Castleton Vacation Rentals

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Our top choices for Castleton vacation rentals

Pastoral, dog-friendly home surrounded by lush woodland with free WiFi & firepit

Pastoral, dog-friendly home surrounded by lush woodland with free WiFi & firepit
Castleton
9.0 out of 10, Wonderful, (12 reviews)
"Very nice property, beautiful time of year to visit Vermont. Colors were wonderful."
United States
Teresa V.
The price is CA $183
CA $1,011 total
includes taxes & fees
May 31 - Jun 1
Pastoral, dog-friendly home surrounded by lush woodland with free WiFi & firepit

Glamping hut with WiFi in Ripton, biking, hiking, skiing

Glamping hut with WiFi in Ripton, biking, hiking, skiing
Ripton
10.0 out of 10, Exceptional, (4 reviews)
"All was so nice. The bed the coziness the cleanliness the location. "
United States
Sara B.
The price is CA $122
CA $228 total
includes taxes & fees
May 10 - May 11
Glamping hut with WiFi in Ripton, biking, hiking, skiing

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 CA $135
CA $328 total
includes taxes & fees
May 10 - May 11
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

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, (74 reviews)
"Welcoming host, nice amenities!"
United States
Aba E.
The price is CA $135
CA $228 total
includes taxes & fees
May 10 - May 11
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!

NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!
Killington
10.0 out of 10, Exceptional, (2 reviews)
"Location near gondola was clutch (short 1 min drive). Super clean and layout of cabin was perfect for our group. We had a fair amount of snow and icy weather and our host kept the road and driveway clear."
United States
Jeremy F.
The price is CA $410
CA $926 total
includes taxes & fees
May 10 - May 11
NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!

Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (8 reviews)
"Very nice place to stay in Rutland."
United States
Dave M.
The price is CA $105
CA $255 total
includes taxes & fees
May 10 - May 11
Cozy Rutland Retreat

Comfortable mountain gem with pool, mountain views, & indoor parking space

Comfortable mountain gem with pool, mountain views, & indoor parking space
Killington
8.6 out of 10, Excellent, (37 reviews)
"Property was just as advertised. Shuttle to the mountain is only a short 2-3 ride. The spa area was amazing. "
United States
Quinten M.
The price is CA $86
CA $380 total
includes taxes & fees
May 10 - May 11
Comfortable mountain gem with pool, mountain views, & indoor parking space

Resort condo with mountain views, full kitchen, and free WiFi

Resort condo with mountain views, full kitchen, and free WiFi
Killington
8.8 out of 10, Excellent, (46 reviews)
"Great location. Great amenities. Great communication. "
United States
Jason B.
The price is CA $101
CA $473 total
includes taxes & fees
May 10 - May 11
Resort condo with mountain views, full kitchen, and free WiFi

Gnome Home Mountain Ski Chalet w/Sauna Killington

Gnome Home Mountain Ski Chalet w/Sauna Killington
Stockbridge
10.0 out of 10, Exceptional, (4 reviews)
"Nice property in a beautiful location. Host was very responsive and informative. Thanks for the stay!"
United States
Gerald S.
The price is CA $287
CA $673 total
includes taxes & fees
May 11 - May 12
Gnome Home Mountain Ski Chalet w/Sauna Killington

Killington Condo: Walk to Mountain, Pool & Hot Tub

Killington Condo: Walk to Mountain, Pool & Hot Tub
Killington
9.8 out of 10, Exceptional, (32 reviews)
"Excellent VRBO. Perfect location to the mountain. Condo was modern and clean and very comfortable. Would go back again!! "
United States
Sheri L.
The price is CA $156
CA $467 total
includes taxes & fees
May 10 - May 11
Killington Condo: Walk to Mountain, Pool & Hot Tub

Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym

Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
Killington
10.0 out of 10, Exceptional, (14 reviews)
"Host was very responsive and the home was great! "
United States
Rebecca B.
The price is CA $172
CA $371 total
includes taxes & fees
May 11 - May 12
Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym

Welcoming condo near the slopes with free WiFi and full kitchen

Welcoming condo near the slopes with free WiFi and full kitchen
Killington
7.4 out of 10, Good, (32 reviews)
"Great location."
United States
Dustin S.
The price is CA $109
CA $396 total
includes taxes & fees
May 10 - May 11
Welcoming condo near the slopes with free WiFi and full kitchen

Quaint, friendly cottage with lakefront location & water views

Quaint, friendly cottage with lakefront location & water views
Poultney
9.4 out of 10, Exceptional, (59 reviews)
"The cottage is in a nice spot on the lake. It is accurately depicted in the listing and was great for our trip"
United States
Jim V.
The price is CA $137
CA $576 total
includes taxes & fees
May 10 - May 11
Quaint, friendly cottage with lakefront location & water views

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool

103 Deluxe One bedroom Queen Suite w/ outdoor heated pool
Killington
9.6 out of 10, Exceptional, (18 reviews)
"Would stay again!"
United States
Hannah M.
The price is CA $142
CA $215 total
includes taxes & fees
May 10 - May 11
103 Deluxe One bedroom Queen Suite w/ outdoor heated pool

Killington condo 5 min to killington resort

Killington condo 5 min to killington resort
Killington
9.4 out of 10, Exceptional, (9 reviews)
"Great location!!"
United States
Nicholas C.
The price is CA $122
CA $420 total
includes taxes & fees
May 10 - May 11
Killington condo 5 min to killington resort

CozyDen - AC, Grill, Bike to Mountain, Porch!

CozyDen - AC, Grill, Bike to Mountain, Porch!
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Place was clean and location was great"
United States
Berni H.
The price is CA $172
CA $371 total
includes taxes & fees
May 10 - May 11
CozyDen - AC, Grill, Bike to Mountain, Porch!

BearNecessities- Pool, Hot Tub, Gym

BearNecessities- Pool, Hot Tub, Gym
Killington
10.0 out of 10, Exceptional, (3 reviews)
"The unit was right across from Killington with many great amenities. The place was very cozy and perfect for a quick stay before a day of skiing."
United States
Matthew S.
The price is CA $165
CA $450 total
includes taxes & fees
May 10 - May 11
BearNecessities- Pool, Hot Tub, Gym

Quaint lakefront home with great views & full kitchen

Quaint lakefront home with great views & full kitchen
Poultney
8.2 out of 10, Very good, (25 reviews)
"A nice place"
United States
Robert B.
The price is CA $137
CA $576 total
includes taxes & fees
May 10 - May 11
Quaint lakefront home with great views & full kitchen

Feel the real VT! Lakes, hikes, a foodies delight!

Feel the real VT! Lakes, hikes, a foodies delight!
Proctor
10.0 out of 10, Exceptional, (1 review)
"Clean and comfortable home. Plenty of space for our family! Great quiet neighborhood made it easy to relax on our trip."
United States
Rebecca
The price is CA $238
CA $772 total
includes taxes & fees
May 12 - May 13
Feel the real VT! Lakes, hikes, a foodies delight!

Mountain view condo with fast WiFi plus on-site amenities

Mountain view condo with fast WiFi plus on-site amenities
Killington
8.0 out of 10, Very good, (20 reviews)
"close to ski lift within a short walking distance"
United States
Jun W.
The price is CA $150
CA $469 total
includes taxes & fees
May 10 - May 11
Mountain view condo with fast WiFi plus on-site amenities
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 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.