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

Holiday Rentals in Middleburg

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Middleburg holiday rentals

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 €245
includes taxes & fees
26 Jul - 27 Jul
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
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 €350
includes taxes & fees
6 Aug - 7 Aug
18th Century Stone Cottage minutes from historic Middleburg
Coffee/tea maker, fridge, microwave, oven

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 €451
includes taxes & fees
24 Aug - 25 Aug
Spacious Modern Home on Middleburg Horse Farm
Property grounds

Lunar Loft, with mountain views

Lunar Loft, with mountain views
Bluemont
9.0 out of 10, Wonderful, (10 reviews)
"Stayed here with my 5 month old daughter, my mom and a friend and we had a blast. Kind folks, beautiful grounds and a super cute barn apartment! The fresh flowers in the kitchen were a lovely touch. "
United States
Haley M.
The price is €245
includes taxes & fees
4 Aug - 5 Aug
Lunar Loft, with mountain views
Exterior

The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views

The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views
Haymarket
8.6 out of 10, Excellent, (18 reviews)
"Excellent communication, great property!"
United States
Amy E.
The price is €363
includes taxes & fees
6 Aug - 7 Aug
The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views
Property grounds

Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.

Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
Bluemont
9.8 out of 10, Exceptional, (12 reviews)
"Nice owner, great place"
United States
Leslie C.
The price is €278
includes taxes & fees
23 Aug - 24 Aug
Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
Interior

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

Bluemont home just minutes to wineries, breweries, hiking and more!
Bluemont
10.0 out of 10, Exceptional, (1 review)
"Amazingly comfortable place to call home for a few days with plenty of room for activities if you have to stay in! Bedrooms were lovely as were the bathrooms. Updated and very clean!!!! Host was extremely responsive and very easy to work with!! Bonus to bring our pup with us for the stay."
United States
K O.
The price is €299
includes taxes & fees
26 Jul - 27 Jul
Bluemont home just minutes to wineries, breweries, hiking and more!
Dining

Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!

Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!
Harpers Ferry
10.0 out of 10, Exceptional, (94 reviews)
"This is a beautiful, clean, traquil and relaxing home away from home. The beds are comfortable, the living space is open and full of light during the day. The hosts have made great efforts to make this a family and/or couple friendly destination. Our dog was welcomed and enjoyed her stay (being with her people). The views are spectacular."
United States
Deb K.
The price is €304
includes taxes & fees
29 Jul - 30 Jul
Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!
Outdoor spa tub

The Blue Jay | New House in the Woods w/ Hot Tub

The Blue Jay | New House in the Woods w/ Hot Tub
Harpers Ferry
10.0 out of 10, Exceptional, (4 reviews)
"Great place. Very well stocked house everything you need Great response from host. Very nice place. Road is a little rough as explained in listing "
United States
Brett D.
The price is €325
includes taxes & fees
30 Jul - 31 Jul
The Blue Jay | New House in the Woods w/ Hot Tub
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, (37 reviews)
"Beautiful, relaxing and quiet cabin, exceeded expectations."
United States
Johnathan B.
The price is €214
includes taxes & fees
30 Jul - 31 Jul
Blue Mountain Cabin, secluded, perfect for couples, near main road
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 cozy cabin to getaway to! Plenty of room for 6 of us to relax. Beds were comfortable, well-stocked kitchen, and hot tub was a nice perk. Will keep in mind if we come back to the area!"
United States
Cara M.
The price is €390
includes taxes & fees
3 Aug - 4 Aug
Secluded Cabin a Stone's Throw From the A.T.!
Interior

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
10.0 out of 10, Exceptional, (24 reviews)
"GREAT stay…loved the location, the hot tub, the amenities, and the host."
United States
Domenic E.
The price is €359
includes taxes & fees
4 Aug - 5 Aug
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
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 €386
includes taxes & fees
26 Jul - 27 Jul
Chipmunk Hollow | Hot Tub, Grill & Fire Table | 3BR, Sleeps 6
Terrace/patio

Huckleberry Hills | Hot Tub & Fire Pit & Dogs

Huckleberry Hills | Hot Tub & Fire Pit & Dogs
Harpers Ferry
9.8 out of 10, Exceptional, (13 reviews)
"We had a great stay "
United States
Lauren O.
The price is €358
includes taxes & fees
27 Jul - 28 Jul
Huckleberry Hills | Hot Tub & Fire Pit & Dogs
Terrace/patio

Woodsy Retreat with a Hot Tub and Seasonal Views!

Woodsy Retreat with a Hot Tub and Seasonal Views!
Harpers Ferry
9.8 out of 10, Exceptional, (26 reviews)
"Great house. Comfortable beds, had everything we needed. Loved the hot tube and wood burner. "
United States
Amy P.
The price is €301
includes taxes & fees
28 Jul - 29 Jul
Woodsy Retreat with a Hot Tub and Seasonal Views!
Smart TV

Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!

Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (18 reviews)
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
Dining

The Oculus - Huge Cabin with a Hot Tub!

The Oculus - Huge Cabin with a Hot Tub!
Harpers Ferry
9.6 out of 10, Exceptional, (32 reviews)
"We had a lovely weekend staying at Mountain Momma! The rooms were clean and the kitchen was great for cooking for a large group. "
United States
Mary C.
The Oculus - Huge Cabin with a Hot Tub!
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, (119 reviews)
"We had a quick stay but it was perfect for what we needed. "
United States
Deana B.
The price is €134
includes taxes & fees
23 Aug - 24 Aug
Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.
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, (26 reviews)
The price is €359
includes taxes & fees
28 Jul - 29 Jul
Cottage w/ Hot Tub and 100-Mile Valley Views!
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 €311
includes taxes & fees
27 Jul - 28 Jul
Cabin at the Gap | You Won't Believe the View!
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

Hyatt Place Herndon Dulles Airport East

Hyatt Place Herndon Dulles Airport East

10/10 Excellent
"Great place"
Svetlana 1-night trip
Posted 14 hours ago
Hyatt Place Herndon Dulles Airport East

Frequently asked questions

Can I find holiday rentals in Middleburg?

Yes, there are holiday rentals in Middleburg close to National Sporting Library & Museum, or you can select a more secluded option if you're looking for 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 holiday rentals that Middleburg has to offer?

Aldie Home w/ Private Pool: Near Wineries!: This holiday home rental outside of Middleburg is located on the waterfront, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

How many holiday rentals will I find in Middleburg?

Expedia has 12 holiday 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 holiday rental in Middleburg like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middleburg. Holiday rentals offer extras like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for a family trip.