Middleburg Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Middleburg holiday 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, (57 reviews)
"Loved out stay! "
United States
Emilee
The price is HK$2,150
HK$3,003 total
includes taxes & fees
26 Apr - 27 Apr
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, (24 reviews)
"We had an excellent time and our dog loved the farm. The hosts are fantastic people and were very helpful. The room was clean and comfortable. We location is nice just a few minutes drive from downtown Middleburg and in a beautiful area. We will definitely return."
United States
Henri G.
The price is HK$1,173
HK$2,068 total
includes taxes & fees
9 Apr - 10 Apr
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, (17 reviews)
"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$1,714
HK$3,953 total
includes taxes & fees
1 Apr - 2 Apr
Spacious Modern Home on Middleburg Horse Farm
Terrace/patio

Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger

Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger
Front Royal
10.0 out of 10, Exceptional, (7 reviews)
"Unique accommodation overlooking a beautiful valley with many convenient modern features such as a EV charger provider"
United States
Paul S.
The price is HK$3,953
HK$4,896 total
includes taxes & fees
15 Apr - 16 Apr
Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger
Outdoor dining

Cozy cabin w/hot tub & game room

Cozy cabin w/hot tub & game room
Harpers Ferry
9.0 out of 10, Wonderful, (65 reviews)
"Tony always answered my texts immediately and was very easy to work with. The place was just as expected; it was comfortable and all amenities were available. Towels were laid out on the beds and the comforters were cute and cozy. The place is well worn; some appliances, mostly gas stove and microwave and towel hooks were very worn out but still useable. We loved all of the amenities, space and privacy in this cabin. We would stay here again. "
United States
Jenifer D.
The price is HK$1,179
HK$2,370 total
includes taxes & fees
7 Apr - 8 Apr
Cozy cabin w/hot tub & game room
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, (85 reviews)
"The host had great communication and the place was exactly as pictured! "
United States
Colleen J.
The price is HK$1,273
HK$2,758 total
includes taxes & fees
29 Mar - 30 Mar
Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!
Smart TV, books, computer monitors

Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (33 reviews)
"Great location, clean and comfortable. Would absolutely stay here again or recommend it to others. "
United States
Lauren S.
The price is HK$1,055
HK$2,383 total
includes taxes & fees
29 Mar - 30 Mar
Leesburg Hideaway- King Bed + Private Backyard
Interior

Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI

Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI
Harpers Ferry
9.2 out of 10, Wonderful, (32 reviews)
"Enjoyed the levels, hot tub, porch to get outside with my coffee, pet strolling area marvelous and washer/dryer."
United States
tracey b.
The price is HK$1,610
HK$2,692 total
includes taxes & fees
15 Apr - 16 Apr
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI
Property grounds

Single Level, 3 Bedroom Home In Between Harper's Ferry & Casino.

Single Level, 3 Bedroom Home In Between Harper's Ferry & Casino.
Harpers Ferry
7.6 out of 10, Good, (27 reviews)
"The inside was well done and clean. Even though the neighbors are close, they were quiet. My husband and I were able to relax in a comfortable setting."
United States
Melissa H.
The price is HK$824
HK$2,015 total
includes taxes & fees
30 Mar - 31 Mar
Single Level, 3 Bedroom Home In Between Harper's Ferry & Casino.
Terrace/patio

Rebels Rest - Cabin with Enchanting Sunset Views!

Rebels Rest - Cabin with Enchanting Sunset Views!
Harpers Ferry
9.8 out of 10, Exceptional, (31 reviews)
"Would come back anytime, very scenic and easy check-in process"
United States
Mark F.
The price is HK$1,767
HK$4,258 total
includes taxes & fees
12 Apr - 13 Apr
Rebels Rest - Cabin with Enchanting Sunset Views!
Smart TV, fireplace, table football, books

Private A-Frame Near Harpers Ferry - Sauna, Fire Pit, 3BR/3BA, Pet-Friendly

Private A-Frame Near Harpers Ferry - Sauna, Fire Pit, 3BR/3BA, Pet-Friendly
Harpers Ferry
10.0 out of 10, Exceptional, (6 reviews)
"Very clean, great amenities, comfortable!"
United States
James
The price is HK$1,254
HK$3,915 total
includes taxes & fees
7 Apr - 8 Apr
Private A-Frame Near Harpers Ferry - Sauna, Fire Pit, 3BR/3BA, Pet-Friendly
Outdoor spa tub

A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub

A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub
Linden
9.4 out of 10, Exceptional, (13 reviews)
"Great place to stay to catch the northern entrance to Shenandoah. Comfortable beds, great furniture, and easy drive to Front Royal for dining. "
United States
Scott M.
The price is HK$1,166
HK$2,849 total
includes taxes & fees
14 Apr - 15 Apr
A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub
Outdoor dining

Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (24 reviews)
"Lovely views, very spacious, well appointed in terms of kitchen."
United States
sharyn m.
The price is HK$1,613
HK$4,488 total
includes taxes & fees
12 Apr - 13 Apr
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Fridge, oven, stovetop, dishwasher

Mountain Retreat w/2 Living Spaces, Hot Tub & Deck

Mountain Retreat w/2 Living Spaces, Hot Tub & Deck
Harpers Ferry
The price is HK$1,259
HK$2,558 total
includes taxes & fees
29 Mar - 30 Mar
Mountain Retreat w/2 Living Spaces, Hot Tub & Deck
Interior

Hidden Gem on Hidden Valley Lane

Hidden Gem on Hidden Valley Lane
Linden
9.6 out of 10, Exceptional, (27 reviews)
"Great place. Very clean, lots of comfortable rooms. Nice outside area for dogs. "
United States
Lisa W.
The price is HK$1,564
HK$3,565 total
includes taxes & fees
29 Mar - 30 Mar
Hidden Gem on Hidden Valley Lane
Interior

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

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
9.8 out of 10, Exceptional, (13 reviews)
"Absolutely amazing place and stay! I could not possibly be more impressed and I look forward to coming back."
United States
Jasmine M.
The price is HK$1,759
HK$3,084 total
includes taxes & fees
7 Apr - 8 Apr
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Dining

Log Cabin w/ Hot Tub & Waterfront Patio!

Log Cabin w/ Hot Tub & Waterfront Patio!
Harpers Ferry
9.6 out of 10, Exceptional, (19 reviews)
"This trip was for my wife and my 2nd anniversary, and we couldn't have asked for a better place to stay. The main room was very spacious, yet extremely cozy due to the wood burning fireplace. The home was well appointed with everything you would need for your stay. The views of the lake and the wildlife were just icing on the cake. "
United States
Will A.
Log Cabin w/ Hot Tub & Waterfront Patio!
Property grounds

Mountain Cabin • Views • Hot Tub • 5 Beds • Skyline Drive

Mountain Cabin • Views • Hot Tub • 5 Beds • Skyline Drive
Front Royal
10.0 out of 10, Exceptional, (5 reviews)
"My family and I had a wonderful stay! The property and surrounding views are beautiful. The house was very clean and the host was very responsive when I had a question or two to ask. I highly recommend staying here!"
United States
Jay L.
The price is HK$1,073
HK$3,109 total
includes taxes & fees
8 Apr - 9 Apr
Mountain Cabin • Views • Hot Tub • 5 Beds • Skyline Drive
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, (31 reviews)
"Very cozy cabin for two, great for a secluded getaway within range of great places to visit. Had everything we needed."
United States
Tom C.
The price is HK$1,485
HK$1,811 total
includes taxes & fees
9 Apr - 10 Apr
Blue Mountain Cabin, secluded, perfect for couples, near main road
Outdoor dining

Shenandoah Twilight | Cozy Cabin w/ hot tub

Shenandoah Twilight | Cozy Cabin w/ hot tub
Front Royal
9.0 out of 10, Wonderful, (2 reviews)
"Shenandoah Twilight is a beautiful spot tgats beautifully appointed. I really enjoyed my time there. "
United States
Wilson (Wally) W.
The price is HK$1,644
HK$3,601 total
includes taxes & fees
8 Apr - 9 Apr
Shenandoah Twilight | Cozy Cabin w/ 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middleburg Hotel Reviews

Hyatt Place Herndon Dulles Airport East

Hyatt Place Herndon Dulles Airport East

10/10 Excellent
"It is conveniently located at 5-minute walk from the Innovation Center Metro station. The room is clean, breakfast was good, and staff were friendly. "
Yuka 3-night trip
Posted less than an hour ago
Hyatt Place Herndon Dulles Airport East

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 13 holiday rentals for your stay in Middleburg.

What’s there to see and do in Middleburg?

Cultural attractions include The Byrne Gallery and Red Fox Fine Art, 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.