Book Holiday Homes in Castleton

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Featured Holiday Homes in Castleton

Waterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away!

Waterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away!

Luray VA
When you a stay at this vacation home in Luray, you'll be on the waterfront, just steps from George Washington National Forest and Shenandoah River.
Opens in a new windowWaterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away!
🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries

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

Linden VA
The price is AU$605 per night from 20 Jan to 21 Jan
AU$605
20 Jan - 21 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
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Lovely home, wonderful location.

Lovely home, wonderful location.

Luray VA
The price is AU$415 per night from 26 Dec to 27 Dec
AU$415
26 Dec - 27 Dec
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Luray, a 3-minute drive from Luray Caverns and 8 minutes from Shenandoah National Park.
Opens in a new windowLovely home, wonderful location.
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$890 per night from 13 Jan to 14 Jan
AU$890
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
Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4

Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4

Luray VA
The price is AU$327 per night from 13 Jan to 14 Jan
AU$327
13 Jan - 14 Jan 2026
includes taxes & fees
When you stay at this vacation home in Luray, you'll be in the mountains, a 2-minute drive from Luray Caverns and 9 minutes from Shenandoah National Park.
Opens in a new windowTiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4
Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres

Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres

Etlan VA
The price is AU$1,090 per night from 4 Jan to 5 Jan
AU$1,090
4 Jan - 5 Jan 2026
includes taxes & fees
Located in Etlan, this vacation home is in the mountains, within a 10-minute drive of Sharp Rock Vineyards and Blue Quartz Winery.
Opens in a new windowSpectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres
Mountain View Bungalow in Front Royal

Mountain View Bungalow in Front Royal

Front Royal VA
The price is AU$330 per night from 28 Dec to 29 Dec
AU$330
28 Dec - 29 Dec
includes taxes & fees
With a stay at this vacation home in Front Royal, you'll be within a 10-minute drive of Shenandoah National Park and Shenandoah River.
Opens in a new windowMountain View Bungalow in Front Royal
Sunset Mountain Cabin

Sunset Mountain Cabin

Rileyville VA
With a stay at this vacation home in Rileyville, you'll be within a 15-minute drive of George Washington National Forest and Shenandoah River.
Opens in a new windowSunset Mountain Cabin
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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.

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

Holiday houses in Castleton 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 Castleton 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 Castleton adventures, obvs.

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

Castleton Holiday Homes essential information

Accommodation
234 Holiday Homes
Lowest Price
AU$99
Highest Price
AU$1,090
Popular accommodation
Waterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away!, 🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries, Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery, Lovely home, wonderful location., 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, Tiny Barn w/Modern Charm on 3 Acres, Mountain and Pasture Views- Sleeps 4, Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres, Mountain View Bungalow in Front Royal, Sunset Mountain Cabin

Top trending hotels in Castleton

Baymont by Wyndham Warrenton

Baymont by Wyndham Warrenton

2.5 out of 5
7379 Comfort Inn Drive Warrenton VA
Fully refundableReserve now, pay when you stay
The price is AU$99 per night from 25 Jan to 26 Jan
AU$99
25 Jan - 26 Jan 2026
includes taxes & fees
With a stay at Baymont by Wyndham Warrenton in Warrenton, you'll be within a 5-minute drive of Old Jail Museum and Liberty Heritage Society Museum.
Opens in a new windowBaymont by Wyndham Warrenton
Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

3 out of 5
401 W Main St Luray VA
The price is AU$164 per night from 21 Jan to 22 Jan
AU$164
21 Jan - 22 Jan 2026
includes taxes & fees
With a stay at Mimslyn Inn Historic Hotels Of America in Luray, you'll be a 2-minute drive from Luray Caverns and 7 minutes from Shenandoah National Park.
Opens in a new windowMimslyn Inn Historic Hotels Of America
Quality Inn

Quality Inn

2.5 out of 5
410 W Main St Luray VA
Fully refundableReserve now, pay when you stay
The price is AU$102 per night from 21 Jan to 22 Jan
AU$102
21 Jan - 22 Jan 2026
includes taxes & fees
With a stay at Quality Inn Luray in Luray, you'll be a 3-minute drive from Luray Caverns and 8 minutes from Shenandoah National Park.
Opens in a new windowQuality Inn
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Super 8 by Wyndham Front Royal

Super 8 by Wyndham Front Royal

2 out of 5
111 South St Front Royal VA
Fully refundableReserve now, pay when you stay
The price is AU$103 per night from 23 Jan to 24 Jan
AU$103
23 Jan - 24 Jan 2026
includes taxes & fees
With a stay at Super 8 by Wyndham Front Royal in Front Royal, you'll be within a 5-minute drive of Shenandoah National Park and Blue Ridge Arts Council and ...
Opens in a new windowSuper 8 by Wyndham Front Royal
Don't see what you're looking for?
See all available properties in Castleton
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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.