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Middleburg Holiday Rentals

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Holiday Rentals in Middleburg

Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
10.0 out of 10, Exceptional, (25)
"My husband and I stayed here and had a blast. The place was great, host was very communicative, and the location was great for harpers ferry, hiking, and wineries and breweries. We would definitely stay here again and may bring the kiddo next time."
The price is AU$464
includes taxes & fees
2 May - 3 May
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
Escape to Shenandoah River, Hot Tub after a Hike!
10.0 out of 10, Exceptional, (36)
"A perfectly maintained home. The layout makes it feel so roomy. Bedrooms are perfect. HUGE floor to lofted ceiling window is majestic. Private enough where you feel like you’re miles away, even though you’re in a neighborhood. We will return!!"
The price is AU$542
includes taxes & fees
13 May - 14 May
Escape to Shenandoah River, Hot Tub after a Hike!
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Crimson Lane!
10.0 out of 10, Exceptional, (62)
"We had an absolute amazing time at this cabin. Not only was it very clean but they used labels to help you find out which light switches turned on what and where things went so we could easily find/use whatever we needed in the cabin. There was only one dish towel but the other linens provided were fine. Only suggestion would be more dishtowels. The beds were comfortable, so was the couch! We loved our stay!"
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Crimson Lane!
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Insta Worthy Mountain Views
10.0 out of 10, Exceptional, (5)
"Spacious and clean, gorgeous cabin with an amazing view! The bathrooms and kitchen were well equipped with all that we needed. About 40 minutes from harpers ferry but didn’t have any need to leave the property!"
The price is AU$1,534
includes taxes & fees
2 May - 3 May
Insta Worthy Mountain Views
Cozy home near Casino, Breweries, Historical attractions, National Park & more
10.0 out of 10, Exceptional, (12)
"The home is beautiful! The owners did an amazing job to make us feel welcomed and at home. They provided us we unexpected amenities like coffee creamer, bottle water and even a bottle of wine. We greatly appreciated the free Netflix especially since ti rained during part of our stay. The location is ideal for our weekend adventures."
The price is AU$442
includes taxes & fees
6 May - 7 May
Cozy home near Casino, Breweries, Historical attractions, National Park & more
The Oculus - Huge Cabin with a Hot Tub!
10.0 out of 10, Exceptional, (11)
"This property is so wonderful. Great location. Wonderfully comfortable beds! And very clean! We look forward to coming back!"
The Oculus - Huge Cabin with a Hot Tub!
Family Gathering Space with a PRIVATE TRAIL WALK TO WINE!
10.0 out of 10, Exceptional, (35)
"Our time spent at the Farm House was wonderful! 14 of us from 12-80 years old all had a bed and a place at the dining room table! Perfect setting inside and out to celebrate my husbands birthday with all our children and grandchildren! We will be returning for future celebrations!"
Family Gathering Space with a PRIVATE TRAIL WALK TO WINE!
Hot Tub, Poker Table, River Access & Kayaks and Wineries
10.0 out of 10, Exceptional, (4)
"The property was just down a gravel road that any car could tackle, one of our group had a Prius. In a just perfectly slight remote area of WV. Just far enough off the beaten path. There were some noisy dogs but they weren’t out all the time. The roosters crowing in the distance was definitely better than hearing a V8 engine screaming down the road and we liked that part. Some people had 4 wheelers out here and there but we didn’t see them just head them and it wasn’t overbearing or constant at...
The price is AU$630
includes taxes & fees
6 May - 7 May
Hot Tub, Poker Table, River Access & Kayaks and Wineries
Breathtaking views with an indoor private pool, come escape with us
9.8 out of 10, Exceptional, (224)
"Our group did not want to leave! It was a great space, large enough to host friends and family (we had 13 staying in the house) for a birthday celebration. Having the pool, hot tub, gym and spa, as well as a full kitchen, spacious deck with gorgeous views and a backyard equipped with a firepit and space for yard games made it easy for everyone to find something to do while at the house. And, its convenient proximity to Bear Chase Brewery, local hiking trails and short drive to other breweries,...
Breathtaking views with an indoor private pool, come escape with us
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains
9.8 out of 10, Exceptional, (15)
"We had a great time at this adorable farmhouse! Our family of 5 enjoyed cooked meals together at the table, tea and coffee every morning, and board games every night! Tom was extremely hospitable and made sure our stay was perfect!"
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains
Gruner Bungalow at Otium Cellars
9.8 out of 10, Exceptional, (82)
"We stayed with our family for the weekend attending a wedding at the property across the street. The home was beautiful and clean. We loved the views and closeness to the winery next door. Hosts were great and very helpful!"
Gruner Bungalow at Otium Cellars
Historical cottage in the town of Paris
9.8 out of 10, Exceptional, (18)
"Nice cottage in a quiet, historic Virginia village. Well-appointed and very comfortable. Thanks, William! Will stay again!"
The price is AU$467
includes taxes & fees
2 May - 3 May
Historical cottage in the town of Paris
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!
9.8 out of 10, Exceptional, (7)
"We loved the cabin and had everything we needed for a long weekend getaway. Having the bedroom on the main level with a handicap 19 year old child was such a relief. It was very quiet and relaxing and we loved how close it was to Antietam battlefield and Washington DC. The only little critique I would give is getting down to the hot tub area could be a little easier and the roads up to the cabin are narrow and steep but we had no issues and would definitely be back again. And the listing said no...
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!
Terra Alta - Incredible River Views and Hot Tub!
9.8 out of 10, Exceptional, (43)
"We had a fantastic time at this beautiful home. Our kids loved the games and bunk beds and everyone enjoyed the spectacular views from the fire pit. The perfect family stay for watching the seasons change. Excellent communication from our hosts - would love to come back."
Terra Alta - Incredible River Views and Hot Tub!
Modern Country House on the Shenandoah River
9.8 out of 10, Exceptional, (20)
"Wonderful property and location to spend time with your loved ones."
Modern Country House on the Shenandoah River
Rustic Log Cabin with Private Dock on the Lake!
9.6 out of 10, Exceptional, (9)
"The location tucked away on the lake with a dock and kayaks and gravity lounge chairs, fireplace, large dock and gas grill were fabulous."
Rustic Log Cabin with Private Dock on the Lake!
New Wine Horse Country 10 Acre Lux Retreat amid historic sites. Stunning Views!
9.6 out of 10, Exceptional, (4)
"What a beautiful apartment, close to wine country and in beautiful surroundings. Very modern finishes and beautifully decorated with attention to detail, fully equipped kitchen, outdoor patio. We were two couples so the two bedroom, two bathroom was a perfect arrangement. We also enjoyed the property with sunset views from barn. Very convenient to wineries and hosts were hospitable and responsive!"
The price is AU$800
includes taxes & fees
5 May - 6 May
New Wine Horse Country 10 Acre Lux Retreat amid historic sites. Stunning Views!
Cozy Cabin Hidden Away on a Lake!
9.6 out of 10, Exceptional, (32)
"My family and I stayed at the cabin for my husband’s birthday. We had a great time. The cabin was clean and well-equipped with everything we needed. You can’t beat the location and amenities. Owners were very thorough, informative and detailed which I appreciated."
Cozy Cabin Hidden Away on a Lake!
Harpers Ferry Cabin - Walk to Private Lake!
9.6 out of 10, Exceptional, (8)
"Super clean and exactly as advertised! So quiet and peaceful. No skimping on toilet paper - the nice stuff is provided! That gives you the idea of quality there."
Harpers Ferry Cabin - Walk to Private Lake!
Charming Home with Yard Near Shenandoah River!
9.4 out of 10, Exceptional, (6)
"The hosts received a notice that we had lost heat at the house. We actually did not, but they were out the next morning to check the furnace and brought two space heaters we did not have to use. Really enjoyed our stay."
Charming Home with Yard Near Shenandoah River!
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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.

Other types of properties in Middleburg you may be interested in

The Red Fox Inn & Tavern
4.0 star property
9.6 out of 10, Exceptional, (284)
"Classic"
The price is AU$655
includes taxes & fees
5 May - 6 May
The Red Fox Inn & Tavern
Salamander Resort And Spa
5.0 star property
9.2 out of 10, Wonderful, (295)
"Our family stayed at the resort along with another family with a tween and teens. We enjoyed the indoor saltwater pool as well as the archery lesson. The complimentary shuttle was very convenient. We took advantage of the service for dinner at the Goodstone Inn, about a 10 minute drive away. The breakfast buffet was also very nice. The only reason I gave a 4 was that the wait for the Gold Cup was long and it would’ve been nice to have another dinner choice besides Harriman’s. "
The price is AU$1,034
includes taxes & fees
5 May - 6 May
Salamander Resort And Spa
Hyatt Regency Dulles
4.0 star property
8.8 out of 10, Excellent, (1001)
"Very good "
The price is AU$274
includes taxes & fees
4 May - 5 May
Hyatt Regency Dulles
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.

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$442 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?

Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains : This holiday home rental outside of Middleburg is located in the city centre, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Middleburg?

Expedia has 11 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 Greenhill Winery & Vineyards and Cana Vineyards and Winery.

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.

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