Photo by Jennifer Brokaw

Castleton Holiday Rentals

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Our top choices for Castleton holiday rentals

Mountain Green

Mountain Green
2.0 star property
Killington
7.0 out of 10, Good, (15)
"Great communication from Jeff."
United States
Dennis
The price is AU$430
includes taxes & fees
21 Dec - 22 Dec
Mountain Green

Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything

Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
2.0 star property
Killington
10.0 out of 10, Exceptional, (11)
"The cabin was cozy. It was set up nicely and had all the necessities we needed."
United States
Philip
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything

Wade`s World Ski Home FirePlace Shuttle location

Wade`s World Ski Home FirePlace Shuttle location
2.0 star property
Killington
9.6 out of 10, Exceptional, (5)
"Perfectly described and so close the mountain. All you need!"
United States
Dana E.
The price is AU$817
includes taxes & fees
19 Dec - 20 Dec
Wade`s World Ski Home FirePlace Shuttle location

The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is AU$767
includes taxes & fees
22 Dec - 23 Dec
The Suites at Killington Center

Gnome Home Mountain Ski Chalet w/Sauna Killington

Gnome Home Mountain Ski Chalet w/Sauna Killington
Stockbridge
10.0 out of 10, Exceptional, (4)
"Nice property in a beautiful location. Host was very responsive and informative. Thanks for the stay!"
United States
Gerald S.
The price is AU$897
includes taxes & fees
12 Jan - 13 Jan 2026
Gnome Home Mountain Ski Chalet w/Sauna Killington

Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
8.0 out of 10, Very good, (1)
"The condo was in a beautiful location but was rather isolated from grocery and dining options. Our host was good at communicating however we received a message about the fireplace not being available to us a day before we came and we got there in the dark with no lights on. The condo itself could not really be called "luxury" as it was dated and lacked some basics like soap in the bathroom, a towel hook in the 1/2 bath, kleenex, cracked dishes, etc. Liked that it was near a waterfall and hiking...
United States
Dean
The price is AU$621
includes taxes & fees
13 Jan - 14 Jan 2026
Luxury Condo Tucked in the Heart of Killington

Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub

Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub
2.0 star property
North Sherburne
The price is AU$746
includes taxes & fees
19 Dec - 20 Dec
Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub

Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
2.5 star property
Rutland
9.2 out of 10, Wonderful, (5)
The price is AU$294
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
Killington
9.4 out of 10, Exceptional, (9)
"Great property, as advertised."
United States
Chris A.
The price is AU$535
includes taxes & fees
7 Jan - 8 Jan 2026
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

Mountain Green Resort

Mountain Green Resort
4.0 star property
Killington
The price is AU$1,627
includes taxes & fees
24 Dec - 25 Dec
Mountain Green Resort

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
Killington
9.4 out of 10, Exceptional, (64)
"Condo well equipped- hosts very responsive-pool area great! "
United States
gail m.
The price is AU$541
includes taxes & fees
22 Dec - 23 Dec
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
Killington
9.6 out of 10, Exceptional, (4)
"The place was clean and easy to get to. "
United States
Sarah Z.
The price is AU$493
includes taxes & fees
23 Dec - 24 Dec
Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

Killington Ski Resort VT Vacation Condos

Killington Ski Resort VT Vacation Condos
3.5 star property
Killington
The price is AU$998
includes taxes & fees
30 Dec - 31 Dec
Killington Ski Resort VT Vacation Condos

Killington condo 5 min to killington resort

Killington condo 5 min to killington resort
Killington
9.4 out of 10, Exceptional, (8)
"We loved staying here. It was comfortable, had everything we needed. 100% would stay here again!"
United States
Vanessa O.
The price is AU$651
includes taxes & fees
4 Jan - 5 Jan 2026
Killington condo 5 min to killington resort

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
Killington
9.6 out of 10, Exceptional, (17)
"Would stay again!"
United States
Hannah M.
The price is AU$507
includes taxes & fees
3 Jan - 4 Jan 2026
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool

The Cozy Cubbie: Charming Studio in Killington. Pool. Bus. Discounted Ski Rentals.

The Cozy Cubbie: Charming Studio in Killington. Pool. Bus. Discounted Ski Rentals.
Killington
8.6 out of 10, Excellent, (4)
"We did a quick ski getaway, great place, and close to the mountain!"
United States
Al Z.
The price is AU$516
includes taxes & fees
22 Dec - 23 Dec
The Cozy Cubbie: Charming Studio in Killington. Pool. Bus. Discounted Ski Rentals.

Welcoming condo near the slopes with free WiFi and full kitchen

Welcoming condo near the slopes with free WiFi and full kitchen
Killington
7.2 out of 10, Good, (30)
"beds were comfortable"
United States
Juan T.
Welcoming condo near the slopes with free WiFi and full kitchen

Comfortable mountain gem with pool, mountain views, & indoor parking space

Comfortable mountain gem with pool, mountain views, & indoor parking space
Killington
8.4 out of 10, Very good, (32)
"Great stay!"
United States
Bryann F.
The price is AU$580
includes taxes & fees
12 Jan - 13 Jan 2026
Comfortable mountain gem with pool, mountain views, & indoor parking space

Mountain view condo with full kitchen and free WiFi

Mountain view condo with full kitchen and free WiFi
Killington
7.8 out of 10, Good, (37)
"Clean, comfortable, full kitchen, fast internet, plenty of parking, great location right by the Killington base lodges. Would definitely stay here again."
United States
Brian B.
The price is AU$601
includes taxes & fees
13 Jan - 14 Jan 2026
Mountain view condo with full kitchen and free WiFi

CozyDen-Location, Fireplace, Ski Off/Shuttle On!

CozyDen-Location, Fireplace, Ski Off/Shuttle On!
Killington
10.0 out of 10, Exceptional, (1)
"Very quiet and private feeling even though it is in a condo like setting. Very clean, and had all the conveniences we needed (A/C, coffee maker, full kitchen appliances). And so kind and personal to leave some souvenirs of the area. We felt very comfortable when every we finished our day of sightseeing to come back to our home away from home. "
United States
denise k.
The price is AU$614
includes taxes & fees
19 Dec - 20 Dec
CozyDen-Location, Fireplace, Ski Off/Shuttle On!
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

Find out more about Castleton

Everything you need to know about Castleton holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Castleton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Castleton holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Castleton holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castleton. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Castleton holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Castleton holiday rentals we have selected for you start as low as AU$273 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Castleton rentals

At Expedia, we put the best Castleton holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Castleton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Castleton holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Castleton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Castleton?

Yes, there are holiday rentals close to the most popular sights in Castleton, or you can select a more 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 holiday rentals that Castleton has to offer?

Water front home with large two tiered deck! 2 bathrooms 😂: This highly rated holiday home rental in Castleton is located on a lake, and has a patio, a garden and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. Another good choice for your trip to Castleton is Cozy home with lake front property, views, bbq, dock, kayak, wifi, TV, w/d.

How many holiday rentals will I find in Castleton?

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

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 Taconic Mountains Ramble State Park and Bomoseen State Park.

What are holiday rentals like in Castleton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Castleton. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for family trips.