A lakeside community with houses and docks.

Castleton Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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
$150 nightly
The price is $168
Nov 5 - Nov 6
Total with taxes and fees
Off-Grid Mongolian Yurt on Vermont Sheep Farm
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 clean and comfortable. Would definitely rent again!"
United States
Molly T.
$256 nightly
The price is $289
Nov 5 - Nov 6
Total with taxes and fees
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
A rustic cabin with a wooden porch, a door, and a large potted plant.

3. 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
$260 nightly
The price is $294
Nov 5 - Nov 6
Total with taxes and fees
Unique family-friendly Vermont cabin!
A modern kitchen with a dishwasher, a coffee maker, and a dining area with a wooden table set for two.

4. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (18 reviews)
"WE ENJOYED OUR STAY"
United States
Susan E.
$167 nightly
The price is $169
Nov 10 - Nov 11
Total with taxes and fees
Cozy Rutland Retreat
A row of white houses with a clear night sky and visible stars.

5. 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.
$331 nightly
The price is $371
Nov 5 - Nov 6
Total with taxes and fees
Comfy Cottage with Private Hot Tub in Historic East Poultney
A house with a wooden deck, solar panels, and a well-maintained garden.

6. Kingsley Homestead - 2 Bedroom retreat

Kingsley Homestead - 2 Bedroom retreat
Rutland
$160 nightly
The price is $161
Nov 5 - Nov 6
Total with taxes and fees
Kingsley Homestead - 2 Bedroom retreat
A modern kitchen with stainless steel appliances, wooden flooring, and white cabinetry.

7. 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.
$309 nightly
The price is $347
Nov 5 - Nov 6
Total with taxes and fees
Rutland apartment on the bus route with central A/C, near Pico
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, (4 reviews)
"Beautiful location with Mountain views. Property owners were wonderful hosts."
United States
Jane
$125 nightly
The price is $139
Nov 7 - Nov 8
Total with taxes and fees
Beautiful 1-bedroom cabin with AC in wonderful Wells
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

9. 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.
$195 nightly
The price is $220
Nov 5 - Nov 6
Total with taxes and fees
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A dining area with a wooden table, four chairs, a coffee maker, and a trash can.

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.
$441 nightly
The price is $494
Nov 12 - Nov 13
Total with taxes and fees
Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort
A lakeside cabin with a wooden deck and a view of the lake.

11. 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
$189 nightly
The price is $210
Nov 5 - Nov 6
Total with taxes and fees
Trout House Village Resort
A hallway with a wooden wall, a white door, and a wooden staircase.

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.
$359 nightly
The price is $362
Nov 5 - Nov 6
Total with taxes and fees
4BR Home | Walk Downtown Rutland + Trails
A kitchen with granite countertops, wooden cabinets, and a built-in oven.

13. 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
$361 nightly
The price is $408
Nov 8 - Nov 9
Total with taxes and fees
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
A living room with a sofa, a dining table with chairs, a kitchen area with wooden cabinets, and a bar.

14. 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.
$314 nightly
The price is $355
Nov 5 - Nov 6
Total with taxes and fees
Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
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
$176 nightly
The price is $197
Nov 22 - Nov 23
Total with taxes and fees
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Pass snacks across the counter without leaving the conversation in the main room.

16. 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.
$425 nightly
The price is $480
Nov 5 - Nov 6
Total with taxes and fees
Trailside Loft at Pico | Ski-In/Out Condo w/ Loft + 2BR | Steps to Lift
A ski resort with multiple buildings, a ski slope, and a mountain in the background.

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.
$238 nightly
The price is $268
Nov 5 - Nov 6
Total with taxes and fees
Jack S`Bearo - Slopes, Fireplace, Pool
A modern kitchen with a microwave, stove, and red stools. A living area with a fireplace and a TV is visible in the background.

18. Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332

Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
Killington
9.4 out of 10, Exceptional, (12 reviews)
"Quick trip but would stay here again"
United States
John O.
$348 nightly
The price is $393
Nov 5 - Nov 6
Total with taxes and fees
Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
A modern kitchen with white cabinets, a built-in microwave, and a stainless steel refrigerator.

19. The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.

The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.
Killington
9.2 out of 10, Wonderful, (10 reviews)
"Perfect clean space, very comfortable and great location for the week. We were not big fans of the mattress toppers, they kept sliding off, but that is a personal preference matter. Staff communication was 10 out of 10. Highly recommend."
United States
Lisa
$313 nightly
The price is $354
Nov 5 - Nov 6
Total with taxes and fees
The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.
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, (108 reviews)
"Great location! Ideal deck that overlooks the water! Can't wait to come back!"
United States
Christine M.
$352 nightly
The price is $391
Nov 9 - Nov 10
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

Emrose Luxury Cabins

Emrose Luxury Cabins

8/10 Good
"The cabins are new and well maintained. There are pots and pans and spatulas but incredibly no coffee maker. I don’t believe I’ve ever stayed in a room at any price point without a coffee maker. Also, the bed is up against a wall so you have to choose who has to crawl in and out of the bed to go to the bathroom, get a glass of water, etc. Not fun. There was also no contact information for management, so when we couldn’t figure out how to get the heater or fireplace working, we had to chat with Hotels.com who claimed our room did not have heat. Really? Vermont in the fall? Are you kidding me? After I almost lost my mind, they had someone from hotel management call me and instruct me how to turn the heat on. He was very nice and solved the problem, but how about providing contact information of someone on premises if there is an issue? The place is fairly new, and I like the concept, but they have a few things to iron out before they are ready for prime time. Let’s start with an $25 coffee maker in every room. Is that too much to ask? And Hotels.com really needs to get their chat proficiency together…."
Matt 3-night trip
Posted 2 days ago
Emrose Luxury Cabins

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 $168 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.