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Top Holiday 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 £299
includes taxes & fees
4 Sept - 5 Sept
18th Century Stone Cottage minutes from historic Middleburg

Grand 9BR Provenance Manor Ideal for Weddings & Gatherings

The price is £1,376
includes taxes & fees
1 Sept - 2 Sept
Grand 9BR Provenance Manor Ideal for Weddings & Gatherings

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

9.8 out of 10, Exceptional, (17)
"Cute farm, nice family. Place as advertised. Close to beautiful country and lots of vineyards."
The price is £201
includes taxes & fees
4 Sept - 5 Sept
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, (143)
"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, (258)
"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, (19)
"Super cute place, neat, clean, cool city."
The price is £166
includes taxes & fees
23 Aug - 24 Aug
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.

Blue Ridge Getaway - Sunset Views, A.T. Access

10.0 out of 10, Exceptional, (55)
"My girlfriend and I had a wonderful weekend escaping the hustle and bustle of the city. The view was spectacular and the property was perfect!"
The price is £275
includes taxes & fees
4 Sept - 5 Sept
Blue Ridge Getaway - Sunset Views, A.T. Access

Apple Mountain Retreat

10.0 out of 10, Exceptional, (15)
"Very nice place to stay within convenient distance to Front Royal and Shenandoah Natl Park. "
The price is £178
includes taxes & fees
28 Aug - 29 Aug
Apple Mountain Retreat

Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry

8.8 out of 10, Excellent, (8)
"Four family members stayed for a four day weekend. The place was spotless when we arrived and all amenities are as described. The location is perfect for visiting Harpers Ferry, Shepherdstown, and Antietam. We had wonderful time."
Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry

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 £252
includes taxes & fees
24 Aug - 25 Aug
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 £241
includes taxes & fees
9 Sept - 10 Sept
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

Terra Alta - Incredible River Views and Hot Tub!

9.6 out of 10, Exceptional, (58)
"We had a great time! The house overlooks the river and we loved the hot tub and fire pit! "
The price is £308
includes taxes & fees
1 Sept - 2 Sept
Terra Alta - Incredible River Views and Hot Tub!

Wild And Wonderful Silos

9.2 out of 10, Wonderful, (5)
"Heated mattress was the best. Thank you! "
The price is £226
includes taxes & fees
25 Aug - 26 Aug
Wild And Wonderful Silos

Modern Country House on the Shenandoah River

9.8 out of 10, Exceptional, (39)
"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

The Oculus - Huge Cabin with a Hot Tub!

9.8 out of 10, Exceptional, (21)
"The property is well maintained. The surroundings are peaceful. It was conveniently located near the casino and winery we visited. The house only has one TV; but that gave us more time to make new memories. "
The price is £335
includes taxes & fees
4 Sept - 5 Sept
The Oculus - Huge Cabin with a Hot Tub!

Lakefront Log Cabin w/ Dreamy Waterfront Patio!

2.0 star property
9.8 out of 10, Exceptional, (6)
"Beautiful property. Nice views of the lake."
The price is £246
includes taxes & fees
4 Sept - 5 Sept
Lakefront Log Cabin w/ Dreamy Waterfront Patio!

Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries!

9.8 out of 10, Exceptional, (23)
"Great stay for two young families. Lovely home and great location. Would recommend for a group trip to the area."
Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries!

Kalia’s Mountain Momma Getaway

10.0 out of 10, Exceptional, (11)
"Location was nice"
The price is £134
includes taxes & fees
28 Aug - 29 Aug
Kalia’s Mountain Momma Getaway
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 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 View with an Indoor Pool: 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. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals will I find in Middleburg?

Expedia has 11 holiday 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 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.