Search Vacation Homes in Castleton-on-Hudson

  • 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

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Castleton-on-Hudson vacation homes

TV, fireplace

2 floor townhouse w patio & yard, luxury amenities

2 floor townhouse w patio & yard, luxury amenities
Arbor Hill
10.0 out of 10, Exceptional, (1 review)
"The owners gave us fresh baked bread - twice. Also helped us get parking in a location with very few spots. Real nice owners for this property and would come back any time! "
United States
Victor
The price is AED 354
AED 683 total
includes taxes & fees
30 Jan - 31 Jan
2 floor townhouse w patio & yard, luxury amenities
Property grounds

All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (29 reviews)
"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! "
United States
Marisa P.
The price is AED 390
AED 519 total
includes taxes & fees
31 Jan - 1 Feb
All the comforts of home
Exterior

Near Tanglewood: Historic Summer Retreat

Near Tanglewood: Historic Summer Retreat
New Lebanon
9.4 out of 10, Exceptional, (26 reviews)
"Perfect cosy home to stay at for a Berkshire vacation. Easy to get to everything."
United States
Paul S.
The price is AED 397
AED 1,238 total
includes taxes & fees
1 Feb - 2 Feb
Near Tanglewood: Historic Summer Retreat
Fridge, microwave, stovetop, dishwasher

8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
Stephentown
8.0 out of 10, Very Good, (1 review)
"excellent communication with property manager."
United States
Nancy H.
The price is AED 643
AED 2,041 total
includes taxes & fees
30 Jan - 31 Jan
8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
Interior

Historic Berkshires Home Near Tanglewood, Trails & Wineries

Historic Berkshires Home Near Tanglewood, Trails & Wineries
Lebanon Springs
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 AED 545
AED 1,393 total
includes taxes & fees
2 Feb - 3 Feb
Historic Berkshires Home Near Tanglewood, Trails & Wineries
TV, fireplace

Artists’ Hideaway in Old Chatham

Artists’ Hideaway in Old Chatham
Old Chatham
The price is AED 593
AED 1,877 total
includes taxes & fees
30 Jan - 31 Jan
Artists’ Hideaway in Old Chatham
Exterior detail

Modern & Cozy Cntr Square Townhouse Gem from 1854

Modern & Cozy Cntr Square Townhouse Gem from 1854
Albany
10.0 out of 10, Exceptional, (62 reviews)
"Great stay, thank you"
United States
Olga K.
The price is AED 519
AED 902 total
includes taxes & fees
2 Feb - 3 Feb
Modern & Cozy Cntr Square Townhouse Gem from 1854
Interior

Suite 3 - Quiet and private accommodations in a country setting.

Suite 3 - Quiet and private accommodations in a country setting.
Spencertown
10.0 out of 10, Exceptional, (1 review)
"Fantastic place to stay!"
United States
James
The price is AED 1,058
AED 1,349 total
includes taxes & fees
30 Jan - 31 Jan
Suite 3 - Quiet and private accommodations in a country setting.
Terrace/patio

Treat yourself at the stunning June Farms Wellness Huts!

Treat yourself at the stunning June Farms Wellness Huts!
West Sand Lake
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 AED 912
AED 1,645 total
includes taxes & fees
3 Feb - 4 Feb
Treat yourself at the stunning June Farms Wellness Huts!
Smart TV, fireplace

Fox Hollow at Carter Bridge Estate

Fox Hollow at Carter Bridge Estate
East Durham
10.0 out of 10, Exceptional, (2 reviews)
"The unit was extremely clean,nice, everything we needed for a great time it was well stocked with all you needed close to town. Getting in touch with checking in was as easy as it could be. I would definitely visi again. Than you"
United States
Matthew E.
The price is AED 793
AED 2,805 total
includes taxes & fees
3 Feb - 4 Feb
Fox Hollow at Carter Bridge Estate
3 bedrooms, iron/ironing board, WiFi, bed sheets

Tranquil Victorian on Charming Street

Tranquil Victorian on Charming Street
Hudson
8.0 out of 10, Very Good, (2 reviews)
"What a darling house! We stayed with my mother and my adult kids for Thanksgiving and it was the perfect spot! The host was most attentive to all of our questions and request ex! It’s the perfect location for visiting the Hudson Valley and the house was so comfortable and accommodating for all of us! We loved everything about it!"
United States
Mary R.
The price is AED 915
AED 2,110 total
includes taxes & fees
30 Jan - 31 Jan
Tranquil Victorian on Charming Street
Fridge, microwave, oven, stovetop

Hudson Hot Tub & Pet Escape

Hudson Hot Tub & Pet Escape
Stottville
The price is AED 609
AED 1,132 total
includes taxes & fees
1 Feb - 2 Feb
Hudson Hot Tub & Pet Escape
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Clean Family Retreat for8, 3BR with Fast Wi-Fi,nice Backyard & Plenty of Parking

Clean Family Retreat for8, 3BR with Fast Wi-Fi,nice Backyard & Plenty of Parking
Albany
8.0 out of 10, Very Good, (1 review)
"Overall nice stay "
United States
Anonymous traveler
The price is AED 768
AED 1,174 total
includes taxes & fees
2 Feb - 3 Feb
Clean Family Retreat for8, 3BR with Fast Wi-Fi,nice Backyard & Plenty of Parking
Fridge, microwave, oven, stovetop

Modern and Cozy Pine Hills Home from Early 1900s

Modern and Cozy Pine Hills Home from Early 1900s
Pine Hills
10.0 out of 10, Exceptional, (56 reviews)
"We loved this place. It was very clean, hosts were very helpful and communicated quickly when we had questions. We both commented to each other that we would stay there again if we ever go to Albany again. "
United States
Lori N.
The price is AED 658
AED 1,071 total
includes taxes & fees
2 Feb - 3 Feb
Modern and Cozy Pine Hills Home from Early 1900s
Property grounds

Renovated house. Built in 1890s. No neighbors in sight.

Renovated house. Built in 1890s. No neighbors in sight.
Chatham
The price is AED 643
AED 1,123 total
includes taxes & fees
1 Feb - 2 Feb
Renovated house. Built in 1890s. No neighbors in sight.
Living area

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

Massive 5BD/4BA 3-Story Duplex @ Downtown Albany
Pastures
10.0 out of 10, Exceptional, (2 reviews)
"Large family stayed for the weekend to attend a local sporting event and the accommodations were perfect for the group. The house was clean and well stocked, the bedrooms were spacious, and the 2nd floor living room has a large sectional so we could all sit together - which was just what we were looking for! Earl was extremely responsive and answered all of our questions prior to and during our stay. We will definitely book again next fall! "
United States
Cheryl M.
The price is AED 1,078
AED 1,783 total
includes taxes & fees
1 Feb - 2 Feb
Massive 5BD/4BA 3-Story Duplex @ Downtown Albany
Interior

Blue Heron House - 3BR Creekside Retreat with Hot Tub, Firepit & 10min to Hudson

Blue Heron House - 3BR Creekside Retreat with Hot Tub, Firepit & 10min to Hudson
Hudson
10.0 out of 10, Exceptional, (3 reviews)
"Our host was fantastic! She allowed us to check in early and check out late. The house was cozy and perfect for my girls weekend! "
United States
Kim W.
The price is AED 1,076
AED 2,246 total
includes taxes & fees
1 Feb - 2 Feb
Blue Heron House - 3BR Creekside Retreat with Hot Tub, Firepit & 10min to Hudson
Interior

Luxury Barn Retreat — All-Season Escape Awaits!

Luxury Barn Retreat — All-Season Escape Awaits!
East Chatham
10.0 out of 10, Exceptional, (2 reviews)
"Accommodations were even better than we expected. The rooms were very clean, and there are unique (and sometimes whimsical, other times thought-provoking) decorations/pictures throughout the barn. The kitchen was basically a chef’s kitchen- all appliances were top notch. The backyard was spacious, and even contained a (non-working) pay phone booth! My wife loved the swinging two-seat chair on the porch! "
United States
Timothy S.
The price is AED 1,230
AED 2,304 total
includes taxes & fees
2 Feb - 3 Feb
Luxury Barn Retreat — All-Season Escape Awaits!
Property grounds

The Lakeshore House

The Lakeshore House
Niverville
10.0 out of 10, Exceptional, (1 review)
"Excellent stay!"
United States
KEITARO A.
The price is AED 1,781
AED 2,945 total
includes taxes & fees
30 Jan - 31 Jan
The Lakeshore House
Outdoor spa tub

Pond House at Carter Bridge Estate

Pond House at Carter Bridge Estate
Freehold
10.0 out of 10, Exceptional, (2 reviews)
"Property was great good times "
United States
Chris F.
The price is AED 1,289
AED 4,907 total
includes taxes & fees
3 Feb - 4 Feb
Pond House at Carter Bridge Estate
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 & Suites Albany Airport

Hampton Inn & Suites Albany Airport

10/10 Excellent
"Excellent, staff was amazing and attentive. "
Aldinay 1-night trip
Posted 4 days ago
Hampton Inn & Suites Albany Airport

Explore a world of travel with Expedia