A lakeside community with houses and docks.

Castleton Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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)
"Awesome places today stay "
United States
James L.
The price is CA $251
CA $412 total
includes taxes & fees
Sep 24 - Sep 25
Unique family-friendly Vermont cabin!
A two-story house with a covered porch and a gabled roof.

2. 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 CA $221
CA $438 total
includes taxes & fees
Sep 24 - Sep 25
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
A shower area with dark marble tiles and a pebble-patterned floor.

3. 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, (16 reviews)
"Very comfortable and clean cottage in a beautiful village. The shower in the bath is incredible. "
United States
Karen C.
The price is CA $302
CA $545 total
includes taxes & fees
Oct 14 - Oct 15
Comfy Cottage with Private Hot Tub in Historic East Poultney
A yurt with a red door, a visible interior with a fire, and snow outside.

4. Off-Grid Mongolian Yurt on Vermont Sheep Farm

Off-Grid Mongolian Yurt on Vermont Sheep Farm
Poultney
The price is CA $145
CA $210 total
includes taxes & fees
Sep 29 - Sep 30
Off-Grid Mongolian Yurt on Vermont Sheep Farm
A modern kitchen with white cabinets, stainless steel appliances, a window with a view, and a 'GATHER' sign above the window.

5. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Rutland
The price is CA $544
CA $1,043 total
includes taxes & fees
Sep 24 - Sep 25
Relaxing Rutland Retreat Near Skiing, Dining & Hiking
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.
The price is CA $378
CA $789 total
includes taxes & fees
Sep 25 - Sep 26
Killington Retreat | Deck-Fire Pit-Mountain Views!
A bedroom with a bed, two bedside tables, and a nightstand.

7. 4BR Home | Walk Downtown Rutland + Trails

4BR Home | Walk Downtown Rutland + Trails
Rutland
10.0 out of 10, Exceptional, (7 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 CA $267
CA $544 total
includes taxes & fees
Sep 29 - Sep 30
4BR Home | Walk Downtown Rutland + Trails
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, (2 reviews)
"Beautiful location with Mountain views. Property owners were wonderful hosts."
United States
Jane
The price is CA $158
CA $208 total
includes taxes & fees
Sep 27 - Sep 28
Beautiful 1-bedroom cabin with AC in wonderful Wells
A wooden cabin with a green door, a small porch, and a set of stairs leading to the entrance.

9. Peaceful 1-bedroom bungalow with AC in charming Wells

Peaceful 1-bedroom bungalow with AC in charming Wells
Wells
10.0 out of 10, Exceptional, (1 review)
"Clean comfy quiet spot."
United States
Dillon B.
The price is CA $259
CA $326 total
includes taxes & fees
Sep 24 - Sep 25
Peaceful 1-bedroom bungalow with AC in charming Wells
A lakeside cabin with a wooden deck and a view of the lake.

10. 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 CA $146
CA $198 total
includes taxes & fees
Oct 20 - Oct 21
Trout House Village Resort
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

11. 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 CA $130
CA $326 total
includes taxes & fees
Sep 27 - Sep 28
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A rustic cabin with a stone fire pit, wooden deck, and a chimney.

12. Forest Mountain Ski Retreat. 20 min to Killington/14 to Pico.

Forest Mountain Ski Retreat. 20 min to Killington/14 to Pico.
Mendon
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful mountain home in a peaceful setting. Very thoughtfully designed and well maintained with everything you need to have a quiet getaway."
United States
Heidi S.
The price is CA $834
CA $1,941 total
includes taxes & fees
Oct 9 - Oct 10
Forest Mountain Ski Retreat. 20 min to Killington/14 to Pico.
A modern kitchen with stainless steel appliances, wooden flooring, and white cabinetry.

13. Centrally located apartment for the skier & outdoor enthusiast

Centrally located apartment for the skier & outdoor enthusiast
Rutland
The price is CA $184
CA $468 total
includes taxes & fees
Sep 26 - Sep 27
Centrally located apartment for the skier & outdoor enthusiast
A wooden exterior with a white porch and a door leading to an interior space.

14. Forest Cabin near Log Bay & Shelving Rock Falls of Lake George.

Forest Cabin near Log Bay & Shelving Rock Falls of Lake George.
Fort Ann
10.0 out of 10, Exceptional, (13 reviews)
"The cabin was wonderful and the woods with the trails were just perfect. "
United States
Rachel H.
Forest Cabin near Log Bay & Shelving Rock Falls of Lake George.
A spacious kitchen with a large island, wooden dining table, and chairs. There are multiple windows providing natural light and views of the outdoors.

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

large ski ranch hot tub close to killington pets ok
Mendon
9.0 out of 10, Wonderful, (8 reviews)
"The hot tub was great after a day of skiing."
United States
Callison A.
The price is CA $248
CA $673 total
includes taxes & fees
Sep 28 - Sep 29
large ski ranch hot tub close to killington pets ok
A wooden staircase leading to a dock by a lake surrounded by trees.

16. Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock

Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
Leicester
10.0 out of 10, Exceptional, (1 review)
"Everything was spectacular! Fern Lake is peaceful and breathtaking. Lake house was wonderful, and amazing. It was spacious, yet homie."
United States
Eric A.
The price is CA $478
CA $1,004 total
includes taxes & fees
Sep 24 - Sep 25
Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
A cozy living room with a stone fireplace, leather sofas, and a framed sign on the wall.

17. Robin`s Nest- Pool, Gym, Fireplace, Near the AT

Robin`s Nest- Pool, Gym, Fireplace, Near the AT
Killington
10.0 out of 10, Exceptional, (4 reviews)
"Great location to Pico Mountain, clean, warm and spacious! "
United States
Leslie D.
The price is CA $424
CA $896 total
includes taxes & fees
Sep 24 - Sep 25
Robin`s Nest- Pool, Gym, Fireplace, Near the AT
A modern living room with a fireplace, a dining area, and a kitchen.

18. Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole

Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole
Killington
10.0 out of 10, Exceptional, (6 reviews)
"Such a great spot."
United States
Kathleen G.
The price is CA $664
CA $1,347 total
includes taxes & fees
Sep 24 - Sep 25
Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole
A snow-covered outdoor area with a large arch structure, rocks, and a building in the background.

19. CubsCorner - Pool, Sauna, Gym, Close to Mountain!

CubsCorner - Pool, Sauna, Gym, Close to Mountain!
Killington
10.0 out of 10, Exceptional, (6 reviews)
"Great location with access to both Pico and Killington Mountains!"
United States
Olaf G.
The price is CA $324
CA $645 total
includes taxes & fees
Sep 24 - Sep 25
CubsCorner - Pool, Sauna, Gym, Close to Mountain!
A cabin with a deck and a stone chimney.

20. The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.

The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.
Killington
10.0 out of 10, Exceptional, (63 reviews)
"Great stay, everything was clean and location was amazing."
United States
John D.
The price is CA $1,165
CA $2,444 total
includes taxes & fees
Sep 24 - Sep 25
The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.
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

Bentley House Bed and Breakfast

Bentley House Bed and Breakfast

10/10 Excellent
"This was such a lovely place. I enjoyed my stay very much, the hosts are so welcoming and made sure I had everything I needed and was comfortable. Breakfast was so nice and I enjoyed the morning conversations."
Hannah 1-night trip
Posted 13 hours ago
Bentley House Bed and Breakfast

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, 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 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Castleton vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Castleton vacation rentals we have selected for you start as low as CA $198 per night. Entering your travel dates in the search wizard 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. 

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 16 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.