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Castleton-on-Hudson Vacation Rentals

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Vacation Rentals in Castleton-on-Hudson

Vacation Village in the Berkshires
3.0 star property
8.6 out of 10, Excellent, (2059)
"Nice room clean and friendly staff"
The price is ¥13,868
¥17,149 total
includes taxes & fees
Nov 2 - Nov 3
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (981)
"This is our second time staying here. We love the property, the suites work for us as there is a bedroom which is separate from the living space. There are plenty of things to do on the property and in the surrounding area. Mt. Greylock, antiquing, great breakfast spots! The Country Store on the property has great sandwiches and things needed for your stay."
The price is ¥22,076
¥24,658 total
includes taxes & fees
Oct 19 - Oct 20
Jiminy Peak Mountain Resort
Huttopia Berkshires
1.0 star property
10.0 out of 10, Exceptional, (4)
"Perfect place for a relaxing getaway! We loved everything! "
The price is ¥14,817
¥16,551 total
includes taxes & fees
Oct 14 - Oct 15
Huttopia Berkshires
Micosta Leisure Inn
3.0 star property
9.2 out of 10, Wonderful, (125)
"Great stay!"
The price is ¥19,646
¥22,005 total
includes taxes & fees
Oct 22 - Oct 23
Micosta Leisure Inn
Taborton Harvest Boulder Pines Cabin in the woods
10.0 out of 10, Exceptional, (12)
"Such a sweet spot in the woods! Can’t wait to come back."
The price is ¥18,899
¥27,691 total
includes taxes & fees
Oct 14 - Oct 15
Taborton Harvest Boulder Pines Cabin in the woods
cozy retreat with modern amenties
2.0 star property
The price is ¥32,891
¥46,861 total
includes taxes & fees
Oct 14 - Oct 15
cozy retreat with modern amenties
The Rizzy Apartment
7.2 out of 10, Good, (7)
"Great time "
The price is ¥17,825
¥25,784 total
includes taxes & fees
Oct 21 - Oct 22
The Rizzy Apartment
Hancock Village Inn at Jiminy Peak
10.0 out of 10, Exceptional, (14)
"Amazing Inn. Cozy and everything we needed. "
The price is ¥83,003
¥158,355 total
includes taxes & fees
Nov 7 - Nov 8
Hancock Village Inn at Jiminy Peak
The Bluebirds Nest
7.8 out of 10, Good, (6)
"My family stays at a lot of VRBOs and I have never had a host as accommodating and patient as Antonio. He was quick to respond and even came to the VRBO when I locked myself out."
The price is ¥8,572
¥18,239 total
includes taxes & fees
Oct 27 - Oct 28
The Bluebirds Nest
Rose Cottage
9.2 out of 10, Wonderful, (10)
"It's so peaceful there. It was lovely."
Rose Cottage
BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, TRAILS! REDUCED RATE FOR SMALL GROUPS
9.6 out of 10, Exceptional, (93)
"What a lovely property. Laurie was so kind and helpful checking us in, and the house was so fun. Would absolutely stay here again. "
BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, TRAILS! REDUCED RATE FOR SMALL GROUPS
Comfortable Berkshires retreat on mtn resort, SISO
8.8 out of 10, Excellent, (6)
"Kind and responsive host."
The price is ¥24,342
¥71,758 total
includes taxes & fees
Oct 14 - Oct 15
Comfortable Berkshires retreat on mtn resort, SISO
2 bedroom suite with free parking
The price is ¥15,119
¥19,292 total
includes taxes & fees
Oct 14 - Oct 15
2 bedroom suite with free parking
Taborton Harvest Timber Trails Unique cabin experience
10.0 out of 10, Exceptional, (1)
"The cabin was exactly what my daughter and I were looking for. Everything was clean, organized and family friendly. A bonus was the property connects to Bessie Woods and we were able to go for a hike on the trails without even having to leave the property. If you love quiet and the sounds of nature, this is the perfect place for you. We can’t wait to stay there again soon."
The price is ¥18,899
¥27,691 total
includes taxes & fees
Oct 14 - Oct 15
Taborton Harvest Timber Trails Unique cabin experience
NEW Cozy Apt Bright + Modern W/D
8.6 out of 10, Excellent, (24)
"Good location and well maintained "
The price is ¥13,002
¥29,228 total
includes taxes & fees
Nov 10 - Nov 11
NEW Cozy Apt Bright + Modern W/D
2 bed room Apartment
10.0 out of 10, Exceptional, (4)
"Clean rooms, comfortable beds. Easy access location. Quiet neighborhood. Would stay again."
The price is ¥14,363
¥26,942 total
includes taxes & fees
Oct 19 - Oct 20
2 bed room Apartment
★MODERN 1BR GREAT Location Downtown! W/D Parking!★
9.2 out of 10, Wonderful, (7)
"It was clean very quiet building "
The price is ¥15,512
¥30,794 total
includes taxes & fees
Oct 14 - Oct 15
★MODERN 1BR GREAT Location Downtown! W/D Parking!★
Chic Madison Parkview
9.6 out of 10, Exceptional, (27)
"the apartment was in a great location, easy check-in, very simple check-in"
The price is ¥13,471
¥26,467 total
includes taxes & fees
Oct 14 - Oct 15
Chic Madison Parkview
Sleeps 27/Pickleball Court/Game Room/Hot Tub/Pool/Batting Cage/Beach
10.0 out of 10, Exceptional, (167)
"Great property. Lots of space and activities for a large group. All amenities are well maintained and the owner was very responsive and helpful. Had a fantastic long weekend! "
Sleeps 27/Pickleball Court/Game Room/Hot Tub/Pool/Batting Cage/Beach
the rest spot with free parking
8.0 out of 10, Very Good, (1)
"Christopher responded to a few needs I had promptly.the location was good and the price was Fair for what you get."
The price is ¥13,909
¥18,021 total
includes taxes & fees
Oct 14 - Oct 15
the rest spot with free parking
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-on-Hudson Hotel Reviews

Find out more about Castleton-on-Hudson

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Frequently asked questions

Are there vacation rentals in Castleton-on-Hudson?

Yes, there are vacation rentals close to top local attractions in Castleton-on-Hudson, or you can go with a secluded option if you're looking for relaxation. Our travelers say Castleton-on-Hudson has a good selection of restaurants. Make sure you have time to check out the gardens while you're in the area.

What are some of the best vacation rentals that Castleton-on-Hudson has to offer?

Hancock Village Inn at Jiminy Peak: Visitors like this Castleton-on-Hudson vacation home rental. It is located on a river and has a fireplace, a private yard, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a library and a hot tub.

What’s there to see and do in Castleton-on-Hudson?

Explore the area and family-friendly sights such as Destroyer Escort Historical Museum, or get out into nature at a spot like Hudson River. Brookview Station Winery and Schodack Island State Park are other places to visit while you're in town.

What’s a vacation rental in Castleton-on-Hudson like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Castleton-on-Hudson. Vacation rentals feature extras like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for families.