Photo by Michelle Rapier

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Compare 261 Vacation Homes in Castleton-on-Hudson with updated reviews, rates, and availability.

Lakefront Luxe: Private Dock, Game Rm, Near Hudson & Ski/Tubing

10.0 out of 10, Exceptional, (128)
"Stayed at the house over Christmas with family. The house is well-appointed with excellent heat. Hosts were excellent at communicating with us when we had questions."
Lakefront Luxe: Private Dock, Game Rm, Near Hudson & Ski/Tubing

Glamorous lake house on a mountain lake in upstate New York (max of 8 guests)

10.0 out of 10, Exceptional, (59)
"This house was beautifully appointed! Spotless and comfortable, the hostess is lovely and should write a handbook on “How to be a VRBO Hostess”"
Glamorous lake house on a mountain lake in upstate New York (max of 8 guests)

Vacation home just 11 minutes from MVP Arena

2.0 star property
9.6 out of 10, Exceptional, (13)
"Great space and location, reasonable rates.(Only wish there were a few coffee pods, I forgot them)"
Vacation home just 11 minutes from MVP Arena

Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna

10.0 out of 10, Exceptional, (24)
"Beautiful, remote property perfect for large groups! We'll definitely try get back there in the summer!"
Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna

River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool

9.8 out of 10, Exceptional, (14)
"Master bath needs a taller toilet for older people Master shower needs an upgrade.."
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool

Comfortable Berkshires retreat on mtn resort, SISO

The price is SAR 1,208
SAR 2,524 total
includes taxes & fees
24 Feb - 25 Feb
Comfortable Berkshires retreat on mtn resort, SISO

4 Bdrm Modern Victorian with Tree House and playground

9.8 out of 10, Exceptional, (106)
"Great house"
4 Bdrm Modern Victorian with Tree House and playground

Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

10.0 out of 10, Exceptional, (66)
"Location was very Close to trail"
The price is SAR 1,178
SAR 2,276 total
includes taxes & fees
24 Feb - 25 Feb
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

Hancock Village Inn at Jiminy Peak

9.8 out of 10, Exceptional, (9)
"Annual mother/son ski and food fest!Lots of fun with family and friends. Plenty of space for everyone.. Kitchen wascwell"
The price is SAR 2,243
SAR 3,980 total
includes taxes & fees
25 Feb - 26 Feb
Hancock Village Inn at Jiminy Peak

Cozy Retreat w/ Hot Tub, on Sleepy Hollow Lake!

9.0 out of 10, Wonderful, (21)
" The house has a beautiful location and the view of the lake is beautiful. There are several things to do in the surrounding areas such as hiking, horseback riding, shopping and nice restaurants. The house was overall nice. It has a combination of very nice updates and a few needed updates. The couches are extremely uncomfortable. Our host was responsive for the most part."
Cozy Retreat w/ Hot Tub, on Sleepy Hollow Lake!

Near Tanglewood: Historic Summer Retreat

9.6 out of 10, Exceptional, (19)
"Nice home, spacious, clean, close to Jiminy Peak mountain (15mins)"
The price is SAR 450
SAR 1,217 total
includes taxes & fees
27 Feb - 28 Feb
Near Tanglewood: Historic Summer Retreat

2 bedroom town house with game room

6.4 out of 10, (13)
"Comfortable and presentable. Location is great for going downtown or shopping in general. Restaurants are very close by. Property manager was easy to communicate with."
The price is SAR 431
SAR 664 total
includes taxes & fees
22 Mar - 23 Mar
2 bedroom town house with game room

PRISTINE CAPE COD ON THE CREEK! 4 Large Bedrooms - 8 Guests!

9.2 out of 10, Wonderful, (95)
"Great place to stay. Would stay here again. Had everything we needed."
PRISTINE CAPE COD ON THE CREEK! 4 Large Bedrooms - 8 Guests!

Located in the beautiful Heldebergs, This is a cute little house you will love.

10.0 out of 10, Exceptional, (82)
"Erika’s cabin is exceedingly cozy and perfect for a weekend getaway from the city. Communication was a breeze. The cabin was super comfy to hang out in and located very close to a beautiful state park. Would definitely recommend staying here!"
Located in the beautiful Heldebergs, This is a cute little house you will love.

Lake house with a game room

10.0 out of 10, Exceptional, (21)
"We had a wonderful stay! The spotless home is incredibly well equipped. The game room added hours of fun with pool and shuffle board tournaments. The hosts are very responsive. "
Lake house with a game room

Spacious 7 bedroom house, Near jiminy Peak in Hancock ma , In the Berkshires

2.0 star property
10.0 out of 10, Exceptional, (1)
"Our stay at the Spencer House was absolutely perfect! The house was spotless, with every detail thoughtfully attended to. There was an abundance of towels and toiletries, making our stay feel effortlessly luxurious. Each bedroom was incredibly spacious and had its own en suite bathroom, providing comfort and privacy for everyone in our group.The host was amazing—so accommodating and responsive. She went out of her way to make sure we had everything we needed, from a great selection of board...
Spacious 7 bedroom house, Near jiminy Peak in Hancock ma , In the Berkshires

Cozy, Private1-bedroom in charming Schenectady with Private Bathroom

7.6 out of 10, Good, (5)
"The room is as described and shown in the photo and as mentioned in earlier comments the fence has a gap so it’s still a leash required yard, but they have designed a privacy passage between the room and the bathroom so concerns about that have been eliminated. We had trouble with the key box but help arrived quickly when we got there, and they provided everything needed for a lovely stay with my two pups. "
The price is SAR 300
SAR 428 total
includes taxes & fees
1 Mar - 2 Mar
Cozy, Private1-bedroom in charming Schenectady with Private Bathroom

3 Bedroom Lakefront Home with Hot Tub & Fireplace

10.0 out of 10, Exceptional, (110)
"Completely comfortable. A"
3 Bedroom Lakefront Home with Hot Tub & Fireplace

Cozy log cabin in Lake Community.

10.0 out of 10, Exceptional, (19)
"My wife, son, and I couldn’t have been more comfortable in this beautiful cabin and community. We loved hanging out on the back porch and playing games in the basement. Nice location - short drives to ski in Windham and dine in Hudson. Thanks again for a memorable stay, and we hope to be back soon. "
Cozy log cabin in Lake Community.

3BR w/ Hot Tub - 22 min to Windham & Hunter Skiing

10.0 out of 10, Exceptional, (3)
"We had the absolute pleasure of staying at this property for 3 nights, and it exceeded our expectations!The home is beautifully decorated, very clean, and perfectly equipped with everything you need for a comfortable and relaxing stay. The hot tub was a wonderful bonus- cleaner than others we’ve stayed at - and stayed hot during use! We enjoyed every moment of it.Each room has an on suite bathroom which is a huge plus. Jarrett is an outstanding host - communicative, responsive, and genuinely...
The price is SAR 725
SAR 1,678 total
includes taxes & fees
5 Mar - 6 Mar
3BR w/ Hot Tub - 22 min to Windham & Hunter Skiing
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-on-Hudson

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1766)
"Great place for a family vacation. Property very clean, quiet, and well organized "
The price is SAR 409
SAR 486 total
includes taxes & fees
3 Mar - 4 Mar
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (925)
"Staff was exceptionally helpful and friendly."
The price is SAR 709
SAR 778 total
includes taxes & fees
24 Feb - 25 Feb
Jiminy Peak Mountain Resort

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (94)
"Lovely caring owner. Beautiful room Hope to stay there again!"
The price is SAR 487
SAR 526 total
includes taxes & fees
9 Mar - 10 Mar
Micosta Leisure Inn
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.