Photo by Michelle Rapier

Castleton-on-Hudson Vacation 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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 12 - Sep 14
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23
In four months
Dec 19 - Dec 21

Vacation Rentals in Castleton-on-Hudson

Our top choices for Castleton-on-Hudson vacation rentals

Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1973)
"Beautiful location!"
The price is ￥15,916
￥19,391 total
includes taxes & fees
Aug 28 - Aug 29
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort
Exterior

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 ￥23,363
￥26,095 total
includes taxes & fees
Sep 4 - Sep 5
Jiminy Peak Mountain Resort
Micosta Leisure Inn
Balcony

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (117)
"Great stay!"
The price is ￥19,093
￥21,385 total
includes taxes & fees
Sep 1 - Sep 2
Micosta Leisure Inn
Huttopia Berkshires
Restaurant

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 ￥14,400
￥16,085 total
includes taxes & fees
Sep 4 - Sep 5
Huttopia Berkshires
Riverfront Cabin with Heated Pool, Cedar Hot Tub, Sauna and Dock
Fridge, microwave, oven, stovetop

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
Exterior detail

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 ￥19,102
￥27,890 total
includes taxes & fees
Aug 27 - Aug 28
Taborton Harvest Boulder Pines Cabin in the woods
cozy retreat with modern amenties
In-room dining

cozy retreat with modern amenties

2.0 star property
The price is ￥31,967
￥45,545 total
includes taxes & fees
Sep 10 - Sep 11
cozy retreat with modern amenties
Cozy Retreat w/ Hot Tub, on Sleepy Hollow Lake!
TV, fireplace, books

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
Smart TV

The Rizzy Apartment

7.2 out of 10, Good, (7)
"Great time "
The price is ￥23,002
￥31,863 total
includes taxes & fees
Sep 8 - Sep 9
The Rizzy Apartment
Hancock Village Inn at Jiminy Peak
Exterior

Hancock Village Inn at Jiminy Peak

10.0 out of 10, Exceptional, (12)
"Very kinda hosts, and wonderful house."
The price is ￥80,523
￥153,740 total
includes taxes & fees
Aug 27 - Aug 28
Hancock Village Inn at Jiminy Peak
3 bedroom with free parking
Interior

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 ￥12,490
￥16,435 total
includes taxes & fees
Sep 9 - Sep 10
3 bedroom with free parking
Taborton Harvest Timber Trails Unique cabin experience
Fridge, microwave, oven, stovetop

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 ￥19,102
￥27,727 total
includes taxes & fees
Aug 27 - Aug 28
Taborton Harvest Timber Trails Unique cabin experience
Comfortable Berkshires retreat on mtn resort, SISO
A heated pool

Comfortable Berkshires retreat on mtn resort, SISO

8.8 out of 10, Excellent, (6)
"Kind and responsive host."
The price is ￥23,657
￥71,217 total
includes taxes & fees
Aug 27 - Aug 28
Comfortable Berkshires retreat on mtn resort, SISO
Sleeps 27/Pickleball Court/Game Room/Hot Tub/Pool/Batting Cage/Beach
Terrace/patio

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
Smart TV, books

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 ￥14,547
￥27,296 total
includes taxes & fees
Sep 9 - Sep 10
Chic Madison Parkview
Rose Cottage
Outdoor dining

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
Interior

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
Outdoor banquet area

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
Smart TV, Netflix, streaming services

★ 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 ￥18,514
￥36,499 total
includes taxes & fees
Aug 27 - Aug 28
★ 2 BEDROOM / 1 BATH TRENDY Apt ★ Downtown Albany
2 bed room Apartment
Dining tables

2 bed room Apartment

10.0 out of 10, Exceptional, (2)
"Very clean !!"
The price is ￥11,755
￥23,804 total
includes taxes & fees
Aug 31 - Sep 1
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
Sign in
Sign up, it's free

Top Castleton-on-Hudson Hotel Reviews

Find out more about Castleton-on-Hudson

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 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?

Comfortable Berkshires retreat on mtn resort, SISO: Visitors like this Castleton-on-Hudson vacation home rental. It 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub 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.