Holiday houses in Cobleskill

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Top-rated holiday rentals in Cobleskill

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, 962 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!

Guest favourite
Tiny home in Worcester
4.88 out of 5 average rating, 126 reviews

Winter Wonderland 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 favourite
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
4.85 out of 5 average rating, 165 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 favourite
A spacious guesthouse and main house are visible, both surrounded by greenery. The guesthouse, featuring a peaked roof and front porch, is set beside the main house, which includes a symmetrical design and large garage doors. A gravel pathway leads to both structures.
Guesthouse in Fort Plain
4.99 out of 5 average rating, 587 reviews

Starhaven: Baseball HoF, Mineral Mining & More

Our guesthouse is minutes from the interstate, but you'll swear that you've traveled far out in "God's country." Surrounded by many Amish neighbors, we are centrally located to Cooperstown, Howe Caverns, the Southern Adirondacks, Saratoga, Albany, Utica, and the Mohawk Valley (all within an hour's drive or less.) Enjoy a quiet retreat far off the road with authentic Amish furniture and decor and modern conveniences (washer & dryer, dishwasher, Keurig, AC/Heat, WiFi and streaming TV.)

Top Guest favourite
Cabin in Walton
4.94 out of 5 average rating, 207 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.

Guest favourite
A sign displaying 'Stucco House' is prominently featured in front of a two-story building. The building is surrounded by greenery, with large trees and shrubs partially framing the structure. The exterior showcases a textured finish, typical of stucco.
Apartment in Central Bridge
4.92 out of 5 average rating, 107 reviews

The Stucco House

Upstairs private (isolated to guest access only) studio apartment with full amenities, kitchen, bathroom with tub and shower, large livingroom, washer/dryer and off street parking. Lots of local attractions. Near Howes Caverns and Secret Caverns, Iroquois Museum, Old Stone Fort, Vroman's Nose, Schoharie Kayak Rentals etc. Less than 2 miles off I88 exit 23. If you really need a place to stay for just one night or a long term stay contact me. I will try to accommodate you if possible.

Guest favourite
A single-story home is set among trees, featuring a front porch with a wooden railing. A gravel driveway leads to the entrance, framed by a landscaped area. The surroundings include additional structures and a green landscape, providing a peaceful natural setting.
Home in Gilboa
4.83 out of 5 average rating, 164 reviews

Great for hunters-skiers-hikers close to Windham

The quiet tranquility of mountain nature. Minutes from the Windham mountain ski resort. State land nearby for hunters as well. This one bedroom home has key pad entry, a full kitchen, dining area, living room, front deck, spacious rear deck, fire pit, acres of back yard, full bathroom, can sleep four with queen size bed and pull out couch, wifi, fire stick tv. All the comforts of home. This is a fully furnished one bedroom home that was recently converted to an Air BNB.

Top Guest favourite
The entrance features a welcoming porch with two wicker chairs positioned on a stone path. A variety of lush plants and flowers surround the area, enhancing the inviting appearance of the home with its cheerful yellow exterior.
Guesthouse in Cobleskill
4.99 out of 5 average rating, 109 reviews

Mill Creek Guest House

Truly a 'HOME AWAY FROM HOME'! The Mill Creek Guest House is centrally located, just outside of Albany with SUNY Cobleskill campus and Sunshine County Fairgrounds within walking distance, and only a short drive to Howes Caverns, Vroman's Nose Hiking Trail, Iroqois Indian Museaum, Cooperstown, Baseball Hall of Fame, Glimmerglass Opera and much more! Spend the day visiting our beautiful valley, then return to a freshly renovated guest house with plenty of space to relax.

Guest favourite
A rustic log cabin with a green metal roof is surrounded by a snowy landscape. The front porch features wooden railings and is framed by trees. Light snowfall is captured, creating a serene winter atmosphere.
Cabin in Middleburgh
4.84 out of 5 average rating, 183 reviews

Private, Unique Log Cabin in the Woods

Escape to a small, quiet log cabin nestled on 13 serene acres in the heart of the Catskill Mountains. Perfectly located near Hunter Mountain and Windham Mountain, this charming retreat offers a peaceful getaway for those seeking tranquility and a true connection with nature. Whether you’re seeking a romantic escape, a family adventure, or a solo retreat, this cabin offers the perfect blend of rustic charm and natural wonder.

Top Guest favourite
A serene cabin is nestled amidst a lush green landscape, surrounded by tall trees and vibrant foliage. The charming structure features a blue roof and large windows that offer an inviting appearance. Wildflowers and grasses frame the view, enhancing the peaceful setting.
Cabin in Jefferson
5 out of 5 average rating, 512 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.

Guest favourite
The interior of the cabin features wooden ceilings and a cozy atmosphere. A kitchen area is visible with essential appliances, including a refrigerator and stove. A ladder provides access to the elevated bedroom, while a comfortable couch and small table occupy the living space.
Tiny home in Jefferson
4.96 out of 5 average rating, 111 reviews

Tiny Cabin in The Catskill Mountain

Enjoy and relax roaming our 4 acres, amazing sunset views, and mesmerizing magic star gazing when the sun goes down. Our cabin offers one beautiful cozy bedroom comfortably sleeping two + two childrens , with one full bathroom. fully laundry with washer and dryer. The cabin is good for a couple, solo adventurers, or families (with kids) just be careful there is a steep latter going up the bedroom.

Top Guest favourite
A charming Victorian home is showcased, featuring a covered front porch with seating. Lush green lawns and well-maintained landscaping surround the property. The two-story structure is accentuated by a distinctive purple hue, large windows, and a gable roof, set against a clear blue sky.
Home in Cobleskill
4.96 out of 5 average rating, 127 reviews

Lady Viola (w/balcony hot tub)

Wander in this stunning Purple Victorian adorned with vintage curiosities on 1.6 bucolic acres. Get lost in the backyard, exploring it’s many vignettes: fire pit, apple orchard, wooded areas, and many places to sit and relax. Enjoy 2400 sq ft of indoor space inclusive of a chef’s kitchen, spacious bedrooms, and a variety of seating. Walk to downtown Cobleskill in 5 minutes.

Popular amenities for Cobleskill holiday rentals

Quick stats about holiday rentals in Cobleskill

  • Total holiday rentals

    Explore 10 holiday rentals in Cobleskill

  • Nightly prices starting at

    Cobleskill holiday rentals start at $90 AUD per night before taxes and fees

  • Verified guest reviews

    Over 690 verified reviews to help you choose

  • Wi-Fi availability

    10 of Cobleskill holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Cobleskill rentals

  • 4.9 Average rating

    Cobleskill stays are highly rated by guests—averaging 4.9 out of 5!

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  5. Cobleskill