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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Middleburg vacation homes

A spacious kitchen with modern appliances, a dining area with a large table and chairs, and a view through a glass door.

1. 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 ￥47,470
￥96,561 total
includes taxes & fees
Oct 5 - Oct 6
Spacious Modern Home on Middleburg Horse Farm
A modern living room with a sofa, yellow chairs, a dining table, and a TV mounted on the wall.

2. Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (38 reviews)
"Clean sweet place to stay and relax. Couldn't have been nicer."
United States
Avis V.
The price is ￥20,824
￥47,542 total
includes taxes & fees
Sep 17 - Sep 18
Leesburg Hideaway- King Bed + Private Backyard

3. DC Wine Country Farmhouse | 5 Peaceful Acres

DC Wine Country Farmhouse | 5 Peaceful Acres
Loudoun County
10.0 out of 10, Exceptional, (11 reviews)
"We had a great stay. House is beautiful and clean and owner was highly responsive. "
United States
Michele B.
The price is ￥34,706
￥71,143 total
includes taxes & fees
Sep 21 - Sep 22
DC Wine Country Farmhouse | 5 Peaceful Acres
A two-story house with a porch, surrounded by trees and grass.

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)
"We love this house. It was super quiet and cozy. The kitchen is the best stocked Vrbo kitchen we have ever encountered. If there is a drawback, I would say that it is the antique/original doorknobs. They do need to be repaired or replaced for ease of use. But on the other hand, no biggie and kind of add to the charm. We thoroughly enjoyed our stay!"
United States
Mark H.
The price is ￥28,999
￥62,561 total
includes taxes & fees
Sep 28 - Sep 29
1910 Farmhouse on 6 Acres • VA Wine Country
A living room with a grey sofa, a wooden coffee table, and a patterned rug.

5. Spacious Sterling Townhome 9 Min to Dulles Airport

Spacious Sterling Townhome 9 Min to Dulles Airport
Sterling
Spacious Sterling Townhome 9 Min to Dulles Airport
A large estate with multiple buildings, expansive outdoor seating areas, and surrounding vineyards.

6. 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, (75 reviews)
"Spotless and super comfortable—exactly what we needed. We loved our quick weekend getaway here. The location is fantastic, just steps from downtown Leesburg’s charming shops, restaurants, and everything else. Highly recommend!"
United States
draje7
The price is ￥31,930
￥61,908 total
includes taxes & fees
Sep 22 - Sep 23
Storybook cottage on Leesburg's most historic block — walk to everything
A bedroom with a large bed, two bedside lamps, a potted plant, and a small ottoman.

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

Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.
Sterling
9.8 out of 10, Exceptional, (120 reviews)
"We had a quick stay but it was perfect for what we needed. "
United States
Deana B.
The price is ￥12,340
￥24,970 total
includes taxes & fees
Sep 17 - Sep 18
Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a sofa and coffee tables.

8. Mountain Escape: Hottub + Fireplace + WiFi +PetsOK

Mountain Escape: Hottub + Fireplace + WiFi +PetsOK
Front Royal
The price is ￥21,595
￥64,142 total
includes taxes & fees
Sep 17 - Sep 18
Mountain Escape: Hottub + Fireplace + WiFi +PetsOK
A wooden deck with two Adirondack chairs and a small table, two wine glasses on the table, surrounded by lush green trees.

9. 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
9.6 out of 10, Exceptional, (9 reviews)
"House was beautiful and fully equipped for our stay. The host was very communicative and we really enjoyed our time here. If in the area again would definitely stay here. "
United States
Maeve K.
The price is ￥16,042
￥63,705 total
includes taxes & fees
Sep 22 - Sep 23
4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline
A living room with a brick fireplace, a sofa, a television, and a window with a view of greenery.

10. Mountain home w/ hot tub & sunroom

Mountain home w/ hot tub & sunroom
Front Royal
9.0 out of 10, Wonderful, (32 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 ￥25,394
￥47,891 total
includes taxes & fees
Sep 29 - Sep 30
Mountain home w/ hot tub & sunroom
A modern kitchen with stainless steel appliances, grey cabinetry, and a black rug.

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 ￥31,390
￥59,900 total
includes taxes & fees
Oct 13 - Oct 14
Charming Cottage, Walk to Downtown, Porch Swings
A modern kitchen with white cabinets, granite countertops, a stainless steel refrigerator, and a window providing natural light.

12. Quaint Royal Cottage @ Historic Leesburg

Quaint Royal Cottage @ Historic Leesburg
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (16 reviews)
"Well appointed and very walkable to nearby downtown."
United States
Sean S.
Quaint Royal Cottage @ Historic Leesburg
A modern kitchen with stainless steel appliances, white cabinetry, and a granite countertop.

13. 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 ￥26,450
￥60,436 total
includes taxes & fees
Oct 4 - Oct 5
Downtown Retreat with 2 Primary Suites
A hot tub under a wooden pergola with a view of autumn trees.

14. Huckleberry Hills | Hot Tub & Fire Pit & Dogs

Huckleberry Hills | Hot Tub & Fire Pit & Dogs
Harpers Ferry
9.8 out of 10, Exceptional, (16 reviews)
"We had a great stay "
United States
Lauren O.
The price is ￥15,513
￥62,514 total
includes taxes & fees
Sep 17 - Sep 18
Huckleberry Hills | Hot Tub & Fire Pit & Dogs
A kitchen with white cabinets, a central island, stainless steel appliances, and pendant lighting.

15. 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, (42 reviews)
"Great location, would stay again."
United States
Eric D S.
Renovated 3B/3B Home | Downtown | Private Fire Pit
A spacious living room with a green sofa set, a coffee table, and a fireplace. There is a kitchen in the background with a large window overlooking a deck.

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)
"We loved it! So peaceful and beautiful property. Andrea is a great host!"
United States
Erin C.
The price is ￥24,511
￥61,994 total
includes taxes & fees
Sep 22 - Sep 23
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
A backyard with a fire pit surrounded by Adirondack chairs, a wooden deck, and string lights.

17. 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, (23 reviews)
"Delightful cottage, super convenient, and our host was extremely nice and attentive. "
United States
Mark M.
The Cottage on Royal - Historic Leesburg Home
A sign for Antietam National Battlefield, part of the National Park Service, with a stone wall and flowers in the foreground.

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

Peaceful Single-Level Retreat, Near Harpers Ferry, Easy Access + Prime Location
Harpers Ferry
7.4 out of 10, Good, (28 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 ￥24,433
￥56,363 total
includes taxes & fees
Sep 21 - Sep 22
Peaceful Single-Level Retreat, Near Harpers Ferry, Easy Access + Prime Location
A modern kitchen with a large island, bar stools, pendant lighting, and a view of the outside through a window.

19. 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, (27 reviews)
"Excellent location and nice little house."
United States
Ann B.
The price is ￥41,350
￥84,272 total
includes taxes & fees
Sep 21 - Sep 22
Retreat in Historic Downtown Leesburg - Walkable to Everything!
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

The Westin Washington Dulles Airport

The Westin Washington Dulles Airport

10/10 Excellent
"Airport shuttle service is great. Friendly drivers hotel staff were great bar and restaurant staff and food were excellent. Will stay again."
Patricia 1-night trip
Posted 4 hours ago
The Westin Washington Dulles Airport

Find out more about Middleburg

Middleburg Vacation Homes information

Number of reviews
8,900
Accommodation
277 Vacation Homes
Lowest Price
￥12,255
Highest Price
￥126,573