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.

%{current} / %{total}1 / 1
Top guest favorite
Cottage in Nassau
4.96 out of 5 average rating, 53 reviews

Hook, Wine and Sinker!

Cozy Lakefront Cottage, located between Albany, Berkshires & Columbia County, perfect for leaf peeping, apple picking, visits to quaint country towns, concerts, sports events, music venues, & eateries. Hike, jog or bike the scenic Empire State Hudson Albany Rail Trail, just steps away. Kayak or fish; enjoy a BBQ and late night chats around the firepit, or enjoy a magnificent sunset from the three season room. If you're lucky you'll catch a glimpse of resident Swan & Bald Eagles on the lake!

Guest favorite
A newly constructed wooden deck features two white Adirondack chairs positioned on its surface. Soft lighting is installed along the railing, creating a warm ambiance. The background showcases trees silhouettes against a twilight sky.
Apartment in Rensselaer
4.93 out of 5 average rating, 43 reviews

ThE NooK

Kick back and relax in this quiet, calm, stylish space. Enjoy our little place with a new deck and a big backyard over looking 6 acres of woods and a small creek. You can only see the creek in late fall and throughout winter. We are extremely clean and cherish our place so please treat it good 😊. It’s very well kept and orderly. We offer 2 parking spaces. There are plenty of nearby activities to enjoy during your stay such as a drive in theater, ice cream shops, shopping centers, etc. Book now!

Top guest favorite
The welcoming house, set on a lush green lawn, features a charming front porch with a dark blue door. Flanking the entrance are neatly trimmed shrubs and trees, enhancing the inviting curb appeal. The surrounding landscape offers a serene outdoor space with well-maintained grass.
Home in Rensselaer
4.98 out of 5 average rating, 170 reviews

3bdrm Cozy Cape w/ Fireplace & close to Cap Dist.

The house is close to so many things to do in the area: shopping, skiing, biking, min's from RPI, UAlbany, HVCC, and just 40 min to Jiminy Peak. After your day out you will enjoy coming back to grill dinner and enjoy a drink on the deck. Fun and relaxation for everyone. The property includes a master suite w/ full bathroom and laundry on the 1st floor and 2 bedrooms with a full bathroom upstairs. There is also a full kitchen and dining room on the first floor for making and enjoying meals.

Top guest favorite
The spacious living area features dark wood paneling, a beamed ceiling, and a large area rug. A dramatic fireplace is framed by elegant sconces. Seating includes two large sofas and an ottoman, complemented by a stylish coffee table and a TV in the corner.
Apartment in Center Square
4.92 out of 5 average rating, 199 reviews

Historic, Spacious Mansion Suite

Welcome to the Mansion Suite, a newly renovated historic gem in the heart of Center Square. Through a private entrance, down a long foyer, you'll discover the grand Oak Room, an expansive living/dining room with dramatic fireplace mantel, paneling, beamed ceiling, stained glass windows. Adjacent to the lounge, is a stylish and fully equipped kitchen with new stainless steel appliances. Both bedrooms have new queen beds, beautiful natural woodwork and overlook a private and quiet courtyard.

Top guest favorite
The charming cottage is set within a lush garden, featuring a gently curved stone pathway leading to the front door. Surrounding greenery includes well-maintained shrubs and trees, creating a tranquil and inviting outdoor setting.
Cottage in Kinderhook
4.98 out of 5 average rating, 232 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.

Guest favorite
A unique round cabin constructed from cordwood masonry is set amidst tall trees. Solar panels are positioned on the roof, and windows provide natural light to the interior. The surrounding grass is well-maintained, and a gravel path leads to the entrance.
Farm stay in Coeymans Hollow
4.89 out of 5 average rating, 292 reviews

Magic Forest Farm's Enchanted Cabin

After five years, this work of art is finally complete! This eco friendly building was mostly constructed with materials from our forest. Nearly 200 volunteers had a hand in helping over the years in its construction. It is built with cordwood masonry, round and unique. We are a working 225 acre organic farm and homestead that grows much of our own food. You will love our friendly animals, volunteers and miles of hiking trails. This is a off grid solar powered cabin with an outhouse nearby.

Top guest favorite
Cottage in Valatie
4.99 out of 5 average rating, 148 reviews

Kayaks and Colors-Lakefront Leaf Peepers' Retreat

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 lake wildlife -Grab a kayak or paddleboard and explore the 8 miles of shoreline -Catch the sunset, then end the day sharing stories around the starlit firepit. An ideal base for exploring restaurants, breweries, wineries, galleries, historical sites, trails, farm stores, and orchards.

Top guest favorite
A spacious bedroom features a large queen bed with a white duvet and decorative pillows. Two sets of French doors open to an outdoor view, flanked by soft curtains. A cozy seating area with a light-colored sofa adds comfort, illuminated by natural light from the windows.
Guest suite in Valatie
4.98 out of 5 average rating, 259 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!

Top guest favorite
The yurt is illuminated by warm orange light from the windows, creating a welcoming contrast against the night sky. Tall trees surround the structure, while pathway lights guide the way. The soft glow enhances the tranquil outdoor setting under a starry backdrop.
Yurt in Pattersonville
4.99 out of 5 average rating, 938 reviews

Mariaville Goat Farm Yurt

A 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!

Guest favorite
The entrance to a Hobbit house is framed by lush greenery and natural stone. A curved, grassy roof merges with the surrounding trees, while a stone pathway leads to the large wooden door. Decorative lanterns are positioned above the entrance, enhancing the rustic charm.
Earthen home in West Sand Lake
4.97 out of 5 average rating, 211 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!

Top guest favorite
A charming home is set in a serene neighborhood, featuring a white exterior and red shutters. Bright autumn leaves blanket the ground, while colorful trees are seen in the front yard. The house includes a small set of stairs leading to its entrance.
Home in Bethlehem
4.97 out of 5 average rating, 33 reviews

Cozy Renovated Home Near Albany

Newly renovated home just 10 mins from Albany. Perfect for families, couples, or solo travelers. Sleeps up to 5 adults + 1-3 children with 3 bedrooms, 2 queen beds, a twin, toddler bed, and Japanese floor mattress. Modern kitchen, fast Wi-Fi, Smart TV, washer/dryer, and free parking. Near hiking, wineries, museums, Saratoga Race Course, and local attractions. Safe, peaceful neighborhood. A stylish, cozy retreat at an affordable rate!

Guest favorite
The lodge cabin is presented against a vibrant sunset, illuminated by soft lights along the pathway leading to the entrance. The structure features a large deck with an overhanging roof, surrounded by trees and landscaped greenery.
Cabin in Castleton-on-Hudson
4.95 out of 5 average rating, 102 reviews

"Family Cabin: Hot Tub, Pond, Games, Sunset, Pet!"

Escape to our Lodge cabin nestled in the 3.5 acres bird sanctuary retreat, yet only minutes away from all the action. Ideal for families, our cabin boasts a spacious game room for hours of fun, a relaxing hot tub to soak away your worries, and breathtaking sunsets to end your day. Whether you seek adventure or tranquility, our cabin offers the experience of both worlds to make unforgettable memories with your loved ones. 😊

Popular amenities for Castleton-on-Hudson vacation rentals

  1. Airbnb
  2. United States
  3. New York
  4. Rensselaer County
  5. Castleton-on-Hudson