Photo by Stephanie Sutton

Middleburg Holiday Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks

Holiday Rentals in Middleburg

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (35)
"We absolutely loved this little cottage. It's a great location near Middleburg, tucked back in the woods. It's got everything you need for a peaceful retreat. A perfect place to curl up in front of the fire with a book. The host was so welcoming and easy to work with. We'll definitely be back!"
The price is HK$2,143
HK$3,069 total
includes taxes & fees
3 Feb - 4 Feb
18th Century Stone Cottage minutes from historic Middleburg

Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

9.8 out of 10, Exceptional, (13)
"lovely room, great shower, so wuiet and peaceful, great environs (sheep! donkey! cheese!), such a nice stay!"
The price is HK$1,169
HK$2,105 total
includes taxes & fees
3 Feb - 4 Feb
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

Global Luxury Suites at Reston Town Center

3.5 star property
8.2 out of 10, Very good, (122)
"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 HK$1,045
HK$2,061 total
includes taxes & fees
6 Feb - 7 Feb
Global Luxury Suites at Reston Town Center

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

9.8 out of 10, Exceptional, (244)
"Our group had an amazing stay at the Bear Chase Manor! The house has great common space areas and the pool was a huge hit with everyone. We also loved the convenience of being next to the brewery along with the incredible views of nature. Can't wait to have the opportunity to stay here again!"
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 HK$865
HK$1,858 total
includes taxes & fees
6 Feb - 7 Feb
Global Luxury Suites at Reston

Family Friendly 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 HK$896
HK$2,297 total
includes taxes & fees
3 Feb - 4 Feb
Family Friendly Mountain Cabin w/ Steam Shower! Great for Couples.

Historical cottage in the town of Paris

9.8 out of 10, Exceptional, (38)
"What a lovely and comfortable cottage! "
Historical cottage in the town of Paris

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 HK$842
HK$2,841 total
includes taxes & fees
5 Feb - 6 Feb
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!

Terra Alta - Incredible River Views and Hot Tub!

9.8 out of 10, Exceptional, (52)
"Está bien hermosa la casa "
The price is HK$810
HK$3,190 total
includes taxes & fees
6 Feb - 7 Feb
Terra Alta - Incredible River Views and Hot Tub!

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 HK$1,003
HK$2,014 total
includes taxes & fees
6 Feb - 7 Feb
Global Luxury Suites at Town Center

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 HK$701
HK$1,231 total
includes taxes & fees
5 Feb - 6 Feb
Tranquil Sugarland Retreat Close to Airport/Metro

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

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

Trailside Retreat in breathtaking Western Loudoun

10.0 out of 10, Exceptional, (42)
"Large house, good for a big group. Well equipped. Accommodated our need for an early check-in."
Trailside Retreat in breathtaking Western Loudoun

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

Rocky Ridge - Cabin w/ Hot Tub & Heavenly Views!

10.0 out of 10, Exceptional, (12)
"Gorgeous property with comfortable beds and furnishings. Just about every room, with windows, has a great view! Good proximity to local attractions. Property managers are nice."
The price is HK$1,403
HK$4,606 total
includes taxes & fees
3 Feb - 4 Feb
Rocky Ridge - Cabin w/ Hot Tub & Heavenly Views!

The Oculus - Huge Cabin with a Hot Tub!

9.8 out of 10, Exceptional, (16)
"Thanks for every thing"
The price is HK$1,107
HK$3,863 total
includes taxes & fees
6 Feb - 7 Feb
The Oculus - Huge Cabin with a Hot Tub!

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!

Tranquil mountainhouse w/hot tub, super close to trails & wineries- pet friendly

10.0 out of 10, Exceptional, (32)
"We had a lovely weekend snowed in at this beautiful mountain home. With help from the hosts and kind neighbors, we were able to get home safely after a big snow storm, and def recommend 4 wheel drive for those going in winter! Will definitely return!"
Tranquil mountainhouse w/hot tub, super close to trails & wineries- pet friendly

New Luxury 3 BEDR, Entertainment Kitchen, Work from Home, Sought After

9.6 out of 10, Exceptional, (10)
"My son and his friends stayed while they were there for a convention and only had great things to say!"
New Luxury 3 BEDR, Entertainment Kitchen, Work from Home, Sought After
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.
Don't see what you're looking for?
See all available properties in Middleburg
Save an average of 15% on thousands of hotels when you're signed in

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, (336)
"Enjoyed our time very much. Lovely decor, cozy fires, welcoming staff in a beautiful little town."
The price is HK$4,286
HK$5,291 total
includes taxes & fees
3 Feb - 4 Feb
Salamander Resort And Spa

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (35)
"We absolutely loved this little cottage. It's a great location near Middleburg, tucked back in the woods. It's got everything you need for a peaceful retreat. A perfect place to curl up in front of the fire with a book. The host was so welcoming and easy to work with. We'll definitely be back!"
The price is HK$2,143
HK$3,069 total
includes taxes & fees
3 Feb - 4 Feb
18th Century Stone Cottage minutes from historic Middleburg

The Red Fox Inn & Tavern

4.0 star property
9.6 out of 10, Exceptional, (337)
"Very friendly service! Great location. Nice that they have a happy hour for guests. The restaurant is delicious! Rooms are a little worn, the towel quality is terrible, and the heating system blasts heat then shuts off so it’s very inconsistent in terms of temperature. "
The price is HK$2,119
HK$2,416 total
includes taxes & fees
3 Feb - 4 Feb
The Red Fox Inn & Tavern
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 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?

Charles Town Home w/ Private Pool & Hot Tub: This holiday home rental outside of Middleburg offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

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.