A lakeside community with houses and docks.

Castleton Vacation Rentals

Check prices for these dates

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

Our top choices for Castleton vacation rentals

A yurt with a red door, a visible interior with a fire, and snow outside.

1. Off-Grid Mongolian Yurt on Vermont Sheep Farm

Off-Grid Mongolian Yurt on Vermont Sheep Farm
Poultney
$132 nightly
The price is $148
Nov 2 - Nov 3
Total with taxes and fees
Off-Grid Mongolian Yurt on Vermont Sheep Farm
A rustic cabin with a wooden porch, a door, and a large potted plant.

2. Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (30 reviews)
"Another great stay."
United States
leonard
$273 nightly
The price is $309
Oct 18 - Oct 19
Total with taxes and fees
Unique family-friendly Vermont cabin!
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
9.2 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.
$269 nightly
The price is $304
Oct 18 - Oct 19
Total with taxes and fees
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
A shower area with dark marble tiles and a pebble-patterned floor.

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, (16 reviews)
"Very comfortable and clean cottage in a beautiful village. The shower in the bath is incredible. "
United States
Karen C.
$330 nightly
The price is $370
Oct 19 - Oct 20
Total with taxes and fees
Comfy Cottage with Private Hot Tub in Historic East Poultney
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
$186 nightly
The price is $189
Oct 20 - Oct 21
Total with taxes and fees
Cozy Rutland Retreat
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)
"Beautiful house! It had everything we needed for a fun and relaxing week. "
United States
Joshua
Killington Retreat | Deck-Fire Pit-Mountain Views!
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

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
9.8 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.
$205 nightly
The price is $232
Nov 1 - Nov 2
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.

8. Centrally located apartment for the skier & outdoor enthusiast

Centrally located apartment for the skier & outdoor enthusiast
Rutland
$300 nightly
The price is $336
Oct 16 - Oct 17
Total with taxes and fees
Centrally located apartment for the skier & outdoor enthusiast
A wooden deck with a white lattice base, a metal roof, and a house with a garage door in the background.

9. 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
$133 nightly
The price is $148
Oct 18 - Oct 19
Total with taxes and fees
Beautiful 1-bedroom cabin with AC in wonderful 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, (28 reviews)
"It was a great place, clean rooms, nice environment, cabins, family friendly, right on lake"
United States
Matthew
$153 nightly
The price is $170
Oct 20 - Oct 21
Total with taxes and fees
Trout House Village Resort
A dining area with a wooden table, four chairs, a coffee maker, and a trash can.

11. 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.
$487 nightly
The price is $546
Oct 19 - Oct 20
Total with taxes and fees
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.

12. 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.
$422 nightly
The price is $477
Nov 3 - Nov 4
Total with taxes and fees
large ski ranch hot tub close to killington pets ok
A two-story house with a covered porch and a car parked in front.

13. 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.
$405 nightly
The price is $411
Nov 9 - Nov 10
Total with taxes and fees
4BR Home | Walk Downtown Rutland + Trails
A kitchen with a large island, wooden ceiling beams, and various kitchen appliances.

14. 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
$186 nightly
The price is $208
Oct 22 - Oct 23
Total with taxes and fees
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
A modern kitchen with a large island, white cabinetry, and a stainless steel refrigerator.

15. 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.
$721 nightly
The price is $815
Oct 18 - Oct 19
Total with taxes and fees
Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.
A bedroom with a large bed, a TV mounted on the wall, and a sliding door leading to a bathroom.

16. 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.
$245 nightly
The price is $277
Oct 27 - Oct 28
Total with taxes and fees
Jack S`Bearo - Slopes, Fireplace, Pool
A snow-covered outdoor area with a large arch structure, rocks, and a building in the background.

17. 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.
$415 nightly
The price is $457
Oct 18 - Oct 19
Total with taxes and fees
CubsCorner - Pool, Sauna, Gym, Close to Mountain!
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.
$447 nightly
The price is $505
Oct 19 - Oct 20
Total with taxes and fees
Trailside Loft at Pico | Ski-In/Out Condo w/ Loft + 2BR | Steps to Lift
A wooden cabin with a snow-covered ground, a wooden fence, and a door with a window above it.

19. Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
10.0 out of 10, Exceptional, (1 review)
"We were very surprised. The accommodation's well worth the amount we paid. I was surprised how from the start to the close of our Anniversary get away It was such an easygoing experience. The host left fresh towels and bedding linens. The host kept in contact the entire way booking this condo. It was roomy nice Quiet!! I loved the privacy yet close to everything Killington has to offer. Our anniversary was special as we went with the host recommendation for a local resturaunt the Garlic. We have...
United States
Melinda D.
$276 nightly
The price is $289
Nov 9 - Nov 10
Total with taxes and fees
Luxury Condo Tucked in the Heart of Killington
A spacious living room with a stone fireplace, wooden beams, large windows, and a cozy seating area.

20. Breathtaking Mountain Views Surround New Lakefront Condo

Breathtaking Mountain Views Surround New Lakefront Condo
Hague
9.8 out of 10, Exceptional, (106 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.
$372 nightly
The price is $413
Oct 19 - Oct 20
Total with taxes and fees
Breathtaking Mountain Views Surround New Lakefront Condo
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

8/10 Good
"The room was small but clean. It fit our need for the night but would not have been ideal for a longer stay. We stayed during fall foliage season, so the price was very high."
Denise 1-night trip
Posted less than an hour 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 $148 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 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.