Photo by Michelle Rapier

Castleton-on-Hudson Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Holiday Rentals in Castleton-on-Hudson

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (2028)
"Really nice place at a reasonable price"
The price is NZ$211
includes taxes & fees
27 Oct - 28 Oct
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (979)
"Staff was very nice and helpful. Property was a little bit outdated but very clean and functional. Surroundings are beautiful!!"
The price is NZ$288
includes taxes & fees
19 Oct - 20 Oct
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 NZ$189
includes taxes & fees
1 Oct - 2 Oct
Huttopia Berkshires

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (122)
"Great stay!"
The price is NZ$252
includes taxes & fees
5 Oct - 6 Oct
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 NZ$317
includes taxes & fees
12 Oct - 13 Oct
Taborton Harvest Boulder Pines Cabin in the woods

cozy retreat with modern amenties

2.0 star property
The price is NZ$536
includes taxes & fees
3 Oct - 4 Oct
cozy retreat with modern amenties

Hancock Village Inn at Jiminy Peak

10.0 out of 10, Exceptional, (14)
"Amazing Inn. Cozy and everything we needed. "
The price is NZ$1,923
includes taxes & fees
28 Oct - 29 Oct
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 NZ$223
includes taxes & fees
28 Oct - 29 Oct
The Bluebirds Nest

The Rizzy Apartment

7.2 out of 10, Good, (7)
"Great time "
The price is NZ$307
includes taxes & fees
6 Oct - 7 Oct
The Rizzy Apartment

Comfortable Berkshires retreat on mtn resort, SISO

8.8 out of 10, Excellent, (6)
"Kind and responsive host."
The price is NZ$821
includes taxes & fees
1 Oct - 2 Oct
Comfortable Berkshires retreat on mtn resort, SISO

BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, TRAILS! REDUCED RATE FOR SMALL GROUPS

9.6 out of 10, Exceptional, (91)
"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

Rose Cottage

9.2 out of 10, Wonderful, (9)
"It's so peaceful there. It was lovely."
Rose Cottage

The Lakeshore House

10.0 out of 10, Exceptional, (1)
"Excellent stay!"
The price is NZ$1,388
includes taxes & fees
28 Oct - 29 Oct
The Lakeshore House

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$317
includes taxes & fees
28 Oct - 29 Oct
Taborton Harvest Timber Trails Unique cabin experience

godlyone bedroom free parking

8.0 out of 10, Very good, (1)
"Lots of different places very close by as far as food and personal care. "
The price is NZ$199
includes taxes & fees
5 Oct - 6 Oct
godlyone bedroom free parking

Mid-century Cozy Retreat W/D

8.0 out of 10, Very good, (6)
"Walking distance to everything!! "
The price is NZ$400
includes taxes & fees
29 Oct - 30 Oct
Mid-century Cozy Retreat W/D

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 NZ$303
includes taxes & fees
7 Oct - 8 Oct
Chic Madison Parkview

★MODERN 1BR GREAT Location Downtown! W/D Parking!★

9.2 out of 10, Wonderful, (7)
"It was clean very quiet building "
The price is NZ$351
includes taxes & fees
12 Oct - 13 Oct
★MODERN 1BR GREAT Location Downtown! W/D Parking!★

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

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

8.0 out of 10, Very good, (8)
"Cozy little condo, good for a group of four or five. We stayed there with my two kids 8 &10 and wife. It’s a nice place overall we had a great time. It is a short drive to the slopes, which is fine as long as you have a car but you still need to park at the inn"
The price is NZ$592
includes taxes & fees
2 Oct - 3 Oct
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Castleton-on-Hudson Hotel Reviews

Find out more about Castleton-on-Hudson

Find out more about Castleton-on-Hudson

Everything you need to know about Castleton-on-Hudson holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Castleton-on-Hudson holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Castleton-on-Hudson holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Castleton-on-Hudson holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castleton-on-Hudson. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Castleton-on-Hudson holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Castleton-on-Hudson holiday rentals we have selected for you start as low as NZ$189 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Castleton-on-Hudson rentals

At Expedia, we put the best Castleton-on-Hudson holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Castleton-on-Hudson rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Castleton-on-Hudson holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Castleton-on-Hudson. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

2 bedroom town house with game room: This holiday home rental outside of Castleton-on-Hudson is located in the city centre, 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 holiday with amenities such as 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 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.