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Middleburg Vacation Rentals

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Vacation Rentals in Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Exterior
18th Century Stone Cottage minutes from historic Middleburg
10.0 out of 10, Exceptional, 16 reviews
"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 $270
$391 total
includes taxes & fees
Jun 9 - Jun 10
18th Century Stone Cottage minutes from historic Middleburg
Hyatt House Herndon/Reston
Lobby
Hyatt House Herndon/Reston
3.0 star property
9.0 out of 10, Wonderful, 1,144 reviews
"Beautiful area"
The price is $123
$143 total
includes taxes & fees
Jun 14 - Jun 15
Hyatt House Herndon/Reston
Global Luxury Suites at Reston Town Center
Reception
Global Luxury Suites at Reston Town Center
3.5 star property
8.2 out of 10, Very Good, 105 reviews
"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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Breathtaking views with an indoor private pool, come escape with us
Exterior
Breathtaking views with an indoor private pool, come escape with us
9.8 out of 10, Exceptional, 228 reviews
"We hosted my friends bachelorette party and bridal shower with 14 people and it was a great time! The house was super clean and fit everyone comfortably. The hosts were immediate to respond to any messages!"
Breathtaking views with an indoor private pool, come escape with us
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
Smart TV, DVD player, books, video library
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
10.0 out of 10, Exceptional, 28 reviews
"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 $145
$329 total
includes taxes & fees
Jun 19 - Jun 20
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
Rustic Log Cabin with Private Dock on the Lake!
Property grounds
Rustic Log Cabin with Private Dock on the Lake!
9.6 out of 10, Exceptional, 9 reviews
"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!
Global Luxury Suites at Reston
Full-size fridge, microwave, oven, stovetop
Global Luxury Suites at Reston
4.0 star property
6.8 out of 10, 3 reviews
"Great Stay! Great Location! "
Global Luxury Suites at Reston
Escape to Shenandoah River, Hot Tub after a Hike!
Interior
Escape to Shenandoah River, Hot Tub after a Hike!
10.0 out of 10, Exceptional, 38 reviews
"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 $139
$359 total
includes taxes & fees
Jun 11 - Jun 12
Escape to Shenandoah River, Hot Tub after a Hike!
Dome Of Your Dreams!
Exterior
Dome Of Your Dreams!
8.4 out of 10, Very Good, 42 reviews
"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!
Charming Home with Yard Near Shenandoah River!
Fridge, microwave, stovetop, dishwasher
Charming Home with Yard Near Shenandoah River!
9.6 out of 10, Exceptional, 8 reviews
"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!
Insta Worthy Mountain Views
Property grounds
Insta Worthy Mountain Views
10.0 out of 10, Exceptional, 6 reviews
"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 $547
$1,053 total
includes taxes & fees
Jun 10 - Jun 11
Insta Worthy Mountain Views
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains
Exterior
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains
9.8 out of 10, Exceptional, 16 reviews
"The property is a beautiful farmhouse. The owner has done a great job on giving it creature comforts. Property is very private with a cute stream and hiking trail on the property. We knew that the owner wanted to meet at us at check in, however we are very used to and love contactless check-ins, we did find that less than ideal to coordinate and meet a stranger after 10 hours of driving. We will probably stray away from that requirement in the future."
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Crimson Lane!
Property grounds
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Crimson Lane!
10.0 out of 10, Exceptional, 63 reviews
"Enjoyable stay. Property as described. Thx."
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Crimson Lane!
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!
Property grounds
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!
9.6 out of 10, Exceptional, 10 reviews
"We enjoyed the cabin very much. We hiked during the day and was very relaxing coming back to the hot tub and a fire. Thank you for a great stay!!"
The price is $135
$375 total
includes taxes & fees
Jun 13 - Jun 14
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!
Spacious amazing top rated secluded centrally located 1BR villa on 2+ acres land
Fridge, microwave, oven, stovetop
Spacious amazing top rated secluded centrally located 1BR villa on 2+ acres land
9.2 out of 10, Wonderful, 13 reviews
"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
Cozy home near Casino, Breweries, Historical attractions, National Park & more
Fridge, microwave, oven, stovetop
Cozy home near Casino, Breweries, Historical attractions, National Park & more
10.0 out of 10, Exceptional, 12 reviews
"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 $135
$287 total
includes taxes & fees
Jun 26 - Jun 27
Cozy home near Casino, Breweries, Historical attractions, National Park & more
Gruner Bungalow at Otium Cellars
Smart TV, table tennis, books, offices
Gruner Bungalow at Otium Cellars
9.8 out of 10, Exceptional, 83 reviews
"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
The Oculus - Huge Cabin with a Hot Tub!
Property grounds
The Oculus - Huge Cabin with a Hot Tub!
10.0 out of 10, Exceptional, 12 reviews
"The oculus was a great place to stay for our family over the holiday weekend. We had more than enough room for the kids and the location was close to many areas to hike, as well as mountain lake club. The beds were comfortable and the outdoor area was fantastic. We would stay again!"
The Oculus - Huge Cabin with a Hot Tub!
Cozy Cabin Hidden Away on a Lake!
Smart TV, fireplace
Cozy Cabin Hidden Away on a Lake!
9.6 out of 10, Exceptional, 33 reviews
"I rented this cabin to have family time while celebrating our grandson’s 4th birthday. This place was exactly as described. Very clean, beds were very comfortable. All included amenities were more than enough. We enjoyed grilling, fishing, paddle boarding, the hot tub and family time. The neighborhood is very quiet and the neighbors were friendly. We loved the windows and views. The overall experience was amazing. We will definitely rent it out next year. It is truly a cozy cabin."
The price is $252
$551 total
includes taxes & fees
Jun 10 - Jun 11
Cozy Cabin Hidden Away on a Lake!
13 BR Boutique in Berryville
Fridge, microwave, oven, stovetop
13 BR Boutique in Berryville
8.0 out of 10, Very Good, 5 reviews
"This house is a gem in progress. It was very spacious and naturally divided into separate areas so it worked well to group families with small children away from older couples without children. Several issues did develop during our stay which were immediately addressed. The dish washer was repaired and worked fine for us. The large common area had very minimal lighting but we moved lamps into the area to remedy that. There was ample refrigerator space but no freezer so we improvised with ice...
13 BR Boutique in Berryville
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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.

Middleburg Vacation Rental Travel Info

Number of vacation rentals
2
Popular accommodation
Middleburg private vacation homes
Known landmarks
Greenhill Winery & Vineyards, Chrysalis Vineyards and Cana Vineyards and Winery
International airports
Washington, DC (IAD-Washington Dulles Intl.) and Washington, DC (DCA-Ronald Reagan Washington National)

Other types of properties in Middleburg you may be interested in

Salamander Resort And Spa
Exterior
Salamander Resort And Spa
5.0 star property
9.2 out of 10, Wonderful, 297 reviews
"Our entire experience was memorable and great! We were treated great by everyone. "
The price is $550
$679 total
includes taxes & fees
Jun 30 - Jul 1
Salamander Resort And Spa
The Red Fox Inn & Tavern
Outdoor dining
The Red Fox Inn & Tavern
4.0 star property
9.6 out of 10, Exceptional, 295 reviews
"A great place to spend a couple of days escaping big cities. "
The price is $314
$358 total
includes taxes & fees
Jul 1 - Jul 2
The Red Fox Inn & Tavern
Hyatt Regency Dulles
1 bedroom, premium bedding, down comforters, pillowtop beds
Hyatt Regency Dulles
4.0 star property
8.8 out of 10, Excellent, 1,007 reviews
"Excellent. Will stay again "
The price is $110
$124 total
includes taxes & fees
Jun 28 - Jun 29
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middleburg vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middleburg vacation 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 low season months. For more hustle and bustle, you may prefer to visit Middleburg in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $123 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middleburg rentals

At Expedia, we put the best Middleburg vacation 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 vacation.

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 vacation rentals in Middleburg?

Yes, we offer vacation rentals in Middleburg near National Sporting Library & Museum, or you can go with a more secluded option if you want 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 vacation rentals in Middleburg?

Breathtaking views with an indoor private pool, come escape with us: This vacation home rental outside of Middleburg is located in the mountains and has an indoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals will I find in Middleburg?

Expedia has 11 vacation 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 Tudor Day Spa.

What’s a vacation rental in Middleburg like?

Vacation rentals are privately owned properties where you can stay for several days or longer in Middleburg. Vacation rentals offer extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a family trip or a small group gathering.

Recent reviews of Middleburg properties
Expedia verified reviews

Salamander Resort And Spa

Salamander Resort And Spa

5/5 Excellent
"Our entire experience was memorable and great! We were treated great by everyone. "
A verified traveler stayed at Salamander Resort And Spa
Posted 1 day ago
Salamander Resort And Spa