Vacation rentals in Castleton-on-Hudson

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Castleton-on-Hudson

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Yurt in Pattersonville

4.99 out of 5 average rating, 772 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!

Feb 8 – 15

R2,818 ZAR per night

Guest favorite

Cottage in Kinderhook

4.98 out of 5 average rating, 172 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.

Sep 26 – Oct 3

R2,729 ZAR per night

Guest favorite

Tiny home in Chatham

4.99 out of 5 average rating, 181 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 5 – 12

R2,928 ZAR 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.

Mar 21 – 28

R5,156 ZAR per night

Guest favorite

Guest suite in Albany

4.92 out of 5 average rating, 217 reviews

Garden Apartment in Historic Center Square Home

Welcome to our charming studio in the heart of Albany's Center Square. Nestled in one of the oldest homes in the neighborhood, the space has been restored to blend history with modern convenience. Recently renovated, it features a modern bathroom with rain shower. The décor is a nod to mid-century aesthetics. This cozy studio is a stone's throw away from Albany's main attractions within easy walking distance. Experience a unique blend of past and present in this delightful Albany retreat.

Jun 21 – 28

R1,483 ZAR per night

Guest favorite

Home in Albany

4.99 out of 5 average rating, 208 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.

Nov 30 – Dec 7

R3,353 ZAR per night

Guest favorite

Apartment in Albany

4.99 out of 5 average rating, 150 reviews

Beautiful Center Square Garden-Level Unit

This completely modernized garden-level space provides a charming and unique atmosphere while also being centrally located in the Capital Region of New York. My partner and I have taken ample time to carefully craft this space to maximize its potential and ensure your enjoyment. Featuring a fully loaded kitchen with stainless steal appliances, marble countertops, exposed brick throughout, tasteful decor, and your own private patio. We truly hope you enjoy this space as much as we do!

Nov 30 – Dec 7

R2,159 ZAR 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 27 – Oct 4

R1,744 ZAR per night

Guest favorite

Apartment in Delmar

4.99 out of 5 average rating, 171 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 6 – 13

R3,388 ZAR 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 18 – 25

R6,638 ZAR per night

Guest favorite

Farm stay in Coeymans Hollow

4.85 out of 5 average rating, 577 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.

Sep 2 – 9

R1,924 ZAR 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 3 – 10

R2,591 ZAR per night