Winter sunrise over the Blue Ridge Mountains of Virginia in the Shenandoah Valley

Middleburg Holiday Rentals

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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 HK$1,176
HK$2,092 total
includes taxes & fees
23 Aug - 24 Aug
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 HK$2,156
HK$3,113 total
includes taxes & fees
2 Aug - 3 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 HK$1,772
HK$4,032 total
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 HK$1,059
HK$2,137 total
includes taxes & fees
5 Aug - 6 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 HK$1,539
HK$3,229 total
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 HK$1,114
HK$2,262 total
includes taxes & fees
25 Aug - 26 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 HK$1,168
HK$2,836 total
includes taxes & fees
2 Aug - 3 Aug
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)
"Great property, host was very communicative!"
United States
Lizzy H.
The price is HK$1,490
HK$2,996 total
includes taxes & fees
18 Aug - 19 Aug
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 HK$784
HK$2,905 total
includes taxes & fees
4 Aug - 5 Aug
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 HK$1,490
HK$1,877 total
includes taxes & fees
2 Aug - 3 Aug
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 HK$1,153
HK$3,502 total
includes taxes & fees
6 Aug - 7 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 HK$1,960
HK$3,370 total
includes taxes & fees
17 Aug - 18 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 HK$1,176
HK$3,416 total
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 HK$784
HK$3,160 total
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 HK$784
HK$2,705 total
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)
"We had a wonderful stay. The communication and the guestbook were wonderful. The view was gorgeous and the property was clean and comfortable. "
United States
Kaitlyn C.
The price is HK$784
HK$3,064 total
includes taxes & fees
29 Jul - 30 Jul
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 HK$627
HK$1,162 total
includes taxes & fees
2 Aug - 3 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)
"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 HK$878
HK$3,136 total
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 HK$784
HK$2,671 total
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

Best Western Dulles Airport Inn

Best Western Dulles Airport Inn

10/10 Excellent
"Nice staff, specially the guy who is a football coach."
Achiles 1-night trip
Posted 13 hours ago
Best Western Dulles Airport Inn

Find out more about Middleburg

Search for holiday rentals in Middleburg on Expedia! You can easily find your home rentals, villas, holiday apartments in Middleburg using one of the methods below:

  • View our selection of featured holiday rentals in Middleburg
  • Use the map to find apartments and other holiday homes in the Middleburg neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middleburg while they last

Look no further and take a look at our great range of rental properties in Middleburg!

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?

Harpers Ferry: Fireplace • Patio • Near River Tubing & Downtown Harpers Ferry: This holiday home rental outside of Middleburg offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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.