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Holiday homes in Middleburg

Enjoy your stay and find the best Holiday homes in Middleburg at affordable prices

Searching for a holiday home in Middleburg (Virginia)? Explore a great selection of vacation homes in Middleburg to find the one that best fits to your needs, starting from $131 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Middleburg and region (40 miles)

Villa Maud

Villa in Middleburg, Virginia , 36450 Jeb Stuart Road
Offering an outdoor pool and seasonal outdoor pool, Villa Maud is located in Purcellville in the Virginia Region, 33 km from Chantilly.
  • Parking
  • Breakfast in the room
  • Electric vehicle charging station
  • Shower
  • Bath

Fabulous 87 Reviews 8.8

from $300.00 Show details »

Luxurious Stylish Home 5BD+Gym/13Mins-IA...

Holiday home in Ashburn near Middleburg, Virginia , 43057 Capri Place
Featuring air-conditioned accommodation with a balcony, Luxurious Stylish Home 5BD+Gym/13Mins-IAD is situated in Ashburn.
  • Parking
  • Family rooms

no reviews

from $495.00 Show details »

Townhome in Leesburg Historic District!

Holiday home in Leesburg near Middleburg, Virginia
Townhome in Leesburg Historic District! is situated in Leesburg, 40 km from Manassas National Battlefield Park, 49 km from Upton Hill Regional Park, a...
  • Parking
  • Pets allowed

Exceptional 2 Reviews 10.0

from $208.00 Show details »

Mid-Century Modern Cabin Mountain and Na...

Holiday home in Front Royal near Middleburg, Virginia
Mid-Century Modern Cabin Mountain and Natural Views offers accommodation in Front Royal, 43 km from Cedar Creek and Belle Grove National Historical Pa...
  • Parking

Fabulous 2 Reviews 9.0

from $131.00 Show details »

Ashburn Vacation Rental with Private Roo...

Holiday home in Ashburn near Middleburg, Virginia
Located in Ashburn, 46 km from Air Force Memorial and 47 km from US Marine Corps War Memorial, Ashburn Vacation Rental with Private Rooftop! provides ...
  • Parking

no reviews

from $353.71 Show details »

Cozy Cottage w Hot Tub, Fire Pit, WiFi &...

Holiday home in Front Royal near Middleburg, Virginia , 437 Joans Quadrangle Road
Situated in Front Royal, 18 km from Crosby Stadium, 38 km from Alamo Drafthouse Cinema - Winchester and 39 km from Cedar Creek and Belle Grove Nationa...
  • Parking
  • Pets allowed

Very good 11 Reviews 8.5

from $267.00 Show details »

Hot Tub, Deck&Grill, Game Room, WiFi at...

Holiday home in Charles Town near Middleburg, Virginia , 56 Featherbed Lane
Situated in Charles Town, 19 km from Locust Hill Golf Course, 21 km from Appalachian Trail Conference Headquarters and 22 km from Harpers Ferry Nation...
  • Parking
  • Pets allowed

Superb 10 Reviews 9.3

from $283.33 Show details »

10-Acre Sanctuary with Hot Tub, Fire Pit...

Holiday home in Purcellville near Middleburg, Virginia
Situated in Purcellville, 18 km from Harpers Ferry National Historical Park, 22 km from Locust Hill Golf Course and 23 km from Appalachian Trail Confe...
  • Parking
  • Pets allowed

no reviews

from $364.00 Show details »

Harpers Ferry Cabin - Walk to Private La...

Holiday home in Harpers Ferry near Middleburg, Virginia
Set 19 km from Appalachian Trail Conference Headquarters, 20 km from Harpers Ferry National Historical Park and 47 km from The National Conference Cen...
  • Parking
  • Pets allowed

no reviews

from $238.00 Show details »

Nice 2BDR near Airport with fast WiFi /...

Holiday home in Herndon near Middleburg, Virginia , 2217 Saunders Drive
Nice 2BDR near Airport with fast WiFi / Metro / Parking in Herndon provides accommodation with free WiFi, 37 km from US Marine Corps War Memorial, 37 ...
  • Parking
  • Pets allowed

no reviews

from $269.10 Show details »

Mountain Getaway - 7 beds, 2 King - Larg...

Holiday home in Harpers Ferry near Middleburg, Virginia , 473 Windsong Road
Mountain Views w/ 2 King Beds & Fire Table is located in Harpers Ferry, 18 km from Appalachian Trail Conference Headquarters, 19 km from Harpers Ferry...
  • Parking
  • Family rooms

no reviews

from $357.85 Show details »

Secluded Getaway with Mountain Views, Ya...

Holiday home in Linden near Middleburg, Virginia
Set 36 km from Cedar Creek and Belle Grove National Historical Park, 46 km from Alamo Drafthouse Cinema - Winchester and 46 km from Old Jail Museum, S...
  • Parking
  • Internet facilities
  • Hairdryer
  • Iron
  • Refrigerator

Exceptional 1 Reviews 10.0

from $262.00 Show details »

Owl's Nest Cottage on 178 acres in Virgi...

Holiday home in Purcellville near Middleburg, Virginia , 13655 Harpers Ferry Road
Owls Nest Cottage on 178 acres in Virginias wine country.
  • Parking

Superb 3 Reviews 9.3

from $243.10 Show details »

Pet-Friendly Home in Heart of Wine Count...

Holiday home in Linden near Middleburg, Virginia
Situated in Linden, 13 km from Crosby Stadium, 31 km from Cedar Creek and Belle Grove National Historical Park and 41 km from Alamo Drafthouse Cinema ...
  • Parking
  • Pets allowed
  • Internet facilities
  • Shower
  • Bath

Very good 1 Reviews 8.0

from $226.00 Show details »

Harpers Ferry Home Walk to Shenandoah Ri...

Holiday home in Harpers Ferry near Middleburg, Virginia
Featuring a hot tub, Harpers Ferry Home Walk to Shenandoah River! is set in Harpers Ferry.
  • Parking

Exceptional 4 Reviews 9.8

from $159.00 Show details »

Spacious Mountain Home Family, Pet and W...

Holiday home in Flint Hill near Middleburg, Virginia
Spacious Mountain Home Family, Pet and WFH Friendly is set in Flint Hill, 28 km from Crosby Stadium, 30 km from Old Jail Museum, and 43 km from Pinnac...
  • Parking
  • Pets allowed

Exceptional 3 Reviews 10.0

from $291.33 Show details »

Luxurious Beallsville Retreat Near Viney...

Holiday home in Germantown near Middleburg, Virginia
Luxurious Beallsville Retreat Near Vineyards is situated in Germantown.
  • Parking
  • Pets allowed

no reviews

from $485.00 Show details »

River & Kayak Cottage, Hot Tub, Deck, Gr...

Holiday home in Harpers Ferry near Middleburg, Virginia , Burkett Road 430
Set in Harpers Ferry, 8.4 km from Harpers Ferry National Historical Park, 13 km from Appalachian Trail Conference Headquarters and 20 km from Locust H...
  • Parking

Exceptional 7 Reviews 9.9

from $231.33 Show details »

Exquisite & Immaculate 5BD in Best Locat...

Holiday home in Fairfax near Middleburg, Virginia , 11305 Nancyann Way
Situated in Fairfax, 30 km from George Washington Masonic National Memorial, 30 km from US Marine Corps War Memorial and 30 km from Women in Military ...
  • Parking

no reviews

from $450.00 Show details »

Blue Ridge Acres, Riverfront Home with D...

Holiday home in Harpers Ferry near Middleburg, Virginia
Blue Ridge Acres, Riverfront Home with Deck is set in Harpers Ferry, 8.1 km from Harpers Ferry National Historical Park, 13 km from Appalachian Trail ...
  • Parking

Superb 9 Reviews 9.4

from $186.00 Show details »

Lovettsville Cottage in Heart of Wine Co...

Holiday home in Lovettsville near Middleburg, Virginia
Located 29 km from Appalachian Trail Conference Headquarters, 30 km from The National Conference Center and 39 km from Locust Hill Golf Course, Lovett...
  • Parking

Fabulous 1 Reviews 9.0

from $262.00 Show details »

Modern Mountain Retreat with Deck and Ho...

Holiday home in Chester Gap near Middleburg, Virginia
Situated 35 km from Cedar Creek and Belle Grove National Historical Park, 45 km from Alamo Drafthouse Cinema - Winchester and 45 km from Glen Burnie H...
  • Parking
  • Pets allowed

Superb 2 Reviews 9.5

from $307.33 Show details »

Front Royal Retreat about 1 Mi to Nation...

Holiday home in Front Royal near Middleburg, Virginia
Boasting a spa bath, Front Royal Retreat about 1 Mi to National Park! is situated in Front Royal.
  • Parking

no reviews

from $300.67 Show details »

Armory Quarters B

Holiday home in Harpers Ferry near Middleburg, Virginia , 1193 W. Washington St
Offering free WiFi and city views, Armory Quarters B provides accommodation set in Harpers Ferry, just 1.7 km from Harpers Ferry National Historical P...
  • Parking
  • Pets allowed
  • Tea/Coffee maker
  • Shower
  • TV

Very good 44 Reviews 8.1

from $175.00 Show details »

Armory Quarters A

Holiday home in Harpers Ferry near Middleburg, Virginia , 1193 W. Washington St Ste A
Offering free WiFi and city views, Armory Quarters A provides accommodation situated in Harpers Ferry, just 1.7 km from Harpers Ferry National Histori...
  • Parking
  • Pets allowed
  • Tea/Coffee maker
  • Shower
  • Bath

Pleasant 12 Reviews 6.8

from $191.67 Show details »

Number of Holiday homes in Middleburg 36
Number of guest ratings 220
Average price per night $428.13
Lowest price per night $131.00
Highest price per night $1.270.00

Most popular Holiday-homes in Middleburg

The most popular Holiday-homes in Middleburg based on average guest rating (Top 10).

Cheapest Holiday-homes in Middleburg

The cheapest Holiday-homes in Middleburg based on room rate per night (Top 10).

Most booked Holiday-homes in Middleburg

The most booked Holiday-homes in Middleburg based on popularity with guests (Top 10).

Holiday homes in Middleburg (Virginia), comfortable and familiar

Staying in a holiday or vacation home in Middleburg can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Middleburg for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Middleburg should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.


Accommodation data and pictures provided by Booking.com