Holiday rentals in Castleton-on-Hudson

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Top-rated holiday rentals in Castleton-on-Hudson

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

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Top guest favourite
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, 953 reviews

Mariaville Goat Farm Yurt

A charming, stylish 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 artistic landscaping...try goat yoga! Or, experience some of the area’s AMAZING food, beverages, shopping, and attractions!

Top guest favourite
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, 172 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 favourite
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, 238 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.

Top guest favourite
A spacious living room features two upholstered chairs and a round coffee table topped with fruit. A decorative area rug in warm colors covers the floor, while a large, modern television is mounted above a decorative fireplace. Bookshelves are visible in the background.
Flat in Nassau
4.92 out of 5 average rating, 101 reviews

A Haven of Rest Beautiful Historic Tranquil Suite

Step back in time into a fully appointed 2nd floor suite in a stately 1830 Federal Home. Rest Haven Estate is a country manor with a wonderful history that only adds to its charm. Private entrance. Full kitchen, bath, large living room with 2 twin sofa sleepers, cozy private bedroom with queen bed. High speed internet. Cable TV, Microwave, Stove, Refrigerator, Desk, Coffee Maker Located across from Albany- Hudson Electric Trail for walking, biking, cross country skiing, and snow shoeing.

Guest favourite
Apartment in Center Square
4.9 out of 5 average rating, 304 reviews

Elegant, spacious studio apt in historic mansion

Welcome to the Plaza Suite, a newly renovated studio condo in an historic Center Square mansion. Enter through a grand reception hall/art gallery and climb the oak staircase to the sunny and spacious second floor apartment. There's a nice view of State Street and the Empire State Plaza. Features include: a new fully equipped kitchen, comfy lounge area, dining /work table, renovated vintage bathroom, walk-in closet and new queen bed. Feel free to enjoy a glass of wine in the art gallery.

Top guest favourite
A bright kitchen area features light-colored cabinetry with green accents and a marble countertop. Open shelving displays dishware and a coffee maker, while a wooden stool complements the space. A decorative rug adds warmth to the hardwood floor, enhancing the room's inviting character.
Home in Helderberg
4.99 out of 5 average rating, 269 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.

Top guest favourite
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, 264 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!

Guest favourite
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, 216 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 favourite
A spacious kitchen features modern appliances and elegant cabinetry. A gas stove is positioned beneath a stainless-steel hood, while a farmhouse sink is complemented by stylish fixtures. Light-colored countertops are paired with a herringbone backsplash, creating a fresh and inviting cooking space.
Home in Delmar
5 out of 5 average rating, 106 reviews

Rustic Farmhouse Meets Chic!

This stylish and spacious place to stay is perfect for family trips! Enjoy your privacy in this completely renovated three bedroom house, with full bathroom, and fully equipped kitchen. Located in the heart of Delmar, within walking distance to restaurants, bars, Stram Center for Integrative Medicine, and less than 10 minutes drive to Downtown Albany, Interstate 87 exit, 12 minutes drive to Albany Medical Center, and 20 minutes from the Albany International airport.

Top guest favourite
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
4.98 out of 5 average rating, 41 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 favourite
A charming entrance to the garden apartment is presented, featuring a black door flanked by windows and adorned with flower boxes. A set of black wrought-iron stairs leads to the entrance, while a flower planter with vibrant blooms adds color to the pathway.
Flat in Center Square
4.94 out of 5 average rating, 192 reviews

Empire Plaza Apartment

Welcome to our garden apartment, nestled in a walkable neighborhood filled with diverse restaurants, cozy pubs, and the picturesque Washington Park. The apartment features a sound-dampened bedroom, ensuring a serene and peaceful retreat. Just steps away, you'll find the New York State Capitol, Empire State Plaza, The Egg, and the New York State Museum, making this location ideal for both relaxation and exploration.

Top guest favourite
A charming cabin exterior features a wooden porch with a yellow door. Stone pathways lead to the entrance, surrounded by landscaped greenery. Natural lighting highlights the rich wood beams and inviting seating area, while vibrant foliage of the forest provides a serene backdrop.
Cabin in East Nassau
4.98 out of 5 average rating, 131 reviews

Design Lover’s Blue Cabin

Blue Cabin is a cozy, design-forward retreat between the Capital Region and the Berkshires. Enjoy vaulted wood ceilings, a forest-green kitchen, and a spa-style bath. Outside, unwind in the covered lounge with U-shaped sectional, charcoal grill, and TV—or explore the backyard, where a creek runs through and a seasonal flower garden blooms. Peaceful, private, and perfectly located for both rest and adventure.

Popular amenities for Castleton-on-Hudson holiday rentals