Book Holiday Homes in The Plains

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in The Plains

Gruner Bungalow at Otium Cellars

Gruner Bungalow at Otium Cellars

Purcellville VA
Located in Purcellville, this vacation home is in a rural location, a 3-minute drive from Franklin Park and 7 minutes from Fireman's Field.
Opens in a new windowGruner Bungalow at Otium Cellars
🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries

🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries

Linden VA
The price is AU$468 per night from 6 Jan to 7 Jan
AU$468
6 Jan - 7 Jan 2026
includes taxes & fees
Located in Linden, this vacation home is in the mountains, within a 10-minute drive of Fox Meadow Winery and Tuckers Lane Trailhead.
Opens in a new window🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries
Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery

Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery

Delaplane VA
Located in Delaplane, this vacation home is in a rural location, within a 15-minute walk of Barrel Oak Winery and Blue Valley Vineyard And Winery.
Opens in a new windowPets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery
Save an average of 15% on thousands of hotels when you're signed in
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 WV
With a stay at this vacation home in Harpers Ferry, you'll be a 3-minute walk from Shannondale Springs Wildlife Management Area and within a 5-minute drive of ...
Opens in a new windowCozy Cabin w/ Hot Tub & Fire Pit perfect for up to 8 people
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 WV
The price is AU$693 per night from 28 Dec to 29 Dec
AU$693
28 Dec - 29 Dec
includes taxes & fees
Located in Harpers Ferry, this vacation home is in the mountains, within a 5-minute drive of Shenandoah River and Shannondale Springs Wildlife Management ...
Opens in a new windowCharming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry
Cottage on King | Charming Historic Leesburg Home

Cottage on King | Charming Historic Leesburg Home

Leesburg VA
The price is AU$540 per night from 4 Jan to 5 Jan
AU$540
4 Jan - 5 Jan 2026
includes taxes & fees
A stay at this vacation home places you in the heart of Leesburg, steps from Catoctin Valley and 4 minutes by foot from Earth and Fire Gallery.
Opens in a new windowCottage on King | Charming Historic Leesburg Home
Stone Cabin on Valley View: Fire Pit + Hot Tub

Stone Cabin on Valley View: Fire Pit + Hot Tub

Harpers Ferry WV
The price is AU$629 per night from 20 Jan to 21 Jan
AU$629
20 Jan - 21 Jan 2026
includes taxes & fees
Located in Harpers Ferry, this vacation home is on a lake, within a 5-minute drive of Shannondale Springs Wildlife Management Area and Shenandoah River.
Opens in a new windowStone Cabin on Valley View: Fire Pit + Hot Tub
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 VA
Fully refundable
The price is AU$817 per night from 13 Jan to 14 Jan
AU$817
13 Jan - 14 Jan 2026
includes taxes & fees
Located in Marshall, this vacation home is in the mountains, a 4-minute drive from Marshall Center and 5 minutes from Great Meadow.
Opens in a new windowEscape the city to this Spacious and Clean 5BR / 3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country
Grand 9BR Provenance Manor Ideal for Weddings & Gatherings

Grand 9BR Provenance Manor Ideal for Weddings & Gatherings

Middleburg VA
With a stay at this vacation home in Middleburg, you'll be within a 15-minute drive of Glenwood Park and Middleburg Community Center.
Opens in a new windowGrand 9BR Provenance Manor Ideal for Weddings & Gatherings
Don't see what you're looking for?
See all available properties in The Plains
View all properties
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.

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

Holiday houses in The Plains 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 The Plains 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 The Plains adventures, obvs.

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

The Plains Holiday Homes essential information

Accommodation
268 Holiday Homes
Lowest Price
AU$159
Highest Price
AU$817
Popular accommodation
Gruner Bungalow at Otium Cellars, 🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries, Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery, Cozy Cabin w/ Hot Tub & Fire Pit perfect for up to 8 people, Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry, Cottage on King | Charming Historic Leesburg Home, Stone Cabin on Valley View: Fire Pit + Hot Tub, 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, Grand 9BR Provenance Manor Ideal for Weddings & Gatherings

Top trending hotels in The Plains

HYATT house Sterling/Dulles Airport-North

HYATT house Sterling/Dulles Airport-North

3 out of 5
45520 Dulles Plz Sterling VA
Fully refundableReserve now, pay when you stay
The price is AU$159 per night from 28 Dec to 29 Dec
AU$159
28 Dec - 29 Dec
includes taxes & fees
With a stay at HYATT house Sterling/Dulles Airport-North in Sterling, you'll be near the airport, within a 15-minute drive of Reston Town Center and Herndon ...
Opens in a new windowHYATT house Sterling/Dulles Airport-North
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 AU$170 per night from 28 Dec to 29 Dec
AU$170
28 Dec - 29 Dec
includes taxes & fees
Located in Herndon, Hyatt Place Herndon Dulles Airport East is within a 10-minute drive of Reston National Golf Course and Reston Town Center.
Opens in a new windowHyatt Place Herndon Dulles Airport East
Hyatt Regency Dulles

Hyatt Regency Dulles

4 out of 5
2300 Dulles Corner Blvd Herndon VA
Fully refundableReserve now, pay when you stay
The price is AU$188 per night from 10 Jan to 11 Jan
AU$188
10 Jan - 11 Jan 2026
includes taxes & fees
With a stay at Hyatt Regency Dulles International Airport in Herndon, you'll be next to a golf course, within a 10-minute drive of Reston Town Center and Lee ...
Opens in a new windowHyatt Regency Dulles
Save an average of 15% on thousands of hotels when you're signed in
Holiday Inn Washington-Dulles International Airport by IHG

Holiday Inn Washington-Dulles International Airport by IHG

3.5 out of 5
45425 Holiday Drive Sterling VA
Fully refundable
The price is AU$171 per night from 30 Dec to 31 Dec
AU$171
30 Dec - 31 Dec
includes taxes & fees
With a stay at Holiday Inn Washington-Dulles International Airport by IHG in Sterling, you'll be in the business district, within a 15-minute drive of Reston ...
Opens in a new windowHoliday Inn Washington-Dulles International Airport by IHG
Don't see what you're looking for?
See all available properties in The Plains
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.