A lakeside community with houses and docks.

Castleton Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

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, (31 reviews)
"Another great stay."
United States
leonard
The price is AED 658
AED 1,133 total
includes taxes & fees
20 Oct - 21 Oct
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
9.2 out of 10, Wonderful, (39 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 AED 496
AED 1,116 total
includes taxes & fees
20 Oct - 21 Oct
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, (17 reviews)
"Very comfortable and clean cottage in a beautiful village. The shower in the bath is incredible. "
United States
Karen C.
The price is AED 735
AED 1,358 total
includes taxes & fees
20 Oct - 21 Oct
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 AED 375
AED 543 total
includes taxes & fees
2 Nov - 3 Nov
Off-Grid Mongolian Yurt on Vermont Sheep Farm
A dining table set with plates, glasses, and a vase with a plant.

5. 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 AED 338
AED 694 total
includes taxes & fees
20 Oct - 21 Oct
Cozy Rutland Retreat
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 AED 482
AED 1,234 total
includes taxes & fees
20 Oct - 21 Oct
Centrally located apartment for the skier & outdoor enthusiast
A bedroom with a bed, a framed collage, a window with floral curtains, and a striped rug.

7. Cozy 2 Bedroom w/whirlpool tub close distance to downtown.

Cozy 2 Bedroom w/whirlpool tub close distance to downtown.
Rutland
The price is AED 436
AED 519 total
includes taxes & fees
31 Oct - 1 Nov
Cozy 2 Bedroom w/whirlpool tub close distance to downtown.
A lakeside cabin with a wooden deck and a view of the lake.

8. Trout House Village Resort

Trout House Village Resort
3.0 star property
Hague
9.6 out of 10, Exceptional, (28 reviews)
"It was a great place, clean rooms, nice environment, cabins, family friendly, right on lake"
United States
Matthew
The price is AED 383
AED 517 total
includes taxes & fees
20 Oct - 21 Oct
Trout House Village Resort
A modern kitchen with a large island, white cabinetry, and a stainless steel refrigerator.

9. Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.

Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.
Rutland
9.4 out of 10, Exceptional, (6 reviews)
"Perfect spot for a large group to enjoy Rutland, Killington, and the surrounding area. Plenty of beds for everyone, and bathrooms so no one felt cramped whatsoever. Beautiful home and safe neighborhood. All around a great stay. If we come back for the US Open of MTB next year, this house would be high on our list to stay in again."
United States
Matthew T.
Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

10. 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 AED 327
AED 851 total
includes taxes & fees
1 Nov - 2 Nov
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A wooden deck with a white lattice base, a metal roof, and a house with a garage door in the background.

11. 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, (3 reviews)
"Beautiful location with Mountain views. Property owners were wonderful hosts."
United States
Jane
The price is AED 413
AED 545 total
includes taxes & fees
20 Oct - 21 Oct
Beautiful 1-bedroom cabin with AC in wonderful Wells
A two-story house with a covered porch and a car parked in front.

12. 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 AED 757
AED 1,509 total
includes taxes & fees
9 Nov - 10 Nov
4BR Home | Walk Downtown Rutland + Trails
A dining area with a wooden table, four chairs, a coffee maker, and a trash can.

13. Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort

Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort
Chittenden
9.4 out of 10, Exceptional, (6 reviews)
"Loved this stay - the farmhouse is authentic and oozes charm! Everything about this stay was easy - 20min drive to the slopes, 15 min to downtown Rutland, and an extremely well-equipped house to easily accommodate the six of us. Superb communication from the host both prior to and during our stay (promptly answered several questions for us). If you want a vintage farmhouse feel as opposed to a modern condo-style stay, this is the place for you!"
United States
Carl P.
Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort
A spacious kitchen with a large island, wooden dining table, and chairs. There are multiple windows providing natural light and views of the outdoors.

14. 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, (9 reviews)
"The hot tub was great after a day of skiing."
United States
Callison A.
The price is AED 639
AED 1,752 total
includes taxes & fees
3 Nov - 4 Nov
large ski ranch hot tub close to killington pets ok
A kitchen with a large island, wooden ceiling beams, and various kitchen appliances.

15. 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, (97 reviews)
"The cottage was just lovely. Very comfortable. And the host was really nice and helpful. A wonderful stay!"
United States
Laura Ann
The price is AED 523
AED 800 total
includes taxes & fees
26 Oct - 27 Oct
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
A spacious living room with a stone fireplace, wooden beams, large windows, and a cozy seating area.

16. Breathtaking Mountain Views Surround New Lakefront Condo

Breathtaking Mountain Views Surround New Lakefront Condo
Hague
9.8 out of 10, Exceptional, (107 reviews)
"The condo was everything they said it was and more. We brought our boat with us on vacation and they made it easy from putting boat in water, gave us the boat slip right in front of condo, and stored the trailer during our stay. The view was amazing from the condo of the lake and kids loved playing in the water and fishing off the docks. We also had parking spots right in front of the condo for our vehicle during our stay. In general the staff at the marina was very friendly, accommodating...
United States
Paul K.
The price is AED 661
AED 1,517 total
includes taxes & fees
21 Oct - 22 Oct
Breathtaking Mountain Views Surround New Lakefront Condo
A living room with a sofa, a dining table with chairs, a kitchen area with wooden cabinets, and a bar.

17. Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.

Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
Killington
9.8 out of 10, Exceptional, (14 reviews)
"We had such a great time staying here. It was clean, cozy and so convenient to walk right out the door to the slopes! "
United States
Susanne B.
The price is AED 443
AED 1,374 total
includes taxes & fees
20 Oct - 21 Oct
Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
A modern living room with a fireplace, a television mounted on the wall, and a dining area with chairs and a table.

18. Trailside Loft at Pico | Ski-In/Out Condo w/ Loft + 2BR | Steps to Lift

Trailside Loft at Pico | Ski-In/Out Condo w/ Loft + 2BR | Steps to Lift
Killington
10.0 out of 10, Exceptional, (3 reviews)
"Great midweek ski vacation. Easily walked to the slope to get to the kiosk for our ticket. Kitchen had all that we needed. "
United States
Casey C.
The price is AED 664
AED 1,856 total
includes taxes & fees
20 Oct - 21 Oct
Trailside Loft at Pico | Ski-In/Out Condo w/ Loft + 2BR | Steps to Lift
A bedroom with a large bed, a TV mounted on the wall, and a sliding door leading to a bathroom.

19. Jack S`Bearo - Slopes, Fireplace, Pool

Jack S`Bearo - Slopes, Fireplace, Pool
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 AED 463
AED 1,000 total
includes taxes & fees
28 Oct - 29 Oct
Jack S`Bearo - Slopes, Fireplace, Pool
Aerial view

20. The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is AED 835
AED 1,726 total
includes taxes & fees
21 Oct - 22 Oct
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Castleton Hotel Reviews

The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"We enjoyed our stay at The Mountain Inn. The Inn was clean, the staff friendly and the onsite Restaurant delicious. We would stay there again."
Diana 2-night trip
Posted 2 hours ago
The Mountain Inn at Killington

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 Sargent Hill Wilderness Preserve.

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.