Castleton-on-Hudson Vacation Rentals

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Our top choices for Castleton-on-Hudson vacation rentals

10.0 out of 10, Exceptional, (23 reviews)
"This property is spacious, clean and well- appointed. I would stay here again!"
United States
Amanda M.
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
10.0 out of 10, Exceptional, (24 reviews)
"Very clean house that was perfect for my family’s one night stay. "
United States
Sam A.
The price is ¥18,856
¥36,404 total
includes taxes & fees
Jan 21 - Jan 22
NEW Stylish Apartment with Hot Tub
10.0 out of 10, Exceptional, (1 review)
"The one-bedroom aparment is spacious, very clean, nice and funtional furniture and a perfectly well equipped kitchen area. Our 2 grandchildren had a fun time. And the apartament is footsteps from the ski lifts - a real treat! I highly recommend it!Ps. And the owner is always at hand, very helpful, and concerned that all is perfect for the guest's stay."
United States
Antonio S.
The price is ¥21,662
¥43,625 total
includes taxes & fees
Jan 21 - Jan 22
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
9.8 out of 10, Exceptional, (30 reviews)
"Great little place in historic downtown. This is an old building, so the stairs are creaky and the walls are thin, but the updates have been thoughtfully done, and it is very comfortable. The elevator was a boon for getting the luggage in and out for our stay."
United States
Ann K.
The price is ¥15,227
¥34,657 total
includes taxes & fees
Jan 21 - Jan 22
Downtown Albany 1 Bed + Workstation @ Maiden Lane
9.0 out of 10, Wonderful, (20 reviews)
"The host is quick to respond and ready to resolve any matter. I visited Albany to spend time with my kids. My stay was easy and comfortable. Everything I needed was available and easily accessible. It was like a home away from home. Good and safe parking lot. I love my experience. "
United States
Kelechi
The price is ¥14,983
¥31,722 total
includes taxes & fees
Jan 21 - Jan 22
✨Historic Full Amenities 2BR Apt @ Downtown Albany
10.0 out of 10, Exceptional, (3 reviews)
"Great room decorations, travel with two kids they have a great time playing video games"
United States
Andres
The price is ¥21,662
¥43,625 total
includes taxes & fees
Jan 21 - Jan 22
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
9.8 out of 10, Exceptional, (31 reviews)
"Great and clean property! Very easy to access and good parking too."
United States
Todd A.
The price is ¥33,378
¥62,197 total
includes taxes & fees
Jan 25 - Jan 26
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
9.4 out of 10, Exceptional, (16 reviews)
"Nice Place"
United States
Tom C.
The price is ¥21,672
¥43,645 total
includes taxes & fees
Jan 21 - Jan 22
Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn
10.0 out of 10, Exceptional, (8 reviews)
"The wellness hut was an amazing getaway. Beautiful interior and design. Loved the little outdoor sauna. Loved the front porch/deck. Would definitely return for another stay."
United States
SteveS
The price is ¥39,294
¥70,832 total
includes taxes & fees
Jan 21 - Jan 22
Treat yourself at the stunning June Farms Wellness Huts!
10.0 out of 10, Exceptional, (3 reviews)
"Happy to have found this lovely place, which is convenient to Tanglewood, pin-drop quiet, and super comfortable. Next time I will avoid VRBO, though, because of its extortionary fees, and book directly with the inn."
United States
jwnyc3
The price is ¥33,680
¥43,211 total
includes taxes & fees
Jan 29 - Jan 30
Suite 4 - Quiet and private accommodations in a country setting.
9.8 out of 10, Exceptional, (19 reviews)
"Convenient to downtown and easy access to everything."
United States
SHEILA C.
The price is ¥16,926
¥38,655 total
includes taxes & fees
Jan 21 - Jan 22
Downtown Albany 2 Bedroom + Workstation @ The Mark
9.8 out of 10, Exceptional, (72 reviews)
"Howie was a great host, very responsive and accommodating. If we find ourselves in the area in the future , will def try to stay here again "
United States
jon e.
The price is ¥51,095
¥98,773 total
includes taxes & fees
Feb 12 - Feb 13
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
9.0 out of 10, Wonderful, (21 reviews)
"Great stay in the Berkshires for a wedding. Amanda was very accommodating and communicative. "
United States
Wendy D.
The price is ¥22,779
¥60,416 total
includes taxes & fees
Jan 25 - Jan 26
Historic Berkshires Home Near Tanglewood, Trails & Wineries
10.0 out of 10, Exceptional, (62 reviews)
"Great stay, thank you"
United States
Olga K.
The price is ¥25,758
¥43,360 total
includes taxes & fees
Jan 21 - Jan 22
Modern & Cozy Cntr Square Townhouse Gem from 1854
10.0 out of 10, Exceptional, (3 reviews)
"Dillon was very helpful and detailed in his communication and the apartment was as advertised. We loved the small deck to enjoy our morning coffee. The kitchen setup was helpful as well."
United States
Matt E.
The price is ¥16,926
¥35,570 total
includes taxes & fees
Jan 21 - Jan 22
Berkshires Apartment at the Stephentown Hotel
10.0 out of 10, Exceptional, (2 reviews)
"Cozy home on the lake."
United States
Terry O.
The price is ¥24,904
¥51,514 total
includes taxes & fees
Jan 21 - Jan 22
Cozy Upstate Lakefront 2BR Retreat with Kayaks & Fireplace
10.0 out of 10, Exceptional, (14 reviews)
"lovely place to stay"
United States
Nancy P.
The price is ¥25,473
¥61,657 total
includes taxes & fees
Feb 8 - Feb 9
UNIQUE - 1BR Country Condo @ Jiminy Peak
10.0 out of 10, Exceptional, (1 review)
"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 ¥19,765
¥28,960 total
includes taxes & fees
Feb 20 - Feb 21
Taborton Harvest Timber Trails Unique cabin experience

Vacation Home in New Lebanon

Near Tanglewood: Historic Summer Retreat
9.2 out of 10, Wonderful, (25 reviews)
"Perfect cosy home to stay at for a Berkshire vacation. Easy to get to everything."
United States
Paul S.
The price is ¥18,935
¥55,757 total
includes taxes & fees
Jan 27 - Jan 28
Near Tanglewood: Historic Summer Retreat
2.0 star property
8.0 out of 10, Very Good, (1 review)
"excellent communication with property manager."
United States
Nancy H.
The price is ¥27,683
¥87,887 total
includes taxes & fees
Jan 21 - Jan 22
8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
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

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Frequently asked questions

Are there vacation rentals in Castleton-on-Hudson?

Yes, there are vacation rentals close to top local attractions in Castleton-on-Hudson, or you can go with a secluded option if you're looking for relaxation. Our travelers 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 vacation rentals that Castleton-on-Hudson has to offer?

Amazing 5-star Estate w/ Pool, Pond, Gym, Trails, Library, Arcade, Barn, Theatre: Visitors like this Castleton-on-Hudson vacation home rental. It is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a library so you can immerse yourself in your vacation.

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 vacation rental in Castleton-on-Hudson like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Castleton-on-Hudson. Vacation rentals feature extras like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for families.