Photo by Stephanie Sutton

Middleburg Vacation Rentals

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Vacation Rentals in Middleburg

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (33)
"Nice place! Clean, beautiful, and located just two miles from town. "
The price is ¥42,985
¥61,555 total
includes taxes & fees
Dec 30 - Dec 31
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 ¥22,368
¥42,939 total
includes taxes & fees
Dec 29 - Dec 30
Global Luxury Suites at Reston Town Center

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

9.8 out of 10, Exceptional, (242)
"We thoroughly enjoyed the cozy lodge vibe and the different spaces it offered our group. The host, Leslie, was always available for any questions we had. She also had the place decorated for Christmas which warmed our hearts!! Thank you Bear Chase for a great weekend. "
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 ¥32,200
¥75,682 total
includes taxes & fees
Dec 26 - Dec 27
Rustic Log Cabin with Private Dock on the Lake!

Cozy Mountain Cabin w/ Steam Shower! Family Friendly.

10.0 out of 10, Exceptional, (52)
"It was so nice. We were bummed to only be there one night. Such a lovely set up. Would definitely recommend to anyone. Although I have to say the trip up the hill was similar to a roller coaster ride, such fun."
The price is ¥18,757
¥46,627 total
includes taxes & fees
Jan 9 - Jan 10, 2025
Cozy Mountain Cabin w/ Steam Shower! Family Friendly.

Global Luxury Suites at Reston

4.0 star property
7.6 out of 10, Good, (7)
"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 ¥22,196
¥42,745 total
includes taxes & fees
Dec 26 - Dec 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 ¥21,032
¥55,441 total
includes taxes & fees
Jan 13 - Jan 14, 2025
Escape to Shenandoah River, Hot Tub after a Hike!

Terra Alta - Incredible River Views and Hot Tub!

9.8 out of 10, Exceptional, (52)
"Está bien hermosa la casa "
The price is ¥42,516
¥100,074 total
includes taxes & fees
Dec 26 - Dec 27
Terra Alta - Incredible River Views and Hot Tub!

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 ¥104,524
¥159,626 total
includes taxes & fees
Jan 23 - Jan 24, 2025
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!

Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!

9.8 out of 10, Exceptional, (19)
"My friends and I always choose a new cabin for our annual fall getaway. We've not had a bad experience yet. Mountain Mama's Woodpecker Woods did not disappoint, either! Comfortable, warm, clean, spacious log cabin. It had everything we needed. In fact, it was so relaxing, we never made it to the hot tub. We did visit Harper's Ferry Park and enjoyed walking the hiking trail to the downtown area. :-) We especially loved the close proximity to the Washington, DC Metro area. If there was anything...
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!

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

9.8 out of 10, Exceptional, (25)
"Hiking, playing in the creek, S'mores by the fire pit, enjoying meals on the porch all add up to fun memories. We enjoyed our stay. "
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!

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)
"The cabin was nice . Great view. Mostly clean , but the coffee pot was very dirty. There was plenty of coffee, but no filters.The grill was very dirty and the grill bush was in such bad condition it was un-usable."
The price is ¥85,658
¥150,269 total
includes taxes & fees
Dec 26 - Dec 27
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

Gruner Bungalow at Otium Cellars

9.8 out of 10, Exceptional, (92)
"Wonderful Thanksgiving in a wonderful home with our family."
Gruner Bungalow at Otium Cellars

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

9.0 out of 10, Wonderful, (6)
"Place was clean and comfortable. It was a very nice neighborhood!"
The price is ¥21,571
¥44,864 total
includes taxes & fees
Dec 29 - Dec 30
A private 2BR & living area w/ patio for 4

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

10.0 out of 10, Exceptional, (20)
"VERY NICE PLACE"
The price is ¥21,883
¥45,642 total
includes taxes & fees
Dec 24 - Dec 25
Cozy home near Casino, Breweries, Historical attractions, National Park & more

Modern Country House on the Shenandoah River

9.8 out of 10, Exceptional, (30)
"Overall was beautiful. Very easy to communicate with the owner. The view was breathtaking. I’d definitely recommend this to my other families and friends. Thanks again for making our stay so pleasant. "
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.
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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, (331)
"Loved our stay. Would have liked to receive the VIP gift we should have. "
The price is ¥91,441
¥112,363 total
includes taxes & fees
Jan 1 - Jan 2, 2025
Salamander Resort And Spa

The Red Fox Inn & Tavern

4.0 star property
9.6 out of 10, Exceptional, (327)
"Revisiting my past after 25 yrs. Feels like home "
The price is ¥65,486
¥74,654 total
includes taxes & fees
Jan 3 - Jan 4, 2025
The Red Fox Inn & Tavern

Hyatt Regency Dulles

4.0 star property
8.8 out of 10, Excellent, (1207)
"The entire team at the Hyatt Regency Dulles was welcoming. If I had a question or need, they helped. The lobby area had a private events area, a bistro and bar, and of course the front desk. Also on the Lobby level was the gym and pool area. The gym was pretty decently equipped, the pool was a lap pool, and also in the pool areal was a jacuzzi. All of the areas were spotless. Our room was quite spacious for the price point. It was well laid out and very clean. There was a microwave, small...
The price is ¥15,475
¥17,486 total
includes taxes & fees
Jan 5 - Jan 6, 2025
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?

Breathtaking views with an indoor private pool, come escape with us: This vacation home rental outside of Middleburg is located in the mountains and has an indoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 6 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 balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

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 The Byrne Gallery, whereas National Sporting Library & Museum is just one of the family-friendly sights. Other places in town to visit include Greenhill Winery & Vineyards and Tudor Day Spa.

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.