Photo by Stephanie Sutton

Middleburg Holiday Rentals

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Holiday Rentals in Middleburg

Exterior
18th Century Stone Cottage minutes from historic Middleburg
10.0 out of 10, Exceptional, (16)
"We had a nice stay in a lovely rural location with nice outdoor terrace and quiet street for a long walk. Communication with the host was simple and straight forward."
The price is NZ$635
per night
10 Jun - 11 Jun
18th Century Stone Cottage minutes from historic Middleburg
Lobby
Hyatt House Herndon/Reston
3.0 star property
9.0 out of 10, Wonderful, (1141)
"Beautiful area"
The price is NZ$252
per night
8 Jun - 9 Jun
Hyatt House Herndon/Reston
Reception
Global Luxury Suites at Reston Town Center
3.5 star property
8.2 out of 10, Very good, (105)
"It's a decent place to stay. The building is modern, clean, and suite is well equipped. A few minor grips. 6 soft low quality pillows does not substitute for 1 good firm pillow! The neighborhood is safe, but as is the case in many US suburbs/exurbs it's not really walkable. There are areas where the sidewalks just end, and they are not well lit at night, say if you are walking to supermarket. The building gym, looks great but the equipment eg. the elliptical trainers are poor quality glitchy."
Global Luxury Suites at Reston Town Center
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Exterior
Breathtaking views with an indoor private pool, come escape with us
9.8 out of 10, Exceptional, (227)
"Fantastic spot to spend a few days. Incredible house, fantastic amenities, and a beautiful location."
Breathtaking views with an indoor private pool, come escape with us
Smart TV, DVD player, books, video library
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
10.0 out of 10, Exceptional, (28)
"This little cabin was great!! Comfortable beds. Very clean. Brigid the host was so responsive. Instructions were very clear. She even answered our questions about recommendations for a goos hiking trail! Highly recommend! I hope we will be back."
The price is NZ$535
per night
4 Jun - 5 Jun
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
Property grounds
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!
Full-sized fridge, microwave, oven, stovetop
Global Luxury Suites at Reston
4.0 star property
6.8 out of 10, (3)
"Great Stay! Great Location! "
Global Luxury Suites at Reston
Interior
Escape to Shenandoah River, Hot Tub after a Hike!
10.0 out of 10, Exceptional, (38)
"Super clean. Super easy check in & check out. Quiet and beautiful setting. The windows bring the outdoors in. Fabulous to watch the electric storm through those big beautiful windows from the comfort of the couch."
The price is NZ$594
per night
29 May - 30 May
Escape to Shenandoah River, Hot Tub after a Hike!
Exterior
Dome Of Your Dreams!
8.4 out of 10, Very good, (42)
"We chose the Dome for our week long stay due to it's proximity to the state parks in northern Virginia, AND we'd choose to stay her again. We visited several new establishments, breweries, distilleries, and restaurants that have popped up or have missed since moving to central Virginia. We were out of the house everyday and then most nights came back and turned in for the evening. We couldn't zone out in front of the TV on the main living area because there isn't one. There is one downstairs...
Dome Of Your Dreams!
Fridge, microwave, stovetop, dishwasher
Charming Home with Yard Near Shenandoah River!
9.6 out of 10, Exceptional, (8)
"We had a good time at the place. The big kitchen table is perfect for gathering when the weather keeps you from the fabulous fire pit. We would go back if we had an occasion to."
Charming Home with Yard Near Shenandoah River!
Property grounds
Insta Worthy Mountain Views
10.0 out of 10, Exceptional, (6)
"This house is absolutely beautiful! I'm top of that, it has incredible views. We had a large family gathering here, and my family had such a wonderful time - whether we were sitting together on the deck, eating around the large table, enjoying the hot tub, or sitting and talking in the living room on the large and comfortable couch, it all was amazing. The house is large and cozy, and we were able to relax. We also had a fun time going into Harper's Ferry, visiting the local shops, and going all...
The price is NZ$1,705
per night
29 May - 30 May
Insta Worthy Mountain Views
Exterior
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
Property grounds
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!
Property grounds
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!
9.6 out of 10, Exceptional, (10)
"Great"
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!
Fridge, microwave, oven, stovetop
Spacious amazing top rated secluded centrally located 1BR villa on 2+ acres land
9.2 out of 10, Wonderful, (13)
"Great space for me to sleep and relax for a couple days!"
Spacious amazing top rated secluded centrally located 1BR villa on 2+ acres land
Property grounds
Terra Alta - Incredible River Views and Hot Tub!
9.8 out of 10, Exceptional, (44)
"Stayed here for work. Had 5 guys at the house. Plenty of room and great deck to hang out on."
Terra Alta - Incredible River Views and Hot Tub!
Fridge, microwave, oven, stovetop
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 NZ$469
per night
27 Jun - 28 Jun
Cozy home near Casino, Breweries, Historical attractions, National Park & more
Smart TV, ping pong, books, offices
Gruner Bungalow at Otium Cellars
9.8 out of 10, Exceptional, (83)
"This was a beautiful home for a 30 something Bachelorette Weekend. The proximity to the tasting room was convenient and the grounds were beautiful. Our groups had an excellent time and hope to be back!"
Gruner Bungalow at Otium Cellars
Terrace/patio
Spacious amazing top rated secluded centrally located 2BR Basement in Potomac MD
8.6 out of 10, Excellent, (11)
"Overall very good"
Spacious amazing top rated secluded centrally located 2BR Basement in Potomac MD
Smart TV
The Love Cottage in Harpers Ferry by the lake!
7.8 out of 10, Good, (15)
"This place could use some significant maintenance, but was fine for us; I can see why some people were less than thrilled with the facility. We took a gamble, and it was ok. Some things that stick in my memory: Of the two smoke detectors, the upstairs unit was missing from its mounting bracket and the downstairs unit had no batteries. The kitchen floor needed a good wash. There was only a single fork in the kitchen. One kitchen drawer was significantly broken. One of the burners on the stove...
The Love Cottage in Harpers Ferry by the lake!
Don't see what you're looking for?
See all available properties in Middleburg
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

Exterior
Salamander Resort And Spa
5.0 star property
9.0 out of 10, Wonderful, (296)
"The staff was very friendly and the place was very nice and clean "
The price is NZ$1,103
per night
11 Jun - 12 Jun
Salamander Resort And Spa
Outdoor dining
The Red Fox Inn & Tavern
4.0 star property
9.6 out of 10, Exceptional, (295)
"Beautiful historical hotel in an amazing little town. Staff are sweet and helpful. Great character hotel which we will recommend to friends and family. We will return!"
The price is NZ$699
per night
2 Jun - 3 Jun
The Red Fox Inn & Tavern
1 bedroom, premium bedding, down duvets, pillow-top beds
Hyatt Regency Dulles
4.0 star property
8.8 out of 10, Excellent, (1000)
"Great stay beds are amazingly comfortable. Best sleep I’ve had in a while. "
The price is NZ$236
per night
31 May - 1 Jun
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Middleburg holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Middleburg. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Middleburg. Seeing all the best attractions is bound to make you fall in love with Middleburg. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Middleburg short-term rentals, that won’t be hard to do.

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.

Recent reviews of Middleburg properties
Expedia verified reviews