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

Search Vacation Homes in Middleburg

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Middleburg vacation homes

Fridge, microwave, oven, stovetop

Spacious Modern Home on Middleburg Horse Farm

Spacious Modern Home on Middleburg Horse Farm
Middleburg
10.0 out of 10, Exceptional, (20 reviews)
"Perfect for a mother and daughter get away. Peaceful and quiet. Short distance to Middleburg. Looking forward to staying here again. Already planning another trip with the whole family at Thanksgiving!"
United States
Denise B.
The price is AED 1,153
AED 2,311 total
includes taxes & fees
5 Aug - 6 Aug
Spacious Modern Home on Middleburg Horse Farm
Private kitchen

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 AED 932
AED 2,432 total
includes taxes & fees
12 Aug - 13 Aug
Willow Family Lodge,, Spacious 4-bedroom house in beautiful Herndon with AC
Property grounds

Mountain Retreat with Hot Tub Near Shenandoah National Park, Virginia

Mountain Retreat with Hot Tub Near Shenandoah National Park, Virginia
Shenandoah Valley
The price is AED 1,373
AED 1,733 total
includes taxes & fees
15 Jul - 16 Jul
Mountain Retreat with Hot Tub Near Shenandoah National Park, Virginia
Exterior

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

Mountain Views w/Hot Tub, 95” TV & Trail Access
Shenandoah Farms
The price is AED 665
AED 1,186 total
includes taxes & fees
15 Jul - 16 Jul
Mountain Views w/Hot Tub, 95” TV & Trail Access
Interior

Events and Concierge! 6BR Heated Pool Near Wineries

Events and Concierge! 6BR Heated Pool Near Wineries
Hume
Events and Concierge! 6BR Heated Pool Near Wineries
Exterior

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 AED 5,767
AED 6,635 total
includes taxes & fees
27 Jul - 28 Jul
Luxury KING Suites, Lakefront w/ Dock, HotTub, Watercraft
Exterior

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
Outdoor dining

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 traveler
The price is AED 921
AED 1,871 total
includes taxes & fees
15 Jul - 16 Jul
Iconic Chalet: Sauna • Hot Tub • Fire Pit • Plunge
TV, fireplace, table tennis, stereo

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 AED 3,008
AED 3,585 total
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
Living area

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 AED 2,700
AED 4,888 total
includes taxes & fees
29 Jul - 30 Jul
Still Meadow Farm
Interior

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 AED 783
AED 1,571 total
includes taxes & fees
15 Jul - 16 Jul
A peaceful, forest retreat with stunning views near historic Harpers Ferry.
Fridge, oven, stovetop, dishwasher

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

Mountain Retreat w/2 Living Spaces, Hot Tub & Deck
Harpers Ferry
The price is AED 591
AED 1,224 total
includes taxes & fees
20 Jul - 21 Jul
Mountain Retreat w/2 Living Spaces, Hot Tub & Deck
Exterior

Buckskin Manor - Historic, Pool, 66 Acre Vineyard

Buckskin Manor - Historic, Pool, 66 Acre Vineyard
Purcellville
9.0 out of 10, Wonderful, (23 reviews)
"Beautiful home on absolutely magnificent propertyTastefully decorated with lovely pieces of furniture and whimsical touchesLots of different areas for eating, reading and relaxingThe pool was fantasticGreat choice for a memorable family vacation! "
United States
Chana T.
The price is AED 1,638
AED 4,809 total
includes taxes & fees
2 Aug - 3 Aug
Buckskin Manor - Historic, Pool, 66 Acre Vineyard
TV, fireplace

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 AED 1,313
AED 2,207 total
includes taxes & fees
27 Jul - 28 Jul
Chalet in Harpers Ferry
Microwave, oven, stovetop, dishwasher

Cozy 4BR Single Family Home Near IAD Family-Friendly w/ Workspaces!

Cozy 4BR Single Family Home Near IAD Family-Friendly w/ Workspaces!
Hutchison
The price is AED 1,051
AED 1,872 total
includes taxes & fees
12 Aug - 13 Aug
Cozy 4BR Single Family Home Near IAD Family-Friendly w/ Workspaces!
TV, offices

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 AED 605
AED 1,128 total
includes taxes & fees
15 Jul - 16 Jul
Mountain home w/ hot tub & sunroom
Interior

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

Bluemont home just minutes to wineries, breweries, hiking and more!
Bluemont
The price is AED 507
AED 1,329 total
includes taxes & fees
19 Jul - 20 Jul
Bluemont home just minutes to wineries, breweries, hiking and more!
Terrace/patio

The Cottage on Royal - Historic Leesburg Home

The Cottage on Royal - Historic Leesburg Home
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (21 reviews)
"Delightful cottage, super convenient, and our host was extremely nice and attentive. "
United States
Mark M.
The Cottage on Royal - Historic Leesburg Home
Outdoor dining

New Playground•Fenced Yard•Hot Tub•King Bed•Pets

New Playground•Fenced Yard•Hot Tub•King Bed•Pets
Harpers Ferry
10.0 out of 10, Exceptional, (29 reviews)
"Host was helpful and everything was wonderful."
United States
Karen
The price is AED 558
AED 1,505 total
includes taxes & fees
15 Jul - 16 Jul
New Playground•Fenced Yard•Hot Tub•King Bed•Pets
Smart TV, fireplace

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, (9 reviews)
"Welcoming host, great place!"
United States
Amanda M.
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middleburg Hotel Reviews

Hyatt Place Herndon Dulles Airport East

Hyatt Place Herndon Dulles Airport East

8/10 Good
"We booked this hotel last minute when our flight plans fell through and we needed to spend the night in DC. A huge reason for booking the hotel was for the included airport shuttle. While checking in, the receptionist asked what time we needed a shuttle back the next day. I told her 4:20-4:30am since our flight was at 6:10am. She replied that they could not transfer us because their earliest shuttle was at 5:00am. I asked if we were on our own then and she said 'yep'; no apology for the inconvenience or other suggestion on how to make something work. This was pretty frustrating given the big reason we booked this hotel was because of the shuttle. We then had to figure out our own travel plans for the next morning and pay $30 to Uber 8 minutes to the airport. Frustrating!"
Sadie 1-night trip
Posted 2 hours ago
Hyatt Place Herndon Dulles Airport East

Explore a world of travel with Expedia