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Castleton Vacation Rentals

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Vacation Rentals in Castleton

Trout House Village Resort
3.0 star property
9.8 out of 10, Exceptional, (17)
"Beautiful views and wonderful staff. Provides an atmosphere for activities and relaxation while being able to access anywhere on the lake."
United States
John
$189 nightly
The price is $210
Nov 4 - Nov 5
Total with taxes and fees
Trout House Village Resort
Fall Line Condos by Killington VR - 2 Bedrooms
3.5 star property
$587 nightly
The price is $655
Nov 30 - Dec 1
Total with taxes and fees
Fall Line Condos by Killington VR - 2 Bedrooms
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
2.0 star property
9.8 out of 10, Exceptional, (11)
"Nice time, great location"
United States
Matthew K.
$387 nightly
The price is $433
Nov 4 - Nov 5
Total with taxes and fees
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
2.0 star property
10.0 out of 10, Exceptional, (11)
"The Wobbly Cabin is absolutely charming. The decor is tasteful but unique. The kitchen is well stocked and it is clean! I’d also say the beds are great and the linens high quality. If it’s available and big enough for your group definitely book it!"
United States
Nicole E.
$430 nightly
The price is $486
Nov 4 - Nov 5
Total with taxes and fees
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
Woods Resort and Spa: Cozy 2-Bedroom Condo in Killington, VT with Ski, Tennis, and Pool Access
2.0 star property
10.0 out of 10, Exceptional, (3)
"We headed up to Killington for some fun spring skiing with the fam and the place was great - spacious, well appointed, and comfortable. Would definitely stay again."
United States
Ryan T.
$402 nightly
The price is $454
Nov 10 - Nov 11
Total with taxes and fees
Woods Resort and Spa: Cozy 2-Bedroom Condo in Killington, VT with Ski, Tennis, and Pool Access
The Suites at Killington Center
3.5 star property
$337 nightly
The price is $371
Nov 10 - Nov 11
Total with taxes and fees
The Suites at Killington Center
4BR Killington Home Perfect for Families, Pet-Friendly
2.0 star property
10.0 out of 10, Exceptional, (22)
"I couldn't have picked a better house for our first visit to Vermont! great location for what we were up to, plus it allowed my wife to go on her morning runs and not be too close to the highway. We will be back next year and if this house is available, we will book it again! "
United States
Kris K.
$617 nightly
The price is $697
Nov 4 - Nov 5
Total with taxes and fees
4BR Killington Home Perfect for Families, Pet-Friendly
Cozy 2 BR Ski On Ski Off Condo in Killington's Sunrise Mountain Village. Pool. Hot Tub.
2.0 star property
9.4 out of 10, Exceptional, (3)
"Absolutely perfect spot. Kids and parents loved it. Everything you’re looking for in an on mountain condo. Pool and hot tub are a short drive away but we still used it. "
United States
nicholas d.
$444 nightly
The price is $502
Nov 4 - Nov 5
Total with taxes and fees
Cozy 2 BR Ski On Ski Off Condo in Killington's Sunrise Mountain Village. Pool. Hot Tub.
Killington 2 Story - Escape 2BR/2BA, Sleeps 6, Family & Friends Retreat w/ WiFi
2.0 star property
$280 nightly
The price is $316
Nov 5 - Nov 6
Total with taxes and fees
Killington 2 Story - Escape 2BR/2BA, Sleeps 6, Family & Friends Retreat w/ WiFi
Comfy Cottage in Historic East Poultney
10.0 out of 10, Exceptional, (12)
"The cottage had everything we needed to make our vacation perfect. It was well located to Ski Killington and Stratton. The host live right next door and was very responsive for all our needs to make the stay as pleasant as possible. We would definitely rent again."
United States
Moritz M.
$287 nightly
The price is $321
Nov 4 - Nov 5
Total with taxes and fees
Comfy Cottage in Historic East Poultney
Feel the real VT! Fall foliage, hikes, foodie’s delight!
2.0 star property
10.0 out of 10, Exceptional, (1)
"Clean and comfortable home. Plenty of space for our family! Great quiet neighborhood made it easy to relax on our trip."
United States
Rebecca
$610 nightly
The price is $650
Nov 12 - Nov 13
Total with taxes and fees
Feel the real VT! Fall foliage, hikes, foodie’s delight!
Gorgeous 2BR/2BA Woods Condo: Pool, Hot Tub, Spa/ Discounted Ski Rentals. V5
3.0 star property
9.6 out of 10, Exceptional, (4)
"Very clean and well equipped condo! We enjoyed our stay."
United States
Tanya W.
$411 nightly
The price is $465
Nov 4 - Nov 5
Total with taxes and fees
Gorgeous 2BR/2BA Woods Condo: Pool, Hot Tub, Spa/ Discounted Ski Rentals. V5
Make memories at this unique and family-friendly Vermont cabin!
10.0 out of 10, Exceptional, (7)
"Brand new build equipped with “new house smell” Super clean and tastefully decorated. Our only regret was that our itinerary didn’t allow us to stay longer to enjoy sitting on the porch with a cup of coffee. "
United States
Suzanne H.
$262 nightly
The price is $294
Nov 4 - Nov 5
Total with taxes and fees
Make memories at this unique and family-friendly Vermont cabin!
Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.
2.0 star property
10.0 out of 10, Exceptional, (1)
"Such an awesome place! The booking/check-in process was seamless and the location cannot be beat! Will definitely be booking again. "
United States
Catherine S.
$479 nightly
The price is $541
Nov 4 - Nov 5
Total with taxes and fees
Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.
Alpine Chalet, Fireplace, Pool, Gym, At Pico.
2.0 star property
10.0 out of 10, Exceptional, (5)
"Such a great spot."
United States
Kathleen G.
$707 nightly
The price is $785
Nov 4 - Nov 5
Total with taxes and fees
Alpine Chalet, Fireplace, Pool, Gym, At Pico.
Gnome Home Mountain Ski Chalet w/Sauna Killington
10.0 out of 10, Exceptional, (4)
"The Gnome Home was everything we hoped for and more. The hosts are so helpful with communication, especially when a hefty snow storm hit. The home is cozy, clean and very well stocked with everything you need."
United States
Leah S.
$466 nightly
The price is $492
Nov 9 - Nov 10
Total with taxes and fees
Gnome Home Mountain Ski Chalet w/Sauna Killington
Bearmont- Pool, HotTub, Fireplace
10.0 out of 10, Exceptional, (6)
"Great location and a great place. Felt right at home"
United States
Tyler B.
$416 nightly
The price is $471
Nov 4 - Nov 5
Total with taxes and fees
Bearmont- Pool, HotTub, Fireplace
YOUR KILLINGTON BASECAMP 3A4: Free shuttle w/Pool & Hot tub
9.8 out of 10, Exceptional, (25)
"Stunning location for hiking and biking. Beautiful fall colors on the mountain for our stay."
United States
Joanne M.
$325 nightly
The price is $356
Nov 4 - Nov 5
Total with taxes and fees
YOUR KILLINGTON BASECAMP 3A4: Free shuttle w/Pool & Hot tub
Doc's Lake house 1st floor, 2 bedroom apartment
10.0 out of 10, Exceptional, (71)
"Doc’s Lake House is on a beautiful and quiet lake. My family and I regret not staying longer! It is well-stocked with anything you might need (coffee, spices, breakfast items, etc.), which was lovely! Two separate fire pits and water crafts were available for entertainment. The host met us when we arrived and showed us around. He’s very nice and fun to talk with! It was such a wonderful stay! "
United States
Jennifer T.
$209 nightly
The price is $234
Nov 5 - Nov 6
Total with taxes and fees
Doc's Lake house 1st floor, 2 bedroom apartment
The Sunup Suite at Killington: 2RM/2BA Condo w/ Pool. Bus Route. Discounted Ski Rentals!
3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a fantastic three-night stay at this cozy condo in Killington, perfect for our family of four. The location was ideal, just a short drive to the mountain, making it easy for us to hit the slopes each day. The accommodations were comfortable and well-equipped, providing a wonderful home base for our ski vacation!"
United States
Catherine N.
$338 nightly
The price is $382
Nov 4 - Nov 5
Total with taxes and fees
The Sunup Suite at Killington: 2RM/2BA Condo w/ Pool. Bus Route. 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

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 $179 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.

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. Another good choice for your trip to Castleton is Cozy home with lake front property, views, bbq, dock, kayak, wifi, TV, w/d.

How many vacation rentals will I find in Castleton?

Choose from 20 Expedia vacation rentals in Castleton for a memorable vacation.

What can I see and do in Castleton?

While exploring the area, visit family-friendly sights like Pond Hill Ranch and Pro Rodeo, or get outside and enjoy nature at Lake Bomoseen. Other places in town to visit include Bomoseen State Park and Taconic Mountains Ramble 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.