Vacation rentals in Castleton-on-Hudson

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Top-rated vacation rentals in Castleton-on-Hudson

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Guest favorite

Yurt in Pattersonville

4.99 out of 5 average rating, 778 reviews

Mariaville Goat Farm Yurt

A peaceful, charming, 20’ yurt in the woods on our small, off-the-grid goat farm! If you are looking to get away from it all (and still be close to SO much) - this is the place for you! Enjoy a nap in the hammock, s’mores around a campfire, a great night’s sleep under the stars, a country breakfast delivered to your door - and goats! Take a walk in the woods...enjoy the unique landscaping...try goat yoga! Or, experience some of the area’s AMAZING food, beverages, shopping, and attractions!

Dec 10 – 17

G$30,667 GYD per night

Guest favorite

Cottage in Kinderhook

4.98 out of 5 average rating, 173 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.

Oct 17 – 24

G$29,831 GYD 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.

Aug 7 – 14

G$81,392 GYD per night

Guest favorite

Farm stay in Nassau

4.98 out of 5 average rating, 60 reviews

Private 1830 farm house perfect for a country stay

We welcome you to come stay in our private 1830s original saltbox family farm house. Two beautifully redone bedrooms, a remodeled kitchen and bathroom make this the perfect house for a relaxing getaway. Enjoy the gorgeous private 64 acre countryside from the screened in porch or venture out to explore our 1.5 mile mowed hiking trail through the fields, forest, past the rock quarry, wetlands, and fishing pond. Located about 10 miles from Albany and Columbia County is just down the road.

Sep 17 – 24

G$29,311 GYD per night

Guest favorite

Apartment in Glenmont

4.94 out of 5 average rating, 33 reviews

Detached Studio Apartment

Private Studio Apartment within our detached Garage. Situated just 3 miles from downtown Albany but far enough to be a private country setting setback in the woods. We live on-site in the house nearby with a shared gravel driveway should you need anything during your stay. Setup similar to a hotel room with queen bed, bathroom and kitchen including sink, mini fridge, dishwasher, cabinets, and counter space. Pet & Kid friendly with a PackNPlay or air mattress upon request. Strong internet.

Jul 23 – 30

G$25,691 GYD per night

Guest favorite

Home in Albany

4.99 out of 5 average rating, 211 reviews

Our Antique Bungalow

Enjoy the private and clean comfort of our freshly renovated bungalow in Albany's quaint Helderberg Neighborhood. Some of the regions most cherished restaurants on New Scotland Avenue are within a two block walk. Close accessibility to both Albany Med Hospital and Saint Peters Hospital as well as Albany Law, The Albany School of Pharmacy and Russell Sage College. This home features a newly renovated fully functioning kitchen, a luxurious bathroom with a walk-in shower and full size tub.

Mar 25 – Apr 1

G$36,657 GYD per night

Guest favorite

Guest suite in Valatie

4.98 out of 5 average rating, 231 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!

Jul 28 – Aug 4

G$22,433 GYD 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.

Aug 12 – 19

G$24,356 GYD per night

Guest favorite

Apartment in Delmar

4.99 out of 5 average rating, 172 reviews

Spacious Apartment at the Back of the Tudor House

Enjoy your privacy in this completely renovated, modern two bedroom apartment with full bathroom, and fully equipped kitchen at the rear of the 120 year old English Tudor house, with a private entrance, and self check-in. Located in the heart of Delmar, within walking distance to restaurants, and bars, 0.3 mile to Stram Center for Integrative Medicine, about eight minutes drive to Downtown Albany, seven minutes of the Interstate 87 exit, and twenty minutes from the Albany airport.

Jul 12 – 19

G$37,041 GYD per night

Guest favorite

Earthen home in West Sand Lake

4.98 out of 5 average rating, 150 reviews

The Hobbit House at June Farms

Enjoy 120-acres of beautiful farmland while you stay in your very own Hobbit house! Nestled in the hills of Hudson Valley, June Farms is a gorgeous animal sanctuary. During your stay, you will be able to meet our Shire horses, Scottish highland cows, Gloucestershire spotted pigs, Nigerian dwarf goats, many chickens and ducks! From June 1 - Labor Day, the bar & restaurant is open most days for you to enjoy (check our calendar to be sure). We look forward to meeting you!

Mar 2 – 9

G$77,748 GYD per night

Guest favorite

Farm stay in Coeymans Hollow

4.85 out of 5 average rating, 579 reviews

Magic Forest Farm's Mountain View Suite

Our 225 acre farm is predominantly forested, with miles of hiking trails and incredible views. Nestled in the foothills of the Catskills near Albany, we are the last home on a dead end road and have multiple secluded rentals. We are a homestead devoted to the principles of organic farming and self reliance. We grow much of our own food and forge many types of wild mushrooms. You will be sure to enjoy friendly animals around the farm and a private fenced Koi pond.

Oct 3 – 10

G$20,846 GYD per night

Guest favorite

Farm stay in Pittsfield

4.99 out of 5 average rating, 106 reviews

Private 2nd-floor studio on a working produce farm

Charming 2nd-floor studio on a working produce farm in beautiful Berkshire County. Convenient to many local attractions such as Tanglewood, Bousquet Mountain ski resort, Naumkeag, local theater, museums, and much more. Visit our farm stand from late June through mid-October for fresh vegetables, baked goods, and our delicious corn on the cob! Spend time visiting with the farm's goats, horses and chickens, or take a walk on our hiking trail.

Oct 21 – 28

G$24,537 GYD per night