Holiday houses in Castleton-on-Hudson

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Top-rated holiday rentals in Castleton-on-Hudson

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Top Guest favourite
Home in Catskill
4.97 out of 5 average rating, 192 reviews

Cheerful Catskill Village Cottage

Bright and airy Catskill village refuge - a wildflower and wildlife haven in the thick of things. Historic house set on a quarter acre of trees and wildflowers, but blocks from Main Street, Catskill. Walk to Foreland, The Lumberyard, the incredible village cemetery, Thomas Cole House, restaurants and shops. Olana State Historic Site is right across the bridge! Cottage has a full kitchen, clawfoot tub, penny tile shower, front porch, dining room and large living room. Truly peaceful and lovely.

Top Guest favourite
The historic townhouse, with its distinctive architecture, is captured during twilight. Warm light emanates from the windows, creating an inviting glow. The surrounding trees and urban skyline add to the character of the building, highlighting its blend of historic charm and city life.
Apartment in Center Square
4.93 out of 5 average rating, 231 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 favourite
The cottage features a charming exterior surrounded by well-maintained gardens. Lush greenery and blooming hydrangeas frame the entrance, leading to a welcoming door. A stone pathway leads to the front, enhancing the inviting appearance of the house.
Cottage in Kinderhook
4.98 out of 5 average rating, 248 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 favourite
The studio features a queen size memory foam bed positioned against a stylish wall. A work desk and chair are nearby, with a round mirror reflecting light. The kitchen area includes a bar-height counter with two stools, blending functionality with mid-century modern design.
Guest suite in Center Square
4.91 out of 5 average rating, 376 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.

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, 276 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
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, 230 reviews

The Hobbit House at June Farms

Watch June Farms on Amazon Prime Video! 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, Highland cows, 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 newly built house is depicted, featuring a light yellow exterior with white trim. Multiple windows allow natural light to fill the interior. A covered patio area is visible, adorned with sheer curtains, and a stone border frames the lush green lawn and flower beds in front.
Guest suite in Valatie
4.98 out of 5 average rating, 268 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 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, 113 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, 51 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.
Apartment in Center Square
4.93 out of 5 average rating, 208 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
Cabin in East Nassau
4.97 out of 5 average rating, 146 reviews

Berkshire’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.

Top Guest favourite
Cabin in Elka Park
4.98 out of 5 average rating, 117 reviews

The Paradise Cabin w/ Sauna - 10 min to Hunter Mnt

Escape to The Paradise Cabin, a renovated 1800s eco-farmhouse. This private retreat offers modern luxury with passive house design, an indoor sauna, and a deep soaking tub. Surrounded by nature and 130+ acres of state land, yet just minutes from Hunter and Tannersville. Perfect for a peaceful getaway for couples or small families seeking seclusion and comfort.

Popular amenities for Castleton-on-Hudson holiday rentals