Vacation rentals in Town of Roseboom

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Top-rated vacation rentals in Town of Roseboom

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

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Top guest favorite
Cabin in Jefferson
4.98 out of 5 average rating, 205 reviews

Experience a Catskills Lodge

Our modern log home is set up with fine things like Turkish towels, local artisan soaps & the softest sheets. The tasteful decor has an mcm vibe w/industrial touches. Wander outdoors, swim, follow a creek, slip into the forest, hike back, cook dinner in a state of the art kitchen w/ a pantry full of fun gadgets. Relax by the fireplace, sit outside & watch the stars, light a fire. We provide blankets & wood. A welcome basket & a fully stocked coffee bar for the early mornings are waiting for you.

Top guest favorite
Apartment in Cooperstown
5 out of 5 average rating, 172 reviews

The Carriage House at Arran Fell Farm

A slice of heaven 7 miles from Cooperstown 16 min from Cooperstown Dreams Park.Immaculate,quiet, peaceful working rescue farm. Come and unwind and sleep in the hammock.Large firepit,outdoor games,animal interaction. Complimentary free range eggs, oj, butter, bagels,cream ,coffee and tea provided. Outdoor gazebo with bbq grill.Pick your own veggies when in season. Hike the trail or take a paddleboat or canoe on the pond. Try some fishing, interact with rescue animals. One of a kind experiences.

Guest favorite
A cozy sleeping area features a queen-sized bed with light bedding and soft throw blankets. A large picture window provides views of the surrounding greenery. The wood-paneled walls and floor create a warm, natural atmosphere, complemented by a small table and a minimalist chair.
Tiny home in Worcester
4.89 out of 5 average rating, 138 reviews

Tiny Home Glamping at Maia's Place

Enjoy a true a winter paradise on your own private property! Enjoy beautiful views of the mountains all around. This tiny home sits on a private two acres, has an outdoor patio area for lounging, grilling, and star gazing at night. The inside is fully equipped with a convection stovetop, fridge, bathroom, wifi, and queen-sized bed with an east-facing window for the perfect sunrise! Please note that during winter months you'll need to park by the entrance and walk to the tiny home (2 min walk)

Guest favorite
The cottage is positioned by a serene pond, with lights softly illuminating its exterior as dusk approaches. Snow blankets the ground, and reflections can be seen on the water's surface. The surrounding trees create a tranquil setting.
Cabin in Middleburgh
4.88 out of 5 average rating, 340 reviews

Thyme Cottage-Summer Getaway

Our cottage is located in an idyllic mountain setting surrounded by spectacular & breathtaking views. The 7 acre property boasts a serene pond stocked with koi, carp & gold fish that can be viewed from the wrap-around porch. It is conveniently located within close proximity to numerous options for dining and activities such as boating, fishing, hiking, & antiquing at local shops and flea markets. Thyme Cottage is perfect for couples, solo adventurers or anyone looking for tranquility.

Guest favorite
An aerial view captures the vibrant blue caboose beside a rustic train station, both situated on a sprawling farmland framed by wooden fencing. Lush green fields extend towards the horizon under a clear blue sky, inviting exploration and relaxation.
Home in Canajoharie
4.86 out of 5 average rating, 185 reviews

Caboose w/ Mtn Views, Farm Animals + Fire Pit!

BNB Breeze Presents: The Caboose! Stay in a TRAIN CABOOSE! Tucked away on 50 acres of farmland, enjoy this uniquely renovated caboose + train station combo, equipped with everything that you need for your next dream vacation, including: - Farm Animals: Roosters, Turkeys, Sheep, a Pony, and a Horse! - 50 Acres to Explore (and ride snowmobiles on!) - INCREDIBLE Mountain Views! - Electric Fire Place - Fire Pit! - Secluded Oasis w/ Convenient Access to Local Restaurants + Attractions!

Top guest favorite
A charming black house is nestled in a snowy landscape, with warm light glowing from the windows. The structure features a sloped roof and is surrounded by gently illuminated trees under a clear night sky.
Cabin in Walton
4.95 out of 5 average rating, 241 reviews

The Mill House: An Enchanting Stream-Side Retreat

Nestled in the heart of the Catskills and just a 2.5-hour drive from NYC, escape to the perfect fall retreat where you can reconnect with nature and enjoy the serene beauty of the season. This historic gem underwent a recent restoration, marrying its saw mill heritage with contemporary luxuries, including a Nest thermostat, smart speakers, keyless entry, and fast wifi. Original exposed post and beam construction and Scandinavian-inspired design make for a unique and cozy atmosphere.

Top guest favorite
A modern cabin exterior is set against a backdrop of colorful autumn foliage. The structure features large glass doors and windows, allowing natural light to flow inside. A spacious lawn is visible, complemented by seating arrangements on the patio, inviting relaxation in nature.
Cabin in Round Top
4.99 out of 5 average rating, 159 reviews

Contemporary Cabin in Catskill Mountains

Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

Guest favorite
A modern cabin is situated on a lush green lawn, surrounded by dense trees and foliage. The structure features sleek wood paneling and large glass doors that provide a view into the interior. A small porch extends from the entrance, creating an inviting entry point.
Tiny home in Roxbury
4.97 out of 5 average rating, 210 reviews

Birdhouse: A Starry Escape in the Catskills

The Birdhouse at Bellfire in Catskills located on a bucolic property in the Catskills Mountains surrounded by maple forest, wildflowers field, and miles to roam. The cabin features a 6 ft skylight above the bedroom, an ode to the awe-inspiring skies of the Meeker Hollow, one of the best spots for stargazing in NY state, and an 11ft-tall window wall in the living space, framing the sprawling, lush landscape. Off-grid & unplugged—see full details before you book.

Guest favorite
A geodesic dome is situated amidst expansive green pastures, surrounded by rolling hills and trees. The outdoor dining area with lounge chairs and a firepit can be seen adjacent to the dome, offering a scenic view of the countryside.
Dome in Cobleskill
4.96 out of 5 average rating, 116 reviews

Dome on Agroforestry Farm w/ Mountain View & Ponds

Welcome to The Dome on Long Future Farms! Our unique lodging is designed to provide a relaxing experience for 2-4 guests, with a focus on minimizing our environmental impact and supporting local ecological farming. (There are currently NO animals on the farm, as this is primarily a nut tree farm.) Our dome offers a breathtaking view of our 171-acre agroforestry land, hills and ponds, allowing you to truly connect with the natural beauty of the region.

Top guest favorite
Cabin in Cooperstown
4.99 out of 5 average rating, 141 reviews

An Upstate NY getaway treasure!

Take it easy at this unique and tranquil getaway. For several hundred years our family has been a part of the Cooperstown community and we look forward to sharing it with you! On over 20 acres of land , you can explore the beautiful landscape of water and woods. Just over the hill from Otsego Lake. Only 3.9 miles (8 min) to Cooperstown’s Main Street in the spring, summer and fall and 5.7 miles (10 min) in winter.

Top guest favorite
The exterior of the A-frame glamp is shown, surrounded by lush greenery and tall trees under a blue sky filled with gentle clouds. A large window reflects the natural scenery, enhancing the connection to nature. The interior view captures a distinctive moon-shaped light fixture suspended from the high ceiling, complementing the triangular architecture.
Place to stay in Oneonta
4.99 out of 5 average rating, 311 reviews

Creekside of the Moon A-frame Cabin

Creekside of the moon A-frame glamp. Float, fish and play in the Catskills. Glamp on the Charlotte Creek in a newly built modern tiny a-frame. Sleep under the full moon. A giant moon light hangs over the bed(s) with a stunning reflection in the window at night over the creekview. Perfect for a romantic getaway, fishing trip, or glamping spot in the Catskills. Close to Cooperstown, NY IG @aframe_moon

Top guest favorite
The exterior of a rustic blue cabin is illuminated by warm light from its windows, set against a dusk sky. A welcoming porch features several chairs, while the surrounding landscape displays a mix of grass and bare trees, enhancing the cabin's tranquil atmosphere.
Cabin in Jefferson
5 out of 5 average rating, 532 reviews

"Far from the Madding Crowd" Cozy Cabin Retreat

Cabin Clack is a quiet, stream-side retreat bordering 1000 acres of wild trails in NY State Forest. The cabin is a historic hunting cabin from circa 1935. The cabin is good for a couple, solo adventurers, or families (with kids). We welcome pets, and they will love exploring the secluded forest and the freedom of our virtually traffic-free dead-end road. There is a spring fed pond you can swim in.

Popular amenities for Town of Roseboom vacation rentals