A lakeside community with houses and docks.

Castleton Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Castleton vacation rentals

A rustic cabin with a wooden porch, a door, and a large potted plant.

1. Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (25 reviews)
"Staff was exceptional, atmosphere was inviting and overall property was great Loved the history of the Inn & craftsmanship/architecture of the building. We would absolutely stay again if we are ever in the area!"
United States
Jen C.
The price is ￥27,460
￥45,409 total
includes taxes & fees
Sep 13 - Sep 14
Unique family-friendly Vermont cabin!
A wooden deck with a white lattice base, a metal roof, and a house with a garage door in the background.

2. Beautiful 1-bedroom cabin with AC in wonderful Wells

Beautiful 1-bedroom cabin with AC in wonderful Wells
Wells
10.0 out of 10, Exceptional, (1 review)
"We last minute booked this place just for a place to sleep that night. What we found was much more beauty. A place you could just sit outside watching the mountains and sky. The owners are as sweet as can be! We definitely want to come back soon for a quiet beautiful view!"
United States
Melissa
The price is ￥17,249
￥22,755 total
includes taxes & fees
Sep 11 - Sep 12
Beautiful 1-bedroom cabin with AC in wonderful Wells
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

3. 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 ￥14,213
￥36,158 total
includes taxes & fees
Sep 14 - Sep 15
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A bedroom with a bed, curtains, a radiator, and a view of the outside.

4. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (16 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 ￥14,757
￥29,649 total
includes taxes & fees
Sep 20 - Sep 21
Cozy Rutland Retreat
A yurt with a red door, a visible interior with a fire, and snow outside.

5. Off-Grid Mongolian Yurt on Vermont Sheep Farm

Off-Grid Mongolian Yurt on Vermont Sheep Farm
Poultney
The price is ￥16,099
￥23,182 total
includes taxes & fees
Oct 4 - Oct 5
Off-Grid Mongolian Yurt on Vermont Sheep Farm
A modern kitchen with stainless steel appliances, wooden flooring, and white cabinetry.

6. Centrally located apartment for the skier & outdoor enthusiast

Centrally located apartment for the skier & outdoor enthusiast
Rutland
The price is ￥20,123
￥51,911 total
includes taxes & fees
Sep 14 - Sep 15
Centrally located apartment for the skier & outdoor enthusiast
A spacious living room with wooden floors, a high ceiling with exposed beams, a dining area with a table and chairs, and large windows offering a view of the outdoors.

7. Killington Retreat | Deck-Fire Pit-Mountain Views!

Killington Retreat | Deck-Fire Pit-Mountain Views!
Clarendon
9.2 out of 10, Wonderful, (5 reviews)
"The living area is bigger than we expected, and we loved watching the horses next door. It's a short drive to downtown Rutland, and it's quiet. "
United States
Ahmad H.
The price is ￥22,129
￥65,727 total
includes taxes & fees
Sep 20 - Sep 21
Killington Retreat | Deck-Fire Pit-Mountain Views!
A two-story house with a covered porch and a gabled roof.

8. 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, (36 reviews)
"Very nice house to stay in Fair Haven VT. Worked perfectly for us and beautiful area. Clean and has everything you need."
United States
Amy G.
The price is ￥27,460
￥52,859 total
includes taxes & fees
Sep 14 - Sep 15
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
A wooden deck with a hot tub, a table, and chairs.

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

Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub
North Sherburne
8.2 out of 10, Very Good, (14 reviews)
"We had a great time!"
United States
Matthew R.
The price is ￥22,768
￥69,043 total
includes taxes & fees
Sep 14 - Sep 15
Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub
A bedroom with a large bed, a TV mounted on the wall, and a sliding door leading to a bathroom.

10. 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, (17 reviews)
"Great condo and building. Everything in excellent condition. Convenient location."
United States
Joseph S.
The price is ￥19,318
￥41,753 total
includes taxes & fees
Sep 14 - Sep 15
Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
A lakeside cabin with a wooden deck and a view of the lake.

11. Trout House Village Resort

Trout House Village Resort
3.0 star property
Hague
9.6 out of 10, Exceptional, (25 reviews)
"It was a great place, clean rooms, nice environment, cabins, family friendly, right on lake"
United States
Matthew
The price is ￥20,390
￥26,467 total
includes taxes & fees
Sep 22 - Sep 23
Trout House Village Resort
A modern loft bedroom with a sloped ceiling, a fireplace, a large TV, and a balcony with a scenic view.

12. 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, (14 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.
A living room with a fireplace, a sofa, a coffee table, and a television.

13. 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)
"Great location. Great amenities. Great communication. "
United States
Jason B.
The price is ￥14,328
￥58,225 total
includes taxes & fees
Sep 13 - Sep 14
Resort condo with mountain views, full kitchen, and free WiFi
A snow-covered residential area with multi-story buildings, a ski slope in the background, and a clear sky.

14. Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (29 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 ￥11,967
￥35,685 total
includes taxes & fees
Sep 11 - Sep 12
Mountain Green
A swimming pool with a hot tub, surrounded by a building with balconies and a fenced area with trees.

15. Welcoming condo near the slopes with free WiFi and full kitchen

Welcoming condo near the slopes with free WiFi and full kitchen
Killington
The price is ￥11,269
￥44,428 total
includes taxes & fees
Sep 13 - Sep 14
Welcoming condo near the slopes with free WiFi and full kitchen
A spacious restaurant with high ceilings, exposed ductwork, and a mix of wooden and metal furniture.

16. Killington resort: Walk to Mountain, Bike, Pool

Killington resort: Walk to Mountain, Bike, Pool
Killington
9.8 out of 10, Exceptional, (32 reviews)
"Excellent location. Clean and easy."
United States
Todd I.
The price is ￥17,097
￥53,624 total
includes taxes & fees
Sep 14 - Sep 15
Killington resort: Walk to Mountain, Bike, Pool
A kitchen with a large island, wooden ceiling beams, and various kitchen appliances.

17. 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, (90 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 ￥21,848
￥33,401 total
includes taxes & fees
Sep 14 - Sep 15
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
A cozy cabin interior with a wooden ceiling, a dining area with a table and chairs, a sofa, a television, and a fireplace.

18. Cabin at Killington Left: 4BR with Wood Stove, Deck and Hot Tub

Cabin at Killington Left: 4BR with Wood Stove, Deck and Hot Tub
Killington
9.6 out of 10, Exceptional, (21 reviews)
"Cozy, classic, basic, old school Killington condo. Loved the wood stove. Easy access to Killington area. "
United States
Leslie P.
Cabin at Killington Left: 4BR with Wood Stove, Deck and Hot Tub
A cozy living room with a brick fireplace, two sofas, a coffee table, and a TV mounted on the wall.

19. Killington condo 5 min to killington resort

Killington condo 5 min to killington resort
Killington
9.4 out of 10, Exceptional, (9 reviews)
"Great location!!"
United States
Nicholas C.
Killington condo 5 min to killington resort
A kitchen with white cabinetry, a stainless steel refrigerator, a coffee maker, and a dining area with two chairs.

20. Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
The price is ￥14,496
￥44,939 total
includes taxes & fees
Sep 29 - Sep 30
Luxury Condo Tucked in the Heart of Killington
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

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

8/10 Good
"The room was clean & the staff very helpful. We were pleasantly surprised by the substantial breakfast which came with our booking & loved the pool/hot tub. It was older but very clean!"
Susan 1-night trip
Posted 14 hours ago
Comfort Inn Rutland - Killington

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 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 19 Expedia vacation rentals in Castleton for a memorable vacation.

What can I see and do in Castleton?

Lake Bomoseen and Zion Hill are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Taconic Mountains Ramble State Park and Bomoseen 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.