Photo by Michelle Rapier

Holiday Rentals in Castleton-on-Hudson

    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

Holiday Rentals in Castleton-on-Hudson

Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

9.8 out of 10, Exceptional, (70)
"We had a wonderful stay, thank you! "
The price is €483
includes taxes & fees
17 Jul - 18 Jul
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

Comfortable Berkshires retreat on mtn resort, SISO

9.6 out of 10, Exceptional, (4)
"Hosts were very responsiveHouse was clean and well maintainedExcellent locationOverall great stay"
The price is €430
includes taxes & fees
20 Jul - 21 Jul
Comfortable Berkshires retreat on mtn resort, SISO

Hancock Village Inn at Jiminy Peak

10.0 out of 10, Exceptional, (12)
"Very kinda hosts, and wonderful house."
The price is €973
includes taxes & fees
28 Jul - 29 Jul
Hancock Village Inn at Jiminy Peak

Near Tanglewood: Historic Summer Retreat

9.4 out of 10, Exceptional, (20)
"Nice home, spacious, clean, close to Jiminy Peak mountain (15mins)"
The price is €465
includes taxes & fees
17 Jul - 18 Jul
Near Tanglewood: Historic Summer Retreat

NEW RENO Historic Creamery in Berkshires w/hot tub

10.0 out of 10, Exceptional, (1)
"We used all amenities (besides hot tub) full kitchen and only brought food which worked well."
The price is €423
includes taxes & fees
17 Jul - 18 Jul
NEW RENO Historic Creamery in Berkshires w/hot tub

Glass Lake Cottage

10.0 out of 10, Exceptional, (1)
"Glass lake cottage was the perfect relaxing retreat while I was visiting for a wedding at the Old Daley Inn! The place was clean, had a well stocked kitchen and everything I needed. We were lucky to catch a fantastic sunset and enjoyed the view from the large deck. Will definitely be back! "
Glass Lake Cottage

The Lakeshore House

The price is €766
includes taxes & fees
23 Jul - 24 Jul
The Lakeshore House

Treat yourself at the stunning June Farms Wellness Huts!

10.0 out of 10, Exceptional, (8)
"Most AMAZING!!!!Going back sooooon!!!"
The price is €325
includes taxes & fees
30 Jul - 31 Jul
Treat yourself at the stunning June Farms Wellness Huts!

June Farms is like no place else on earth! "My New Happy Place" is a comment we hear quite often

9.8 out of 10, Exceptional, (8)
"We loved our stay here - it was beautiful, well appointed, and relaxing!"
June Farms is like no place else on earth! "My New Happy Place" is a comment we hear quite often

Treat yourself at the stunning June Farms Wellness Huts!

10.0 out of 10, Exceptional, (8)
"June Farms is a hidden gem. We stayed there on an overnight trip. The grounds are beautiful and well maintained. We took an ATV tour w Michelle who gave us the grand tour and showed us all the properties and animals. The Pony Barn was open for pizzas, drinks top notch! It was dog park night and drew a fun crowd. Would def visit again!!!"
Treat yourself at the stunning June Farms Wellness Huts!

All the comforts of home

9.0 out of 10, Wonderful, (23)
"Really liked staying at Steven’s place! The hot tub was a great touch. Stayed in Unit 1 - it’s small but perfect for what we needed it for! "
The price is €121
includes taxes & fees
17 Jul - 18 Jul
All the comforts of home

Modern Creekside Stay with Hot Tub 10 mins to Downtown Hudson

9.8 out of 10, Exceptional, (7)
"Great space for our family of four and dog. Lots of room to spread out and relax. Nice local events going on and great location to stores and short drive to hiking spots and many restaurants. Host had great communication with us and answered all of our questions in a really timely manner. Definitely recommend this spot!"
The price is €551
includes taxes & fees
12 Aug - 13 Aug
Modern Creekside Stay with Hot Tub 10 mins to Downtown Hudson

2 Min to RPI Modern Space + Fast WiFi

10.0 out of 10, Exceptional, (1)
"We only stayed for a few days visiting family. The property has been beautifully renovated. We really enjoyed our stay. Christina our host was very accomodating! "
The price is €335
includes taxes & fees
21 Jul - 22 Jul
2 Min to RPI Modern Space + Fast WiFi

Honey Comb Hideout 3Br. House Albany

The price is €382
includes taxes & fees
17 Jul - 18 Jul
Honey Comb Hideout 3Br. House Albany

Massive 5BD/4BA 3-Story Duplex @ Downtown Albany

Massive 5BD/4BA 3-Story Duplex @ Downtown Albany

Cozy Flat - Walk to Albany Med, MVP Arena, Empire State Plaza

9.2 out of 10, Wonderful, (5)
"Host was great, check in was easy. Decent location. "
The price is €134
includes taxes & fees
24 Jul - 25 Jul
Cozy Flat - Walk to Albany Med, MVP Arena, Empire State Plaza

2 bedroom town house with game room

5.8 out of 10, (15)
"Property was easy to get to. Located right off the thruway. House was clean and located close to plenty of shopping options. There was also fast food restaurants located within walking distance. "
The price is €156
includes taxes & fees
25 Jul - 26 Jul
2 bedroom town house with game room

Cheerful 3 bedroom home close to everything!

10.0 out of 10, Exceptional, (6)
"Stayed one night at this property on our grand vacation. Property was very nice! Great location for our family. Home was nice and cozy! You wont be dissapointed if you reserve. Communication with host was easy. Thanks!"
The price is €394
includes taxes & fees
28 Jul - 29 Jul
Cheerful 3 bedroom home close to everything!

Charming 3-bedroom house with pool table

The price is €284
includes taxes & fees
5 Aug - 6 Aug
Charming 3-bedroom house with pool table

“The Allen House” Charming 3-Bed / 2-Bath Sleeps 8. Fantastic location in Albany

The price is €387
includes taxes & fees
20 Jul - 21 Jul
“The Allen House” Charming 3-Bed / 2-Bath Sleeps 8. Fantastic location in Albany
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

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?

Located in the beautiful Heldebergs, This is a cute little house you will love.: This holiday home rental outside of Castleton-on-Hudson is on a lake, and equipped with air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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. Schodack Island State Park and Brookview Station Winery 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.