Castleton Vacation Rentals

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Castleton vacation rentals

Exterior detail

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
9.0 out of 10, Wonderful, (12 reviews)
"Very nice property, beautiful time of year to visit Vermont. Colors were wonderful."
United States
Teresa V.
The price is ￥19,731
￥117,373 total
includes taxes & fees
May 1 - May 2
Pastoral, dog-friendly home surrounded by lush woodland with free WiFi & firepit
Outdoor dining

Glamping hut with WiFi in Ripton, biking, hiking, skiing

Glamping hut with WiFi in Ripton, biking, hiking, skiing
Ripton
10.0 out of 10, Exceptional, (4 reviews)
"All was so nice. The bed the coziness the cleanliness the location. "
United States
Sara B.
The price is ￥14,138
￥26,509 total
includes taxes & fees
Apr 18 - Apr 19
Glamping hut with WiFi in Ripton, biking, hiking, skiing
House, 6 Bedrooms | Living area

Breakaway House by Killington Vacation Rentals

Breakaway House by Killington Vacation Rentals
3.0 star property
Killington
Breakaway House by Killington Vacation Rentals
Interior

Trail Creek: Ski home to renovated 1st floor, 1br condo. Sleeps 4.

Trail Creek: Ski home to renovated 1st floor, 1br condo. Sleeps 4.
Killington
10.0 out of 10, Exceptional, (83 reviews)
"Condo was beautiful in a great location!"
United States
Shaw F.
The price is ￥39,780
￥51,424 total
includes taxes & fees
Apr 18 - Apr 19
Trail Creek: Ski home to renovated 1st floor, 1br condo. Sleeps 4.
Aerial view

Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (23 reviews)
"I enjoy the location "
United States
troy
The price is ￥26,779
￥35,923 total
includes taxes & fees
Apr 22 - Apr 23
Mountain Green
Microwave, oven, stovetop, dishwasher

NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!

NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!
Killington
10.0 out of 10, Exceptional, (2 reviews)
"Location near gondola was clutch (short 1 min drive). Super clean and layout of cabin was perfect for our group. We had a fair amount of snow and icy weather and our host kept the road and driveway clear."
United States
Jeremy F.
The price is ￥71,483
￥138,395 total
includes taxes & fees
Apr 28 - Apr 29
NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!
Cabin, 1 Bedroom, Non Smoking, Lake View | Egyptian cotton sheets, premium bedding, individually decorated

Trout House Village Resort

Trout House Village Resort
3.0 star property
Hague
9.8 out of 10, Exceptional, (22 reviews)
"Great updated cabin. "
United States
Diane
The price is ￥34,025
￥41,739 total
includes taxes & fees
Apr 21 - Apr 22
Trout House Village Resort
Living area

Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort!

Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort!
Killington
The price is ￥54,621
￥102,290 total
includes taxes & fees
Apr 19 - Apr 20
Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort!
House (4 Bedrooms) | Interior

Orwell Cabin on Sunrise Lake w/ Private Dock & BBQ

Orwell Cabin on Sunrise Lake w/ Private Dock & BBQ
3.0 star property
Fair Haven
10.0 out of 10, Exceptional, (1 review)
" Great property!! Very nice place everything you need you can find in this home from cookware to glassware, baking needs.. i was reading lot's of reviews about this property and was worried , poor wifi, low water pressure.. i had none of those problems with 7 people total in the home.. Only thing i could say is this mattresses can use an upgrade .. but I'd definitely come back again especially in The summer.. this place must be amazing!! In the winter 4 by 4 is a must have...
United States
Angel
The price is ￥58,298
￥142,444 total
includes taxes & fees
Apr 28 - Apr 29
Orwell Cabin on Sunrise Lake w/ Private Dock & BBQ
Exterior

Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (13 reviews)
"Wonderful stay at a new and clean cabin. It was very cozy!"
United States
Emily J.
The price is ￥28,450
￥46,630 total
includes taxes & fees
Apr 23 - Apr 24
Unique family-friendly Vermont cabin!
Private kitchen

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
9.8 out of 10, Exceptional, (6 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
The price is ￥15,726
￥38,429 total
includes taxes & fees
May 3 - May 4
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Dining

Killington Condo: Walk/Shuttle to Slopes and Pool

Killington Condo: Walk/Shuttle to Slopes and Pool
Killington
9.8 out of 10, Exceptional, (31 reviews)
"Excellent VRBO. Perfect location to the mountain. Condo was modern and clean and very comfortable. Would go back again!! "
United States
Sheri L.
The price is ￥21,481
￥58,717 total
includes taxes & fees
Apr 19 - Apr 20
Killington Condo: Walk/Shuttle to Slopes and Pool
Interior

SunBear- AC, Pool, Game Room, Fireplace, Hiking!

SunBear- AC, Pool, Game Room, Fireplace, Hiking!
Killington
10.0 out of 10, Exceptional, (29 reviews)
"Clean and perfect"
United States
Cyle D.
The price is ￥34,185
￥90,324 total
includes taxes & fees
Apr 19 - Apr 20
SunBear- AC, Pool, Game Room, Fireplace, Hiking!
Microwave, oven, stovetop, dishwasher

Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Rutland
The price is ￥47,655
￥101,588 total
includes taxes & fees
Apr 18 - Apr 19
Relaxing Rutland Retreat Near Skiing, Dining & Hiking
TV, offices

The Tower House | Hot Tub | Firepit | Dog-Friendly

The Tower House | Hot Tub | Firepit | Dog-Friendly
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Great place, near everything and great customer service!!"
United States
Patrick B.
The price is ￥30,074
￥106,086 total
includes taxes & fees
Apr 30 - May 1
The Tower House | Hot Tub | Firepit | Dog-Friendly
Spa

Comfy Cottage in Historic East Poultney

Comfy Cottage in Historic East Poultney
Poultney
10.0 out of 10, Exceptional, (13 reviews)
"Very comfortable and clean cottage in a beautiful village. The shower in the bath is incredible. "
United States
Karen C.
The price is ￥25,416
￥50,883 total
includes taxes & fees
Apr 28 - Apr 29
Comfy Cottage in Historic East Poultney
Terrace/patio

Little Bear Landing- Pool, Bike to resort!

Little Bear Landing- Pool, Bike to resort!
Killington
The price is ￥34,312
￥70,122 total
includes taxes & fees
Apr 18 - Apr 19
Little Bear Landing- Pool, Bike to resort!
Golf

CountryCub- Pool, Hot Tub, Gym, Sauna, Near Resort

CountryCub- Pool, Hot Tub, Gym, Sauna, Near Resort
Killington
10.0 out of 10, Exceptional, (3 reviews)
"Dan & Holly are fantastic hosts. Great communication leading up to and during our stay. The condo was very nice and conveniently located with walkable access to lifts and a short ride to the restaurants in town. Highly recommend!"
United States
Jess o.
The price is ￥44,840
￥98,016 total
includes taxes & fees
Apr 18 - Apr 19
CountryCub- Pool, Hot Tub, Gym, Sauna, Near Resort
Golf

BellaVista-Mountain bike to the trails, Pool, Gym

BellaVista-Mountain bike to the trails, Pool, Gym
Killington
10.0 out of 10, Exceptional, (1 review)
"The hosts were so welcoming and even left us a bunch of local treats (like ground coffee and maple popcorn) to make our stay more comfortable. The hosts were also very communicative and responsive. The apartment itself was as advertised, no surprises. You can’t beat the location - stone’s throw to the mountain!"
United States
Tara M.
The price is ￥44,840
￥98,016 total
includes taxes & fees
Apr 18 - Apr 19
BellaVista-Mountain bike to the trails, Pool, Gym
Smart TV, fireplace, books, stereo

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
Fair Haven
8.8 out of 10, Excellent, (27 reviews)
"Clean home. Easy to find and conveniently located to shops, stores and restaurants. "
United States
Antony C.
The price is ￥35,741
￥45,723 total
includes taxes & fees
Apr 18 - Apr 19
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
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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Top Castleton Hotel Reviews

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

10/10 Excellent
"The staff made us feel welcomed. We enjoyed the whole experience overall. "
Nancy J 2-night trip
Posted 1 day ago
Days Inn by Wyndham Rutland/Killington Area

Find out more about Castleton

Search for holiday rentals in Castleton on Expedia! You can easily find your home rentals, villas, holiday apartments in Castleton using one of the methods below:

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Look no further and take a look at our great range of rental properties in Castleton!

Frequently asked questions

Can I find vacation rentals in Castleton?

Yes, there are vacation rentals close to top local attractions in Castleton, or you can go with a secluded option if you're looking for a relaxing stay. Castleton is known for its ski areas and shopping. Make sure you have time to check out the restaurants and university setting during your trip.

What are some of the best vacation home rentals that Castleton has to offer?

Water front home with large two tiered deck! 2 bathrooms 😂: This highly rated vacation home rental in Castleton is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals will I find in Castleton?

Choose from 20 Expedia vacation rentals in Castleton for a memorable vacation.

What can I see and do in Castleton?

While exploring the area, visit family-friendly sights like Pond Hill Ranch and Pro Rodeo, or get outside and enjoy nature at Lake Bomoseen. Other places in town to visit include Bomoseen State Park and Taconic Mountains Ramble State Park.

What are vacation rentals like in Castleton?

Vacation rentals are private properties you can stay in for several days or more in Castleton. Vacation rentals offer extras such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for family trips or small group gatherings.