Holiday Homes in Middleburg

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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, (18 reviews)
"We loved the huge kitchen and family room, and the location in Virginia horse country was amazing!"
United States
STAN P.
The price is €437
includes taxes & fees
22 Apr - 23 Apr
Spacious Modern Home on Middleburg Horse Farm

Hunters Retreat with High Speed Internet

Hunters Retreat with High Speed Internet
Middleburg
10.0 out of 10, Exceptional, (6 reviews)
"We had the best fall weekend and the property is amazing "
United States
Kelly T.
The price is €679
includes taxes & fees
26 Apr - 27 Apr
Hunters Retreat with High Speed Internet

Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (33 reviews)
"The host was great in communicating check in and check out instructions! We appreciated being able to park in the driveway and the fenced in back yard was also a nice amenity. Would definitely stay here again!"
United States
Katherine s.
The price is €335
includes taxes & fees
20 May - 21 May
Leesburg Hideaway- King Bed + Private Backyard

Shenandoah mountain cottage w/hot tub & fire pit

Shenandoah mountain cottage w/hot tub & fire pit
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 €292
includes taxes & fees
27 Apr - 28 Apr
Shenandoah mountain cottage w/hot tub & fire pit

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, (7 reviews)
"Welcoming host, great place!"
United States
Amanda M.
The price is €278
includes taxes & fees
21 Apr - 22 Apr
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets

Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets
Harpers Ferry
10.0 out of 10, Exceptional, (25 reviews)
"The house was very nice and the hosts were communicative and provided everything we needed."
United States
Jackie C.
The price is €378
includes taxes & fees
20 Apr - 21 Apr
Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets

Cozy Cottage - 6 Mins To River, Hiking & Trails - Work From Home Paradise

Cozy Cottage - 6 Mins To River, Hiking & Trails - Work From Home Paradise
Harpers Ferry
10.0 out of 10, Exceptional, (10 reviews)
"The home was clean and beautifully decorated. "
United States
Preeti r.
Cozy Cottage - 6 Mins To River, Hiking & Trails - Work From Home Paradise

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

Mountain Retreat w/2 Living Spaces, Hot Tub & Deck
Harpers Ferry
The price is €279
includes taxes & fees
22 Apr - 23 Apr
Mountain Retreat w/2 Living Spaces, Hot Tub & Deck

Stone Cabin on Valley View: Fire Pit + Hot Tub

Stone Cabin on Valley View: Fire Pit + Hot Tub
Harpers Ferry
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful scenery! Beautiful home! Wonderful hosts!"
United States
Brian S.
The price is €322
includes taxes & fees
21 Apr - 22 Apr
Stone Cabin on Valley View: Fire Pit + Hot Tub

Riverview Retreat - Pool, Hot Tub, and Mtn Views!

Riverview Retreat - Pool, Hot Tub, and Mtn Views!
Harpers Ferry
10.0 out of 10, Exceptional, (1 review)
"We had a great time at Riverview Retreat! The house was perfect for our group and offered beautiful views. We especially loved the fireplace and all of the amenities they had available. The hot tub code was missing from the manual so we weren't able to use it on our first night and the spiral staircase was pretty intimidating for the weather we had. Heed the warnings about needing four wheel drive in the winter for the driveway. I was thankful there wasn't snow as it would have been scary to...
United States
Stacy H.
The price is €353
includes taxes & fees
20 Apr - 21 Apr
Riverview Retreat - Pool, Hot Tub, and Mtn Views!

A unique mountaintop getaway overlooking Willow Croft Winery.

A unique mountaintop getaway overlooking Willow Croft Winery.
Leesburg
10.0 out of 10, Exceptional, (116 reviews)
"Wonderful home with outstanding hosts! Will hope to stay here every time we visit Leesburg!"
United States
Ethan R.
The price is €710
includes taxes & fees
29 Apr - 30 Apr
A unique mountaintop getaway overlooking Willow Croft Winery.

Quaint Royal Cottage @ Historic Leesburg

Quaint Royal Cottage @ Historic Leesburg
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (10 reviews)
"Great location in a great town!"
United States
Gigi D.
Quaint Royal Cottage @ Historic Leesburg

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

Bluemont home just minutes to wineries, breweries, hiking and more!
Bluemont
The price is €329
includes taxes & fees
13 May - 14 May
Bluemont home just minutes to wineries, breweries, hiking and more!

The Apple Mountain House

The Apple Mountain House
Front Royal
9.8 out of 10, Exceptional, (11 reviews)
"The stay was amazing! Breathtaking views, clean home, and wonderful amenities!!"
United States
Katia R.
The price is €331
includes taxes & fees
23 Apr - 24 Apr
The Apple Mountain House

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, (29 reviews)
"Everything was great "
United States
James A.
The price is €508
includes taxes & fees
21 Apr - 22 Apr
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

Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.

Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.
Sterling
9.8 out of 10, Exceptional, (113 reviews)
"Wonderful stay. Very cozy and quiet. "
United States
Roger H.
The price is €130
includes taxes & fees
21 Apr - 22 Apr
Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.

Cottage on King | Charming Historic Leesburg Home

Cottage on King | Charming Historic Leesburg Home
Leesburg's Old and Historic District
9.6 out of 10, Exceptional, (69 reviews)
"the cottage had everything we needed. "
United States
christa S.
The price is €443
includes taxes & fees
20 Apr - 21 Apr
Cottage on King | Charming Historic Leesburg Home

The Cottage on Royal - Historic Leesburg Home

The Cottage on Royal - Historic Leesburg Home
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (19 reviews)
"Delightful cottage, super convenient, and our host was extremely nice and attentive. "
United States
Mark M.
The price is €445
includes taxes & fees
21 Apr - 22 Apr
The Cottage on Royal - Historic Leesburg Home

🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries

🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries
Linden
10.0 out of 10, Exceptional, (26 reviews)
"Very nice stay! A peaceful, quiet little place. Cozy beds! We enjoyed our time. "
United States
Katelyn E.
The price is €357
includes taxes & fees
5 May - 6 May
🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries

The Rollason River Retreat - Four Bedroom Home with Game Room and Boat Access

The Rollason River Retreat - Four Bedroom Home with Game Room and Boat Access
Front Royal
The price is €412
includes taxes & fees
25 Apr - 26 Apr
The Rollason River Retreat - Four Bedroom Home with Game Room and Boat Access
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

Find out more about Middleburg

Middleburg Holiday Homes information

Number of reviews
486
Accommodation
257 Holiday Homes
Lowest Price
€130
Highest Price
€710