Photo by Stephanie Sutton

Search Vacation Homes in Middleburg

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Middleburg

Spacious Modern Home on Middleburg Horse Farm
10.0 out of 10, Exceptional, (17)
"We loved the huge kitchen and family room, and the location in Virginia horse country was amazing!"
United States
STAN P.
The price is ¥33,887
¥76,233 total
includes taxes & fees
Oct 27 - Oct 28
Spacious Modern Home on Middleburg Horse Farm
Grand 9BR Provenance Manor Ideal for Weddings & Gatherings
The price is ¥128,772
¥265,786 total
includes taxes & fees
Oct 27 - Oct 28
Grand 9BR Provenance Manor Ideal for Weddings & Gatherings
Kalia’s Mountain Momma Getaway
10.0 out of 10, Exceptional, (11)
"Location was nice"
United States
michael
The price is ¥16,416
¥26,639 total
includes taxes & fees
Nov 3 - Nov 4
Kalia’s Mountain Momma Getaway
Terra Alta - Incredible River Views and Hot Tub!
9.6 out of 10, Exceptional, (63)
"We had a great time! The house overlooks the river and we loved the hot tub and fire pit! "
United States
Cherilyn M.
The price is ¥15,061
¥60,364 total
includes taxes & fees
Oct 28 - Oct 29
Terra Alta - Incredible River Views and Hot Tub!
🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries
10.0 out of 10, Exceptional, (18)
"View was great, was pretty isolated from other houses in the area, and cute decor. Very comfortable stay. "
United States
Andrew G.
The price is ¥17,350
¥39,238 total
includes taxes & fees
Oct 28 - Oct 29
🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
10.0 out of 10, Exceptional, (5)
The price is ¥18,826
¥54,620 total
includes taxes & fees
Nov 4 - Nov 5
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Aeris Suite
9.0 out of 10, Wonderful, (7)
"Great visit. Would definitely stay again."
United States
DeHanza K.
The price is ¥16,567
¥30,048 total
includes taxes & fees
Oct 27 - Oct 28
Aeris Suite
Historic Bluemont Village Home
10.0 out of 10, Exceptional, (36)
"No need to look any further! Beautiful, clean,historic home in a perfect location. Close to wineries, breweries, Shenandoah River, hiking and only 45 minutes from DC. The host was very accommodating and friendly as well. We would highly recommend this home for you and your family. "
United States
Brian and Allison W.
The price is ¥23,721
¥63,273 total
includes taxes & fees
Oct 22 - Oct 23
Historic Bluemont Village Home
Historic Hideaway
10.0 out of 10, Exceptional, (25)
"Perfect location and amazing property especially when traveling with pets. Nice fenced yard, quiet neighborhood, location was close to event I was attending and easy access to restaurants and local sites. Host communicated quickly. When traveling to area in future would love to stay again."
United States
Susan N.
Historic Hideaway
Newly Renovated Adorable Private Basement with Bathroom
9.2 out of 10, Wonderful, (16)
"The location and dwelling was exactly as the host described in the listing. Great location near nice restaurants and sights. It felt cozy and inviting. A to the host!"
United States
Jason L.
The price is ¥12,064
¥24,263 total
includes taxes & fees
Oct 22 - Oct 23
Newly Renovated Adorable Private Basement with Bathroom
Cottage on King | Charming Historic Leesburg Home
9.6 out of 10, Exceptional, (59)
"Charming cottage within walking distance of great restaurants in Leesburg. Enjoyed a quiet weekend away and evening strolls through the neighborhood. "
United States
Kevin E.
The price is ¥21,954
¥48,110 total
includes taxes & fees
Oct 22 - Oct 23
Cottage on King | Charming Historic Leesburg Home
Lakefront House w/ Modern Comforts!
8.8 out of 10, Excellent, (3)
"The house is lovely. Very much enjoyed the stay. Looking forward to going back!!"
United States
robert s.
The price is ¥15,061
¥53,138 total
includes taxes & fees
Nov 6 - Nov 7
Lakefront House w/ Modern Comforts!
A private 2BR & living area w/ patio for 4
9.2 out of 10, Wonderful, (10)
"I have stayed in before when we are in the area on business. Very nice safe neighborhood!"
United States
Terri G.
The price is ¥20,332
¥42,887 total
includes taxes & fees
Oct 22 - Oct 23
A private 2BR & living area w/ patio for 4
Cozy Cottage w Hot Tub, Fire Pit, WiFi & Sunroom!
9.0 out of 10, Wonderful, (26)
"Everything was as described. We had a lovely weekend relaxing under the stars in the hot tub and spending time with family in the Shenandoah Valley. We can't wait to come back to this oasis!"
United States
Shugie B.
The price is ¥25,498
¥45,558 total
includes taxes & fees
Oct 27 - Oct 28
Cozy Cottage w Hot Tub, Fire Pit, WiFi & Sunroom!
1939 4BR Rustic Escape by Casino, 1939 4BR Rustic Escape by Casino
10.0 out of 10, Exceptional, (2)
"Convenient location, close to casino & river tubing. The house was cozy & comfortable for all of us. "
United States
Melissa H.
1939 4BR Rustic Escape by Casino, 1939 4BR Rustic Escape by Casino
4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline
9.0 out of 10, Wonderful, (2)
"Property was very clean and accurate of listing description. cell phone service was rough however internet in house was never an issue. House is in good shape. Owner was quick to respond once receiving text message. Email is best way to communicate. you do have a lil drive into town if you need something however that was not an issue with us and the location is what we were looking for. Would 100% stay again if in the area"
United States
Kevin W.
The price is ¥33,134
¥84,483 total
includes taxes & fees
Oct 22 - Oct 23
4-bedroom house close to Shenandoah River and VA wineries - WiFi, AC, trampoline
Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry
9.2 out of 10, Wonderful, (15)
"Four family members stayed for a four day weekend. The place was spotless when we arrived and all amenities are as described. The location is perfect for visiting Harpers Ferry, Shepherdstown, and Antietam. We had wonderful time."
United States
David B.
The price is ¥29,369
¥70,236 total
includes taxes & fees
Oct 22 - Oct 23
Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry
Quaint Royal Cottage @ Historic Leesburg
2.0 star property
10.0 out of 10, Exceptional, (9)
"Our stay was perfect for our family attending a Wedding in Leesburg. The Host was a great communicator and his guide about the area was wonderful."
United States
Mary D.
The price is ¥26,703
¥62,923 total
includes taxes & fees
Oct 22 - Oct 23
Quaint Royal Cottage @ Historic Leesburg
Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!
10.0 out of 10, Exceptional, (17)
"Great location! Host very responsive and accommodating. Private yard. House is well maintained. Will stay again if the availability is there. "
United States
Melinda R.
The price is ¥25,371
¥57,784 total
includes taxes & fees
Oct 30 - Oct 31
Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!
Stone Cabin on Valley View: Fire Pit + Hot Tub
10.0 out of 10, Exceptional, (10)
"Had a lovely weekend away at this private and beautiful stay. Had everything we needed for a cozy weekend with indoor/outdoor living. 10 out of 10 would stay again. "
United States
Amy R.
The price is ¥26,470
¥59,966 total
includes taxes & fees
Nov 11 - Nov 12
Stone Cabin on Valley View: Fire Pit + Hot Tub
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Middleburg Hotel Reviews

Find out more about Middleburg

Middleburg Vacation Homes information

Number of reviews
337
Accommodation
288 Vacation Homes
Lowest Price
¥24,263
Highest Price
¥265,786