleburg

Global Luxury Suites at Reston Town Center

3.5 star property
8.2 out of 10, Very Good, (121)
"The location, the building and the property manager, Bushra, were excellent. Lots of local businesses are walkable and a great Reston Town Center location. "
The price is ¥20,558
¥40,829 total
includes taxes & fees
Jan 26 - Jan 27
Global Luxury Suites at Reston Town Center

Breathtaking views with an indoor private pool, come escape with us

9.8 out of 10, Exceptional, (244)
"Our group had an amazing stay at the Bear Chase Manor! The house has great common space areas and the pool was a huge hit with everyone. We also loved the convenience of being next to the brewery along with the incredible views of nature. Can't wait to have the opportunity to stay here again!"
Breathtaking views with an indoor private pool, come escape with us

Rustic Log Cabin with Private Dock on the Lake!

9.6 out of 10, Exceptional, (12)
"Amazing location!!! 18 minutes from a cluster of wineries; quiet and relaxing. Definitely will be visiting again "
The price is ¥23,288
¥63,895 total
includes taxes & fees
Jan 27 - Jan 28
Rustic Log Cabin with Private Dock on the Lake!

Family Friendly Mountain Cabin w/ Steam Shower! Great for Couples.

10.0 out of 10, Exceptional, (54)
"The cabin was very nice and quaint. We had a nice stay. The view from the sunroom is great amazing. The place is very cozy and made for a great night away. "
The price is ¥16,353
¥44,006 total
includes taxes & fees
Jan 27 - Jan 28
Family Friendly Mountain Cabin w/ Steam Shower! Great for Couples.

Global Luxury Suites at Reston

4.0 star property
7.2 out of 10, Good, (10)
"Water pressure was terrible in the kitchen and shower. Furniture broken. Coffee but No filters for coffee maker. Too expensive for 2-3 hours late check out. "
The price is ¥15,418
¥35,021 total
includes taxes & fees
Jan 26 - Jan 27
Global Luxury Suites at Reston

Escape to Shenandoah River, Hot Tub after a Hike!

10.0 out of 10, Exceptional, (41)
"Myself and 5 other friends stayed here for a weekend and it was perfect! The house was awesome and had everything we needed. There was plenty of space, a lovely hot tub, a firepit, and beautiful scenery. The inside felt very welcoming and the check-in/check-out process was extremely easy. We loved this stay!"
The price is ¥26,245
¥61,654 total
includes taxes & fees
Feb 10 - Feb 11
Escape to Shenandoah River, Hot Tub after a Hike!

Insta Worthy Mountain Views and Hot Tub

10.0 out of 10, Exceptional, (8)
"This mountain house is absolute beauty! It is beyond gorgeous. The view is spectacular, the sunset is breathtaking. You have a 180 degrees view of West VA. The house itself is stunning, plenty of rooms to move around with our group of 15. We enjoyed the jacuzzi while admiring the beautiful sunset. The kids had fun roasting marshmallows while Eagles are flying up above them. Thank you for sharing this Eagle’s Nest home. 😊"
The price is ¥101,254
¥155,393 total
includes taxes & fees
Jan 26 - Jan 27
Insta Worthy Mountain Views and Hot Tub

Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Capstone!

10.0 out of 10, Exceptional, (79)
"My husband and I had a lovely stay in this cabin for Thanksgiving. We had everything we needed to cook our Thanksgiving meal, stay cozy, and enjoy the views around the cabin. Thank you!"
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Capstone!

Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

9.8 out of 10, Exceptional, (26)
"We were there over the Christmas holidays, The farmhouse was very nicely decorated for Christmas, we were very happy with the accommodations and would definitely stay there again"
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

Charming Home with Yard Near Shenandoah River!

9.8 out of 10, Exceptional, (15)
"All was very, very good. "
Charming Home with Yard Near Shenandoah River!

Gruner Bungalow at Otium Cellars

9.8 out of 10, Exceptional, (93)
"It's was great. We visited family in the area. And had our family Christmas together at this place. We played ping pong and pool when we where there. Great location for dogs. Plenty of space to run and play. The house was great as well. Plenty of space for everyone."
Gruner Bungalow at Otium Cellars

Terra Alta - Incredible River Views and Hot Tub!

9.8 out of 10, Exceptional, (52)
"Está bien hermosa la casa "
The price is ¥20,558
¥69,177 total
includes taxes & fees
Jan 26 - Jan 27
Terra Alta - Incredible River Views and Hot Tub!

Beautiful 1BR Walkout Fenced & Gated Villa, Onsite parking, Pet friendly-2+acres

9.2 out of 10, Wonderful, (13)
"Great space for me to sleep and relax for a couple days!"
Beautiful 1BR Walkout Fenced & Gated Villa, Onsite parking, Pet friendly-2+acres

Cozy Cabin Hidden Away on a Lake!

9.6 out of 10, Exceptional, (37)
"It was great will be back!"
The price is ¥20,713
¥59,559 total
includes taxes & fees
Jan 23 - Jan 24
Cozy Cabin Hidden Away on a Lake!

13 BR Boutique in Berryville

7.4 out of 10, Good, (6)
"This house is a gem in progress. It was very spacious and naturally divided into separate areas so it worked well to group families with small children away from older couples without children. Several issues did develop during our stay which were immediately addressed. The dish washer was repaired and worked fine for us. The large common area had very minimal lighting but we moved lamps into the area to remedy that. There was ample refrigerator space but no freezer so we improvised with ice...
13 BR Boutique in Berryville

Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!

9.8 out of 10, Exceptional, (20)
"My wife and I spent a long weekend here with another couple. There are a few other houses nearby, but we really didn't see anyone other than when they were coming or going, but we did see a few deer. It was nice just sitting out by the firepit with glasses of wine and just relaxing, and hearing none of the normal city or suburb noises. There was plenty of space in the cabin itself, and everything we needed was there. It was a great place to unwind."
The price is ¥18,377
¥58,711 total
includes taxes & fees
Feb 5 - Feb 6
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!

Bear Chase Cottage

10.0 out of 10, Exceptional, (33)
"The staff and property were wonderful. Everyone was so helpful; it was nice to be able to walk up to the restaurant and see the amazing mountain views with fire pits and lookouts. It was an added surprise to see the home decorated for the holidays! "
Bear Chase Cottage

Cozy home near Casino, Breweries, Historical attractions, National Park & more

10.0 out of 10, Exceptional, (22)
"Very comfortable home, particularly the beds."
Cozy home near Casino, Breweries, Historical attractions, National Park & more

Modern Country House on the Shenandoah River

9.8 out of 10, Exceptional, (31)
"This was a perfect long weekend stay for two families (4 adults, 4 kids). Comfortable, spacious, and well-equipped house on a beautiful property. Very responsive and helpful host. Would give 6 stars if I could. We hope to be back soon!"
Modern Country House on the Shenandoah River
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.
Don't see what you're looking for?
See all available properties in Middleburg
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Middleburg you may be interested in

Salamander Resort And Spa

5.0 star property
9.2 out of 10, Wonderful, (334)
"Highly recommend this resort"
The price is ¥88,616
¥109,114 total
includes taxes & fees
Jan 23 - Jan 24
Salamander Resort And Spa

The Red Fox Inn & Tavern

4.0 star property
9.6 out of 10, Exceptional, (334)
"We had a lovely stay at this lovely property. High touch and thoughtful service tailored to our needs. Not our first time here, nor our last. Highly recommend."
The price is ¥42,220
¥48,130 total
includes taxes & fees
Jan 30 - Jan 31
The Red Fox Inn & Tavern

Hyatt Regency Dulles

4.0 star property
8.8 out of 10, Excellent, (1211)
"There us some water on the floor close to the sink. "
The price is ¥14,795
¥16,717 total
includes taxes & fees
Feb 6 - Feb 7
Hyatt Regency Dulles
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.

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?

Gruner Bungalow at Otium Cellars: This vacation home rental outside of Middleburg is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Greenhill Winery & Vineyards and Cana Vineyards and Winery.

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.