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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, (1930)
"Great stay with all plenty of things to do…"
$118 nightly
The price is $132
Aug 10 - Aug 11
Total includes taxes and fees
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (957)
"Everything was convenient and the staff was friendly and helpful, even though we were there in the off season"
$159 nightly
The price is $178
Sep 1 - Sep 2
Total includes taxes and fees
Jiminy Peak Mountain Resort

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (111)
"Beautiful grounds with the most gracious of hosts. Lovely accommodations! Will stop there again!"
$144 nightly
The price is $156
Aug 10 - Aug 11
Total includes taxes and fees
Micosta Leisure Inn

Huttopia Berkshires

1.0 star property
$90 nightly
The price is $101
Sep 3 - Sep 4
Total includes taxes and fees
Huttopia Berkshires

cozy retreat with modern amenties

2.0 star property
$287 nightly
The price is $310
Aug 5 - Aug 6
Total includes taxes and fees
cozy retreat with modern amenties

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."
$148 nightly
The price is $164
Aug 5 - Aug 6
Total includes taxes and fees
Taborton Harvest Boulder Pines Cabin in the woods

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."
$160 nightly
The price is $178
Aug 5 - Aug 6
Total includes taxes and fees
Taborton Harvest Timber Trails Unique cabin experience

Heaven Can't Wait, On Beautiful Kinderhook Lake!!

9.8 out of 10, Exceptional, (83)
"Home our mother's 83rd birthday party cookout at the lake house with a few family members and it was a great day. Everyone loved the house. We enjoyed the stay"
Heaven Can't Wait, On Beautiful Kinderhook Lake!!

The Rizzy Apartment

7.2 out of 10, Good, (5)
"Great time "
$202 nightly
The price is $218
Aug 5 - Aug 6
Total includes taxes and fees
The Rizzy Apartment

3 bedroom with free parking

6.0 out of 10, (1)
"1. Floors wet when we arrived because they had just been mopped. There was water oozing from the flooring in the kitchen. When dry the floors were sticky.2. The bathroom sink barely drained. We finally just used the kitchen sink. The shower drained better but stillstanding in water while showering.3. There were two bath towels and two washcloths left on the dining room table upon our arrival. In the kitchen there was a roll of paper towels. No hand towels or kitchen towels provided.4. All...
$105 nightly
The price is $112
Aug 24 - Aug 25
Total includes taxes and fees
3 bedroom with free parking

Hancock Village Inn at Jiminy Peak

10.0 out of 10, Exceptional, (12)
"Very kinda hosts, and wonderful house."
$968 nightly
The price is $1,046
Aug 6 - Aug 7
Total includes taxes and fees
Hancock Village Inn at Jiminy Peak

2 bedroom town house with game room

5.8 out of 10, (16)
"Property was easy to get to. Located right off the thruway. House was clean and located close to plenty of shopping options. There was also fast food restaurants located within walking distance. "
2 bedroom town house with game room

Sleeps 27/Pickleball Court/Game Room/Hot Tub/Pool/Batting Cage/Beach

10.0 out of 10, Exceptional, (165)
"We had a fabulous time staying at the property. The game room and karaoke setup was amazing. Enjoyed cooking pizza and the outdoor kitchen. Will definitely look to book again."
Sleeps 27/Pickleball Court/Game Room/Hot Tub/Pool/Batting Cage/Beach

Rose Cottage

9.6 out of 10, Exceptional, (5)
"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, (88)
"Our group had a great time. The place is a bit dated but has room for plenty of people."
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."
$521 nightly
The price is $528
Aug 8 - Aug 9
Total includes taxes and fees
Comfortable Berkshires retreat on mtn resort, SISO

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

9.4 out of 10, Exceptional, (16)
"The house is so historic and very beautiful/interesting. We had a great time. "
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool

The couples home with free wifi

10.0 out of 10, Exceptional, (1)
"Very calm environment, owner/host very helpufl & easy to communicate with"
$108 nightly
The price is $115
Aug 6 - Aug 7
Total includes taxes and fees
The couples home with free wifi

Gorgeous Hudson River Estate-with Pool and Winter Jacuzzi

10.0 out of 10, Exceptional, (48)
"We had the most wonderful time! The views are unbelievable - sitting in the pool or hot tub or around the fire pit, watching the barges sail by was so special! We can’t wait to come back!"
Gorgeous Hudson River Estate-with Pool and Winter Jacuzzi

Charming 3-bedroom Cabin for nature lovers

8.0 out of 10, Very Good, (1)
"Very nice place to stay for our 3 day hike on the AT. The view from the deck is amazing and the living room is huge with an old stone fireplace which we didn’t use because it was 90 degrees each day. The Mexican restaurant in town (Norte Azul) has an extensive menu and a good variety of beer on tap. Highly recommend visiting Mt Greylock in MA, about 30 mins away. It has an even better restaurant on top (you need reservations) and is right on the Appalachian Trail so you will meet all sorts on...
$305 nightly
The price is $339
Aug 6 - Aug 7
Total includes taxes and fees
Charming 3-bedroom Cabin for nature lovers
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

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?

2 bedroom town house with game room: You might want to consider this vacation rental near Castleton-on-Hudson, which is located in the city center and has a patio, a garden, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.