Vacation rentals in Kinderhook

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Top-rated vacation rentals in Kinderhook

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Guest favorite

Home in Kinderhook

4.88 out of 5 average rating, 104 reviews

Jenny’s Folk Art Museum

Jenny's Folk Art Museum is a house from 1770, located in the historical district of Kinderhook Village, just a twenty minute drive north of Hudson. The house retains much character from a bygone era, with wide wooden floorboards, bumpy horsehair and plaster walls, and wavy glass window panes, and is crooked and "wabi sabi" as it can be. Jenny, an artist and avid collector herself, has filled the house with folk art, "outsider art", antique quilts, extraordinary art books, and her own creations.

Sep 13 – 20

$179 per night

Guest favorite

Home in Ghent

4.87 out of 5 average rating, 268 reviews

Modern Barn on 12 acres w Sauna, FirePit+swimming

Escape to our recently renovated guest house on a 12-acre property, 15min from of Hudson. Cozy up in front of the wood burning stove as you take in the rural setting through oversized glass doors. Infared Sauna is within running distance of the swimming pond for a cold plunge. Located in a park like setting of rolling hills & colorful sugar maple trees. Fully equipped kitchen, memory foam mattress and all the amenities. In home Massage/Yoga available. XC ski from the house! 45min to downhill.

Nov 21 – 28

$199 per night

Guest favorite

Farm stay in Kinderhook

4.85 out of 5 average rating, 204 reviews

Barn House: isolated sheep farm Hudson area

April lambing season is not to be missed. A century-old brick barn, eclectic style with art everywhere, 10 miles from Hudson, near Kinderhook, now a quiet, secluded, unique residence. Gardens, sheep, and ponies are set off a country road, with a converted jungle shower, loft, and woodstove. Waterfall swimming area nearby. E-bikes are available to enjoy the nearby gorgeous Empire Trail. Easy drive to Columbia County and Berkshire spots. The farm shares space with nature as it is - country life.

Nov 6 – 13

$157 per night

Guest favorite

Cottage in Kinderhook

4.98 out of 5 average rating, 171 reviews

The Cottage on Sylvester Street

The Cottage on Sylvester Street welcomes guests looking for a relaxing weekend or longer stay in a small-village setting. Located at the heart of the historic Village of Kinderhook, this stylishly renovated house is located amongst Kinderhook's collection of historic architectural gems. Within easy walking distance are eateries, wine and beer bars, The School I Jack Shainman Gallery, historic sites, the farmers' market plus farm stands, and quiet, scenic roads perfect for walking and cycling.

Jul 7 – 14

$126 per night

Guest favorite

Tiny home in Chatham

4.99 out of 5 average rating, 180 reviews

Tiny House on 70 Private Acres in Hudson Valley

Welcome to "The Tiny" at The Hemptons in Upstate New York! The not-so-tiny house is 400sf with plenty of space to stretch out. Each of the two bedroom lofts have a comfy queen bed on a low profile frame. The kitchen is equipped for basic cooking (read: Not good for Thanksgiving, but perfectly suited for standard cooking endeavors). Although we'd encourage you to check out many the local eateries (see below)! The bathroom is full size and likely bigger than the one in your first NYC apartment.

Aug 24 – 31

$135 per night

Guest favorite

Cottage in Valatie

4.99 out of 5 average rating, 127 reviews

Kinderhook Lake Retreat-private+kayaks/sup+swim+ac

Welcome to our paradise-where time slows down and memories are made. It's the perfect retreat for relaxing, kayaking, swimming, hiking, biking, and so much more. -Sip your coffee on the decks while enjoying wildlife -Grab a kayak or paddleboard and explore the lake -Catch the sunset, then take a scenic walk on the Electric Trail -End the day sharing stories around the starlit firepit Close to restaurants, breweries, wineries, galleries, historical sites, trails, farm stores, and orchards.

Nov 19 – 26

$250 per night

Guest favorite

Guest suite in Valatie

4.98 out of 5 average rating, 230 reviews

Guest Suite in Old Chatham Hunt Country

Looking for all the perks of a hotel while staying at a house in the country? This tranquil, light filled room overlooks horse pastures and a dirt road in the heart of Old Chatham hunt country. A private entrance leads to a guest suite which includes a queen size bed, sitting area, kitchenette, and walk-in closet. Located on the first floor of a newly built, net-zero home. Power comes from solar and solar water panels provide for guilt-free hot showers! 50 MBPS fiber optic Internet!

Sep 2 – 9

$79 per night

Guest favorite

Home in Chatham

4.9 out of 5 average rating, 144 reviews

2BR Chatham Vlg Home Wi-fi Park@Door Keyless 55"TV

WELCOME ALL. Pedestrian/Bike friendly Village home sits 200' to fine dining & Main St pubs/pizza/movies/shopping. 12mi Hudson Amtrak (taxi, Uber avail). Walk to town park w/swim pond. 30mins Albany/Lenox. Keyless entry. Hosts a text away if needed. Smoke/Pet-free property. Check-in 4pm/-out 11a. 55" Sony Roku TV. Reliable high-speed WiFi. Stocked kitchen/full bath incl W/D. Private outdoor dining area w/propane bbq. 2 guests max preferred, a 3rd could be accommodated at extra charge.

Mar 20 – 27

$99 per night

Guest favorite

Apartment in Coxsackie

4.96 out of 5 average rating, 114 reviews

Susie's Climax Creations

Susie's Climax Creations Farm is where you can experience a stay on a farm. The charming farm house is roughly 200 years old, located 2.5 hours from NYC, 25 minutes from the Hudson train station. If you want to stay somewhere safe from Covid-19 exposure this is the place! Susie's Climax Creations is on a quiet dead end street. The apartment has a private entrance and completely self contained. If you would like to see more of the farm animals check out my site located at Kliese140.

Mar 8 – 15

$101 per night

Guest favorite

Home in Hudson

4.96 out of 5 average rating, 339 reviews

Rushing Rapids Cottage – a birdwatcher's paradise

Complete renovation with privacy. Rural mill worker's cottage is upgraded with midcentury touches while leaving antique finishes. Overlooking the Kinderhook Creek rapids on a rural paved road and AHET Rail Trail. Minutes to Hudson and Kinderhook. You may see Carolina Wrens, Cardinals, Chickadees, Woodpeckers, Goldfinches and Hummingbirds. The creek to the front attracts Bald and Golden Eagles, Osprey, Blue Herons, Red Tail Hawks, Ducks and Geese. ABSOLUTELY NO PETS ALLOWED.

Oct 19 – 26

$163 per night

Guest favorite

Cottage in Stuyvesant

4.94 out of 5 average rating, 139 reviews

Perfect Cottage On A Hill With A View

A peaceful cottage with views of the Hudson River and Sunsets over the Catskill Mountain Range. Personal, private and all inclusive this little cottage is an incredible place to unwind relax and soak in the beauty of the Hudson Valley. With easy access many local hikes, swimming holes, towns and shopping you’ll find This little cottage to be the perfect place to relax with nature & indulge in all of the luxuries that the Hudson Valley has to offer.

Sep 28 – Oct 5

$181 per night

Guest favorite

Apartment in Valatie

4.94 out of 5 average rating, 164 reviews

Holland House: Modern Rustic Guest Apartment

Thoughtfully designed two-bedroom apartment located above a former millinery shop built in 1880. Beautiful natural light. Mix of vintage and modern amenities, including two guest bedrooms, full kitchen and bath, high speed wifi, in-unit laundry and work desks. Private tree-shaded back porch overlooking Kinderhook Creek and Pachaquack Preserve. 20 minutes to Hudson. 30 minutes to Albany, the Berkshires and the Catskills.

Mar 4 – 11

$117 per night