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Compare 374 Vacation Homes in Kinderhook with updated reviews, rates, and availability.

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
10.0 out of 10, Exceptional, (11)
"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
Stockbridge Home, Come Experience The Berkshires!
Stockbridge Home, Come Experience The Berkshires!
10.0 out of 10, Exceptional, (19)
"The house is lovely and so perfectly located. The two bedrooms were sufficiently apart and next to their own bathrooms so both couples had privacy.the screened in porch was perfect to hang out and play cards at night and my dog absolutely loved the back yard. The location is superb, conviently located central to Stockbridge, ,lenox and Great Barrington. Fifteen minutes to Tanglewood and the Norman Rockwell museums. There are so many hiking trails with fabulous mountain views nearby."
Stockbridge Home, Come Experience The Berkshires!
Mini Mansion newly furnished with Italian furniture 8kslim televisions all rooms
Exterior
Mini Mansion newly furnished with Italian furniture 8kslim televisions all rooms
9.6 out of 10, Exceptional, (8)
"Highly recommend, owner was fantastic and helpful "
The price is AED 1,737
AED 2,615 total
includes taxes & fees
23 Sep - 24 Sep
Mini Mansion newly furnished with Italian furniture 8kslim televisions all rooms
Cozy Retreat w/ Hot Tub, on Sleepy Hollow Lake!
Athens Vacation Rental | 3BR | 2BA | 2 Stories | Stairs Required | 1,400 Sq Ft
Cozy Retreat w/ Hot Tub, on Sleepy Hollow Lake!
9.4 out of 10, Exceptional, (18)
"Stayed here to attend a family wedding in Catskills. Gorgeous views despite rainy weekend. Property as described. Would stay again."
Cozy Retreat w/ Hot Tub, on Sleepy Hollow Lake!
The Great Escape Ski Cottage w/HOT TUB @ Great Barrington
Fire place sitting area
The Great Escape Ski Cottage w/HOT TUB @ Great Barrington
10.0 out of 10, Exceptional, (36)
"We had a wonderful stay as a group of 6 adults and 2 children. The house was very comfortable and clean. We appreciated the well stocked kitchen and excellent set up for kids. The location felt private but was still only a few minutes drive from Great Barrington. Thank you for a great visit! "
The Great Escape Ski Cottage w/HOT TUB @ Great Barrington
✨Spacious Urban APT w/4BR & Office-Ready in Albany
Welcome friends! Happiness is checking into an Airbnb like this.
✨Spacious Urban APT w/4BR & Office-Ready in Albany
9.8 out of 10, Exceptional, (28)
"Easy to communicate with owner. House was listed accurately. No issues. "
The price is AED 643
AED 1,109 total
includes taxes & fees
23 Sep - 24 Sep
✨Spacious Urban APT w/4BR & Office-Ready in Albany
Family-Friendly Home With Incredible Berkshire Views And A Private Swim Pond
the house
Family-Friendly Home With Incredible Berkshire Views And A Private Swim Pond
10.0 out of 10, Exceptional, (32)
"Relaxing, quiet, beautiful property. We really enjoyed the views, exploring the grounds and it is a short trip to Stockbridge. We had a wonderful stay. "
Family-Friendly Home With Incredible Berkshire Views And A Private Swim Pond
Cozy Cape Close to Everything: Family, hiking, shopping and restaurants!
Summertime
Cozy Cape Close to Everything: Family, hiking, shopping and restaurants!
10.0 out of 10, Exceptional, (41)
"Easy check-in process, very clean home. Well appointed, comfortable for 3 adults and in a quiet neighborhood. Love the wood floors and the ambiance of a treasured older home."
Cozy Cape Close to Everything: Family, hiking, shopping and restaurants!
Catskills Getaway w/ Hot Tub on 45 Acres!
Hannacroix Vacation Rental | 2BR | 1BA | 1,100 Sq Ft | Stairs Required to Access
Catskills Getaway w/ Hot Tub on 45 Acres!
9.0 out of 10, Wonderful, (4)
"This property was a perfect location for seclusion but close enough to anything you may want! Cute and Cozy house, VERY clean and comfortable. Hot tub was AMAZING! Thank you Rich"
Catskills Getaway w/ Hot Tub on 45 Acres!
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
Great Barrington Vacation Rental | 4BR | 2BA | 2,000 Sq Ft | Stairs Required
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
7.2 out of 10, Good, (39)
"I don’t want to publish review, but I really think the owners should let people know that two of thee bedrooms are in the basement and one has no windows. Also a big issue is the firing range next door. Gunshots every day and a poor dead bird on deck. Afraid to go outside!!!"
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
3 Bedroom Lakefront Home with Hot Tub & Fireplace
Exterior
3 Bedroom Lakefront Home with Hot Tub & Fireplace
10.0 out of 10, Exceptional, (104)
"House was as described. Lake was really nice. We used the 2 kayaks, pedal boat and floaty — lots of fun. There are lots of reeds and sea plants growing around the dock, so we went swimming off of the pedal boat further into the lake. Hot tub was great. Fire pit too."
3 Bedroom Lakefront Home with Hot Tub & Fireplace
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
Breakfast Nook - wake up to the best sunshine ever!
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
10.0 out of 10, Exceptional, (116)
"As with our previous several stays, we thoroughly enjoyed the comfort and location of the house. We had a great time and can’t wait to do it all over again next Summer. "
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
Wellspring by AvantStay | Indoor Pool + Views
Welcome!
Wellspring by AvantStay | Indoor Pool + Views
10.0 out of 10, Exceptional, (6)
"The location could not be better in terms of being close to West Stockbridge yet also feeling very remote and with beautiful views. The pool was great. We thoroughly enjoyed ourselves."
Wellspring by AvantStay | Indoor Pool + Views
PRISTINE CAPE COD ON THE CREEK! 4 Large Bedrooms - 8 Guests!
Property grounds
PRISTINE CAPE COD ON THE CREEK! 4 Large Bedrooms - 8 Guests!
9.2 out of 10, Wonderful, (90)
"Great house half hour from Saratoga track I loved the restaurants that were near the house also Chris is a great host most likely coming back "
PRISTINE CAPE COD ON THE CREEK! 4 Large Bedrooms - 8 Guests!
Near Tanglewood: Historic Summer Retreat
Living area
Near Tanglewood: Historic Summer Retreat
9.6 out of 10, Exceptional, (15)
"This was a beautiful, spacious, and peaceful place for us in our friends to get together. It was centrally located to everything we wanted to do. Amanda was wonderful in her communications and everything was clean and ready for us."
The price is AED 514
AED 1,279 total
includes taxes & fees
24 Sep - 25 Sep
Near Tanglewood: Historic Summer Retreat
Catskills Getaway: 3BR, Pool, Hot Tub, Firepit, Ping-Pong, minutes from Hudson
Spacious Great Room with 65” TV
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
Catskill Vacation Rental: Private Deck & Fire Pit
Catskill Vacation Rental | 4BR | 2BA | 1,700 Sq Ft | Stairs Required to Enter
Catskill Vacation Rental: Private Deck & Fire Pit
10.0 out of 10, Exceptional, (4)
"Great place to stay, spacious inside with full kitchen and family friendly layout, and nice outdoor fire pit area. Roughly 15-30 min to our chosen destinations, close to groceries & gas for those forgotten items."
Catskill Vacation Rental: Private Deck & Fire Pit
Colonial Style Home 5 Br 2 bath n’ Parking! Close to restaurants n’ colleges!
Room
Colonial Style Home 5 Br 2 bath n’ Parking! Close to restaurants n’ colleges!
8.6 out of 10, Excellent, (7)
"The house was large enough for my family to share. It was just what we needed to be together at our time of loss. "
Colonial Style Home 5 Br 2 bath n’ Parking! Close to restaurants n’ colleges!
Charming 3-Bed Split-Level Ranch
Kitchen
Charming 3-Bed Split-Level Ranch
2.0 star property
9.6 out of 10, Exceptional, (4)
"I had a wonderful stay at this property! The place was clean, comfortable, and well-maintained. The location was incredibly quiet and peaceful, making it the perfect spot for a relaxing getaway. Thank you for a great experience—I’d definitely love to stay here again!"
The price is AED 533
AED 696 total
includes taxes & fees
29 Sep - 30 Sep
Charming 3-Bed Split-Level Ranch
Cozy Waterfall Home | Close to All Mountains/Hikes
Living area
Cozy Waterfall Home | Close to All Mountains/Hikes
3.0 star property
10.0 out of 10, Exceptional, (2)
"The host is very responsive and the listing is accurate about what to expect with the property."
Cozy Waterfall Home | Close to All Mountains/Hikes
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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
Terrace/patio
Micosta Leisure Inn
3.0 star property
9.0 out of 10, Wonderful, (83)
"The owner was fantastic! Super kind and accommodating. Very available for any help or questions. Well maintained, clean and quiet property. Would definitely stay there again! "
The price is AED 415
AED 448 total
includes taxes & fees
6 Oct - 7 Oct
Micosta Leisure Inn
Mini Mansion newly furnished with Italian furniture 8kslim televisions all rooms
Exterior
Mini Mansion newly furnished with Italian furniture 8kslim televisions all rooms
9.6 out of 10, Exceptional, (8)
"Highly recommend, owner was fantastic and helpful "
The price is AED 1,737
AED 2,615 total
includes taxes & fees
23 Sep - 24 Sep
Mini Mansion newly furnished with Italian furniture 8kslim televisions all rooms
Private Estate, Heated YEARROUND Outdoor Pool
Private Estate, Heated YEARROUND Outdoor Pool
10.0 out of 10, Exceptional, (13)
"The country setting provided a quiet retreat. The home is well equipped: plenty of beds, multiple gathering places, pool with towels (although it was pretty cold until the pool guy came and provided help). The outdoor grill provides additional cooking space. The home is within easy driving to many places of interest. We had a nice week at this home."
Private Estate, Heated YEARROUND Outdoor Pool
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.