Photo by Michelle Rapier

Castleton-on-Hudson Holiday Rentals

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Holiday Rentals in Castleton-on-Hudson

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1834)
"second time stayed here. Love it!"
The price is NZ$213
includes taxes & fees
24 June - 25 June
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (935)
"Amazing place!"
The price is NZ$298
includes taxes & fees
25 June - 26 June
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 NZ$235
includes taxes & fees
5 July - 6 July
Micosta Leisure Inn

Taborton Harvest Boulder Pines Cabin in the woods

10.0 out of 10, Exceptional, (11)
"Such a sweet spot in the woods! Can’t wait to come back."
The price is NZ$275
includes taxes & fees
24 June - 25 June
Taborton Harvest Boulder Pines Cabin in the woods

cozy retreat with modern amenties

2.0 star property
The price is NZ$519
includes taxes & fees
24 June - 25 June
cozy retreat with modern amenties

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 NZ$298
includes taxes & fees
24 June - 25 June
Taborton Harvest Timber Trails Unique cabin experience

Mountainside Condo Ski In Ski Out

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

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

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

Berkshires sanctuary with outdoor living area & firepit. 8minutes to Tanglewood!

10.0 out of 10, Exceptional, (7)
"Delightful property, worked well for our needs"
Berkshires sanctuary with outdoor living area & firepit. 8minutes to Tanglewood!

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

10.0 out of 10, Exceptional, (90)
"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.

Chic Madison Parkview

9.8 out of 10, Exceptional, (18)
"Close to a lot of local businesses and was a cute apartment. Would stay here again. "
The price is NZ$293
includes taxes & fees
24 June - 25 June
Chic Madison Parkview

5 STAR ESTATE: POOL, POND, ARCADE, GYM, TRAILS! DON'T MISS OUT! JULY 13-20 OPEN!

9.6 out of 10, Exceptional, (87)
"We had fun! Game room great! Spacious and comfortable. Never got to enjoy outdoors, so maybe another trip in the future!"
5 STAR ESTATE: POOL, POND, ARCADE, GYM, TRAILS! DON'T MISS OUT! JULY 13-20 OPEN!

Charming 3-bedroom Cabin for nature lovers

The price is NZ$538
includes taxes & fees
14 July - 15 July
Charming 3-bedroom Cabin for nature lovers

Hancock Village Inn at Jiminy Peak

10.0 out of 10, Exceptional, (11)
"Very kinda hosts, and wonderful house."
The price is NZ$1,843
includes taxes & fees
8 July - 9 July
Hancock Village Inn at Jiminy Peak

Suite 3 with free wifi

10.0 out of 10, Exceptional, (3)
"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

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

10.0 out of 10, Exceptional, (67)
"Hot went over and beyond for our stay. Loved it. Thank you "
Glamorous lake house on a mountain lake in upstate New York (max of 8 guests)

★ 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 NZ$465
includes taxes & fees
24 June - 25 June
★ BEAUTIFUL 2 BED 2 BATH w/ SOAKER TUB + W/D★

★MODERN 1BR Apt w/ PRIVATE deck! W/D★

8.8 out of 10, Excellent, (5)
"Great place to stay if you want a lowkey place while visiting Albany. Very spacious and clean as well, not to mention the courtyard in the back is a plus if the weather’s nice!"
The price is NZ$389
includes taxes & fees
24 June - 25 June
★MODERN 1BR Apt w/ PRIVATE deck! W/D★

Huttopia Berkshires

1.0 star property
Huttopia Berkshires
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 holiday rentals in Castleton-on-Hudson?

Yes, there are holiday rentals close to the most popular sights in Castleton-on-Hudson, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 holiday rentals that Castleton-on-Hudson has to offer?

River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool: This holiday home rental outside of Castleton-on-Hudson is located on a river, and has an arcade/games room, a BBQ and air conditioning to put you at ease in your new surroundings. It has 11 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 holiday rental in Castleton-on-Hudson like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Castleton-on-Hudson. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for family trips or small group gatherings.