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Holiday Rentals in Castleton-on-Hudson

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Holiday Rentals in Castleton-on-Hudson

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (2032)
"Really nice place at a reasonable price"
The price is €97
includes taxes & fees
2 Nov - 3 Nov
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (980)
"Staff was very nice and helpful. Property was a little bit outdated but very clean and functional. Surroundings are beautiful!!"
The price is €142
includes taxes & fees
19 Oct - 20 Oct
Jiminy Peak Mountain Resort

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 €93
includes taxes & fees
5 Oct - 6 Oct
Huttopia Berkshires

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (124)
"Great stay!"
The price is €124
includes taxes & fees
5 Oct - 6 Oct
Micosta Leisure Inn

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 €160
includes taxes & fees
5 Oct - 6 Oct
Taborton Harvest Boulder Pines Cabin in the woods

cozy retreat with modern amenties

2.0 star property
The price is €264
includes taxes & fees
6 Oct - 7 Oct
cozy retreat with modern amenties

Hancock Village Inn at Jiminy Peak

10.0 out of 10, Exceptional, (14)
"Amazing Inn. Cozy and everything we needed. "
The price is €971
includes taxes & fees
21 Oct - 22 Oct
Hancock Village Inn at Jiminy Peak

The Bluebirds Nest

7.8 out of 10, Good, (6)
"My family stays at a lot of VRBOs and I have never had a host as accommodating and patient as Antonio. He was quick to respond and even came to the VRBO when I locked myself out."
The price is €113
includes taxes & fees
4 Nov - 5 Nov
The Bluebirds Nest

The Rizzy Apartment

7.2 out of 10, Good, (7)
"Great time "
The price is €152
includes taxes & fees
15 Oct - 16 Oct
The Rizzy Apartment

Comfortable Berkshires retreat on mtn resort, SISO

8.8 out of 10, Excellent, (6)
"Kind and responsive host."
The price is €424
includes taxes & fees
15 Oct - 16 Oct
Comfortable Berkshires retreat on mtn resort, SISO

BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, TRAILS! REDUCED RATE FOR SMALL GROUPS

9.6 out of 10, Exceptional, (91)
"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

Rose Cottage

9.2 out of 10, Wonderful, (9)
"It's so peaceful there. It was lovely."
Rose Cottage

2 bedroom suite with free parking

The price is €113
includes taxes & fees
3 Nov - 4 Nov
2 bedroom suite with free parking

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 €160
includes taxes & fees
31 Oct - 1 Nov
Taborton Harvest Timber Trails Unique cabin experience

NEW Cozy Apt Bright + Modern W/D

8.6 out of 10, Excellent, (24)
"Good location and well maintained "
The price is €170
includes taxes & fees
3 Nov - 4 Nov
NEW Cozy Apt Bright + Modern W/D

godlyone bedroom free parking

8.0 out of 10, Very good, (1)
"Lots of different places very close by as far as food and personal care. "
The price is €102
includes taxes & fees
5 Oct - 6 Oct
godlyone bedroom free parking

Mid-century Cozy Retreat W/D

8.0 out of 10, Very good, (6)
"Walking distance to everything!! "
The price is €204
includes taxes & fees
3 Nov - 4 Nov
Mid-century Cozy Retreat W/D

Chic Madison Parkview

9.6 out of 10, Exceptional, (27)
"the apartment was in a great location, easy check-in, very simple check-in"
The price is €153
includes taxes & fees
7 Oct - 8 Oct
Chic Madison Parkview

2 bed room Apartment

10.0 out of 10, Exceptional, (4)
"Clean rooms, comfortable beds. Easy access location. Quiet neighborhood. Would stay again."
The price is €142
includes taxes & fees
3 Nov - 4 Nov
2 bed room Apartment

★MODERN 1BR GREAT Location Downtown! W/D Parking!★

9.2 out of 10, Wonderful, (7)
"It was clean very quiet building "
The price is €179
includes taxes & fees
5 Oct - 6 Oct
★MODERN 1BR GREAT Location Downtown! W/D Parking!★
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

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, apart-hotels, 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 €93 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.