A lakeside community with houses and docks.

Castleton Vacation Rentals

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Our top choices for Castleton vacation rentals

1. 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)
"Great quick stay on the way to the Adirondacks"
United States
Natalie B.
The price is CA $191
CA $408 total
includes taxes & fees
Nov 11 - Nov 12
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

2. Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (33 reviews)
"Another great stay."
United States
leonard
The price is CA $253
CA $415 total
includes taxes & fees
Nov 11 - Nov 12
Unique family-friendly Vermont cabin!

3. Off-Grid Mongolian Yurt on Vermont Sheep Farm

Off-Grid Mongolian Yurt on Vermont Sheep Farm
Poultney
The price is CA $165
CA $236 total
includes taxes & fees
Nov 11 - Nov 12
Off-Grid Mongolian Yurt on Vermont Sheep Farm

4. 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, (18 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 $318
CA $539 total
includes taxes & fees
Nov 16 - Nov 17
Comfy Cottage with Private Hot Tub in Historic East Poultney

5. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (18 reviews)
"WE ENJOYED OUR STAY"
United States
Susan E.
The price is CA $134
CA $255 total
includes taxes & fees
Nov 30 - Dec 1
Cozy Rutland Retreat

6. Kingsley Homestead - 2 Bedroom retreat

Kingsley Homestead - 2 Bedroom retreat
Rutland
The price is CA $236
CA $245 total
includes taxes & fees
Nov 11 - Nov 12
Kingsley Homestead - 2 Bedroom retreat

7. 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
9.4 out of 10, Exceptional, (8 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 $126
CA $308 total
includes taxes & fees
Nov 11 - Nov 12
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

8. Rutland apartment on the bus route with central A/C, near Pico

Rutland apartment on the bus route with central A/C, near Pico
Rutland
8.0 out of 10, Very good, (1 review)
"Spotless interior, but the exterior will benifit from a refresh.Conveniently walkable for shops and restaurants."
United States
Thomas A.
The price is CA $208
CA $466 total
includes taxes & fees
Nov 11 - Nov 12
Rutland apartment on the bus route with central A/C, near Pico

9. Trout House Village Resort

Trout House Village Resort
3.0 star property
Hague
9.8 out of 10, Exceptional, (31 reviews)
"It was a great place, clean rooms, nice environment, cabins, family friendly, right on lake"
United States
Matthew
The price is CA $188
CA $244 total
includes taxes & fees
Nov 11 - Nov 12
Trout House Village Resort

10. 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.
The price is CA $221
CA $764 total
includes taxes & fees
Nov 12 - Nov 13
Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort

11. Delightful 2-bedroom, solar-powered cabin in charming Vermont awaits you

Delightful 2-bedroom, solar-powered cabin in charming Vermont awaits you
Chittenden
The price is CA $229
CA $500 total
includes taxes & fees
Nov 11 - Nov 12
Delightful 2-bedroom, solar-powered cabin in charming Vermont awaits you

12. 4BR Home | Walk Downtown Rutland + Trails

4BR Home | Walk Downtown Rutland + Trails
Rutland
10.0 out of 10, Exceptional, (8 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 $254
CA $485 total
includes taxes & fees
Nov 11 - Nov 12
4BR Home | Walk Downtown Rutland + Trails

13. 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.
The price is CA $510
CA $1,198 total
includes taxes & fees
Nov 11 - Nov 12
Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.

14. The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
Mendon
9.6 out of 10, Exceptional, (22 reviews)
"The communication with Host was awesome to a question we had; Dave's response was so helpful. Beautiful place, quiet. Get ‘get-away’."
United States
Diane
The price is CA $209
CA $637 total
includes taxes & fees
Nov 11 - Nov 12
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

15. 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 CA $170
CA $468 total
includes taxes & fees
Nov 11 - Nov 12
Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.

16. 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 CA $188
CA $280 total
includes taxes & fees
Nov 22 - Nov 23
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

17. 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 CA $188
CA $379 total
includes taxes & fees
Nov 11 - Nov 12
Jack S`Bearo - Slopes, Fireplace, Pool

18. Hot Tub - Game Room - Pool Table - Kids Play Area - 2 bedroom Cabin -4 Acre Farm

Hot Tub - Game Room - Pool Table - Kids Play Area - 2 bedroom Cabin -4 Acre Farm
Granville
The price is CA $183
CA $374 total
includes taxes & fees
Nov 17 - Nov 18
Hot Tub - Game Room - Pool Table - Kids Play Area - 2 bedroom Cabin -4 Acre Farm

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 $337
CA $626 total
includes taxes & fees
Nov 14 - Nov 15
CubsCorner - Pool, Sauna, Gym, Close to Mountain!

20. 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 CA $255
CA $844 total
includes taxes & fees
Nov 11 - Nov 12
Trailside Loft at Pico | Ski-In/Out Condo w/ Loft + 2BR | Steps to Lift
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

Find out more about Castleton

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Castleton. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.