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Middleburg Holiday Rentals

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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Holiday Rentals in Middleburg

Desk, iron/ironing board, free WiFi, bed sheets
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

Apartment in Middleburg

9.8 out of 10, Exceptional, (21)
"The studio was good for the two of us and our dogs. It is very clean and comfortable s on a farm which we found appealing. Very convenient to restaurants (Middleburg) though a distance from dog-friendly wineries. I would definitely recommend it for a short stay. "
United States
Jill P.
The price is HK$1,167
HK$2,103 total
includes taxes & fees
8 Dec - 9 Dec
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Exterior
Spacious Modern Home on Middleburg Horse Farm

Holiday Home in Middleburg

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 HK$1,697
HK$3,930 total
includes taxes & fees
10 Dec - 11 Dec
Spacious Modern Home on Middleburg Horse Farm
Exterior
18th Century Stone Cottage minutes from historic Middleburg

Cottage in Middleburg

10.0 out of 10, Exceptional, (51)
"What a peaceful place and wonderful views."
United States
Debbie M.
The price is HK$2,140
HK$3,065 total
includes taxes & fees
7 Dec - 8 Dec
18th Century Stone Cottage minutes from historic Middleburg
3 bedrooms, free WiFi, bed sheets
Log Cabin w/ Hot Tub & Waterfront Patio!

Cabin in Harpers Ferry

2.0 star property
9.8 out of 10, Exceptional, (11)
"Everything was great! We had a lovely stay."
United States
Beth D.
The price is HK$778
HK$2,547 total
includes taxes & fees
8 Dec - 9 Dec
Log Cabin w/ Hot Tub & Waterfront Patio!
Outdoor spa tub
Aslan's How - Cabin with Valley Views & Hot Tub!

Cabin in Harpers Ferry

2.0 star property
9.8 out of 10, Exceptional, (8)
"We stayed here for our honeymoon and it was very nice and peaceful "
United States
Robert F.
The price is HK$778
HK$2,937 total
includes taxes & fees
10 Dec - 11 Dec
Aslan's How - Cabin with Valley Views & Hot Tub!
TV, fireplace, offices
Skyland Hideaway • Relaxing Cabin w/ Hot Tub, Deck, Grill, & Fire table

Cabin in Linden

10.0 out of 10, Exceptional, (15)
"Quiet with amenities to support R&R, enjoying nature, and togetherness."
United States
Patricia B.
The price is HK$865
HK$2,851 total
includes taxes & fees
11 Dec - 12 Dec
Skyland Hideaway • Relaxing Cabin w/ Hot Tub, Deck, Grill, & Fire table
2 bedrooms, WiFi
Wild Hare Cottage

Cottage in Purcellville

10.0 out of 10, Exceptional, (10)
"Perfect spot to relax for a long weekend. Easy drive to Middleburg, VA, wineries, breweries, and hiking. Would stay again. "
United States
Jennifer K.
The price is HK$981
HK$1,712 total
includes taxes & fees
10 Dec - 11 Dec
Wild Hare Cottage
Fridge, microwave, oven, stovetop
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI

Chalet in Harpers Ferry

9.0 out of 10, Wonderful, (28)
"The house was very clean upon arrival. We enjoyed spending time in the hot tub and playing pool on a kid’s pool table. It was close the Harper’s Ferry. We also saw deer very close both days we were there, and we loved this!!"
United States
Kelly
The price is HK$1,626
HK$2,731 total
includes taxes & fees
10 Dec - 11 Dec
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI
Exterior
The Foxwood Cabin: Cozy Retreat w/ Hot Tub, Screened Porch, Firepit & Grill

Cabin in Front Royal

10.0 out of 10, Exceptional, (5)
"Beautiful, quiet place to stay. Beds are very comfortable. Every room was very clean. "
United States
Alex H.
The price is HK$996
HK$2,936 total
includes taxes & fees
7 Dec - 8 Dec
The Foxwood Cabin: Cozy Retreat w/ Hot Tub, Screened Porch, Firepit & Grill
Property grounds
Lake View Retreat - Cottage Near a Peaceful Lake!

Cottage in Harpers Ferry

9.6 out of 10, Exceptional, (21)
"The house was clean, had plenty of rooms and a fantastic location. "
United States
Bryan N.
The price is HK$778
HK$2,798 total
includes taxes & fees
7 Dec - 8 Dec
Lake View Retreat - Cottage Near a Peaceful Lake!
Exterior
The Juniper Cabin • Private Hideaway w/ Hot Tub, Grill & Screened Porch

Cabin in Linden

10.0 out of 10, Exceptional, (22)
"We had a fantastic time staying at this property for the weekend."
United States
Colin N.
The price is HK$921
HK$2,501 total
includes taxes & fees
7 Dec - 8 Dec
The Juniper Cabin • Private Hideaway w/ Hot Tub, Grill & Screened Porch
Interior
Aeris Suite

Holiday Home in Sterling

9.2 out of 10, Wonderful, (11)
"Very nice place! I would definitely stay there again"
United States
Benjamin F.
The price is HK$856
HK$1,553 total
includes taxes & fees
7 Dec - 8 Dec
Aeris Suite
Outdoor dining
Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Cottage in Harpers Ferry

10.0 out of 10, Exceptional, (23)
"My friends and I absolutely loved this stay on the lake in West Virginia! The artsy vibe of the home, views, and wildlife were amazing. Plenty of places to sit and catch up. The kitchen was well stocked with appliances (thank you for the local coffee!) Each adult having their own bedroom and full bath was a huge perk!"
United States
Matthew P.
The price is HK$856
HK$3,492 total
includes taxes & fees
10 Dec - 11 Dec
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Interior
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

Cottage in Hamilton

9.6 out of 10, Exceptional, (9)
"It was a great place to starve whole experience was perfect. "
United States
Jaime B.
The price is HK$1,751
HK$3,052 total
includes taxes & fees
9 Dec - 10 Dec
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Dining
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!

Cabin in Harpers Ferry

10.0 out of 10, Exceptional, (81)
"This is a super cute mountain cabin that has been completely redone with some pretty high end finishes. Our family thoroughly enjoyed our quick visit!"
United States
Sara S.
The price is HK$911
HK$2,213 total
includes taxes & fees
8 Dec - 9 Dec
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
Outdoor dining
Shenandoah Twilight | Cozy Cabin w/ hot tub

Cabin in Front Royal

9.0 out of 10, Wonderful, (2)
"Shenandoah Twilight is a beautiful spot tgats beautifully appointed. I really enjoyed my time there. "
United States
Wilson (Wally) W.
The price is HK$996
HK$2,627 total
includes taxes & fees
11 Dec - 12 Dec
Shenandoah Twilight | Cozy Cabin w/ hot tub
Property grounds
Cottage w/ Hot Tub and 100-Mile Valley Views!

Cottage in Harpers Ferry

9.8 out of 10, Exceptional, (20)
"Pretty cabin with a wonderful view, especially from the hot tub. We will return!"
United States
Holly C.
The price is HK$778
HK$2,937 total
includes taxes & fees
10 Dec - 11 Dec
Cottage w/ Hot Tub and 100-Mile Valley Views!
Outdoor spa tub
The Honeymoon Cabin | Private Retreat w/ hot tub

Cabin in Front Royal

10.0 out of 10, Exceptional, (2)
"Absolutely perfect spot for a leaf-peeping getaway. Clean, charming, romantic! Close to antiques, vineyards and Shenandoah!"
United States
Paul B.
The price is HK$1,027
HK$2,867 total
includes taxes & fees
9 Dec - 10 Dec
The Honeymoon Cabin | Private Retreat w/ hot tub
2 bedrooms, desk, iron/ironing board, free WiFi
A private 2BR & living area w/ patio for 4

Holiday Home in Manassas Park

9.2 out of 10, Wonderful, (10)
"Place was clean and comfortable. It was a very nice neighborhood!"
United States
Terri G.
The price is HK$1,051
HK$2,207 total
includes taxes & fees
6 Dec - 7 Dec
A private 2BR & living area w/ patio for 4
Property grounds
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!

Cabin in Harpers Ferry

10.0 out of 10, Exceptional, (15)
"Great location. Great house. Could not have asked for more. "
United States
A. Bland and D. T.
The price is HK$778
HK$3,032 total
includes taxes & fees
8 Dec - 9 Dec
Wolf Den - Airy Cabin w/ Hot Tub & Valley Views!
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

Hilton Washington Dulles Airport

Hilton Washington Dulles Airport

10/10 Excellent
"Easy breezy checkin. Beautiful decor. Friendly staff"
April 1-night trip
Posted 2 days ago
Hilton Washington Dulles Airport

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?

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

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 The Byrne Gallery, whereas National Sporting Library & Museum is just one of the family-friendly sights. 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.