Photo by Michelle Rapier

Castleton-on-Hudson Holiday Rentals

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

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
13 Nov - 14 Nov
Tomorrow
14 Nov - 15 Nov
This weekend
14 Nov - 16 Nov
Next weekend
21 Nov - 23 Nov

Holiday Rentals in Castleton-on-Hudson

Lobby
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2134)
"We came here because it was off season, great price, and it had an indoor pool. "
United States
Monica
The price is HK$740
HK$912 total
includes taxes & fees
15 Nov - 16 Nov
Vacation Village in the Berkshires
Exterior
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

3.0 star property
Hancock
8.2 out of 10, Very good, (984)
"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 HK$1,123
HK$1,255 total
includes taxes & fees
15 Nov - 16 Nov
Jiminy Peak Mountain Resort
Exterior
Huttopia Berkshires

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 HK$1,469
HK$1,641 total
includes taxes & fees
14 Dec - 15 Dec
Huttopia Berkshires
Balcony
Micosta Leisure Inn

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 HK$917
HK$1,027 total
includes taxes & fees
21 Nov - 22 Nov
Micosta Leisure Inn
In-room dining
cozy retreat with modern amenties

cozy retreat with modern amenties

2.0 star property
Delmar
The price is HK$1,691
HK$2,409 total
includes taxes & fees
15 Nov - 16 Nov
cozy retreat with modern amenties
Exterior detail
Taborton Harvest Boulder Pines Cabin in the woods

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 HK$971
HK$1,432 total
includes taxes & fees
15 Nov - 16 Nov
Taborton Harvest Boulder Pines Cabin in the woods
1 bedroom, iron/ironing board, WiFi, bed sheets
NEW Cozy Apt Bright + Modern W/D

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 HK$587
HK$1,390 total
includes taxes & fees
19 Nov - 20 Nov
NEW Cozy Apt Bright + Modern W/D
Interior
Charming 3-bedroom Cabin for nature lovers

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 HK$1,204
HK$2,501 total
includes taxes & fees
16 Nov - 17 Nov
Charming 3-bedroom Cabin for nature lovers
Exterior
Hancock Village Inn Near Jiminy Peak

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 HK$4,655
HK$8,634 total
includes taxes & fees
18 Nov - 19 Nov
Hancock Village Inn Near Jiminy Peak
Outdoor banquet area
Amazing Estate! 1,500-2,500 OFF NOW w/ Early Booking on 2026 week-long vacation!

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!
Interior
2 bedroom suite with free parking

2 bedroom suite with free parking

Schenectady
The price is HK$816
HK$1,033 total
includes taxes & fees
16 Nov - 17 Nov
2 bedroom suite with free parking
Smart TV, books
Chic Madison Parkview

Chic Madison Parkview

Albany
9.6 out of 10, Exceptional, (28)
"Good location and well kept"
United States
Steve J.
The price is HK$692
HK$1,360 total
includes taxes & fees
16 Nov - 17 Nov
Chic Madison Parkview
Property grounds
The Lakeshore House

The Lakeshore House

Niverville
10.0 out of 10, Exceptional, (1)
"Excellent stay!"
United States
KEITARO A.
The price is HK$3,769
HK$6,231 total
includes taxes & fees
15 Dec - 16 Dec
The Lakeshore House
Dining tables
2 bed room Apartment

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 HK$738
HK$1,385 total
includes taxes & fees
16 Nov - 17 Nov
2 bed room Apartment
A heated pool
Comfortable Berkshires retreat on mtn resort, SISO

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 HK$2,502
HK$5,692 total
includes taxes & fees
15 Nov - 16 Nov
Comfortable Berkshires retreat on mtn resort, SISO
Fridge, microwave, oven, stovetop
Taborton Harvest Timber Trails Unique cabin experience

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 HK$971
HK$1,423 total
includes taxes & fees
15 Nov - 16 Nov
Taborton Harvest Timber Trails Unique cabin experience
Fridge, microwave, oven, stovetop
the rest spot with free parking

the rest spot with free parking

Schenectady
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."
United States
brian p.
The price is HK$844
HK$1,061 total
includes taxes & fees
15 Nov - 16 Nov
the rest spot with free parking
Terrace/patio
Sleeps 27/Pickleball Court/Game Room/Hot Tub/Pool/Batting Cage/Beach

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
Property grounds
Heaven Can't Wait, On Beautiful Kinderhook Lake!!

Heaven Can't Wait, On Beautiful Kinderhook Lake!!

Valatie
9.8 out of 10, Exceptional, (89)
"Home our mother's 83rd birthday party cookout at the lake house with a few family members and it was a great day. Everyone loved the house. We enjoyed the stay"
United States
Jeanne J.
Heaven Can't Wait, On Beautiful Kinderhook Lake!!
Smart TV
WOW ★ Bright Apt ★ PRIME downtown Walk Everywhere

WOW ★ Bright Apt ★ PRIME downtown Walk Everywhere

Downtown Albany
9.0 out of 10, Wonderful, (26)
"Great place to stay"
United States
marc
The price is HK$832
HK$1,679 total
includes taxes & fees
15 Nov - 16 Nov
WOW ★ Bright Apt ★ PRIME downtown Walk Everywhere
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Castleton-on-Hudson Hotel Reviews

Hampton Inn Albany-Western Ave/University Area

Hampton Inn Albany-Western Ave/University Area

10/10 Excellent
"Clean room,friendly staff "
Eileen 1-night trip
Posted 1 day ago
Hampton Inn Albany-Western Ave/University Area

Find out more about Castleton-on-Hudson

Search for holiday rentals in Castleton-on-Hudson on Expedia! You can easily find your home rentals, villas, holiday apartments in Castleton-on-Hudson using one of the methods below:

  • View our selection of featured holiday rentals in Castleton-on-Hudson
  • Use the map to find apartments and other holiday homes in the Castleton-on-Hudson neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Castleton-on-Hudson while they last

Look no further and take a look at our great range of rental properties in Castleton-on-Hudson!

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.