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Middleburg Vacation Rentals

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Vacation Rentals in Middleburg

18th Century Stone Cottage minutes from historic Middleburg
10.0 out of 10, Exceptional, (17)
"Middleburg is a quaint Virginia town with lots of history, and to stay in this 1800 century cottage added to the entire experience. Tim (owner) is absolutely fabulous and so accommodating. Tim spent time with us (by our request) and gave us the history of the cottage and plantation. The cottage is well stocked, comfortable, and exactly as the pictures show. But to sit out on the patio looking out over the landscape was wonderful and so peaceful! Middleburg, itself, is full of wineries, shops and...
The price is ¥42,498
¥61,307 total
includes taxes & fees
Jul 7 - Jul 8
18th Century Stone Cottage minutes from historic Middleburg
Hyatt House Herndon/Reston
3.0 star property
9.0 out of 10, Wonderful, (1145)
"Beautiful area"
The price is ¥19,892
¥23,274 total
includes taxes & fees
Jun 22 - Jun 23
Hyatt House Herndon/Reston
Breathtaking views with an indoor private pool, come escape with us
9.8 out of 10, Exceptional, (229)
"Loved the view, the pool, brewery and the 3 floors of spaces to sleep worked perfect for our group."
Breathtaking views with an indoor private pool, come escape with us
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
10.0 out of 10, Exceptional, (30)
"Great place to relax ans recharge. Some much wildlife to see and quiet retreat close to hiking, etc. Will stay again"
The price is ¥22,823
¥52,008 total
includes taxes & fees
Jun 19 - Jun 20
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
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
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!
Global Luxury Suites at Reston
4.0 star property
6.6 out of 10, (4)
"Great Stay! Great Location! "
Global Luxury Suites at Reston
Escape to Shenandoah River, Hot Tub after a Hike!
10.0 out of 10, Exceptional, (39)
"Our lives are so busy and we were really blessed to be able to step away and enjoy a peaceful time in a lovely place."
The price is ¥28,781
¥65,773 total
includes taxes & fees
Jul 2 - Jul 3
Escape to Shenandoah River, Hot Tub after a Hike!
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!
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!
9.6 out of 10, Exceptional, (10)
"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 ¥26,758
¥67,087 total
includes taxes & fees
Jun 20 - Jun 21
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!
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 ¥80,117
¥158,120 total
includes taxes & fees
Jun 18 - Jun 19
Insta Worthy Mountain Views
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains
9.8 out of 10, Exceptional, (16)
"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
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!
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Crimson Lane!
10.0 out of 10, Exceptional, (63)
"Enjoyable stay. Property as described. Thx."
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Crimson Lane!
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
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."
The price is ¥31,952
¥82,328 total
includes taxes & fees
Jul 11 - Jul 12
Terra Alta - Incredible River Views and Hot Tub!
Cozy home near Casino, Breweries, Historical attractions, National Park & more
10.0 out of 10, Exceptional, (13)
"We were in town for the comedy show at the casino. House was within walking distance however not a walk you would want to take wearing heels. Very quiet neighborhood with plenty of restaurants close by. The house was very clean and comfortable beds. Had a really great time!! Thank you!!!"
The price is ¥21,249
¥45,408 total
includes taxes & fees
Jun 26 - Jun 27
Cozy home near Casino, Breweries, Historical attractions, National Park & more
Cozy Cabin Hidden Away on a Lake!
9.6 out of 10, Exceptional, (33)
"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 ¥103,412
¥176,581 total
includes taxes & fees
Jun 23 - Jun 24
Cozy Cabin Hidden Away on a Lake!
13 BR Boutique in Berryville
8.0 out of 10, Very Good, (5)
"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
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
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

Salamander Resort And Spa
5.0 star property
9.2 out of 10, Wonderful, (299)
"Everything about the property love the spa."
The price is ¥86,570
¥106,864 total
includes taxes & fees
Jun 30 - Jul 1
Salamander Resort And Spa
The Red Fox Inn & Tavern
4.0 star property
9.6 out of 10, Exceptional, (296)
"Excellent location, great service, friendly staff. The property itself is a historic building and it has been perfectly maintained. It feels like you are tracking back in time. Stay away from the Old Dominion room if you are taller than 5’8”. I also did not care much for the breakfast boxes. "
The price is ¥59,332
¥67,640 total
includes taxes & fees
Jun 16 - Jun 17
The Red Fox Inn & Tavern
Hyatt Regency Dulles
4.0 star property
8.8 out of 10, Excellent, (1007)
"Property was nice. It was quiet. It was clean couple of the staff. Members need the brush up on a customer service. We ran into one that needs some help in that area. The rest of staff were excellent."
The price is ¥18,236
¥20,607 total
includes taxes & fees
Jun 21 - Jun 22
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.

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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.

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