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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, (46)
"Very clean, Beautiful Property. Super peaceful. Will come back in the summer to enjoy town summer time activities. "
The price is ¥40,409
¥57,865 total
includes taxes & fees
Aug 12 - Aug 13
18th Century Stone Cottage minutes from historic Middleburg

Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

9.8 out of 10, Exceptional, (17)
"Great two days at the farm. Quiet, clean, and friendly hosts. :) "
The price is ¥22,041
¥39,700 total
includes taxes & fees
Aug 10 - Aug 11
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

Global Luxury Suites at Reston Town Center

3.5 star property
8.4 out of 10, Very Good, (141)
"We had a lovely stay. The apartment was clean, comfortable, and well appointed with everything we needed for an enjoyable stay in Reston Town Center. We would definitely stay again."
Global Luxury Suites at Reston Town Center

Breathtaking View with an Indoor Pool

9.8 out of 10, Exceptional, (256)
"We really enjoyed our stay at Bear Chase Manor! Amazing property, great pool, in a beautiful area. We are already discussing possible future visits! "
Breathtaking View with an Indoor Pool

Global Luxury Suites at Reston

4.0 star property
7.8 out of 10, Good, (18)
"Super cute place, neat, clean, cool city."
The price is ¥17,192
¥36,671 total
includes taxes & fees
Sep 7 - Sep 8
Global Luxury Suites at Reston

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

10.0 out of 10, Exceptional, (90)
"This beautiful cabin has everything you need for a wonderful stay. My husband and I stayed here for our 44th anniversary while visiting local wineries. It was a perfect location."
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

6 Mins from Dulles Airport Suite

8.6 out of 10, Excellent, (4)
"Great visit. Would definitely stay again."
The price is ¥17,138
¥27,958 total
includes taxes & fees
Sep 9 - Sep 10
6 Mins from Dulles Airport Suite

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

8.4 out of 10, Very Good, (17)
"Great space for me to sleep and relax for a couple days!"
The price is ¥12,652
¥49,629 total
includes taxes & fees
Aug 10 - Aug 11
Beautiful 1BR Walkout Fenced & Gated Villa, Onsite parking, Pet friendly-2+acres

Cottage on King | Charming Historic Leesburg Home

9.6 out of 10, Exceptional, (54)
"Walkable to downtown historic Leesburg. Clean and super cute little house. Would stay again! "
The price is ¥20,755
¥46,512 total
includes taxes & fees
Aug 11 - Aug 12
Cottage on King | Charming Historic Leesburg Home

Historical cottage in the town of Paris

9.8 out of 10, Exceptional, (45)
"This is a nice home near sky meadow park. A great place to see the stars... Very close to DC. "
Historical cottage in the town of Paris

Charming 2-Bedroom Basement Apartment with AC, WiFi in enchanting Leesburg

9.4 out of 10, Exceptional, (3)
"The apartment is great. I suspect it would be particularly awesome for a long-term stay. It's a basement apartment, so stairs weren't a surprise. Obviously, if you're not mobile, you won't pick this apartment. However, if you're a little wobbly, the stairs only have one handrail (it's not sketchy, but I rely pretty heavily on my handrails, and this one was not comforting), the bathroom floor is shiny and terrifying, the walk to the unit is bumpy, with lots of tree roots, uphill, and possibly...
Charming 2-Bedroom Basement Apartment with AC, WiFi in enchanting Leesburg

Modern Country House on the Shenandoah River

9.8 out of 10, Exceptional, (36)
"The views are beautiful and the house was the perfect size for a group of 7 friends. We had a great time!"
Modern Country House on the Shenandoah River

Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

9.8 out of 10, Exceptional, (98)
"Our stay was great and really enjoyed the house. We had so much space to have our own time and then still be able to come together for meals and hanging in the hot tub. We now want to come back in the winter and go to the sledding hill right in front of the house! "
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

Luxury Home at One Loudoun

9.2 out of 10, Wonderful, (15)
"We really enjoyed our stay! The property was just what we needed, and the host was very accommodating—allowing us to check in early, which was immensely appreciated after a long drive. There are a lot of stairs, but we considered it our vacation workout! Would definitely stay again!"
The price is ¥26,155
¥66,502 total
includes taxes & fees
Sep 1 - Sep 2
Luxury Home at One Loudoun

Rivers Edge Retreat with spectacular water views, Full kitchen, Games, Fishing

10.0 out of 10, Exceptional, (2)
"Easy check-in, excellent communication. Home was very clean with quality furnishings and bedding. Lots of thoughtful touches and extras. Located along Shenandoah River makes it picturesque."
Rivers Edge Retreat with spectacular water views, Full kitchen, Games, Fishing

Tranquil Sugarland Retreat Close to Airport/Metro

9.8 out of 10, Exceptional, (20)
"Just as described, wonderful!"
The price is ¥13,225
¥23,409 total
includes taxes & fees
Aug 15 - Aug 16
Tranquil Sugarland Retreat Close to Airport/Metro

Wild Hare Cottage

10.0 out of 10, Exceptional, (7)
"We had just a quick overnight stay, the cottage is cozy, clean, and charming. Communication was easy and clear, we'd love to stay again!"
The price is ¥20,572
¥34,844 total
includes taxes & fees
Aug 13 - Aug 14
Wild Hare Cottage

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

10.0 out of 10, Exceptional, (2)
"Great and quiet location with all the amenities. Getting to the parking is a bit tricky but other than that great place to stay with family"
The price is ¥17,933
¥52,179 total
includes taxes & fees
Sep 4 - Sep 5
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

Kalia’s Mountain Momma Getaway

10.0 out of 10, Exceptional, (9)
"Location was nice"
The price is ¥16,016
¥25,990 total
includes taxes & fees
Aug 10 - Aug 11
Kalia’s Mountain Momma Getaway

1805 Farmhouse with Heated Pool in Harpers Ferry

10.0 out of 10, Exceptional, (43)
"This was my second stay here and it’s just lovely. The furnishings are beautiful, the beds are so comfortable, and everything is just top quality. "
1805 Farmhouse with Heated Pool in Harpers Ferry
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

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 View with an Indoor Pool: 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. You can relax into your vacation with a selection of games and a hot tub.

How many vacation rentals will I find in Middleburg?

Expedia has 11 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 Greenhill Winery & Vineyards and Glenwood Park.

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.