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Compare 375 Vacation Homes in Kinderhook with updated reviews, rates, and availability.

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

Connect with mother nature and nurture your mind, body and soul!!

10.0 out of 10, Exceptional, (1)
The price is SAR 2,441
SAR 3,935 total
includes taxes & fees
5 Jan - 6 January 2025
Connect with mother nature and nurture your mind, body and soul!!

Beautiful Berkshire Farm House on 160+ Acres

10.0 out of 10, Exceptional, (35)
"Our family recently stayed at this incredible vacation rental to celebrate a grandparent’s birthday, and it was truly the perfect setting for a special gathering. With 6 adults and 6 children under the age of 7, finding a place that could comfortably accommodate all of us was no small task—but this property exceeded every expectation. The location was ideal, with easy accessibility for family members traveling from different parts of the country and a manageable drive from Hartford airport....
Beautiful Berkshire Farm House on 160+ Acres

Private Estate, Heated Yearround Outdoor Pool

10.0 out of 10, Exceptional, (14)
"Beautiful property, well-appointed, and comfortable for extended family of 12."
Private Estate, Heated Yearround Outdoor Pool

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

Hudson Valley and The Berkshires getaway

10.0 out of 10, Exceptional, (4)
"This property is close to many Berkshires and Hudson Valley attractions. In addition to its great location, it is clean, has new appliances, and is on such a peaceful street! There is a lot of space, but it's still incredibly cozy. The beds were extra comfy, as well! I will stay here again if the opportunity presents itself. Thanks for a great stay and the easy check-in/check-out process! "
Hudson Valley and The Berkshires getaway

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

COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

9.6 out of 10, Exceptional, (18)
"Very nice, as expected! "
The price is SAR 597
SAR 1,237 total
includes taxes & fees
3 Jan - 4 January 2025
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

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 SAR 338
SAR 563 total
includes taxes & fees
29 Dec - 30 Dec
2 bedroom town house with game room

Catskills Getaway: 3BR, Pool, Hot Tub, Firepit, Ping-Pong, minutes from Hudson

10.0 out of 10, Exceptional, (6)
"Property and location were both great! Spacious house that is well maintained. Clean pool and hot tub! Great getaway for family and fun! "
Catskills Getaway: 3BR, Pool, Hot Tub, Firepit, Ping-Pong, minutes from Hudson

Large Barn styled vacation home that fits groups with space to spare.

9.8 out of 10, Exceptional, (57)
"Everything was ideal for our Thanksgiving get together. Setting and views were perfect, made even more so with a timely blanket of fresh snow. An amazing amount of cooking provisions allowed us to cook as if we were in our own kitchen. Lots of options for keeping a large group entertained, and sleeping accomodations that pleased everyone. Host was very helpful with check-in communications and gracious with check in and out times without other bookings adjacent to ours. All in all a very special...
Large Barn styled vacation home that fits groups with space to spare.

Escape to an Exclusive Mountain Retreat: Experience the Splendor of all seasons.

10.0 out of 10, Exceptional, (114)
"We had a lovely holiday in this truly beautiful dream home. Everything promised in the VRBO advertisement was a reality - from the fireplace, the 4 bedrooms, the ping pong table, the kitchen and the glorious view. We even had a dusting of snow making the trees glisten. Absolutely lovely. Our host was most attentive as well—checking in with us to be sure we understood the heating units and the fireplace. We really had an ideal stay! "
Escape to an Exclusive Mountain Retreat: Experience the Splendor of all seasons.

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

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

Waterfront Escape +dock +kayaks +firepit +fireplace +games

9.8 out of 10, Exceptional, (10)
"This was one of the most-special and memorable experiences my wife and I have ever had with a VRBO property and Owner. I had recently received a devastating medical diagnosis causing us to think about forfeiting our stay for 3 nights. After not checking in the 1st night, we decided to call Frank and let him know why we had not checked in but that we changed our minds and wanted to come for the last 2 nights as we needed the solitude and peace that his property on the lake might provide us. He...
Waterfront Escape +dock +kayaks +firepit +fireplace +games

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

5 Minutes from Catamount Ski Area

9.0 out of 10, Wonderful, (19)
"Older house with lots of character. We were there during a hot and humid spell and the upstairs was on the stuffy side but we were able to open most of the windows and get decent ventilation. There is a mini-split with AC in the kitchen but we had a hard time getting it to cool most of the house. We were in the area for a concert at Tanglewood and it was an easy drive. Overall a great little spot just probably a more comfortable stay in the fall and winter."
5 Minutes from Catamount Ski Area

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.

Catamount, Zip Line, Private Setting, Book Now!

10.0 out of 10, Exceptional, (6)
"We spent Thanksgiving weekend here. It's the perfect rental! Beautifully renovated, comfortable, well stocked, beautiful views of the woods and Catamount. It's an ideal location for skiers and the area is a lovely getaway spot in the summer, too. We visited the nearby towns of Great Barrington and Hudson. The weather wasn't cooperating for a hike but I've heard there's a trail in the area that leads to a waterfall. I appreciated the excellent communication with property manager. We're thankful...
Catamount, Zip Line, Private Setting, Book Now!

Hudson Valley Cabin

9.4 out of 10, Exceptional, (3)
"We had a great stay! The beds were comfortable and the house was clean. The location was perfect for hiking around the Catskills Mountains. We enjoyed hiking to Kaateeskill Falls and Winter Clove Falls, which were both moderate hikes just a short 30 min. drive away. We also drove about an hour to the Rail Explorers and Worlds Largest Kaleidoscope."
Hudson Valley Cabin
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 Kinderhook

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (90)
"Great! Had everything you could need and a great view of you wanna sit outside! Very friendly and handsome kitty walking around!!! Thank you!"
The price is SAR 488
SAR 527 total
includes taxes & fees
27 Jan - 28 January 2025
Micosta Leisure Inn

Private Estate, Heated Yearround Outdoor Pool

10.0 out of 10, Exceptional, (14)
"Beautiful property, well-appointed, and comfortable for extended family of 12."
Private Estate, Heated Yearround Outdoor Pool

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

7.2 out of 10, Good, (41)
"We had expectations of a peaceful rustic cabin in the woods, and this rental checked almost all of the boxes! The quaint town of Great Barrington was just close enough for convenience, but the house was rural enough to help us all relax and enjoy the quiet. We loved the dock and the firepit, and the house was well-stocked with firewood, towels, and toiletries. "
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
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.