Photo by Stephanie Sutton

Middleburg Holiday Rentals

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Holiday Rentals in Middleburg

18th Century Stone Cottage minutes from historic Middleburg
10.0 out of 10, Exceptional, (32)
"Nice place! Clean, beautiful, and located just two miles from town. "
The price is HK$2,141
HK$3,091 total
includes taxes & fees
19 Nov - 20 Nov
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, (117)
"Great stay! Property manager was easy to communicate with and allowed a late checkout and the unit was clean. Highly recommend "
The price is HK$1,205
HK$2,242 total
includes taxes & fees
24 Nov - 25 Nov
Global Luxury Suites at Reston Town Center
Breathtaking views with an indoor private pool, come escape with us
9.8 out of 10, Exceptional, (240)
"Great place to relax & enjoy! We loved the pool & hot tub as well abundant indoor/outdoor space. There was a musty smell that lingered on all my clothes and I stayed in the very top floor master & put my clothes in dresser and closet. You may need a dehumidifier in that closet…."
Breathtaking views with an indoor private pool, come escape with us
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
10.0 out of 10, Exceptional, (51)
"Comfy cabin with everything topline. Loved the sunroom and the steam shower. Daily watching deer feed and stroll through the yard below. Gus wasn’t happy about it but he still watched through floor to ceiling windows."
The price is HK$934
HK$2,339 total
includes taxes & fees
2 Dec - 3 Dec
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
Rustic Log Cabin with Private Dock on the Lake!
9.8 out of 10, Exceptional, (11)
"Amazing location!!! 18 minutes from a cluster of wineries; quiet and relaxing. Definitely will be visiting again "
Rustic Log Cabin with Private Dock on the Lake!
Global Luxury Suites at Reston
4.0 star property
7.0 out of 10, Good, (6)
"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 HK$1,093
HK$2,115 total
includes taxes & fees
8 Dec - 9 Dec
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 HK$1,128
HK$2,893 total
includes taxes & fees
3 Dec - 4 Dec
Escape to Shenandoah River, Hot Tub after a Hike!
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Capstone!
10.0 out of 10, Exceptional, (76)
"Cozy little cabin perfect for a girls getaway to Middleburg. "
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, (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
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 HK$3,869
HK$7,700 total
includes taxes & fees
19 Nov - 20 Nov
Insta Worthy Mountain Views and Hot Tub
Charming Home with Yard Near Shenandoah River!
9.8 out of 10, Exceptional, (14)
"Exceeded our expectation!!!!"
Charming Home with Yard Near Shenandoah River!
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...
The price is HK$1,323
HK$3,516 total
includes taxes & fees
21 Nov - 22 Nov
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!
The Oculus - Huge Cabin with a Hot Tub!
9.8 out of 10, Exceptional, (15)
"Rustic."
The Oculus - Huge Cabin with a 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
Gruner Bungalow at Otium Cellars
9.8 out of 10, Exceptional, (87)
"I rented this property for a family wedding. We will probably rent again for another family gathering at this location. Enjoyed our stay."
Gruner Bungalow at Otium Cellars
Quiet Retreat in the Woods- HOT TUB, Arcade, Fire Pit
9.2 out of 10, Wonderful, (10)
"Week with elderly family members and this home was a good spot to rest and relax. Upon arrival, house was neat and clean. Well stocked with cooking items. Nice layout. Good central locations for day trip options. Overall I would recommend this home. "
Quiet Retreat in the Woods- HOT TUB, Arcade, Fire Pit
Cozy Cabin Hidden Away on a Lake!
9.6 out of 10, Exceptional, (36)
"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 HK$2,258
HK$4,715 total
includes taxes & fees
24 Nov - 25 Nov
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
Terra Alta - Incredible River Views and Hot Tub!
9.8 out of 10, Exceptional, (52)
"Está bien hermosa la casa "
The price is HK$1,191
HK$3,708 total
includes taxes & fees
5 Dec - 6 Dec
Terra Alta - Incredible River Views and Hot Tub!
Beautiful 2BR Walkout Fenced & Gated Villa, Onsite parking, Pet friendly-2+acres
8.8 out of 10, Excellent, (13)
"We needed something for just under a month until our apartment was ready for move in. The location was great, literally 2 mins from the trail! Fully stocked with everything you could ever need and access to the washer and dryer was key. Thanks for a great stay! "
Beautiful 2BR Walkout Fenced & Gated Villa, Onsite parking, Pet friendly-2+acres
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, (322)
"Fantastic property and top tier customer service. Everything was 5 star from the accommodations to the exquisite cuisine and wine"
The price is HK$4,282
HK$5,286 total
includes taxes & fees
24 Nov - 25 Nov
Salamander Resort And Spa
The Red Fox Inn & Tavern
4.0 star property
9.6 out of 10, Exceptional, (323)
"A lovely inn, close to shopping and wineries and with a great restaurant."
The price is HK$2,526
HK$2,879 total
includes taxes & fees
20 Nov - 21 Nov
The Red Fox Inn & Tavern
Hyatt Regency Dulles
4.0 star property
8.8 out of 10, Excellent, (1201)
"Super clean nice staff reasonable price "
The price is HK$778
HK$879 total
includes taxes & fees
6 Dec - 7 Dec
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 holiday rentals in Middleburg?

Yes, there are holiday rentals in Middleburg close to National Sporting Library & Museum, or you can select a more secluded option if you're looking for 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 holiday rentals that Middleburg has to offer?

Breathtaking views with an indoor private pool, come escape with us: This holiday home rental outside of Middleburg is located in the mountains, and has an indoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Middleburg?

Expedia has 12 holiday 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 Cana Vineyards and Winery.

What’s a holiday rental in Middleburg like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middleburg. Holiday rentals offer extras like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for a family trip.