A lakeside community with houses and docks.

Castleton Holiday Rentals

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Castleton holiday rentals

Exterior

Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (20 reviews)
"Awesome places today stay "
United States
James L.
The price is HK$1,560
HK$2,507 total
includes taxes & fees
5 Aug - 6 Aug
Unique family-friendly Vermont cabin!
Exterior

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
Fair Haven
9.0 out of 10, Wonderful, (32 reviews)
"The house was great. We loved the antiqueness of the house. We are technicologically challenged, so had trouble with the TV. The beds were comfortable. We didn't use it, but the kitchen was great. We would definitely use this house again."
United States
Stephanie
The price is HK$1,404
HK$2,502 total
includes taxes & fees
30 Jul - 31 Jul
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
Spa

Comfy Cottage with Private Hot Tub in Historic East Poultney

Comfy Cottage with Private Hot Tub in Historic East Poultney
Poultney
10.0 out of 10, Exceptional, (15 reviews)
"Very comfortable and clean cottage in a beautiful village. The shower in the bath is incredible. "
United States
Karen C.
The price is HK$1,686
HK$3,030 total
includes taxes & fees
24 Aug - 25 Aug
Comfy Cottage with Private Hot Tub in Historic East Poultney
Dining

Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (12 reviews)
"The location was perfect, the property is very well maintained and comfortable. I would highly recommend this place!"
United States
Valerie
The price is HK$847
HK$1,806 total
includes taxes & fees
9 Aug - 10 Aug
Cozy Rutland Retreat
Coffee/tea maker, fridge, microwave, oven

Centrally located apartment for the skier & outdoor enthusiast

Centrally located apartment for the skier & outdoor enthusiast
Rutland
The price is HK$1,029
HK$2,585 total
includes taxes & fees
29 Aug - 30 Aug
Centrally located apartment for the skier & outdoor enthusiast
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 HK$727
HK$1,849 total
includes taxes & fees
3 Aug - 4 Aug
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Coffee/tea maker, fridge, microwave, oven

Quiet Apt. close to Okemo and Killington. Off Rt. 7 with private driveway.

Quiet Apt. close to Okemo and Killington. Off Rt. 7 with private driveway.
Wallingford
10.0 out of 10, Exceptional, (2 reviews)
"Great stay as always. "
United States
debbie r.
The price is HK$670
HK$1,366 total
includes taxes & fees
4 Aug - 5 Aug
Quiet Apt. close to Okemo and Killington. Off Rt. 7 with private driveway.
Smart TV, books

Cozy Moonship Yurt in the woods

Cozy Moonship Yurt in the woods
West Rutland
10.0 out of 10, Exceptional, (1 review)
"Clean and cozy with a working hot tub. Would highly recommend"
United States
Justin E.
The price is HK$1,568
HK$3,012 total
includes taxes & fees
1 Aug - 2 Aug
Cozy Moonship Yurt in the woods
Property grounds

Beautiful 1-bedroom cabin with AC in wonderful Wells

Beautiful 1-bedroom cabin with AC in wonderful Wells
Wells
The price is HK$882
HK$1,164 total
includes taxes & fees
3 Aug - 4 Aug
Beautiful 1-bedroom cabin with AC in wonderful Wells
Coffee/tea maker, fridge, microwave, oven

Feel the real VT! Lakes, hikes, a foodies delight!

Feel the real VT! Lakes, hikes, a foodies delight!
Proctor
10.0 out of 10, Exceptional, (1 review)
"Clean and comfortable home. Plenty of space for our family! Great quiet neighborhood made it easy to relax on our trip."
United States
Rebecca
Feel the real VT! Lakes, hikes, a foodies delight!
Interior

Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown

Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
Rutland
10.0 out of 10, Exceptional, (5 reviews)
"House was clean, organized and spacious. Great location as well, close to grocery, gas and restaurants. Host answered questions quickly. "
United States
Dominic C.
The price is HK$1,736
HK$3,727 total
includes taxes & fees
11 Aug - 12 Aug
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
Coffee/tea maker, fridge, microwave, oven

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Leicester
10.0 out of 10, Exceptional, (83 reviews)
"Definitely super SUPER clean all throughout! The ambiance is perfect, just a beautiful cottage with all the amenities you might need. Perfect place to stay."
United States
Julian V.
The price is HK$931
HK$1,482 total
includes taxes & fees
18 Aug - 19 Aug
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Microwave, oven, stovetop, dishwasher

Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Rutland
The price is HK$2,940
HK$5,770 total
includes taxes & fees
30 Jul - 31 Jul
Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Dining

large ski ranch hot tub close to killington pets ok

large ski ranch hot tub close to killington pets ok
Mendon
9.6 out of 10, Exceptional, (4 reviews)
"The hot tub was great after a day of skiing."
United States
Callison A.
The price is HK$1,383
HK$3,761 total
includes taxes & fees
2 Aug - 3 Aug
large ski ranch hot tub close to killington pets ok
Aerial view

Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (28 reviews)
"The property is under major construction which was not disclosed when booking. The management fee was almost as much as the room rate, clearer description at time of booking would be appreciated."
United States
Keith
The price is HK$612
HK$1,825 total
includes taxes & fees
30 Jul - 31 Jul
Mountain Green
1 bedroom, desk, iron/ironing board, travel cot

Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym

Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
Killington
10.0 out of 10, Exceptional, (15 reviews)
"Host was very responsive and the home was great! "
United States
Rebecca B.
The price is HK$1,022
HK$2,183 total
includes taxes & fees
3 Aug - 4 Aug
Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
Smart TV, fireplace

Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.

Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.
Killington
10.0 out of 10, Exceptional, (13 reviews)
"A wonderful up to date property a short walk to the lifts! Would definitely stay here again."
United States
Mike B.
Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.
TV, fireplace, DVD player, books

Resort condo with mountain views, full kitchen, and free WiFi

Resort condo with mountain views, full kitchen, and free WiFi
Killington
8.8 out of 10, Excellent, (47 reviews)
"Condo had everything we wanted—comfortable beds, TVs in every room, 2 bathrooms, a balcony-the views are amazing of Killington! We stayed on really hot days but somehow the condo stayed cool (and had fans if needed). Outdoor pool is around the back, and the kids had a blast. It’s so close to Killington resort, too. I received a text from the management co when we arrived which was great, in case we needed anything! We’d go definitely stay again, would like to come back during ski season. The gym...
United States
Corinna
The price is HK$527
HK$2,678 total
includes taxes & fees
30 Jul - 31 Jul
Resort condo with mountain views, full kitchen, and free WiFi
TV

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

Comfortable mountain gem with pool, mountain views, & indoor parking space
Killington
The price is HK$436
HK$2,119 total
includes taxes & fees
10 Aug - 11 Aug
Comfortable mountain gem with pool, mountain views, & indoor parking space
Exterior

Cozy Studio at Killington Center: Close to it all with pool, bus and discounted ski rentals. 441

Cozy Studio at Killington Center: Close to it all with pool, bus and discounted ski rentals. 441
Killington
8.0 out of 10, Very good, (1 review)
The price is HK$502
HK$1,882 total
includes taxes & fees
30 Jul - 31 Jul
Cozy Studio at Killington Center: Close to it all with pool, bus and discounted ski rentals. 441
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

Brandon Inn

Brandon Inn

8/10 Good
"Great little place in a lovely little town. Would stay there again."
Michael 1-night trip
Posted 4 hours ago
Brandon Inn

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:

  • View our selection of featured holiday rentals in Castleton
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  • Enter your travel dates to view the best deals on holiday rentals in Castleton while they last

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

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?

Breathtaking views from charming lakefront home on beautiful Lake George: This holiday home rental outside of Castleton is located on a lake, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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.