Middleburg Holiday Rentals

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Our top choices for Middleburg holiday rentals

18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (58 reviews)
"Loved out stay! "
United States
Emilee
The price is AU$546
includes taxes & fees
26 Apr - 27 Apr
18th Century Stone Cottage minutes from historic Middleburg

Spacious Modern Home on Middleburg Horse Farm

Spacious Modern Home on Middleburg Horse Farm
Middleburg
10.0 out of 10, Exceptional, (18 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 AU$735
includes taxes & fees
27 Apr - 28 Apr
Spacious Modern Home on Middleburg Horse Farm

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)
"Lovely clean room."
United States
Rory O.
The price is AU$385
includes taxes & fees
27 Apr - 28 Apr
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

Hunters Retreat with High Speed Internet

Hunters Retreat with High Speed Internet
Middleburg
10.0 out of 10, Exceptional, (6 reviews)
"We had the best fall weekend and the property is amazing "
United States
Kelly T.
The price is AU$1,097
includes taxes & fees
5 May - 6 May
Hunters Retreat with High Speed Internet

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 AU$616
includes taxes & fees
29 Apr - 30 Apr
Skyline Yurt: Hot Tub~Wood Stove~WiFi~EVcharger

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, (33 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 AU$331
includes taxes & fees
5 May - 6 May
Blue Mountain Cabin, secluded, perfect for couples, near main road

~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, (87 reviews)
"The host had great communication and the place was exactly as pictured! "
United States
Colleen J.
The price is AU$474
includes taxes & fees
26 Apr - 27 Apr
~Family & Pet Friendly Mountain Retreat~ Steam Shower~ 5 minutes from lake!

Blue Mountain House - Hot Tub, Grill, Fire Table

Blue Mountain House - Hot Tub, Grill, Fire Table
Linden
The price is AU$722
includes taxes & fees
5 May - 6 May
Blue Mountain House - Hot Tub, Grill, Fire Table

3BR cabin w/ hot tub & game room

3BR cabin w/ hot tub & game room
Harpers Ferry
9.0 out of 10, Wonderful, (65 reviews)
"House was wonderful, and I loved how often Tony checked in! Will absolutely be staying here again!"
United States
Chelsey-Ann
The price is AU$443
includes taxes & fees
5 May - 6 May
3BR cabin w/ hot tub & game room

Forest chalet w/ hot tub & BBQ grill

Forest chalet w/ hot tub & BBQ grill
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 AU$490
includes taxes & fees
28 Apr - 29 Apr
Forest chalet w/ hot tub & BBQ grill

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 AU$626
includes taxes & fees
1 May - 2 May
Hidden Gem on Hidden Valley Lane

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 AU$479
includes taxes & fees
26 Apr - 27 Apr
Cabin at the Gap | You Won't Believe the View!

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 AU$508
includes taxes & fees
12 May - 13 May
A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub

Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (33 reviews)
"The host was great in communicating check in and check out instructions! We appreciated being able to park in the driveway and the fenced in back yard was also a nice amenity. Would definitely stay here again!"
United States
Katherine s.
The price is AU$433
includes taxes & fees
27 Apr - 28 Apr
Leesburg Hideaway- King Bed + Private Backyard

Mountain cabin near national park & wineries

Mountain cabin near national park & wineries
Linden
10.0 out of 10, Exceptional, (30 reviews)
"The house and location were perfect for a little getaway with friends. It was very clean, and the location was great! We were very pleased with the entire experience."
United States
Jennifer d.
The price is AU$585
includes taxes & fees
26 Apr - 27 Apr
Mountain cabin near national park & wineries

Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!

Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!
Harpers Ferry
9.0 out of 10, Wonderful, (12 reviews)
"Host was great - very communicative and made sure everything was perfect for our visit. Nice place and very clean. Enjoyed it very much!"
United States
William C.
The price is AU$452
includes taxes & fees
27 Apr - 28 Apr
Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!

The Pond Cabin: Hot Tub & Stocked Pond

The Pond Cabin: Hot Tub & Stocked Pond
Linden
10.0 out of 10, Exceptional, (34 reviews)
"We always love staying here. We have stayed at The Pond Cabin multiple times and will continue doing so as long as it is available!"
United States
Mary S.
The price is AU$725
includes taxes & fees
26 Apr - 27 Apr
The Pond Cabin: Hot Tub & Stocked Pond

Mountain home w/ hot tub & sunroom

Mountain home w/ hot tub & sunroom
Front Royal
9.0 out of 10, Wonderful, (31 reviews)
"The house itself was clean, the beds are comfortable, and it is in a nice, quiet, and private location. The property manager was very pleasant and responsed to any questions or concerns quickly. "
United States
Elissa S.
The price is AU$476
includes taxes & fees
26 Apr - 27 Apr
Mountain home w/ hot tub & sunroom

Escape the city to this Spacious and Clean 5BR / 3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country

Escape the city to this Spacious and Clean 5BR / 3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country
Marshall
9.8 out of 10, Exceptional, (29 reviews)
"Everything was great "
United States
James A.
The price is AU$930
includes taxes & fees
26 Apr - 27 Apr
Escape the city to this Spacious and Clean 5BR / 3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country

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, (16 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 AU$546
includes taxes & fees
5 May - 6 May
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
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

Find out more about Middleburg

Everything you need to know about Middleburg holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middleburg holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middleburg holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Middleburg holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middleburg. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middleburg holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middleburg holiday rentals we have selected for you start as low as AU$197 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Middleburg rentals

At Expedia, we put the best Middleburg holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Middleburg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middleburg holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middleburg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.