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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, (36)
"Adorable cottage. Well appointef"
The price is ¥41,049
¥58,461 total
includes taxes & fees
Feb 24 - Feb 25
18th Century Stone Cottage minutes from historic Middleburg

Global Luxury Suites at Reston Town Center

3.5 star property
8.2 out of 10, Very Good, (123)
"The location, the building and the property manager, Bushra, were excellent. Lots of local businesses are walkable and a great Reston Town Center location. "
The price is ¥25,525
¥45,713 total
includes taxes & fees
Mar 6 - Mar 7
Global Luxury Suites at Reston Town Center

Breathtaking views with an indoor private pool, come escape with us

9.8 out of 10, Exceptional, (245)
"We stayed for three nights over a long weekend, arriving on Friday night and leaving Monday morning. 8 adults and six kids between 5 and 12. Check-in was easy. Location right next to the brewery was great. House is very big and well laid out. It does indeed have great views. A couple of things held this back from being 5 stars. First, the DirecTV did not work at first, which was important to us because of the NFL playoffs. We are grateful to Ben, the property manager, who worked hard on a...
Breathtaking views with an indoor private pool, come escape with us

Global Luxury Suites at Reston

4.0 star property
7.6 out of 10, Good, (11)
"Water pressure was terrible in the kitchen and shower. Furniture broken. Coffee but No filters for coffee maker. Too expensive for 2-3 hours late check out. "
The price is ¥18,211
¥37,448 total
includes taxes & fees
Feb 27 - Feb 28
Global Luxury Suites at Reston

Cozy Mountain Cabin w/ Steam Shower. Great for Couples!

10.0 out of 10, Exceptional, (54)
"The cabin was very nice and quaint. We had a nice stay. The view from the sunroom is great amazing. The place is very cozy and made for a great night away. "
The price is ¥17,912
¥44,210 total
includes taxes & fees
Feb 24 - Feb 25
Cozy Mountain Cabin w/ Steam Shower. Great for Couples!

Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Capstone!

10.0 out of 10, Exceptional, (79)
"My husband and I had a lovely stay in this cabin for Thanksgiving. We had everything we needed to cook our Thanksgiving meal, stay cozy, and enjoy the views around the cabin. Thank you!"
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Capstone!

Terra Alta - Incredible River Views and Hot Tub!

9.8 out of 10, Exceptional, (54)
"Multiple generations enjoyed this lovely house with plenty of space, well stocked kitchen, and great location for winery visits. Highlights include extra sleeping space, local coffee provided by the host, and the hottub! Gorgeous views and responsive hosy! "
The price is ¥14,927
¥59,827 total
includes taxes & fees
Feb 27 - Feb 28
Terra Alta - Incredible River Views and Hot Tub!

Gruner Bungalow at Otium Cellars

9.8 out of 10, Exceptional, (93)
"It's was great. We visited family in the area. And had our family Christmas together at this place. We played ping pong and pool when we where there. Great location for dogs. Plenty of space to run and play. The house was great as well. Plenty of space for everyone."
Gruner Bungalow at Otium Cellars

Global Luxury Suites at Town Center

4.0 star property
4.0 out of 10, (1)
"The property was undeniably beautiful and spacious, but the pre-arrival process was a disaster. I booked a Global Luxury Suites hotel via hotels.com, only to find it was actually the Skymark building, owned by Churchill. I opted to pay upon arrival, yet my card was charged in full 7-10 days before my stay without any explanation. Attempts to resolve this with hotels.com failed; they couldn't contact the company. A search for "Global Luxury Suites, Reston VA" revealed it didn't exist. I received...
The price is ¥20,917
¥40,505 total
includes taxes & fees
Mar 9 - Mar 10
Global Luxury Suites at Town Center

Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!

9.8 out of 10, Exceptional, (20)
"My wife and I spent a long weekend here with another couple. There are a few other houses nearby, but we really didn't see anyone other than when they were coming or going, but we did see a few deer. It was nice just sitting out by the firepit with glasses of wine and just relaxing, and hearing none of the normal city or suburb noises. There was plenty of space in the cabin itself, and everything we needed was there. It was a great place to unwind."
The price is ¥14,927
¥52,191 total
includes taxes & fees
Feb 27 - Feb 28
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!

Modern Country House on the Shenandoah River

9.8 out of 10, Exceptional, (31)
"This was a perfect long weekend stay for two families (4 adults, 4 kids). Comfortable, spacious, and well-equipped house on a beautiful property. Very responsive and helpful host. Would give 6 stars if I could. We hope to be back soon!"
Modern Country House on the Shenandoah River

Buckskin Manor - Historic, Pool, 66 Acre Vineyard

9.6 out of 10, Exceptional, (17)
"We had a fantastic stay at the property. The home is very charming and the pool is great. The location was also really nice. Close to wineries and hiking. Two points of feedback are that the dishes were visibly dirty upon arrival and all of the mattresses need to be replaced. Everyone in the group slept poorly and noted that the mattresses were uncomfortable. The master bedroom should likely also have a larger bed."
Buckskin Manor - Historic, Pool, 66 Acre Vineyard

Tranquil Sugarland Retreat Close to Airport/Metro

10.0 out of 10, Exceptional, (15)
"It was the perfect place to crash for the night and wake up and enjoy nature before heading back home "
The price is ¥13,434
¥23,578 total
includes taxes & fees
Mar 9 - Mar 10
Tranquil Sugarland Retreat Close to Airport/Metro

Historic 180 Acre Estate In The Hunt Country Of Loudoun County, Virginia

10.0 out of 10, Exceptional, (54)
"The property is quite lovely, surrounded by the rolling hills of western Virginia. The house was perfect, a lot of space to spread out if needed. We spent our evenings on the screened in back porch. The pool and gardens were an added bonus. Every evening the neighbor cows would graze along the fence line- just a lovely get away from the City! "
Historic 180 Acre Estate In The Hunt Country Of Loudoun County, Virginia

Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin

9.6 out of 10, Exceptional, (50)
"My husband and I along with our 2 small dogs had a wonderful stay at this lovely mountain retreat. The cabin was clean and comfortable and had everything that we needed to cook breakfast and an easy dinner each evening. The property was beautiful with lots of tall old growth trees that were beautiful with the fall colors and even though it was in a community you felt like you were in a secluded mountain retreat because most of the homes were obsured by the trees; and it is on a dead end road...
The price is ¥26,092
¥30,045 total
includes taxes & fees
Mar 3 - Mar 4
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin

Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!

10.0 out of 10, Exceptional, (9)
"The house is well maintained and furnished, and the outdoor space is lovely. We had a great weekend in Leesburg and would come again. "
The price is ¥21,346
¥53,043 total
includes taxes & fees
Mar 2 - Mar 3
Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!

Charles Town Home w/ Private Pool & Hot Tub

10.0 out of 10, Exceptional, (41)
"Our families decided to rent the property for a getaway close to the DMV. It was easy to check in, get around Charles Town and enjoy the property. Even with an unexpected 6" of snow, we still found time to appreciate everything the property had to offer."
Charles Town Home w/ Private Pool & Hot Tub

13 BR Boutique in Berryville

7.4 out of 10, Good, (6)
"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

Stunning Former Winery w/ Pool & Mtn Views!

9.4 out of 10, Exceptional, (9)
"This place was perfect for our family and wedding party to all stay together. There was plenty of room, everyone was comfortable, and the scenery was fabulous!"
Stunning Former Winery w/ Pool & Mtn Views!

1805 Farmhouse with Heated Pool in Harpers Ferry

10.0 out of 10, Exceptional, (36)
"This was my second stay here and it’s just lovely. The furnishings are beautiful, the beds are so comfortable, and everything is just top quality. "
1805 Farmhouse with Heated Pool in Harpers Ferry
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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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, (340)
"Across the board the best staff I’ve encountered in a very long time. "
The price is ¥88,816
¥109,003 total
includes taxes & fees
Feb 27 - Feb 28
Salamander Resort And Spa

The Red Fox Inn & Tavern

4.0 star property
9.6 out of 10, Exceptional, (340)
"Beautiful inn great food friendly staff, would recommend 👌 "
The price is ¥40,594
¥46,277 total
includes taxes & fees
Feb 24 - Feb 25
The Red Fox Inn & Tavern

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (36)
"Adorable cottage. Well appointef"
The price is ¥41,049
¥58,461 total
includes taxes & fees
Feb 24 - Feb 25
18th Century Stone Cottage minutes from historic 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.

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 Chrysalis Vineyards.

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.