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Holiday Homes in Middleburg

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Our top choices for Middleburg holiday homes

1. super cosy cottage with high speed internet!

super cosy cottage with high speed internet!
Middleburg
9.6 out of 10, Exceptional, (19 reviews)
"The area was surrounded by horses, Horse farms all around, which was lovely. Very quite and peaceful. Enjoyed my time there."
United States
Lynette
The price is AU$443
includes taxes & fees
1 Dec - 2 Dec
super cosy cottage with high speed internet!

2. Spacious Modern Home on Middleburg Horse Farm

Spacious Modern Home on Middleburg Horse Farm
Middleburg
10.0 out of 10, Exceptional, (23 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 AU$839
includes taxes & fees
16 Nov - 17 Nov
Spacious Modern Home on Middleburg Horse Farm

3. 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 AU$1,252
includes taxes & fees
9 Nov - 10 Nov
Hunters Retreat with High Speed Internet

4. 1910 Farmhouse on 6 Acres • VA Wine Country

1910 Farmhouse on 6 Acres • VA Wine Country
Marshall
9.6 out of 10, Exceptional, (5 reviews)
"If we managed to do everything, sing, dance, play, we loved the comfortable place for us"
United States
Erick U.
The price is AU$515
includes taxes & fees
1 Dec - 2 Dec
1910 Farmhouse on 6 Acres • VA Wine Country

5. Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (39 reviews)
"Clean sweet place to stay and relax. Couldn't have been nicer."
United States
Avis V.
The price is AU$428
includes taxes & fees
11 Nov - 12 Nov
Leesburg Hideaway- King Bed + Private Backyard

6. Historic Downtown Home with Fire Pit

Historic Downtown Home with Fire Pit
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (16 reviews)
"Great location in a great town!"
United States
Gigi D.
The price is AU$801
includes taxes & fees
10 Nov - 11 Nov
Historic Downtown Home with Fire Pit

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

Mountain Views w/Hot Tub, 95” TV & Trail Access
Shenandoah Farms
9.0 out of 10, Wonderful, (2 reviews)
"Just as described."
United States
Matt F.
The price is AU$658
includes taxes & fees
17 Nov - 18 Nov
Mountain Views w/Hot Tub, 95” TV & Trail Access

8. 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 AU$1,797
includes taxes & fees
16 Nov - 17 Nov
Still Meadow Farm

9. Retreat in Historic Downtown Leesburg - Walkable to Everything!

Retreat in Historic Downtown Leesburg - Walkable to Everything!
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (30 reviews)
"Excellent location and nice little house."
United States
Ann B.
The price is AU$671
includes taxes & fees
9 Nov - 10 Nov
Retreat in Historic Downtown Leesburg - Walkable to Everything!

10. Downtown Retreat with 2 Primary Suites

Downtown Retreat with 2 Primary Suites
Leesburg
10.0 out of 10, Exceptional, (1 review)
"Very clean, larger unit than expected. Very comfortable and close to many shops and restaurants. Would highly recommend! We had a wonderful stay."
United States
Tyler W.
The price is AU$667
includes taxes & fees
8 Dec - 9 Dec
Downtown Retreat with 2 Primary Suites

11. Charming Cottage, Walk to Downtown, Porch Swings

Charming Cottage, Walk to Downtown, Porch Swings
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (1 review)
"it was a clean house and quite area. perfect!"
United States
John S.
The price is AU$807
includes taxes & fees
10 Nov - 11 Nov
Charming Cottage, Walk to Downtown, Porch Swings

12. Downtown Cottage with Fire Pit

Downtown Cottage with Fire Pit
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (23 reviews)
"Delightful cottage, super convenient, and our host was extremely nice and attentive. "
United States
Mark M.
The price is AU$801
includes taxes & fees
9 Nov - 10 Nov
Downtown Cottage with Fire Pit

13. 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, (79 reviews)
"Storybook Cottage was located perfectly for our 2 day trip for a friendship reunion and to explore Leesburg. Would definitely recommend!"
United States
Renee L.
The price is AU$772
includes taxes & fees
3 Dec - 4 Dec
Storybook cottage on Leesburg's most historic block — walk to everything

14. Renovated 3B/3B Home | Downtown | Private Fire Pit

Renovated 3B/3B Home | Downtown | Private Fire Pit
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (44 reviews)
"Great location, would stay again."
United States
Eric D S.
The price is AU$801
includes taxes & fees
9 Nov - 10 Nov
Renovated 3B/3B Home | Downtown | Private Fire Pit

15. Mountain Lake Retreat of Harpers Ferry: Hot Tub, Firepit, Fenced Yard, Winery

Mountain Lake Retreat of Harpers Ferry: Hot Tub, Firepit, Fenced Yard, Winery
Harpers Ferry
9.8 out of 10, Exceptional, (16 reviews)
"We had a lovely stay and it was so nice for our dog as well. The Mountain Lake Cub had a doggy beach day on Saturday morning and it was a super fun experience. The host was friendly and responsive!"
United States
Dawn S.
The price is AU$477
includes taxes & fees
17 Nov - 18 Nov
Mountain Lake Retreat of Harpers Ferry: Hot Tub, Firepit, Fenced Yard, Winery

16. 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.
The price is AU$444
includes taxes & fees
10 Nov - 11 Nov
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

17. Stylish Studio with Kitchenette

Stylish Studio with Kitchenette
Sterling
10.0 out of 10, Exceptional, (1 review)
"Very organized and had tons of quality of life features."
United States
Hunter J.
The price is AU$273
includes taxes & fees
30 Nov - 1 Dec
Stylish Studio with Kitchenette

18. Mountain Escape | Hot Tub, Fire Pit + Fireplace, Pet Friendly | 3BR, Sleeps 6

Mountain Escape | Hot Tub, Fire Pit + Fireplace, Pet Friendly | 3BR, Sleeps 6
Front Royal
The price is AU$564
includes taxes & fees
9 Nov - 10 Nov
Mountain Escape | Hot Tub, Fire Pit + Fireplace, Pet Friendly | 3BR, Sleeps 6

19. Harpers Ferry | Hot Tub, Lake Access & Arcade

Harpers Ferry | Hot Tub, Lake Access & Arcade
Harpers Ferry
The price is AU$9,524
includes taxes & fees
9 Nov - 10 Nov
Harpers Ferry | Hot Tub, Lake Access & Arcade

20. Cozy 2-bedroom house with charming views and golf course.

Cozy 2-bedroom house with charming views and golf course.
Gainesville
The price is AU$303
includes taxes & fees
21 Nov - 22 Nov
Cozy 2-bedroom house with charming views and golf course.
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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Middleburg Holiday Homes information

Number of reviews
316
Accommodation
289 Holiday Homes
Lowest Price
AU$273
Highest Price
AU$1,797