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Castleton-on-Hudson Holiday Rentals

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Holiday Rentals in Castleton-on-Hudson

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2136)
"We came here because it was off season, great price, and it had an indoor pool. "
United States
Monica
The price is NZ$218
includes taxes & fees
17 Nov - 18 Nov
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
Hancock
8.2 out of 10, Very good, (985)
"We didn't spend much time there, but it was nice, comfortable, clean and quiet. It was close to the things we had planned to do."
United States
Philip
The price is NZ$284
includes taxes & fees
17 Nov - 18 Nov
Jiminy Peak Mountain Resort

Huttopia Berkshires

1.0 star property
Williamstown
10.0 out of 10, Exceptional, (7)
"Perfect place for a relaxing getaway! We loved everything! "
United States
Cammie
The price is NZ$372
includes taxes & fees
14 Dec - 15 Dec
Huttopia Berkshires

Micosta Leisure Inn

3.0 star property
Hudson
9.2 out of 10, Wonderful, (130)
"Clean, pet friendly , just an overall super nice place to stay "
United States
Gail
The price is NZ$256
includes taxes & fees
17 Nov - 18 Nov
Micosta Leisure Inn

The Rizzy Apartment

Washington Square
7.2 out of 10, Good, (10)
"Antonio made our stay a great experience from start to finish. He was friendly, responsive, and made everything so convenient for us. The place was exactly what we needed—clean, comfortable, and in a great location.Check-in and check-out were smooth, and Antonio made sure we had everything we needed for a stress-free stay. You can really tell he cares about his guests and puts thought into making it a welcoming space.Highly recommend booking with Antonio—would definitely stay again!"
United States
Kira C.
The price is NZ$346
includes taxes & fees
17 Nov - 18 Nov
The Rizzy Apartment

Taborton Harvest Boulder Pines Cabin in the woods

Sand Lake
10.0 out of 10, Exceptional, (13)
"We LOVED our stay! Cabins were spotless and the main building was just great! Waking up to a picture window behind us with all the fall colors in their glory was such a highlight. "
United States
Barb W.
The price is NZ$322
includes taxes & fees
17 Nov - 18 Nov
Taborton Harvest Boulder Pines Cabin in the woods

NEW Cozy Apt Bright + Modern W/D

Hudson Park
8.8 out of 10, Excellent, (26)
"Quiet, safe neighborhood walked three block to the supermarket was able to cook the bed was very comfortable great shower pressure and the place was cleanl, I recommend will be back."
United States
Desiree S.
The price is NZ$315
includes taxes & fees
19 Nov - 20 Nov
NEW Cozy Apt Bright + Modern W/D

cozy retreat with modern amenties

2.0 star property
Delmar
The price is NZ$545
includes taxes & fees
17 Nov - 18 Nov
cozy retreat with modern amenties

Charming 3-bedroom Cabin for nature lovers

Stephentown
7.0 out of 10, Good, (2)
"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...
United States
John O.
The price is NZ$563
includes taxes & fees
17 Nov - 18 Nov
Charming 3-bedroom Cabin for nature lovers

Chic Madison Parkview

Albany
9.6 out of 10, Exceptional, (28)
"Good location and well kept"
United States
Steve J.
The price is NZ$308
includes taxes & fees
17 Nov - 18 Nov
Chic Madison Parkview

Hancock Village Inn Near Jiminy Peak

Hancock
10.0 out of 10, Exceptional, (15)
"Kids will love the fun bunk room setup, millennials will appreciate the big screen TV's and broadband Internet access, while parentals and grandparents enjoy the fully equipped kitchen and space to enjoy dinner together around a table for 12. Hot tub right outside the kitchen door, close proximity to Jiminy Peak makes it a breeze to shuttle the family back and forth . Extremely clean property.. Rent the extra suite if you have difficulty with stairs, and enjoy having the entire inn to...
United States
Jim O.
The price is NZ$1,843
includes taxes & fees
18 Nov - 19 Nov
Hancock Village Inn Near Jiminy Peak

Amazing Estate! 1,500-2,500 OFF NOW w/ Early Booking on 2026 week-long vacation!

Old Chatham
9.6 out of 10, Exceptional, (93)
"The house was very clean and well stocked. There were so many fun things to do - swimming pool, ping pong, darts, air hockey, gym, pinball, basketball hoop, foosball, etc. it was a great house for 4 families. The owner was very communicative and responded quickly to questions about the neighborhood, it was also very well located. Highly recommend!"
United States
Daisy H.
Amazing Estate! 1,500-2,500 OFF NOW w/ Early Booking on 2026 week-long vacation!

2 bedroom suite with free parking

Schenectady
2 bedroom suite with free parking

Safe Sweet Serene - Empire Plaza

2.0 star property
Albany
8.0 out of 10, Very good, (2)
"The building and apartment are dated but very adequate for a studio apartment. Comfortable bed. The neighborhood is great. "
United States
Larry B.
The price is NZ$316
includes taxes & fees
17 Nov - 18 Nov
Safe Sweet Serene - Empire Plaza

Lovely 2 bedroom apartment with free parking

Schenectady
Lovely 2 bedroom apartment with free parking

Comfortable Berkshires retreat on mtn resort, SISO

Hancock
9.0 out of 10, Wonderful, (7)
"Family ski trip was made extremely enjoyable by staying at this property. Everything worked out as advertised"
United States
Henry C.
The price is NZ$1,289
includes taxes & fees
17 Nov - 18 Nov
Comfortable Berkshires retreat on mtn resort, SISO

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

Coxsackie
10.0 out of 10, Exceptional, (168)
"We had a group of 18 from ages 3 to 80 for a family reunion and this place was perfect. Wonderful activities and enough indoor gathering spots for large groups and small. We has very hot weather and rainy days and the facilities could deal with both extremes. The owner is wonderful to work with and very responsive. "
United States
Constance F.
Sleeps 27/Pickleball Court/Game Room/Hot Tub/Pool/Batting Cage/Beach

The Lakeshore House

Niverville
10.0 out of 10, Exceptional, (1)
"Excellent stay!"
United States
KEITARO A.
The price is NZ$1,417
includes taxes & fees
17 Nov - 18 Nov
The Lakeshore House

2 bed room Apartment

South End
10.0 out of 10, Exceptional, (5)
"A great locstion to downtown activies. The apartment was clean, small but comfortable, well laid out. The double bed was uncomfortable being hard and lumpy. The queen was comfortable. The apartment remodel was rough but fine for a short stay. Only 2 pillows pre bed but the sheets were soft. Only 2 bath towels for 4 people so a little short . Basic in kitchen was more for 2 people than 4. We did use the internet or TV so no idea how they were. It was a gune over night for a concert."
United States
Kathy
The price is NZ$314
includes taxes & fees
17 Nov - 18 Nov
2 bed room Apartment

Taborton Harvest Timber Trails Unique cabin experience

Sand Lake
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."
United States
Georgia M.
The price is NZ$322
includes taxes & fees
17 Nov - 18 Nov
Taborton Harvest Timber Trails Unique cabin experience
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

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$218 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?

Spacious 4-bedroom house with plenty of amenities in Downtown Albany: This holiday home rental outside of Castleton-on-Hudson is located in the city centre, and has a patio, a garden and a BBQ to put you at ease 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. Make the most of Access to hot tub in this rental home to help you unwind.

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.