Book Holiday Homes in Castleton

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 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
Stay at this family-friendly holiday home in Luray. Enjoy free Wi-Fi, a water park and a garden. Popular attractions Chalybeate Spring and Fort Valley Public ...
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 NZ$693 per night from 20 Jan to 21 Jan
NZ$693
20 Jan - 21 Jan 2026
includes taxes & fees
Stay at this holiday home in Linden. Enjoy free Wi-Fi, a garden and patios. Popular attractions Tuckers Lane Trailhead and Fox Meadow Winery are located ...
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
Stay at this family-friendly holiday home in Delaplane. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions 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
Lovely home, wonderful location.

Lovely home, wonderful location.

Luray VA
The price is NZ$466 per night from 24 Jan to 25 Jan
NZ$466
24 Jan - 25 Jan 2026
includes taxes & fees
Stay at this holiday home in Luray. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Luray Caverns and Warehouse Art Gallery are located ...
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
The price is NZ$1,019 per night from 13 Jan to 14 Jan
NZ$1,019
13 Jan - 14 Jan 2026
includes taxes & fees
Stay at this holiday home in Marshall. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Marshall Center and Northern Fauquier Community ...
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 NZ$370 per night from 20 Jan to 21 Jan
NZ$370
20 Jan - 21 Jan 2026
includes taxes & fees
Stay at this holiday home in Luray. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Luray Caverns and Car and Carriage Caravan Museum ...
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 NZ$1,246 per night from 25 Dec to 26 Dec
NZ$1,246
25 Dec - 26 Dec
includes taxes & fees
Stay at this family-friendly holiday home in Etlan. Enjoy a water park, a sauna and a garden. Popular attractions Sharp Rock Vineyards and DuCard Vineyards are ...
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 NZ$365 per night from 15 Jan to 16 Jan
NZ$365
15 Jan - 16 Jan 2026
includes taxes & fees
Stay at this holiday home in Front Royal. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Shenandoah River and Bing Crosby Stadium are ...
Opens in a new windowMountain View Bungalow in Front Royal
Sunset Mountain Cabin

Sunset Mountain Cabin

Rileyville VA
Stay at this holiday home in Rileyville. Enjoy laundry facilities, balconies and cable/satellite TV service. Popular attractions Elkwallow Picnic Area and Yogi ...
Opens in a new windowSunset Mountain Cabin
Don't see what you're looking for?
See all available properties in Castleton
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.

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
NZ$114
Highest Price
NZ$1,246
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 NZ$114 per night from 4 Jan to 5 Jan
NZ$114
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this business-friendly motel in Warrenton. Enjoy free breakfast, free parking and an outdoor pool. Our guests praise the helpful staff and the clean ...
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 NZ$188 per night from 4 Jan to 5 Jan
NZ$188
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this spa hotel in Luray. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the breakfast and the restaurant in their reviews. Popular ...
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 NZ$117 per night from 18 Jan to 19 Jan
NZ$117
18 Jan - 19 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Luray. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean rooms in ...
Opens in a new windowQuality Inn
Save an average of 15% on thousands of hotels when you're signed in
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 NZ$118 per night from 23 Jan to 24 Jan
NZ$118
23 Jan - 24 Jan 2026
includes taxes & fees
Stay at this hotel in Front Royal. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. ...
Opens in a new windowSuper 8 by Wyndham Front Royal
Don't see what you're looking for?
See all available properties in Castleton
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.