Book Holiday Homes in Middleburg

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Featured Holiday Homes in Middleburg

Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry

Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry

Harpers Ferry
Book a stay at this family-friendly vacation home in Harpers Ferry. Enjoy a water park, laundry facilities, and a pool table. Popular attractions Hollywood Casino ...
Opens in a new windowCharming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry

Aeris Suite

Aeris Suite

Sterling
The price is NZ$352 per night from 1 Dec to 2 Dec
NZ$352
1 Dec - 2 Dec
includes taxes & fees
Stay at this vacation home in Sterling. Enjoy laundry facilities, housekeeping, and air conditioning. Popular attractions Reston Town Center and Herndon Centennial ...
Opens in a new window Aeris Suite
Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!

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

Leesburg
The price is NZ$669 per night from 6 Nov to 7 Nov
NZ$669
6 Nov - 7 Nov
includes taxes & fees
Stay at this vacation home in Leesburg. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Ida Lee Park Tennis Center and Edwards Landing ...
Opens in a new windowCozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!
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The Apple Mountain House

The Apple Mountain House

Front Royal
The price is NZ$860 per night from 6 Nov to 7 Nov
NZ$860
6 Nov - 7 Nov
includes taxes & fees
Book a stay at this golf vacation home in Front Royal. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions John T Shipe JR Park and ...
Opens in a new windowThe Apple Mountain House
New Luxury 3 BEDR, Entertainment Kitchen, Work from Home, Sought After

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

Chantilly
Stay at this vacation home in Chantilly. Enjoy a fitness center, laundry facilities, and balconies. Popular attractions Fair Oaks Mall and Reston Town Center ...
Opens in a new windowNew Luxury 3 BEDR, Entertainment Kitchen, Work from Home, Sought After
Cozy Cabin w/ Hot Tub & Fire Pit perfect for up to 8 people

Cozy Cabin w/ Hot Tub & Fire Pit perfect for up to 8 people

Harpers Ferry
Stay at this vacation home in Harpers Ferry. Enjoy a garden, laundry facilities, and patios. Popular attractions Shannondale Springs Wildlife Management Area ...
Opens in a new windowCozy Cabin w/ Hot Tub & Fire Pit perfect for up to 8 people
Gruner Bungalow at Otium Cellars

Gruner Bungalow at Otium Cellars

Purcellville
Book a stay at this family-friendly vacation home in Purcellville. Enjoy free WiFi, private pools, and a garden. Our guests praise the helpful staff and the ...
Opens in a new windowGruner Bungalow at Otium Cellars
A peaceful, forest retreat with stunning views near historic Harpers Ferry.

A peaceful, forest retreat with stunning views near historic Harpers Ferry.

Harpers Ferry, WV
The price is NZ$684 per night from 10 Nov to 11 Nov
NZ$684
10 Nov - 11 Nov
includes taxes & fees
Stay at this vacation home in Harpers Ferry. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Harpers Ferry National Historical ...
Opens in a new windowA peaceful, forest retreat with stunning views near historic Harpers Ferry.
Newly Renovated Adorable Private Basement with Bathroom

Newly Renovated Adorable Private Basement with Bathroom

Herndon
The price is NZ$286 per night from 7 Nov to 8 Nov
NZ$286
7 Nov - 8 Nov
includes taxes & fees
Stay at this vacation home in Herndon. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Reston Town Center and Fair Oaks Mall are located ...
Opens in a new windowNewly Renovated Adorable Private Basement with Bathroom
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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 Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Middleburg vacation homes are the perfect way for you to wing it.

Holiday houses in Middleburg let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Middleburg in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Middleburg adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Middleburg with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Middleburg vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Middleburg Holiday Homes essential information

Accommodation
304 Holiday Homes
Lowest Price
NZ$197
Highest Price
NZ$1,590
Popular accommodation
Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry, Aeris Suite, Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!, The Apple Mountain House, New Luxury 3 BEDR, Entertainment Kitchen, Work from Home, Sought After, Cozy Cabin w/ Hot Tub & Fire Pit perfect for up to 8 people, Gruner Bungalow at Otium Cellars, A peaceful, forest retreat with stunning views near historic Harpers Ferry., Newly Renovated Adorable Private Basement with Bathroom

Top trending hotels in Middleburg

Salamander Resort And Spa

Salamander Resort And Spa

5 out of 5
500 North Pendleton Street, Middleburg, VA
Fully refundableReserve now, pay when you stay
The price is NZ$1,203 per night from 20 Nov to 21 Nov
NZ$1,203
20 Nov - 21 Nov
includes taxes & fees
Stay at this 5-star luxury resort in Middleburg. Enjoy free WiFi, an outdoor pool, and a full-service spa. Popular attractions Middleburg Community Center and ...
Opens in a new windowSalamander Resort And Spa
The Red Fox Inn & Tavern

The Red Fox Inn & Tavern

4 out of 5
2 E Washington St, Middleburg, VA
The price is NZ$1,590 per night from 8 Nov to 9 Nov
NZ$1,590
8 Nov - 9 Nov
includes taxes & fees
Stay at this 4-star inn in Middleburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new windowThe Red Fox Inn & Tavern
Hyatt Place Herndon Dulles Airport East

Hyatt Place Herndon Dulles Airport East

3 out of 5
13711 Sayward Blvd, Herndon, VA
Fully refundableReserve now, pay when you stay
The price is NZ$204 per night from 23 Nov to 24 Nov
NZ$204
23 Nov - 24 Nov
includes taxes & fees
Stay at this 3-star business-friendly hotel in Herndon. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
Opens in a new windowHyatt Place Herndon Dulles Airport East
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Hyatt Regency Dulles

Hyatt Regency Dulles

4 out of 5
2300 Dulles Corner Blvd, Herndon, VA
Fully refundable
The price is NZ$197 per night from 23 Nov to 24 Nov
NZ$197
23 Nov - 24 Nov
includes taxes & fees
Book a stay at this golf hotel in Herndon. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean ...
Opens in a new windowHyatt Regency Dulles
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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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^Subject to availability and chosen travel dates.