Book Holiday Homes in Delaplane

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Featured Holiday Homes in Delaplane

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

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

Bluemont
Located in Bluemont, this vacation home is in the mountains, a 3-minute drive from Twin Oaks Tavern Winery and 6 minutes from Hill High Country Store.
Breathtaking views with an indoor private pool, come escape with us
 Stylishly restored 1800's historic home- heart of Virginia hunt & wine country!

Stylishly restored 1800's historic home- heart of Virginia hunt & wine country!

Marshall
Located in Marshall, this vacation home is in a rural location, within a 10-minute drive of Upperville Park and National Sporting Library & Museum.
Stylishly restored 1800's historic home- heart of Virginia hunt & wine country!
YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated  Sunny Luxurious Indoor

YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor

Middleburg
Located in Middleburg, this vacation home is in a rural location, a 5-minute drive from Greenhill Winery & Vineyards and 5 minutes from Red Fox Fine Art.
YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor
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Cozy Country Getaway in the Heart of Upperville

Cozy Country Getaway in the Heart of Upperville

Upperville
Located in Upperville, this vacation home is a 1-minute drive from Upperville Park and 8 minutes from Paris Barns.
Cozy Country Getaway in the Heart of Upperville
Escape the city to this Spacious and Clean 5BR / 3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country

Escape the city to this Spacious and Clean 5BR / 3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country

Marshall
The price is AU$908 per night from 14 Jan to 15 Jan
AU$908
includes taxes & fees
14 Jan - 15 Jan 2025
Located in Marshall, this vacation home is in the mountains, a 4-minute drive from Marshall Center and 6 minutes from Northern Fauquier Community Park.
Escape the city to this Spacious and Clean 5BR / 3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country
Charming 4-bedroom Estate - A Historic Gem in Clarke County, VA

Charming 4-bedroom Estate - A Historic Gem in Clarke County, VA

Berryville
With a stay at this vacation home in Berryville, you'll be within a 5-minute drive of Shenandoah River and 612 Vineyard.
Charming 4-bedroom Estate - A Historic Gem in Clarke County, VA
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

Markham
With a stay at this vacation home, you'll be centrally located in Linden, within a 15-minute drive of Naked Mountain Winery & Vineyards and Aspen Dale Winery ...
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains
Gruner Bungalow at Otium Cellars

Gruner Bungalow at Otium Cellars

Purcellville
Located in Purcellville, this vacation home is in a rural location, within a 10-minute drive of Fireman's Field and Purcellville Skating Rink.
Gruner Bungalow at Otium Cellars
River Front Retreat

River Front Retreat

Front Royal
Located in Front Royal, this vacation home is on a river, within a 15-minute drive of Shenandoah River and Christendom College.
River Front Retreat
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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.

Delaplane 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 Delaplane vacation homes are the perfect way for you to wing it.

Holiday houses in Delaplane 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 Delaplane 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 Delaplane adventures, obvs.

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

Delaplane Holiday Homes essential information

Accommodation
144 Holiday Homes
Lowest Price
AU$164
Highest Price
AU$1,150
Popular accommodation
Breathtaking views with an indoor private pool, come escape with us, Stylishly restored 1800's historic home- heart of Virginia hunt & wine country!, YELLOWWOOD COTTAGE - Private Outdoor Space Sophisticated Sunny Luxurious Indoor, Cozy Country Getaway in the Heart of Upperville , Escape the city to this Spacious and Clean 5BR / 3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country, Charming 4-bedroom Estate - A Historic Gem in Clarke County, VA, Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains , Gruner Bungalow at Otium Cellars, River Front Retreat

Top trending hotels in Delaplane

1800s Family Farmhouse with Huge Yard- PRIVATE TRAIL WALK TO WINE!

1800s Family Farmhouse with Huge Yard- PRIVATE TRAIL WALK TO WINE!

Delaplane
Located in Delaplane, this vacation home is within a 5-minute drive of RdV Vineyards and Delaplane Cellars.
1800s Family Farmhouse with Huge Yard- PRIVATE TRAIL WALK TO WINE!
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

2.5 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AU$185 per night from 26 Dec to 27 Dec
AU$185
includes taxes & fees
26 Dec - 27 Dec
With a stay at La Quinta Inn & Suites by Wyndham Winchester in Winchester, you'll be in the business district, just a 3-minute walk from Shenandoah University ...
La Quinta Inn & Suites by Wyndham Winchester
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 AU$1,150 per night from 1 Jan to 2 Jan
AU$1,150
includes taxes & fees
1 Jan - 2 Jan 2025
Located in Middleburg, Salamander Resort And Spa is in the historical district, within a 15-minute drive of Greenhill Winery & Vineyards and Chrysalis ...
Salamander Resort And Spa
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Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
195 Kernstown Commons Blvd, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AU$164 per night from 29 Dec to 30 Dec
AU$164
includes taxes & fees
29 Dec - 30 Dec
When you stay at Comfort Inn & Suites in Winchester, you'll be in a shopping district, within a 5-minute drive of Appleland Sports Center and The Kernstown ...
Comfort Inn & Suites
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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.