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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 HK$1,310
HK$2,343 total
includes taxes & fees
16 Nov - 17 Nov
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 HK$2,471
HK$4,499 total
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 HK$3,177
HK$6,851 total
includes taxes & fees
16 Nov - 17 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 HK$1,247
HK$2,752 total
includes taxes & fees
14 Dec - 15 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, (40 reviews)
"Clean sweet place to stay and relax. Couldn't have been nicer."
United States
Avis V.
The price is HK$1,109
HK$2,358 total
includes taxes & fees
19 Nov - 20 Nov
Leesburg Hideaway- King Bed + Private Backyard

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

Cozy 2-bedroom house with charming views and golf course.
Gainesville
The price is HK$1,306
HK$1,597 total
includes taxes & fees
15 Dec - 16 Dec
Cozy 2-bedroom house with charming views and golf course.

7. 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 HK$1,444
HK$3,450 total
includes taxes & fees
1 Dec - 2 Dec
Downtown Retreat with 2 Primary Suites

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 HK$6,590
HK$10,941 total
includes taxes & fees
28 Nov - 29 Nov
Still Meadow Farm

9. 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 HK$2,050
HK$4,363 total
includes taxes & fees
16 Nov - 17 Nov
Historic Downtown Home with Fire Pit

10. 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 HK$2,594
HK$4,201 total
includes taxes & fees
3 Dec - 4 Dec
Storybook cottage on Leesburg's most historic block — walk to everything

11. 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 HK$745
HK$1,359 total
includes taxes & fees
6 Dec - 7 Dec
Stylish Studio with Kitchenette

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 HK$2,050
HK$4,363 total
includes taxes & fees
16 Nov - 17 Nov
Downtown Cottage with Fire Pit

13. 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 HK$2,189
HK$4,533 total
includes taxes & fees
16 Nov - 17 Nov
Charming Cottage, Walk to Downtown, Porch Swings

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

Retreat in Historic Downtown Leesburg - Walkable to Everything!
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (31 reviews)
"Excellent location and nice little house."
United States
Ann B.
The price is HK$1,768
HK$3,667 total
includes taxes & fees
16 Nov - 17 Nov
Retreat in Historic Downtown Leesburg - Walkable to Everything!

15. Mountain Lake Retreat: Hot Tub, Fire Pit, Fenced Yard, Pets, Beach, Winery

Mountain Lake Retreat: Hot Tub, Fire Pit, Fenced Yard, Pets, Beach, 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 HK$854
HK$2,658 total
includes taxes & fees
22 Nov - 23 Nov
Mountain Lake Retreat: Hot Tub, Fire Pit, Fenced Yard, Pets, Beach, Winery

16. 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 HK$1,130
HK$3,055 total
includes taxes & fees
16 Nov - 17 Nov
Mountain Escape | Hot Tub, Fire Pit + Fireplace, Pet Friendly | 3BR, Sleeps 6

17. 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 HK$2,050
HK$4,363 total
includes taxes & fees
16 Nov - 17 Nov
Renovated 3B/3B Home | Downtown | Private Fire Pit

18. 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, (15 reviews)
"Beautiful scenery! Beautiful home! Wonderful hosts!"
United States
Brian S.
The price is HK$2,805
HK$4,667 total
includes taxes & fees
28 Nov - 29 Nov
Stone Cabin on Valley View: Fire Pit + Hot Tub

19. 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
Iconic Chalet: Sauna • Hot Tub • Fire Pit • Plunge

20. Shenandoah River House | Private River Dock, Pet Friendly | 3BR, Sleeps 6

Shenandoah River House | Private River Dock, Pet Friendly | 3BR, Sleeps 6
Front Royal
9.4 out of 10, Exceptional, (3 reviews)
"The gravel road to get to the properly is an adventure. The owner described it perfectly."
United States
Denise A.
The price is HK$1,054
HK$3,041 total
includes taxes & fees
16 Nov - 17 Nov
Shenandoah River House | Private River Dock, Pet Friendly | 3BR, Sleeps 6
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 Vacation Homes information

Number of reviews
329
Accommodation
289 Vacation Homes
Lowest Price
HK$1,359
Highest Price
HK$10,941

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