Photo by Michelle Rapier

Castleton-on-Hudson Holiday Rentals

    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

Our top choices for Castleton-on-Hudson holiday rentals

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1973)
"Beautiful location!"
The price is AU$203
includes taxes & fees
14 Sept - 15 Sept
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (968)
"Everything was convenient and the staff was friendly and helpful, even though we were there in the off season"
The price is AU$274
includes taxes & fees
1 Sept - 2 Sept
Jiminy Peak Mountain Resort

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (117)
"Great stay!"
The price is AU$224
includes taxes & fees
2 Sept - 3 Sept
Micosta Leisure Inn

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 AU$169
includes taxes & fees
2 Sept - 3 Sept
Huttopia Berkshires

Riverfront Cabin with Heated Pool, Cedar Hot Tub, Sauna and Dock

9.8 out of 10, Exceptional, (7)
Riverfront Cabin with Heated Pool, Cedar Hot Tub, Sauna and Dock

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 AU$296
includes taxes & fees
27 Aug - 28 Aug
Taborton Harvest Boulder Pines Cabin in the woods

cozy retreat with modern amenties

2.0 star property
The price is AU$478
includes taxes & fees
27 Aug - 28 Aug
cozy retreat with modern amenties

Cozy Retreat w/ Hot Tub, on Sleepy Hollow Lake!

9.0 out of 10, Wonderful, (28)
"We had a great time staying at this house. It was quiet and relaxing. We would stay again!"
Cozy Retreat w/ Hot Tub, on Sleepy Hollow Lake!

The Rizzy Apartment

7.2 out of 10, Good, (7)
"Great time "
The price is AU$336
includes taxes & fees
8 Sept - 9 Sept
The Rizzy Apartment

Hancock Village Inn at Jiminy Peak

10.0 out of 10, Exceptional, (12)
"Very kinda hosts, and wonderful house."
The price is AU$1,631
includes taxes & fees
27 Aug - 28 Aug
Hancock Village Inn at Jiminy Peak

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 AU$175
includes taxes & fees
31 Aug - 1 Sept
3 bedroom 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 AU$294
includes taxes & fees
27 Aug - 28 Aug
Taborton Harvest Timber Trails Unique cabin experience

Comfortable Berkshires retreat on mtn resort, SISO

8.8 out of 10, Excellent, (6)
"Kind and responsive host."
The price is AU$761
includes taxes & fees
27 Aug - 28 Aug
Comfortable Berkshires retreat on mtn resort, SISO

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

10.0 out of 10, Exceptional, (166)
"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

Chic Madison Parkview

9.6 out of 10, Exceptional, (25)
"the apartment was in a great location, easy check-in, very simple check-in"
The price is AU$291
includes taxes & fees
16 Sept - 17 Sept
Chic Madison Parkview

Rose Cottage

9.6 out of 10, Exceptional, (5)
"It's so peaceful there. It was lovely."
Rose Cottage

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

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

9.6 out of 10, Exceptional, (88)
"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

★ 2 BEDROOM / 1 BATH TRENDY Apt ★ Downtown Albany

8.8 out of 10, Excellent, (28)
"Great place to stay for our quick trip to Albany for a graduation. Nice clean accommodations and the bed was comfortable which is always a plus!"
The price is AU$387
includes taxes & fees
27 Aug - 28 Aug
★ 2 BEDROOM / 1 BATH TRENDY Apt ★ Downtown Albany

2 bed room Apartment

10.0 out of 10, Exceptional, (2)
"Very clean !!"
The price is AU$253
includes taxes & fees
31 Aug - 1 Sept
2 bed room Apartment
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 favourite 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 depend 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 AU$169 per night. Entering your travel dates in the search wizard might find you 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?

Comfortable Berkshires retreat on mtn resort, SISO: This holiday home rental outside of Castleton-on-Hudson offers a fireplace, a balcony and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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.