Photo by Michelle Rapier

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, (1829)
"Love it's peace and beautiful~"
The price is ¥13,901
¥17,107 total
includes taxes & fees
Jun 17 - Jun 18
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (933)
"Amazing place!"
The price is ¥20,616
¥23,028 total
includes taxes & fees
Jun 17 - Jun 18
Jiminy Peak Mountain Resort

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (104)
"We had an excellent stay, and would certainly book this place again!"
The price is ¥18,720
¥20,218 total
includes taxes & fees
Jun 17 - Jun 18
Micosta Leisure Inn

Taborton Harvest Boulder Pines Cabin in the woods

10.0 out of 10, Exceptional, (10)
"Such a sweet spot in the woods! Can’t wait to come back."
The price is ¥15,560
¥23,668 total
includes taxes & fees
Jun 17 - Jun 18
Taborton Harvest Boulder Pines Cabin in the woods

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

9.8 out of 10, Exceptional, (15)
"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

Mountainside Condo Ski In Ski Out

9.2 out of 10, Wonderful, (26)
"Perfect stay."
Mountainside Condo Ski In Ski Out

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

10.0 out of 10, Exceptional, (88)
"This sweet house is a perfect getaway. Beautifully decorated in Adirondack style, cozy and peaceful. I hope to stay here again when I’m in the area."
Located in the beautiful Heldebergs, This is a cute little house you will love.

Hancock Village Inn at Jiminy Peak

10.0 out of 10, Exceptional, (11)
"Very kinda hosts, and wonderful house."
The price is ¥78,950
¥149,115 total
includes taxes & fees
Jun 18 - Jun 19
Hancock Village Inn at Jiminy Peak

cozy retreat with modern amenties

2.0 star property
The price is ¥31,342
¥44,654 total
includes taxes & fees
Jun 17 - Jun 18
cozy retreat with modern amenties

Suite 3 with free wifi

10.0 out of 10, Exceptional, (2)
"Excellent choice. Stayed here while I was in town on business. Conveniently located near a few good restaurants. Property Management was excellent. Chris helped me out more than once, especially when accidentally leaving my keys in the apartment TWICE! Couldn't have been more courteous and helpful. Will absolutely be using Chris and his properties for all future trips to the area."
Suite 3 with free wifi

Huttopia Berkshires

1.0 star property
Huttopia Berkshires

Comfortable Berkshires retreat on mtn resort, SISO

9.6 out of 10, Exceptional, (4)
"Hosts were very responsiveHouse was clean and well maintainedExcellent locationOverall great stay"
The price is ¥23,195
¥69,021 total
includes taxes & fees
Jun 17 - Jun 18
Comfortable Berkshires retreat on mtn resort, SISO

Charming 3-bedroom Cabin for nature lovers

The price is ¥28,814
¥53,892 total
includes taxes & fees
Jun 17 - Jun 18
Charming 3-bedroom Cabin for nature lovers

Charming Cabin in the Woods. POOL!

Charming Cabin in the Woods. POOL!

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

10.0 out of 10, Exceptional, (162)
"W had a birthday party for my fiancé this past weekend at Jody’s Hudson Hideaway and we had the best time! The house and property is amazing and everything is top notch. Highly recommend this place!!!"
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 rest spot with free parking

2 bedroom town house with game room

6.0 out of 10, (14)
"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. "
The price is ¥14,911
¥25,440 total
includes taxes & fees
Jun 17 - Jun 18
2 bedroom town house with game room

28 Acre Private Luxury Chalet-Hot Tub-Heated Pool-Game Rooms-16 ppl-pet friendly

10.0 out of 10, Exceptional, (2)
"Rimon and Sallie's place is fantastic. Very clean with everything we needed for our stay. The kids were able to have their own separate space, and the common areas were great for food prep and sitting down for meals. The kids loved the hot tub and were in 3 separate times (even in the freezing temps!).The house is very private on a beautiful road, and is a short drive to Troy, Albany, etc. We had a great dinner at Hill Creek Tavern 5 minutes from the house. I would absolutely recommend this...
28 Acre Private Luxury Chalet-Hot Tub-Heated Pool-Game Rooms-16 ppl-pet friendly

★ BEAUTIFUL 2 BED 2 BATH w/ SOAKER TUB + W/D★

7.6 out of 10, Good, (12)
"Perfect location for seeing a show at the Palace Theater! Very spacious, clean and modern. Nice little sitting room off the master bedroom was a great place for morning coffee! Took us a few trys to get the lockbox open on arrival but we kept at it and got it, just a user issue but clear instructions from the host :) "
The price is ¥21,611
¥39,989 total
includes taxes & fees
Jun 17 - Jun 18
★ BEAUTIFUL 2 BED 2 BATH w/ SOAKER TUB + W/D★

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...
The price is ¥12,246
¥16,114 total
includes taxes & fees
Jun 17 - Jun 18
3 bedroom 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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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?

Located in the beautiful Heldebergs, This is a cute little house you will love.: You might want to consider this vacation rental near Castleton-on-Hudson, which is on a lake and equipped with air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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.