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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, (46)
"Very clean, Beautiful Property. Super peaceful. Will come back in the summer to enjoy town summer time activities. "
The price is NZ$659
includes taxes & fees
22 July - 23 July
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 NZ$454
includes taxes & fees
17 July - 18 July
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)
"This is a fantastic location! We stayed here as an alternative to a local hotel and are super happy with that choice. Extra thanks to our host Bushra from Churchill Living. Immediate response to our questions and super friendly and helpful. Full recommendation!"
Global Luxury Suites at Reston Town Center

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

8.6 out of 10, Excellent, (16)
"Great space for me to sleep and relax for a couple days!"
The price is NZ$601
includes taxes & fees
17 July - 18 July
Beautiful 1BR Walkout Fenced & Gated Villa, Onsite parking, Pet friendly-2+acres

6 Mins from Dulles Airport Suite

8.0 out of 10, Very good, (3)
The price is NZ$314
includes taxes & fees
21 July - 22 July
6 Mins from Dulles Airport Suite

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

10.0 out of 10, Exceptional, (87)
"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.

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 NZ$480
includes taxes & fees
24 July - 25 July
Global Luxury Suites at Reston

Cottage on King | Charming Historic Leesburg Home

9.6 out of 10, Exceptional, (52)
"Walkable to downtown historic Leesburg. Clean and super cute little house. Would stay again! "
The price is NZ$648
includes taxes & fees
5 Aug - 6 Aug
Cottage on King | Charming Historic Leesburg Home

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

10.0 out of 10, Exceptional, (1)
"Our stay at Bala’s home was wonderful. The location right on the river is perfect for a relaxing getaway. A very close drive to the National Park and Front Royal. The home is updated nicely and amenities are well stocked, above average kitchen supplies from the typical vacation rental. Do note that there are no tvs in the bedrooms which we appreciated but some may not. Overall it was great. "
Rivers Edge Retreat with spectacular water views, Full kitchen, Games, Fishing

Kalia’s Mountain Momma Getaway

10.0 out of 10, Exceptional, (8)
"Location was nice"
The price is NZ$296
includes taxes & fees
30 July - 31 July
Kalia’s Mountain Momma Getaway

Cozy Mountain Cabin w/ Steam Shower. Family Friendly!

10.0 out of 10, Exceptional, (72)
"It's the perfect place to stay if you're going to HF but want some distance from people/a view of the mountains. Really nice property. We'd stay again! Thanks!"
The price is NZ$595
includes taxes & fees
29 July - 30 July
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!

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

9.8 out of 10, Exceptional, (96)
"What a perfect home for our Thanksgiving celebration! There were so many rooms in which to spread out, the beds were comfortable, and the location was central to necessities. We had a great stay!"
The price is NZ$1,053
includes taxes & fees
27 July - 28 July
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

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

10.0 out of 10, Exceptional, (52)
"Our stay was perfect "
The price is NZ$614
includes taxes & fees
30 July - 31 July
Blue Ridge Getaway - Sunset Views, A.T. Access

Breathtaking View with an Indoor Pool

9.8 out of 10, Exceptional, (253)
"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

Escape to Shenandoah River, Hot Tub after a Hike!

10.0 out of 10, Exceptional, (47)
"We had a great overnight stay. The house was very clean, and the hot tub was a nice bonus!"
The price is NZ$793
includes taxes & fees
12 Aug - 13 Aug
Escape to Shenandoah River, Hot Tub after a Hike!

Historical cottage in the town of Paris

9.8 out of 10, Exceptional, (43)
"we enjoy our stay everytime"
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

The Oculus - Huge Cabin with a Hot Tub!

9.8 out of 10, Exceptional, (19)
"This was a great place for our vacation."
The price is NZ$729
includes taxes & fees
30 July - 31 July
The Oculus - Huge Cabin with a Hot Tub!

1805 Farmhouse with Heated Pool in Harpers Ferry

10.0 out of 10, Exceptional, (41)
"We had a lovely time here on this property! We had our law firm retreat where we needed to talk about big topics away from the office. The house was wonderful and Leigh was so responsive. Thank you so much for hosting this beautiful home! "
1805 Farmhouse with Heated Pool in Harpers Ferry

Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger

10.0 out of 10, Exceptional, (5)
"Great hidden gem, something very cool and special about this place, highly recommend!!"
The price is NZ$1,155
includes taxes & fees
23 July - 24 July
Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger
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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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?

Cottage on King | Charming Historic Leesburg Home: This holiday home rental outside of Middleburg is located in the city centre, and has a balcony, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of games in this rental home to help you unwind.

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.