Book Holiday Homes in Castleton

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Featured Holiday Homes in Castleton

Lakefront home near ski resorts with water view, dock, deck, fireplaces, & W/D

Lakefront home near ski resorts with water view, dock, deck, fireplaces, & W/D

Castleton
Book a stay at this family-friendly vacation home in Bomoseen. Enjoy a garden, laundry facilities, and patios. Popular attractions Bomossen Wildlife Reserve ...
Lakefront home near ski resorts with water view, dock, deck, fireplaces, & W/D
3-bedroom townhome in tranquil Ticonderoga with AC, WiFi close to Lake George!

3-bedroom townhome in tranquil Ticonderoga with AC, WiFi close to Lake George!

Ticonderoga
Stay at this vacation home in Ticonderoga. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Fort Ticonderoga and Ticonderoga Historical ...
3-bedroom townhome in tranquil Ticonderoga with AC, WiFi close to Lake George!
The Old Orchard Home surrounded by a small apple orchard, large meadows, and a private pond

The Old Orchard Home surrounded by a small apple orchard, large meadows, and a private pond

Brandon
Stay at this vacation home in Brandon. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Brandon Swamp Wildlife Management Area and Brandon ...
The Old Orchard Home surrounded by a small apple orchard, large meadows, and a private pond
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Dog-friendly lake escape with sunroom, high-speed WiFi, water views & central AC

Dog-friendly lake escape with sunroom, high-speed WiFi, water views & central AC

Castleton
Stay at this vacation home in Bomoseen. Enjoy a water park, a garden, and laundry facilities. Popular attractions Lake Bomoseen and Prospect Bay Country Club ...
Dog-friendly lake escape with sunroom, high-speed WiFi, water views & central AC
5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!

5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!

killington
Stay at this vacation home in Killington. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Killington Resort and Black Dog Sports are located ...
5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!
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
Stay at this vacation home in Killington. Enjoy a garden, laundry facilities, and patios. Popular attractions Killington Resort and Deer Leap Trail are located ...
Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski
NEW LISTING! Cozy Trotter (4-Bedroom Home) - Pets Allowed

NEW LISTING! Cozy Trotter (4-Bedroom Home) - Pets Allowed

2 out of 5
96 Champlain Avenue, Ticonderoga, NY
Stay at this vacation home in Ticonderoga. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Fort Ticonderoga and Ticonderoga ...
NEW LISTING! Cozy Trotter (4-Bedroom Home) - Pets Allowed
Cottage on east side of Lake Bomoseen, on-site boat slip included

Cottage on east side of Lake Bomoseen, on-site boat slip included

Bomoseen
Stay at this vacation home in Bomoseen. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Lake Bomoseen and Marsh Pond Wildlife Management ...
Cottage on east side of Lake Bomoseen, on-site boat slip included
Charming dog-friendly home with private deck, firepit, washer/dryer, & cable

Charming dog-friendly home with private deck, firepit, washer/dryer, & cable

Wallingford
Stay at this vacation home in East Wallingford. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Shrewsbury Free Library ...
Charming dog-friendly home with private deck, firepit, washer/dryer, & cable
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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
613 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Lakefront home near ski resorts with water view, dock, deck, fireplaces, & W/D, 3-bedroom townhome in tranquil Ticonderoga with AC, WiFi close to Lake George!, The Old Orchard Home surrounded by a small apple orchard, large meadows, and a private pond, Dog-friendly lake escape with sunroom, high-speed WiFi, water views & central AC, 5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!, Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski, NEW LISTING! Cozy Trotter (4-Bedroom Home) - Pets Allowed, Cottage on east side of Lake Bomoseen, on-site boat slip included, Charming dog-friendly home with private deck, firepit, washer/dryer, & cable

Top trending hotels in Castleton

Pastoral, dog-friendly home surrounded by lush woodland with free WiFi & firepit

Pastoral, dog-friendly home surrounded by lush woodland with free WiFi & firepit

Castleton
Stay at this vacation home in Castleton. Enjoy a garden, laundry facilities, and patios. Popular attractions Marsh Pond Wildlife Management Area and Lake Bomoseen ...
Pastoral, dog-friendly home surrounded by lush woodland with free WiFi & firepit
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
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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
Stay at this 3.5-star ski hotel in Killington. Enjoy free WiFi, a free ski shuttle, and a 24-hour fitness center. Our guests praise the helpful staff and the ...
Killington Mountain Lodge, Tapestry Collection by Hilton
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North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
78 Weathervane Dr, Killington, VT
Fully refundableReserve now, pay when you stay
Book a stay at this family-friendly hotel in Killington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff ...
North Star Lodge and Resort
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.