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Middleburg Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Middleburg vacation rentals

Lobby sitting area
Global Luxury Suites at Reston

Global Luxury Suites at Reston

Global Luxury Suites at Reston
4.0 star property
Reston
7.4 out of 10, Good, (28)
"Love it"
United States
Valerie
The price is ￥16,098
￥23,747 total
includes taxes & fees
Dec 28 - Dec 29
Global Luxury Suites at Reston
Property amenity
Global Luxury Suites at Town Center

Global Luxury Suites at Town Center

Global Luxury Suites at Town Center
4.0 star property
Reston
8.8 out of 10, Excellent, (9)
"The stay, property and amenities were very nice. Improve purchasing process. Was charged although"
United States
Leslie
The price is ￥17,538
￥25,403 total
includes taxes & fees
Dec 28 - Dec 29
Global Luxury Suites at Town Center
Lobby sitting area
Global Luxury Suites at Reston Town Center

Global Luxury Suites at Reston Town Center

Global Luxury Suites at Reston Town Center
3.5 star property
Reston
8.4 out of 10, Very Good, (156)
"Conveniently located. The staff was very helpful, the place was spotless. "
United States
Mindy
Global Luxury Suites at Reston Town Center
Apartment (4 Bedrooms) | Interior
Balcony & Pool Access: Modern Gainesville Home

Balcony & Pool Access: Modern Gainesville Home

Balcony & Pool Access: Modern Gainesville Home
3.5 star property
Gainesville
The price is ￥24,790
￥78,042 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Balcony & Pool Access: Modern Gainesville Home
Cottage (3 Bedrooms) | Interior
Cottage w/ Furnished Patio & Garden: Dtwn Leesburg

Cottage w/ Furnished Patio & Garden: Dtwn Leesburg

Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
3.0 star property
Leesburg's Old and Historic District
The price is ￥59,465
￥106,460 total
includes taxes & fees
Dec 28 - Dec 29
Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
Cottage (1 Bedroom) | Interior
Hike, Sip & Explore: Charming Waterford Cottage!

Hike, Sip & Explore: Charming Waterford Cottage!

Hike, Sip & Explore: Charming Waterford Cottage!
3.0 star property
Waterford
The price is ￥43,148
￥75,995 total
includes taxes & fees
Dec 30 - Dec 31
Hike, Sip & Explore: Charming Waterford Cottage!
House (Multiple Bedrooms) | Interior
'thomson Farm' Classic Home < 10 Mi to Vineyards!

'thomson Farm' Classic Home < 10 Mi to Vineyards!

'thomson Farm' Classic Home < 10 Mi to Vineyards!
3.0 star property
Leesburg
The price is ￥169,546
￥285,270 total
includes taxes & fees
Jan 3 - Jan 4, 2026
'thomson Farm' Classic Home < 10 Mi to Vineyards!
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

Hyatt Regency Dulles

Hyatt Regency Dulles

10/10 Excellent
"we love this place!!"
ursula 1-night trip
Posted 1 day ago
Hyatt Regency Dulles

Find out more about Middleburg

Search for holiday rentals in Middleburg on Expedia! You can easily find your home rentals, villas, holiday apartments in Middleburg using one of the methods below:

  • View our selection of featured holiday rentals in Middleburg
  • Use the map to find apartments and other holiday homes in the Middleburg neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middleburg while they last

Look no further and take a look at our great range of rental properties in Middleburg!

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?

Grand 9BR Provenance Manor Ideal for Weddings & Gatherings: This Middleburg vacation home rental has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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 Middleburg Historic District and Greenhill Winery & Vineyards.

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.