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Compare 587 Vacation Homes in Castleton with updated reviews, rates, and availability.

Incredible Family Getaway Home With Boat Dock

10.0 out of 10, Exceptional, (134)
"Wonderful home with a great view. Would love to stay here again!"
Incredible Family Getaway Home With Boat Dock

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

9.8 out of 10, Exceptional, (22)
"Beautiful place."
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

Cozy Private Bedroom with Own Entrance - No Shower

10.0 out of 10, Exceptional, (3)
"Very comfortable stay. "
The price is AED 294
AED 448 total
includes taxes & fees
2 May - 3 May
Cozy Private Bedroom with Own Entrance - No Shower

Moose Lodge - Rustic and Cozy

9.8 out of 10, Exceptional, (49)
"Everything was great., the hike nearby is a plus! "
Moose Lodge - Rustic and Cozy

☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace

9.2 out of 10, Wonderful, (36)
"Great location for ski in/out. Ideal for a small family "
☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace

Dog-friendly house with picturesque mountain view & near skiing - close to Okemo

10.0 out of 10, Exceptional, (51)
"Quiet and private location on a spectacular piece of protected land."
Dog-friendly house with picturesque mountain view & near skiing - close to Okemo

The Shredquarters: Mid-Century Modern Chalet | 4 minutes to Snowshed 3BR/2BA

The Shredquarters: Mid-Century Modern Chalet | 4 minutes to Snowshed 3BR/2BA

Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski

9.6 out of 10, Exceptional, (25)
"Absolutely loved it!!! Amazing house. Will definitely stay again!"
Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski

Peaceful house w/ mountain views, land, trails, fireplace, a/c, w/d, wifi, lawn

10.0 out of 10, Exceptional, (1)
"Was an amazing location with tons to do. Clean property and cozy!"
Peaceful house w/ mountain views, land, trails, fireplace, a/c, w/d, wifi, lawn

Dog-friendly cabin with forest setting, woodstove & deck - near Killington

8.4 out of 10, Very Good, (26)
"Basic ski house, in cool spot. 10 mins from bear mtn. Would definitely stay here again. "
Dog-friendly cabin with forest setting, woodstove & deck - near Killington

Spacious Vermont Getaway 7 BR/4.5 BA - Close to Skiing - Biking - Golf - Hiking

9.6 out of 10, Exceptional, (119)
"Great stay"
Spacious Vermont Getaway 7 BR/4.5 BA - Close to Skiing - Biking - Golf - Hiking

Spectacular 4 Bed Killington Home

9.8 out of 10, Exceptional, (118)
"Great location and great atmosphere. Love staying here when visiting Killington "
Spectacular 4 Bed Killington Home

Sunburst home sleeps 18 with an indoor and outdoor hot tub. Perfect for family reunions and getaways.

9.8 out of 10, Exceptional, (53)
"Very much enjoyed our stay at the Sunburst home. Had great amenities, the host was communicative, & the location was perfect. Would stay again!"
Sunburst home sleeps 18 with an indoor and outdoor hot tub. Perfect for family reunions and getaways.

Historic Home w/glass house, mtn views, swim pond, near skiing, weekly discounts

10.0 out of 10, Exceptional, (82)
"This the most lobvely farmhouse, with everything in it of great taste, comfort and stunning views and grounds to explore. Who can ask for more?"
Historic Home w/glass house, mtn views, swim pond, near skiing, weekly discounts

FiddleHead Lane-Near Killington, Fireplace, Grill

10.0 out of 10, Exceptional, (3)
"My family of 8 stayed here for a ski vacation, and we loved it. Everything from the comfy beds, well equipped kitchen, space for ski equipment, and room for all of us to be together was perfect!! The hosts were Amazing! "
FiddleHead Lane-Near Killington, Fireplace, Grill

Crisp and Clean Lakefront Home sleeps 8 in 4 Bedrooms

10.0 out of 10, Exceptional, (14)
"The owners were wonderful and very responsive. We enjoyed our stay - beautiful location and view. The home was extremely inviting and perfect for our needs! "
Crisp and Clean Lakefront Home sleeps 8 in 4 Bedrooms

***Air Conditioned Beautiful Rental*** Right Off Killington Access Road

10.0 out of 10, Exceptional, (37)
"Everything was as advertised, great location close to golf courses."
***Air Conditioned Beautiful Rental*** Right Off Killington Access Road

5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!

9.4 out of 10, Exceptional, (14)
"Really great home in a perfect location. Would definitely recommend"
5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!

Spacious home 3 mins to slopes, trails & restaurants. Great for large groups.

10.0 out of 10, Exceptional, (3)
"This is a great location for people who love to ski because it's so close to Killington ski resort. The layout is also great for a few families to stay together because the kitchen and living room space is on a different level from the bedrooms. I would definitely stay here again."
Spacious home 3 mins to slopes, trails & restaurants. Great for large groups.

RoyalBear-Hot Tub-Lux Chalet 2 Miles to Slope!

10.0 out of 10, Exceptional, (17)
"Dan and Holly really make planning a great weekend easy! The house was very clean, much more spacious than the pictures make it out to be and is walkable to some of Killington’s best bars and restaurants including Pickle Barrel! Would definitely stay again!!"
The price is AED 992
AED 2,723 total
includes taxes & fees
4 May - 5 May
RoyalBear-Hot Tub-Lux Chalet 2 Miles to Slope!
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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Other property types in Castleton

Water front home with large two tiered deck! 2 bathrooms 😂

9.4 out of 10, Exceptional, (99)
"Perfect place to just get away for a few days and relax/unwind. Absolutely beautiful views and friendly neighborhood. Downtown was a convenient drive and Rutland is a short drive away for more choices to eat out. Truly enjoyed our stay!"
Water front home with large two tiered deck! 2 bathrooms 😂

Private lake-front cabin with walk-in access to water, next to state park.

9.8 out of 10, Exceptional, (56)
"Stay was awesome and lake side sunrise is really mesmerizing. "
Private lake-front cabin with walk-in access to water, next to state park.

Trout House Village Resort

3.0 star property
10.0 out of 10, Exceptional, (10)
"Absolutely wonderful place and super friendly staff "
The price is AED 531
AED 681 total
includes taxes & fees
3 May - 4 May
Trout House Village Resort
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.