Book Holiday Homes in Philomont

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Featured Holiday Homes in Philomont

Terra Alta - Incredible River Views and Hot Tub!

Terra Alta - Incredible River Views and Hot Tub!

Charles Town WV
Located in Charles Town, this vacation home is on a river, within a 15-minute drive of Shenandoah River and Shannondale Springs Wildlife Management Area.
Opens in a new windowTerra Alta - Incredible River Views and Hot Tub!
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
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
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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
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

Harpers Ferry WV
Located in Harpers Ferry, this vacation home is in the mountains, within a 5-minute drive of Shenandoah River and Bolivar Community Park.
Opens in a new windowLarge Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
Hot Tub, Campfire Ring, Convenient Location, Large Groups!!

Hot Tub, Campfire Ring, Convenient Location, Large Groups!!

Harpers Ferry WV
The price is AU$935 per night from 26 Dec to 27 Dec
AU$935
26 Dec - 27 Dec
includes taxes & fees
Located in Harpers Ferry, this vacation home is on a river, within a 5-minute drive of Shenandoah River and Virginius Island.
Opens in a new windowHot Tub, Campfire Ring, Convenient Location, Large Groups!!
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$691 per night from 28 Dec to 29 Dec
AU$691
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
Historic Queen Anne Family Home w Modern Comforts

Historic Queen Anne Family Home w Modern Comforts

Harpers Ferry WV
The price is AU$577 per night from 12 Jan to 13 Jan
AU$577
12 Jan - 13 Jan 2026
includes taxes & fees
With a stay at this vacation home in Harpers Ferry, you'll be within a 5-minute walk of Harpers Ferry Children's Park and Storer College Campus.
Opens in a new windowHistoric Queen Anne Family Home w Modern Comforts
Cottage on King | Charming Historic Leesburg Home

Cottage on King | Charming Historic Leesburg Home

Leesburg VA
The price is AU$499 per night from 5 Jan to 6 Jan
AU$499
5 Jan - 6 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
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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.

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

Holiday houses in Philomont 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 Philomont 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 Philomont adventures, obvs.

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

Philomont Holiday Homes essential information

Accommodation
251 Holiday Homes
Lowest Price
AU$143
Highest Price
AU$935
Popular accommodation
Terra Alta - Incredible River Views and Hot Tub!, Gruner Bungalow at Otium Cellars, Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery, Cozy Cabin w/ Hot Tub & Fire Pit perfect for up to 8 people, Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex, Hot Tub, Campfire Ring, Convenient Location, Large Groups!!, Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry, Historic Queen Anne Family Home w Modern Comforts, Cottage on King | Charming Historic Leesburg Home

Top trending hotels in Philomont

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 25 Dec to 26 Dec
AU$170
25 Dec - 26 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$189 per night from 9 Jan to 10 Jan
AU$189
9 Jan - 10 Jan 2026
includes taxes & fees
When you stay at Hyatt Regency Dulles International Airport in Herndon, you'll be next to a golf course, within a 5-minute drive of Lee Farnum Johnson Jr. Memorial ...
Opens in a new windowHyatt Regency Dulles
Save an average of 15% on thousands of hotels when you're signed in
Best Western Dulles Airport Inn

Best Western Dulles Airport Inn

2.5 out of 5
45440 Holiday Drive Sterling VA
Fully refundableReserve now, pay when you stay
The price is AU$143 per night from 27 Dec to 28 Dec
AU$143
27 Dec - 28 Dec
includes taxes & fees
With a stay at Best Western Dulles Airport Inn in Sterling, you'll be in the business district, within a 15-minute drive of Reston Town Center and 1757 Golf ...
Opens in a new windowBest Western Dulles Airport Inn
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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.