A street with parked cars and storefronts, including a jewelry store and a restaurant.

Search Holiday Homes in Middleburg

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Middleburg holiday homes

Spacious Modern Home on Middleburg Horse Farm

Spacious Modern Home on Middleburg Horse Farm
Middleburg
10.0 out of 10, Exceptional, (20 reviews)
"Beautiful home and surroundings. Peaceful. Spacious. Lovely. "
United States
Debra D.
The price is £466
includes taxes & fees
5 Aug - 6 Aug
Spacious Modern Home on Middleburg Horse Farm

Willow Family Lodge,, Spacious 4-bedroom house in beautiful Herndon with AC

Willow Family Lodge,, Spacious 4-bedroom house in beautiful Herndon with AC
Dranesville
The price is £455
includes taxes & fees
3 Aug - 4 Aug
Willow Family Lodge,, Spacious 4-bedroom house in beautiful Herndon with AC

Mountain Views w/Hot Tub, 95” TV & Trail Access

Mountain Views w/Hot Tub, 95” TV & Trail Access
Shenandoah Farms
The price is £253
includes taxes & fees
6 Jul - 7 Jul
Mountain Views w/Hot Tub, 95” TV & Trail Access

Events and Concierge! 6BR Heated Pool Near Wineries

Events and Concierge! 6BR Heated Pool Near Wineries
Hume
The price is £1,307
includes taxes & fees
6 Jul - 7 Jul
Events and Concierge! 6BR Heated Pool Near Wineries

Still Meadow Farm

Still Meadow Farm
Purcellville
10.0 out of 10, Exceptional, (2 reviews)
"Still Meadow is a beautiful place to stay, super clean, We would definitely recommend. Host was responsive and accommodating."
United States
Jodie J.
The price is £970
includes taxes & fees
12 Jul - 13 Jul
Still Meadow Farm

Chalet in Harpers Ferry

Chalet in Harpers Ferry
Harpers Ferry
10.0 out of 10, Exceptional, (3 reviews)
"Great time. In the mountains. Clean. Ease of communication. Would stay again"
United States
Courtney C.
The price is £452
includes taxes & fees
4 Aug - 5 Aug
Chalet in Harpers Ferry

Mountain home w/ hot tub & sunroom

Mountain home w/ hot tub & sunroom
Front Royal
9.0 out of 10, Wonderful, (31 reviews)
"The house itself was clean, the beds are comfortable, and it is in a nice, quiet, and private location. The property manager was very pleasant and responsed to any questions or concerns quickly. "
United States
Elissa S.
The price is £235
includes taxes & fees
6 Jul - 7 Jul
Mountain home w/ hot tub & sunroom

Escape the city to this Spacious and Clean 5BR / 3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country

Escape the city to this Spacious and Clean 5BR / 3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country
Marshall
9.8 out of 10, Exceptional, (31 reviews)
"Everything was great "
United States
James A.
The price is £702
includes taxes & fees
31 Jul - 1 Aug
Escape the city to this Spacious and Clean 5BR / 3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country

Iconic Chalet: Sauna • Hot Tub • Fire Pit • Plunge

Iconic Chalet: Sauna • Hot Tub • Fire Pit • Plunge
Shannondale
10.0 out of 10, Exceptional, (4 reviews)
"My family and ai had an amazing stay at Deb and Alex’s rental in WV! It was easy to check-in, very clean, and had convenient amenities! Would definitely consider staying with them again!"
United States
Anonymous traveller
The price is £443
includes taxes & fees
6 Jul - 7 Jul
Iconic Chalet: Sauna • Hot Tub • Fire Pit • Plunge

Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV

Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV
Harpers Ferry
10.0 out of 10, Exceptional, (13 reviews)
"Perfect place to spend a few nights with our two dogs. Very clean, great amenities, and beautifully decorated. Highly recommend!! "
United States
Megan L.
Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV

Mountain Retreat w/2 Living Spaces, Hot Tub & Deck

Mountain Retreat w/2 Living Spaces, Hot Tub & Deck
Harpers Ferry
The price is £249
includes taxes & fees
12 Jul - 13 Jul
Mountain Retreat w/2 Living Spaces, Hot Tub & Deck

Luxury KING Suites, Lakefront w/ Dock, HotTub, Watercraft

Luxury KING Suites, Lakefront w/ Dock, HotTub, Watercraft
Harpers Ferry
10.0 out of 10, Exceptional, (8 reviews)
"Holly and David were amazing hosts. Their home is warm and inviting, and the special touches of cookies and libations and pizza doughs were over the top!"
United Kingdom
Laura V.
The price is £1,315
includes taxes & fees
12 Jul - 13 Jul
Luxury KING Suites, Lakefront w/ Dock, HotTub, Watercraft

Peaceful Single-Level Retreat, Near Harpers Ferry, Easy Access + Prime Location

Peaceful Single-Level Retreat, Near Harpers Ferry, Easy Access + Prime Location
Harpers Ferry
7.4 out of 10, Good, (28 reviews)
"The inside was well done and clean. Even though the neighbors are close, they were quiet. My husband and I were able to relax in a comfortable setting."
United States
Melissa H.
The price is £266
includes taxes & fees
7 Jul - 8 Jul
Peaceful Single-Level Retreat, Near Harpers Ferry, Easy Access + Prime Location

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

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Harpers Ferry
10.0 out of 10, Exceptional, (8 reviews)
"Welcoming host, great place!"
United States
Amanda M.
The price is £330
includes taxes & fees
28 Jul - 29 Jul
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

Storybook cottage on Leesburg's most historic block — walk to everything

Storybook cottage on Leesburg's most historic block — walk to everything
Leesburg's Old and Historic District
9.6 out of 10, Exceptional, (72 reviews)
"Spotless and super comfortable—exactly what we needed. We loved our quick weekend getaway here. The location is fantastic, just steps from downtown Leesburg’s charming shops, restaurants, and everything else. Highly recommend!"
United States
draje7
The price is £396
includes taxes & fees
27 Jul - 28 Jul
Storybook cottage on Leesburg's most historic block — walk to everything

A peaceful, forest retreat with stunning views near historic Harpers Ferry.

A peaceful, forest retreat with stunning views near historic Harpers Ferry.
Harpers Ferry
9.2 out of 10, Wonderful, (11 reviews)
"Great place to stay!! Very happy with the accommodations "
United States
Amanda E.
The price is £311
includes taxes & fees
8 Jul - 9 Jul
A peaceful, forest retreat with stunning views near historic Harpers Ferry.

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

Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
Harpers Ferry
9.8 out of 10, Exceptional, (113 reviews)
"The house was as advertised and served as a great location for our retreat! We had a freak plumbing emergency, and the host fixed it within literally an hour. "
United States
Connie V.
The price is £417
includes taxes & fees
7 Jul - 8 Jul
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

LUX Lakefront King Suites w/Dock, HotTub, Kayaks

LUX Lakefront King Suites w/Dock, HotTub, Kayaks
Shannondale
10.0 out of 10, Exceptional, (4 reviews)
"Amazing house and host! This is the perfect layout as each bedroom has a large bed and it's own bathroom. Beautiful views if the lake and mountain. "
United Kingdom
Tom V.
LUX Lakefront King Suites w/Dock, HotTub, Kayaks

Perfect 2-bedroom Treetop Bungalow Treehouse

Perfect 2-bedroom Treetop Bungalow Treehouse
Leesburg
10.0 out of 10, Exceptional, (1 review)
"This was such a beautiful cozy space that was peaceful and made for relaxing slow days. We left feeling restored and relaxed. Everything was perfect. Couldn’t ask for a better experience. Looking forward to an opportunity to stay again. "
United States
Katherine J.
The price is £341
includes taxes & fees
3 Aug - 4 Aug
Perfect 2-bedroom Treetop Bungalow Treehouse

Bluemont home just minutes to wineries, breweries, hiking and more!

Bluemont home just minutes to wineries, breweries, hiking and more!
Bluemont
The price is £302
includes taxes & fees
9 Jul - 10 Jul
Bluemont home just minutes to wineries, breweries, hiking and more!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Middleburg Hotel Reviews

Find out more about Middleburg

Middleburg Holiday Homes information

Number of reviews
290
Accommodation
292 Holiday Homes
Lowest Price
£235
Highest Price
£1,315