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Compare 250 Vacation Homes in Castleton-on-Hudson with updated reviews, rates, and availability.

Lakefront Luxe: Private Dock, Game Rm, Near Hudson & Ski/Tubing
view of the back decks and steps down to our private dock

Lakefront Luxe: Private Dock, Game Rm, Near Hudson & Ski/Tubing

10.0 out of 10, Exceptional, (127)
"This lovely lake house felt more updated and larger than the pictures suggest for our Fall trip! There was plenty of space for our 8-person, multi-generational family gathering, and the layout was very conducive to both together-time and breaks. We enjoyed the large dining room table for a big family dinner cooked in the high-end kitchen, after which we retired to the great room, which was more spacious than expected, with a perfect lake view. The ground floor bedroom was great for some...
Lakefront Luxe: Private Dock, Game Rm, Near Hudson & Ski/Tubing
Glamorous lake house on a mountain lake in upstate New York (max of 8 guests)
Terrace/patio

Glamorous lake house on a mountain lake in upstate New York (max of 8 guests)

10.0 out of 10, Exceptional, (54)
"6 family members staying for a weekend to attend a wedding in the area. Stay could not have been better. Property is lovely, just as described with all kinds of lovely extras. Kathleen is a phenomenal host--most responsive host I have ever encountered. Communicatio and check in could not have benn easier. Already thinking about staying there again,just for a dun weekend in a beautiful location CommuniCommunication was"
Glamorous lake house on a mountain lake in upstate New York (max of 8 guests)
3 Bedroom Lakefront Home with Hot Tub & Fireplace
Exterior

3 Bedroom Lakefront Home with Hot Tub & Fireplace

10.0 out of 10, Exceptional, (108)
"Wonderful early Christmas celebration with my adult children! It was beautifully decorated for Christmas including a Christmas tree!"
3 Bedroom Lakefront Home with Hot Tub & Fireplace
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool
Welcome to River House!

River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool

9.8 out of 10, Exceptional, (12)
"We had a wonderful time in Catskill! The house was lots of fun and had tons of space for everyone. We reached out with some questions before our stay and never received a response, many of the outlets didn’t work and the house could have used an extra cleaning before we arrived but overall we had a great time. "
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool
2 bedroom town house with game room
Game room

2 bedroom town house with game room

6.4 out of 10, (13)
"Comfortable and presentable. Location is great for going downtown or shopping in general. Restaurants are very close by. Property manager was easy to communicate with."
The price is AED 331
AED 551 total
includes taxes & fees
24 Dec - 25 Dec
2 bedroom town house with game room
Located in the beautiful Heldebergs, This is a cute little house you will love.

Located in the beautiful Heldebergs, This is a cute little house you will love.

10.0 out of 10, Exceptional, (80)
"This was the perfect place for my family to stay"
Located in the beautiful Heldebergs, This is a cute little house you will love.
Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna
Pool

Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna

10.0 out of 10, Exceptional, (20)
"This property was excellent for our family of 13 plus two dogs. We loved having a great t.v. room where kids could play and a second living area for the adults. Well equipped with games and puzzles. Great location for bucolic road walks. Summer would be great."
Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna
Lake house with a game room
Aerial view

Lake house with a game room

10.0 out of 10, Exceptional, (20)
"When we realized there was no talking the kids out of planning their wedding closer to either family’s home in Connecticut we needed to find a place that would feel like home. A place roomy enough where family could gather, have meals together, laugh and play games. This home offered all that. The foliage during our stay was a bonus. "
Lake house with a game room
Le Soleil Suite -- Fire Pit and views 10 min. from downtown Hudson
Open kitchen with south-facing windows

Le Soleil Suite -- Fire Pit and views 10 min. from downtown Hudson

10.0 out of 10, Exceptional, (10)
"Sarah and Jerome were wonderful hosts. The communications were so prompt and helpful. Excellent location - unique, lovely quiet setting. Private parking, pool, bbq grill, fire pit, all the amenities. Would definitely return. "
Le Soleil Suite -- Fire Pit and views 10 min. from downtown Hudson
Cozy log cabin in Lake Community.
Terrace/patio

Cozy log cabin in Lake Community.

10.0 out of 10, Exceptional, (18)
"It was quiet, cozy, spacious and clean!! So very inviting and we did not want to leave!!"
Cozy log cabin in Lake Community.
Modern Home in Historic Hudson 3 Bedrooms 3 ensuite Baths
The entryway opens onto an open plan living room, chef's kitchen with bar seating, and dining area.

Modern Home in Historic Hudson 3 Bedrooms 3 ensuite Baths

9.8 out of 10, Exceptional, (9)
"We loved our stay at this property. The hosts were so gracious and generous with information. The location was perfect - easy access to restaurants and shops. The kitchen was well-designed and well-equipped - so much so that we were able to prepare a Thanksgiving feast! The house is so beautiful - the attention to detail did not go unnoticed. My only complaint would be that the pictures do not do it justice!"
Modern Home in Historic Hudson 3 Bedrooms 3 ensuite Baths
Best of the Berkshires & Hudson Valley

Best of the Berkshires & Hudson Valley

10.0 out of 10, Exceptional, (3)
"My wife and I had a wonderful stay at Mai's house in the Berkshires. Set back on a dirt road overlooking beautiful fields and woods, the house is a great place to relax. A 18th century farmhouse stylishly updated provides a great location to enjoy all the natural and cultural treats the Berkshires has to offer. Mai is a warm friendly host and promptly responds to any problems or issues that arise. We highly recommend Knoll Woods."
Best of the Berkshires & Hudson Valley
Woodland 5-BR Retreat 5-Min to Jiminy Peak

Woodland 5-BR Retreat 5-Min to Jiminy Peak

10.0 out of 10, Exceptional, (5)
"This was a great house for six adults to spend most of a week at. It was certainly the cleanest VRBO I've ever rented -- the dishes, silverware and everything in the kitchen was ready to go at check in. Bathrooms and bedrooms were also ultra clean. Kitchen was well stocked with utensils, plates and pots/pans. The rooms were bright both day and night. The large island kitchen was ideal for hanging out at and chatting with friends and family. There is a large yard off to the side of the...
Woodland 5-BR Retreat 5-Min to Jiminy Peak
Lakefront West Sand Lake Home w/ Beach Access!
West Sand Lake Vacation Rental | 4BR | 2BA | 2,100 Sq Ft | Stairs Required

Lakefront West Sand Lake Home w/ Beach Access!

10.0 out of 10, Exceptional, (1)
"We were taking our college kid back to Rensselaer Polytechnic Institute in Troy and this house was convenient - an easy 20 minute drive to Troy. The house is big with a good kitchen and an outdoor patio and large tree-shaded yard. We also took day trips to Albany and Saratoga which were easy trips from here. There’s a grocery store, wine and bottle shop and pizza and ice cream shops nearby. It’s secluded and quiet. "
Lakefront West Sand Lake Home w/ Beach Access!
Villa Riveranda Hudson Lighthouse 147
Exterior

Villa Riveranda Hudson Lighthouse 147

Villa Riveranda Hudson Lighthouse 147
Pet-Friendly Hudson Home Near Won Dharma Center!
Hudson Vacation Rental | 3BR | 2.5BA | Steps Required | 2,300 Sq Ft

Pet-Friendly Hudson Home Near Won Dharma Center!

8.0 out of 10, Very Good, (4)
"Everything about this house was as described. Kitchen was well equipped and fridge was huge. Bathrooms were spotless. We knew we'd have to get used to walking up and downstairs, and we did. Bed super comfortable. Plenty of towels. Would have loved rockers on the porch. Lots of closet space - we were there for ten days so we needed more than just a weekend's worth of space. We loved the house and the location. Aces."
Pet-Friendly Hudson Home Near Won Dharma Center!
8 Min To Hudson! Newly Renovated Home w/ Yard
Miscellaneous

8 Min To Hudson! Newly Renovated Home w/ Yard

6.8 out of 10, (3)
"The house and garden are beautiful. We had a great time, but our group felt that it is not properly set up for rental. We had to follow up to receive the check-in instruction and wifi password, not all rooms in the house are included in pictures and the house is for sale. The house is close to other homes, but still offers privacy. In addition to Hudson, the surrounding area has great things to visit like hikes, farm stands and a distillery. Again, we had a great time for a very reasonable...
8 Min To Hudson! Newly Renovated Home w/ Yard
A sweetheart home 3-bedroom vacation home, 6 minutes to Rivers Casino & Resort
Interior

A sweetheart home 3-bedroom vacation home, 6 minutes to Rivers Casino & Resort

2.0 star property
9.4 out of 10, Exceptional, (6)
"The house was exactly as described and nicely appointed by the hosts. A very comfortable stay. The only drawback is that we found the neighborhood to be a little dodgy. The street it's on is right off a very busy, industrial street that seemed to have a pretty sizeable homeless population."
A sweetheart home 3-bedroom vacation home, 6 minutes to Rivers Casino & Resort
Vacation home just 11 minutes from MVP Arena
Kitchen

Vacation home just 11 minutes from MVP Arena

2.0 star property
9.6 out of 10, Exceptional, (11)
"Nii's place was very clean and served its purpose for our visit to Delmar. The property was exactly as the pictures showed it."
Vacation home just 11 minutes from MVP Arena
Cozy, Private1-bedroom in charming Schenectady with Private Bathroom
Room

Cozy, Private1-bedroom in charming Schenectady with Private Bathroom

9.0 out of 10, Wonderful, (4)
"The room is as described and shown in the photo and as mentioned in earlier comments the fence has a gap so it’s still a leash required yard, but they have designed a privacy passage between the room and the bathroom so concerns about that have been eliminated. We had trouble with the key box but help arrived quickly when we got there, and they provided everything needed for a lovely stay with my two pups. "
The price is AED 294
AED 419 total
includes taxes & fees
25 Dec - 26 Dec
Cozy, Private1-bedroom in charming Schenectady with Private Bathroom
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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Other property types in Castleton-on-Hudson

Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1750)
"Nice and quiet family get a way"
The price is AED 689
AED 792 total
includes taxes & fees
1 Jan - 2 January 2025
Vacation Village in the Berkshires
Micosta Leisure Inn
Terrace/patio

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (89)
"Fantastic place to stay! So homey, comfortable, and peaceful. Steven was a fabulous host, and his property is wonderful - in a beautiful garden. The room is large and beyond well equipped. No reason to pay more to stay downtown Hudson. We’re on a month-long New England road trip, and this has been our favorite stay! "
The price is AED 477
AED 515 total
includes taxes & fees
9 Jan - 10 January 2025
Micosta Leisure Inn
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (920)
"We had an excellent stay at Jiminy peak during the Fright nights. The mountain coaster was a blast and we loved riding the gondola up to the top of the mountain to see the leaves! We will be back next year. Our only small complaint was that our room was right next to the line for the ticket booth and the teenagers were pretty loud into the late night waiting to be spooked. It might be a good idea next year to plan for long lines of people and cone off the area to snake the line a bit better....
The price is AED 694
AED 762 total
includes taxes & fees
5 Jan - 6 January 2025
Jiminy Peak Mountain Resort
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.