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

Middleburg Vacation Rentals

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Check prices for these dates

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

Our top choices for Middleburg vacation rentals

Exterior

18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (62 reviews)
"Loved out stay! "
United States
Emilee
The price is ￥44,462
￥64,190 total
includes taxes & fees
Jul 13 - Jul 14
18th Century Stone Cottage minutes from historic Middleburg
Desk, iron/ironing board, free WiFi, bed sheets

Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Middleburg
9.8 out of 10, Exceptional, (27 reviews)
"The accomodations were clean and comfortable for our 1 night stay. "
United States
Claudia G.
The price is ￥24,252
￥42,577 total
includes taxes & fees
Jul 12 - Jul 13
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
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 ￥50,981
￥102,542 total
includes taxes & fees
Aug 5 - Aug 6
Spacious Modern Home on Middleburg Horse Farm
Exterior

Chipmunk Hollow | Hot Tub, Grill & Fire Table | 3BR, Sleeps 6

Chipmunk Hollow | Hot Tub, Grill & Fire Table | 3BR, Sleeps 6
Linden
The price is ￥25,060
￥72,225 total
includes taxes & fees
Jul 13 - Jul 14
Chipmunk Hollow | Hot Tub, Grill & Fire Table | 3BR, Sleeps 6
Private kitchen

Bear Mountain Cottage

Bear Mountain Cottage
Paeonian Springs
10.0 out of 10, Exceptional, (18 reviews)
"Had a very relaxing few days away in a wonderful cabin."
United States
Cindy L.
Bear Mountain Cottage
Property grounds

Blue Mountain Cabin, secluded, perfect for couples, near main road

Blue Mountain Cabin, secluded, perfect for couples, near main road
Front Royal
10.0 out of 10, Exceptional, (36 reviews)
"Great stay! The place was clean, comfortable, and exactly as described. Host was responsive and helpful. Would definitely stay again."
United States
Wafaa L.
The price is ￥30,719
￥38,520 total
includes taxes & fees
Jul 12 - Jul 13
Blue Mountain Cabin, secluded, perfect for couples, near main road
Interior

Forest chalet w/ hot tub & BBQ grill

Forest chalet w/ hot tub & BBQ grill
Harpers Ferry
9.2 out of 10, Wonderful, (33 reviews)
"Very nice cabin. Close to Harpers Ferry. Comfortable"
United States
Dianne A.
The price is ￥35,076
￥58,212 total
includes taxes & fees
Jul 22 - Jul 23
Forest chalet w/ hot tub & BBQ grill
Dining

~Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake.

~Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake.
Harpers Ferry
10.0 out of 10, Exceptional, (93 reviews)
The price is ￥24,899
￥55,777 total
includes taxes & fees
Jul 15 - Jul 16
~Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake.
Outdoor dining

3BR cabin w/ hot tub & game room

3BR cabin w/ hot tub & game room
Harpers Ferry
9.0 out of 10, Wonderful, (65 reviews)
"While there was something left to be desired by the kitchen utensils and cookware, this place is located off the beaten path in a beautiful mountainside area. Definitely worth the price. Just bring your own pot holders and pizza cutter if you plan on having pizza lol. "
United States
Tyrell O.
The price is ￥29,542
￥55,813 total
includes taxes & fees
Jul 15 - Jul 16
3BR cabin w/ hot tub & game room
Smart TV, fireplace

Blue Ridge Getaway - Sunset Views, A.T. Access

Blue Ridge Getaway - Sunset Views, A.T. Access
Harpers Ferry
9.8 out of 10, Exceptional, (72 reviews)
"We had a wonderful stay. Fantastic views from this cabin -- literally on top of the mountain. Hot tub was great, love the rocking chairs on the front porch, and really appreciate the games and "activites" in the house (like the basetball game in the basement). It was easy to bring our teenage boys and enjoy some down time for spring break. I'm sure the roads would be dicey in the winter but loved it and would definately stay there again."
United States
Jill R.
The price is ￥16,168
￥59,893 total
includes taxes & fees
Jul 14 - Jul 15
Blue Ridge Getaway - Sunset Views, A.T. Access
Interior

Mountain cabin near national park & wineries

Mountain cabin near national park & wineries
Linden
10.0 out of 10, Exceptional, (31 reviews)
"It was a great place to stay and very clean."
United States
Chynna V.
The price is ￥30,686
￥69,126 total
includes taxes & fees
Jul 12 - Jul 13
Mountain cabin near national park & wineries
Outdoor spa tub

The Juniper Cabin • Cozy Hideaway w/ Hot Tub

The Juniper Cabin • Cozy Hideaway w/ Hot Tub
Linden
10.0 out of 10, Exceptional, (22 reviews)
"We had a fantastic time staying at this property for the weekend."
United States
Colin N.
The price is ￥21,919
￥62,322 total
includes taxes & fees
Jul 15 - Jul 16
The Juniper Cabin • Cozy Hideaway w/ Hot Tub
TV, fireplace, foosball, offices

Delicious Cabin • Wine Country Retreat w/ Hot Tub

Delicious Cabin • Wine Country Retreat w/ Hot Tub
Linden
10.0 out of 10, Exceptional, (12 reviews)
"The cabin was impressive both inside and out. We loved the location and proximity to skyline drive. We would definitely stay here again as it made our trip so much more enjoyable. "
United States
Bill A.
The price is ￥28,900
￥74,856 total
includes taxes & fees
Jul 12 - Jul 13
Delicious Cabin • Wine Country Retreat w/ Hot Tub
Property grounds

Cabin at the Gap | You Won't Believe the View!

Cabin at the Gap | You Won't Believe the View!
Harpers Ferry
The price is ￥17,373
￥56,901 total
includes taxes & fees
Jul 23 - Jul 24
Cabin at the Gap | You Won't Believe the View!
Interior

Hidden Gem on Hidden Valley Lane

Hidden Gem on Hidden Valley Lane
Linden
9.6 out of 10, Exceptional, (29 reviews)
The price is ￥37,186
￥88,128 total
includes taxes & fees
Aug 10 - Aug 11
Hidden Gem on Hidden Valley Lane
Outdoor spa tub

Cottage w/ Hot Tub and 100-Mile Valley Views!

Cottage w/ Hot Tub and 100-Mile Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (24 reviews)
"This was a lovely rental in a breathtaking location. My whole family gasped at that view as we came over the hill and down the driveway! Could not have asked for a more picturesque front yard, and the sunsets from the hot tub were epic. The house was very clean, comfortable, and well appointed, with two generously sized bath tubs inside and comfy beds. Great game selection (although some of the contents were mixed into the wrong boxes), and we enjoyed the ping pong table too. Communication...
United States
Lauren P.
The price is ￥21,342
￥68,708 total
includes taxes & fees
Jul 15 - Jul 16
Cottage w/ Hot Tub and 100-Mile Valley Views!
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 ￥26,302
￥55,640 total
includes taxes & fees
Jul 14 - Jul 15
Leesburg Hideaway- King Bed + Private Backyard
Smart TV, fireplace

Secluded Cabin a Stone's Throw From the A.T.!

Secluded Cabin a Stone's Throw From the A.T.!
Harpers Ferry
10.0 out of 10, Exceptional, (40 reviews)
"Great property to stay at. Very comfortable, quiet, and secluded. Would recommend this property to anyone. "
United States
Leonardf B.
The price is ￥23,055
￥73,023 total
includes taxes & fees
Jul 29 - Jul 30
Secluded Cabin a Stone's Throw From the A.T.!
Smart TV

Cozy 1BR Apt Minutes From Skyline Drive!!

Cozy 1BR Apt Minutes From Skyline Drive!!
Amissville
9.6 out of 10, Exceptional, (45 reviews)
The price is ￥19,644
￥38,051 total
includes taxes & fees
Jul 13 - Jul 14
Cozy 1BR Apt Minutes From Skyline Drive!!
Interior

Bluemont home just minutes to wineries, breweries, hiking and more!

Bluemont home just minutes to wineries, breweries, hiking and more!
Bluemont
The price is ￥27,764
￥64,224 total
includes taxes & fees
Aug 4 - Aug 5
Bluemont home just minutes to wineries, breweries, hiking and more!
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

Wingate by Wyndham Chantilly / Dulles Airport

Wingate by Wyndham Chantilly / Dulles Airport

10/10 Excellent
"Enjoyed the free breakfast and clean room."
Corinne 5-night trip
Posted 6 hours ago
Wingate by Wyndham Chantilly / Dulles Airport

Find out more about Middleburg

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Frequently asked questions

Can I find vacation rentals in Middleburg?

Yes, we offer vacation rentals in Middleburg near National Sporting Library & Museum, or you can go with a more secluded option if you want a relaxing stay. The spas and restaurants are several reasons why visitors like Middleburg. Make sure you have time to check out the wineries while you're in the area.

What are some of the best vacation rentals in Middleburg?

Grand 9BR Provenance Manor Ideal for Weddings & Gatherings: This Middleburg vacation home rental has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals will I find in Middleburg?

Expedia has 12 vacation rentals for your stay in Middleburg.

What’s there to see and do in Middleburg?

Cultural attractions include Red Fox Fine Art and National Sporting Library & Museum, whereas Glenwood Park is one spot to enjoy nature. Other places in town to visit include Middleburg Historic District and Greenhill Winery & Vineyards.

What’s a vacation rental in Middleburg like?

Vacation rentals are privately owned properties where you can stay for several days or longer in Middleburg. Vacation rentals offer extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a family trip or a small group gathering.