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Our top choices for Middleburg vacation homes

Spacious Modern Home on Middleburg Horse Farm

Spacious Modern Home on Middleburg Horse Farm
Middleburg
10.0 out of 10, Exceptional, (19 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 AED 1,073
AED 2,219 total
includes taxes & fees
15 Jun - 16 Jun
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.
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, (34 reviews)
"Adorable, comfy, private & well appointed. Well cleared of snow for our arrival after a difficult snow/ice storm. Comfortable mattress was a bonus. We enjoyed our stay! "
United States
Amy M.
The price is AED 496
AED 1,115 total
includes taxes & fees
20 May - 21 May
Leesburg Hideaway- King Bed + Private Backyard

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 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 647
AED 1,178 total
includes taxes & fees
1 Jun - 2 Jun
Mountain home w/ hot tub & sunroom

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 AED 436
AED 1,291 total
includes taxes & fees
19 May - 20 May
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

Terra Alta - Incredible River Views and Hot Tub!

Terra Alta - Incredible River Views and Hot Tub!
Charles Town
9.6 out of 10, Exceptional, (70 reviews)
The price is AED 749
AED 2,029 total
includes taxes & fees
31 May - 1 Jun
Terra Alta - Incredible River Views and Hot Tub!

A private 2BR & living area w/ patio for 4

A private 2BR & living area w/ patio for 4
Manassas Park
9.2 out of 10, Wonderful, (10 reviews)
"Place was clean and comfortable. It was a very nice neighborhood!"
United States
Terri G.
The price is AED 496
AED 1,033 total
includes taxes & fees
19 May - 20 May
A private 2BR & living area w/ patio for 4

Quaint Royal Cottage @ Historic Leesburg

Quaint Royal Cottage @ Historic Leesburg
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (11 reviews)
"Great location in a great town!"
United States
Gigi D.
The price is AED 818
AED 1,786 total
includes taxes & fees
19 May - 20 May
Quaint Royal Cottage @ Historic Leesburg

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

Peaceful Single-Level Retreat, Near Harpers Ferry, Easy Access + Prime Location
Harpers Ferry
7.6 out of 10, Good, (27 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 AED 598
AED 1,218 total
includes taxes & fees
9 Jun - 10 Jun
Peaceful Single-Level Retreat, Near Harpers Ferry, Easy Access + Prime Location

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 808
AED 1,717 total
includes taxes & fees
25 May - 26 May
Bluemont home just minutes to wineries, breweries, hiking and more!

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, (70 reviews)
"Great location and very comfortable house. Beautiful place to stay, we loved sitting on the porch in the morning with coffee"
United States
Fern
The price is AED 748
AED 1,455 total
includes taxes & fees
20 May - 21 May
Cottage on King | Charming Historic Leesburg Home

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, (10 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.
The price is AED 558
AED 1,501 total
includes taxes & fees
19 May - 20 May
Balcony-BBQ-Firepit-Hot tub-King-Full kitchen-TV

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, (26 reviews)
"Host was helpful and everything was wonderful."
United States
Karen
Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets

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, (30 reviews)
"Everything was great "
United States
James A.
The price is AED 1,686
AED 2,036 total
includes taxes & fees
19 May - 20 May
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

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 AED 566
AED 1,359 total
includes taxes & fees
9 Jun - 10 Jun
Stone Cabin on Valley View: Fire Pit + Hot Tub

4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline

4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline
Harpers Ferry
8.4 out of 10, Very Good, (5 reviews)
"The inside of the house was immaculate and loved that it comfortably fit a large group. It’s also very child friendly with the playroom filled with books. I can’t think of anything we needed that was not available at the house. We also loved the very rural location.The host was very responsive any time we had a question. If I am in the area again and need a home of this size I would definitely stay at this home."
United States
Ken A.
The price is AED 367
AED 1,493 total
includes taxes & fees
26 May - 27 May
4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline

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 1,204 total
includes taxes & fees
20 May - 21 May
Mountain Retreat w/2 Living Spaces, Hot Tub & Deck

4BR Golf Retreat • 3 Courses • Pool Table

4BR Golf Retreat • 3 Courses • Pool Table
Front Royal
The price is AED 826
AED 1,759 total
includes taxes & fees
19 May - 20 May
4BR Golf Retreat • 3 Courses • Pool Table

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, (109 reviews)
"Laura was extremely helpful as we sorted out what we needed. Amazing location near Harpers Ferry and tons of fun stuff to do right there within shouting distance of the property."
United States
Steve Y.
The price is AED 606
AED 2,043 total
includes taxes & fees
8 Jun - 9 Jun
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
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

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