A lakeside community with houses and docks.

Castleton Vacation Rentals

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

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, (24 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.
$262 nightly
The price is $296
Sep 1 - Sep 2
Total with taxes and fees
Unique family-friendly Vermont cabin!

2. 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
$172 nightly
The price is $175
Sep 14 - Sep 15
Total with taxes and fees
Cozy Rutland Retreat
A two-story house with a covered porch and a gabled roof.

3. 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, (34 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.
$295 nightly
The price is $333
Sep 1 - Sep 2
Total with taxes and fees
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

4. 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.
$209 nightly
The price is $236
Sep 7 - Sep 8
Total with taxes and fees
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A modern kitchen with stainless steel appliances, wooden flooring, and white cabinetry.

5. Centrally located apartment for the skier & outdoor enthusiast

Centrally located apartment for the skier & outdoor enthusiast
Rutland
$292 nightly
The price is $330
Sep 3 - Sep 4
Total with taxes and fees
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.

6. 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.
$385 nightly
The price is $391
Sep 20 - Sep 21
Total with taxes and fees
Killington Retreat | Deck-Fire Pit-Mountain Views!
A snow-covered residential area with multi-story buildings, a ski slope in the background, and a clear sky.

7. 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
$210 nightly
The price is $231
Sep 3 - Sep 4
Total with taxes and fees
Mountain Green
A wooden deck with a white lattice base, a metal roof, and a house with a garage door in the background.

8. 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
$133 nightly
The price is $148
Sep 1 - Sep 2
Total with taxes and fees
Beautiful 1-bedroom cabin with AC in wonderful Wells
A bedroom with a large bed, a TV mounted on the wall, and a sliding door leading to a bathroom.

9. 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, (16 reviews)
"Great condo and building. Everything in excellent condition. Convenient location."
United States
Joseph S.
$241 nightly
The price is $272
Sep 1 - Sep 2
Total with taxes and fees
Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
A kitchen with a large island, wooden ceiling beams, and various kitchen appliances.

10. 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, (89 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.
$192 nightly
The price is $215
Sep 1 - Sep 2
Total with taxes and fees
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

11. Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
$269 nightly
The price is $281
Sep 1 - Sep 2
Total with taxes and fees
Luxury Condo Tucked in the Heart of Killington
An aerial view of a residential area with houses, a swimming pool, and a parking lot.

12. Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.

Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
Killington
9.4 out of 10, Exceptional, (8 reviews)
"Beautiful place . My sister was visiting USA/ Vermont for the first time . We went to the Breakfast cafe next door it was amazing . "
United States
Asad B.
$223 nightly
The price is $252
Sep 2 - Sep 3
Total with taxes and fees
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
A spacious restaurant with high ceilings, exposed ductwork, and a mix of wooden and metal furniture.

13. Killington resort: Walk to Mountain, Biking & Pool

Killington resort: Walk to Mountain, Biking & Pool
Killington
9.8 out of 10, Exceptional, (32 reviews)
"Excellent location. Clean and easy."
United States
Todd I.
$292 nightly
The price is $330
Sep 1 - Sep 2
Total with taxes and fees
Killington resort: Walk to Mountain, Biking & Pool
An aerial view of a residential area with houses, a swimming pool, and a lake surrounded by forested hills.

14. 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)
$205 nightly
The price is $232
Sep 2 - Sep 3
Total with taxes and fees
Cozy Studio at Killington Center: Close to it all with pool, bus and discounted ski rentals. 441
A living room with a fireplace, a sofa, a coffee table, and a television.

15. 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.
$336 nightly
The price is $380
Sep 1 - Sep 2
Total with taxes and fees
Resort condo with mountain views, full kitchen, and free WiFi
A red building with a bear logo, a stone pathway, and neatly trimmed bushes.

16. Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102

Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102
Killington
8.8 out of 10, Excellent, (8 reviews)
"Great room, plenty of amenities, close to restaurants and mountains"
United States
Daniel T.
$154 nightly
The price is $167
Sep 1 - Sep 2
Total with taxes and fees
Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102
A wooden cabin with multiple balconies and a stone chimney.

17. Trailside Village #1: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals

Trailside Village #1: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals
Killington
9.4 out of 10, Exceptional, (58 reviews)
"Great stay. We really loved the ski in ski out feature. Host was responsive with any issues"
United States
Andrea W.
$504 nightly
The price is $569
Sep 2 - Sep 3
Total with taxes and fees
Trailside Village #1: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals
A spacious kitchen with a large island, wooden dining table, and chairs. There are multiple windows providing natural light and views of the outdoors.

18. large ski ranch hot tub close to killington pets ok

large ski ranch hot tub close to killington pets ok
Mendon
9.2 out of 10, Wonderful, (5 reviews)
"The hot tub was great after a day of skiing."
United States
Callison A.
$424 nightly
The price is $480
Sep 6 - Sep 7
Total with taxes and fees
large ski ranch hot tub close to killington pets ok
A lakeside cabin with a wooden deck and a view of the lake.

19. 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
$189 nightly
The price is $210
Sep 8 - Sep 9
Total with taxes and fees
Trout House Village Resort

20. The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
$312 nightly
The price is $343
Sep 3 - Sep 4
Total with taxes and fees
The Suites at Killington Center
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
"Our room was very clean, bed sheets perfect, 3 pillows per bed (2 double beds), only thing a little bothering was the lack of pressure in the shower and the sink... but sufficient for my needs. Air conditionning was off when we came in but after a few minutes, the room was confortable, so very efficient A/C. I was surprised of the included continental breakfast, very complete with self-made waffles and 3 kinds of cereals, yogurt, toasts, bagels, muffins, pastries... coffee of course, tea, 4 different juices... I will return for shure."
Eric 1-night trip
Posted 8 hours ago
Days Inn by Wyndham Rutland/Killington Area

Find out more about Castleton

Everything you need to know about Castleton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Castleton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Castleton vacation 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 low season months. For more hustle and bustle, you may prefer to visit Castleton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $210 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Castleton rentals

At Expedia, we put the best Castleton vacation 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 vacation.

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.

Explore a world of travel with Expedia

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 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.