Book Holiday Homes in Castleton

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Featured Holiday Homes in Castleton

Incredible Family Getaway Home With Boat Dock

Incredible Family Getaway Home With Boat Dock

Ticonderoga
When you stay at this vacation home in Ticonderoga, you'll be on the waterfront, within a 15-minute drive of Lake George and Fort Ticonderoga.
Incredible Family Getaway Home With Boat Dock
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

Killington
With a stay at this vacation home in Killington, you'll be within a 5-minute drive of Killington Resort and Skyeship Express Gondola Stage I.
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
Cozy Private Bedroom with Own Entrance - No Shower

Cozy Private Bedroom with Own Entrance - No Shower

Middlebury
The price is AU$195 per night from 18 Apr to 19 Apr
AU$195
includes taxes & fees
18 Apr - 19 Apr
With a stay at this vacation home in Middlebury, you'll be in the mountains, just a 1-minute walk from Green Mountain National Forest and 8 minutes by foot from ...
Cozy Private Bedroom with Own Entrance - No Shower
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Moose Lodge - Rustic and Cozy

Moose Lodge - Rustic and Cozy

Ticonderoga
When you stay at this vacation home in Ticonderoga, you'll be on a lake, within a 15-minute drive of Lake George and Fort Ticonderoga.
Moose Lodge - Rustic and Cozy
☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace

☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace

Killington
When you stay at this vacation home in Killington, you'll be in the mountains, just steps from Killington Resort and a 4-minute drive from Skye Peak Express ...
☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace
Dog-friendly house with picturesque mountain view & near skiing - close to Okemo

Dog-friendly house with picturesque mountain view & near skiing - close to Okemo

Mount Holly
Located in Belmont, this vacation home is in the mountains, within a 10-minute drive of Green Mountain National Forest and Shrewsbury Free Library.
Dog-friendly house with picturesque mountain view & near skiing - close to Okemo
The Shredquarters: Mid-Century Modern Chalet | 4 minutes to Snowshed 3BR/2BA

The Shredquarters: Mid-Century Modern Chalet | 4 minutes to Snowshed 3BR/2BA

Killington
When you stay at this vacation home in Killington, you'll be in the mountains, just steps from Killington Resort and a 3-minute drive from Black Dog Sports.
The Shredquarters: Mid-Century Modern Chalet | 4 minutes to Snowshed 3BR/2BA
Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski

Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski

Killington
With a stay at this vacation home in Killington, you'll be steps from Green Mountain National Forest and a 3-minute drive from Pico Mountain at Killington Ski ...
Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski
Peaceful house w/ mountain views, land, trails, fireplace, a/c, w/d, wifi, lawn

Peaceful house w/ mountain views, land, trails, fireplace, a/c, w/d, wifi, lawn

Plymouth
With a stay at this vacation home in Plymouth, you'll be within a 10-minute drive of Coolidge State Park and Calvin Coolidge Historic Site.
Peaceful house w/ mountain views, land, trails, fireplace, a/c, w/d, wifi, lawn
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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
587 Holiday Homes
Lowest Price
AU$195
Highest Price
AU$306
Popular accommodation
Incredible Family Getaway Home With Boat Dock, Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi, Cozy Private Bedroom with Own Entrance - No Shower, Moose Lodge - Rustic and Cozy, ☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace, Dog-friendly house with picturesque mountain view & near skiing - close to Okemo, The Shredquarters: Mid-Century Modern Chalet | 4 minutes to Snowshed 3BR/2BA, Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski, Peaceful house w/ mountain views, land, trails, fireplace, a/c, w/d, wifi, lawn

Top trending hotels in Castleton

Water front home with large two tiered deck! 2 bathrooms 😂

Water front home with large two tiered deck! 2 bathrooms 😂

Castleton
With a stay at this vacation home in Castleton, you'll be on the waterfront, just steps from Lake Bomoseen and a 5-minute drive from Halfmoon Pond State ...
Water front home with large two tiered deck! 2 bathrooms 😂
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St, Rutland, VT
Fully refundableReserve now, pay when you stay
The price is AU$200 per night from 20 Apr to 21 Apr
AU$200
includes taxes & fees
20 Apr - 21 Apr
With a stay at Comfort Inn Rutland - Killington in Rutland, you'll be 0.6 mi (1 km) from Rutland Regional Medical Center and 9.8 mi (15.7 km) from Pico Mountain ...
Comfort Inn Rutland - Killington
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd, Killington, VT
Fully refundableReserve now, pay when you stay
The price is AU$225 per night from 22 Apr to 23 Apr
AU$225
includes taxes & fees
22 Apr - 23 Apr
With a stay at Killington Mountain Lodge, Tapestry Collection by Hilton in Killington, you'll be next to a golf course, just steps from Killington Resort and ...
Killington Mountain Lodge, Tapestry Collection by Hilton
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The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd, Killington, VT
Fully refundableReserve now, pay when you stay
The price is AU$306 per night from 23 Apr to 24 Apr
AU$306
includes taxes & fees
23 Apr - 24 Apr
When you stay at The Mountain Inn at Killington in Killington, you'll be next to a golf course, just steps from Killington Resort and Black Dog Sports.
The Mountain Inn at Killington
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.

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