A street with parked cars and storefronts, including a jewelry store and a restaurant.

Search Vacation Homes in Middleburg

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Middleburg vacation homes

Fridge, microwave, oven, stovetop

Spacious Modern Home on Middleburg Horse Farm

Spacious Modern Home on Middleburg Horse Farm
Middleburg
10.0 out of 10, Exceptional, (20 reviews)
"Beautiful home and surroundings. Peaceful. Spacious. Lovely. "
United States
Debra D.
The price is AED 1,168
AED 2,349 total
includes taxes & fees
15 Jul - 16 Jul
Spacious Modern Home on Middleburg Horse Farm
Private kitchen

Willow Family Lodge,, Spacious 4-bedroom house in beautiful Herndon with AC

Willow Family Lodge,, Spacious 4-bedroom house in beautiful Herndon with AC
Dranesville
The price is AED 902
AED 2,364 total
includes taxes & fees
4 Aug - 5 Aug
Willow Family Lodge,, Spacious 4-bedroom house in beautiful Herndon with AC
Exterior

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

Mountain Views w/Hot Tub, 95” TV & Trail Access
Shenandoah Farms
The price is AED 797
AED 1,346 total
includes taxes & fees
14 Jul - 15 Jul
Mountain Views w/Hot Tub, 95” TV & Trail Access
Property grounds

Mountain Retreat with Hot Tub Near Shenandoah National Park, Virginia

Mountain Retreat with Hot Tub Near Shenandoah National Park, Virginia
Shenandoah Valley
The price is AED 1,493
AED 1,882 total
includes taxes & fees
15 Jul - 16 Jul
Mountain Retreat with Hot Tub Near Shenandoah National Park, Virginia
Exterior

Modern Basement Suit of Fairfax

Modern Basement Suit of Fairfax
Fairfax
Modern Basement Suit of Fairfax
Exterior

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 1,046 total
includes taxes & fees
11 Jul - 12 Jul
A private 2BR & living area w/ patio for 4
1 bedroom, desk, iron/ironing board, free WiFi

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

Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.
Sterling
9.8 out of 10, Exceptional, (118 reviews)
"Adorable furnishings, very clean, and comfortable beds."
United States
Tim K.
The price is AED 294
AED 544 total
includes taxes & fees
14 Jul - 15 Jul
Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.
Microwave, oven, stovetop, dishwasher

Cozy 4BR Single Family Home Near IAD Family-Friendly w/ Workspaces!

Cozy 4BR Single Family Home Near IAD Family-Friendly w/ Workspaces!
Hutchison
Cozy 4BR Single Family Home Near IAD Family-Friendly w/ Workspaces!
Living area

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 AED 349
AED 670 total
includes taxes & fees
6 Aug - 7 Aug
Stylish Studio with Kitchenette
Fridge, microwave, stovetop, dishwasher

Charming Cottage, Walk to Downtown, Porch Swings

Charming Cottage, Walk to Downtown, Porch Swings
Leesburg's Old and Historic District
Charming Cottage, Walk to Downtown, Porch Swings
Exterior

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, (72 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 AED 1,073
AED 1,893 total
includes taxes & fees
12 Jul - 13 Jul
Storybook cottage on Leesburg's most historic block — walk to everything
Smart TV, books, computer monitors

Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (36 reviews)
"Great location, clean and comfortable. Would absolutely stay here again or recommend it to others. "
United States
Lauren S.
The price is AED 595
AED 1,259 total
includes taxes & fees
14 Jul - 15 Jul
Leesburg Hideaway- King Bed + Private Backyard
Living area

Perfect 2-bedroom Treetop Bungalow Treehouse

Perfect 2-bedroom Treetop Bungalow Treehouse
Leesburg
10.0 out of 10, Exceptional, (1 review)
"This was such a beautiful cozy space that was peaceful and made for relaxing slow days. We left feeling restored and relaxed. Everything was perfect. Couldn’t ask for a better experience. Looking forward to an opportunity to stay again. "
United States
Katherine J.
The price is AED 902
AED 1,535 total
includes taxes & fees
9 Jul - 10 Jul
Perfect 2-bedroom Treetop Bungalow Treehouse
Living area

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.
Still Meadow Farm
Exterior

Buckskin Manor - Historic, Pool, 66 Acre Vineyard

Buckskin Manor - Historic, Pool, 66 Acre Vineyard
Purcellville
9.0 out of 10, Wonderful, (23 reviews)
"Beautiful home on absolutely magnificent propertyTastefully decorated with lovely pieces of furniture and whimsical touchesLots of different areas for eating, reading and relaxingThe pool was fantasticGreat choice for a memorable family vacation! "
United States
Chana T.
Buckskin Manor - Historic, Pool, 66 Acre Vineyard
Outdoor dining

5 Mi to Harpers Ferry NHP: Quiet Deck & Garden

5 Mi to Harpers Ferry NHP: Quiet Deck & Garden
Harpers Ferry
The price is AED 463
AED 1,445 total
includes taxes & fees
1 Aug - 2 Aug
5 Mi to Harpers Ferry NHP: Quiet Deck & Garden
Interior

A peaceful, forest retreat with stunning views near historic Harpers Ferry.

A peaceful, forest retreat with stunning views near historic Harpers Ferry.
Harpers Ferry
9.2 out of 10, Wonderful, (11 reviews)
"Great place to stay!! Very happy with the accommodations "
United States
Amanda E.
The price is AED 767
AED 1,537 total
includes taxes & fees
14 Jul - 15 Jul
A peaceful, forest retreat with stunning views near historic Harpers Ferry.
TV, fireplace, table tennis, stereo

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, (31 reviews)
"Everything was great "
United States
James A.
The price is AED 3,155
AED 3,809 total
includes taxes & fees
31 Jul - 1 Aug
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
Smart TV, fireplace

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, (8 reviews)
"Welcoming host, great place!"
United States
Amanda M.
The price is AED 480
AED 1,359 total
includes taxes & fees
13 Jul - 14 Jul
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Fridge, microwave, oven, stovetop

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, (113 reviews)
"The house was as advertised and served as a great location for our retreat! We had a freak plumbing emergency, and the host fixed it within literally an hour. "
United States
Connie V.
The price is AED 777
AED 2,243 total
includes taxes & fees
26 Jul - 27 Jul
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middleburg Hotel Reviews

Hyatt Regency Dulles International Airport

Hyatt Regency Dulles International Airport

10/10 Excellent
"Great value and large room"
Susan 4-night trip
Posted 2 hours ago
Hyatt Regency Dulles International Airport

Explore a world of travel with Expedia