Holiday rentals with outdoor seating in Otsego County

The A-Frame on Pudding Hill

Escape to the charming town of Stamford and unwind at The A-Frame on Pudding Hill. Nestled on 5 wooded acres, this A-frame offers a secluded and serene retreat for friends, families, and couples alike. Take in stunning views of foliage, hike nearby trails, and cozy up by the crackling fire for family game night or karaoke. With endless activities like indulging in a wood-burning hot tub or channeling your inner child with our new rope swing. The A-Frame on Pudding Hill is the perfect getaway.

The Lily Pad

If you want to experience nature, our homestead has a separate one room king bed cottage, with a front porch, between 2 ponds. A private full bath is 25 steps away (attached to our home for plumbing purposes). Enjoy the serenity of the ponds and birds. The cottage is insulated, heated, has electricity,Wi-Fi, and a smart tv to be used with your own accounts. Fishing pole provided. The cottage is separated from our home by a garage. We leave guests uninterrupted unless they want/need anything.

Mtn View Lux Dome w/ Heated Plunge Pool

This luxury dome is a modern home perched on a mountain top. Our aim is to combine the comforts of a large hotel suite with all the healing qualities of nature. Venture out or hike our own trails leading to a pond and a stream in the woods. Suited for long term WFH stays! We have Fiberoptic internet (ethernet avail) and plenty of space for your setup. Stroll the property at lunch or jump in the heated plunge pool between calls. Ask me about a special offer for long term stays. (14 days +)

Catskills Barn Apt with MTN views on 34 acres

Before booking * READ * the ENTIRE listing especially the “GUEST ACCESS and HOUSE RULES for all info on the Property and Hot Tub (access is shared). December - March an AWD or 4x4 Vehicle is HIGHLY RECOMMENDED Please read the “Other things to note” section. The Monroe House Barn Apt is tucked away between our Main House and Guest Cabin on our picturesque 34 acre estate. Guests have *shared access* to our Hot Tub with stunning views of the mountains. Absolutely NO PETS or SMOKING

Contemporary Cabin w/ Hot Tub, Lake & Fireplace

Ticking all the boxes, this beautiful cabin has everything you could want for your retreat from city life! Five acres of private forest encapsulates the perfect seasonal mood as you step from the great room onto the huge wrap-around deck. Relax and enjoy the property with its hot tub, fireplace, A/C, BBQ grill and poolside loungers. For the adventurous at heart, check out the community shared lake access (non fishing), rivers, hiking trails and ski stations right at your fingertips.

Catskills Modern Tiny House - Secluded+Private!

Newly built tiny home up a dead-end private mountain road, secluded and nestled in the woods alongside old stone walls and lots of trees. There is a kitchenette with a mini-fridge/stovetop and oven so you can prepare meals, a queen-size bed, a couch with storage, and a bathroom with a shower. Ideal for a couple or solo traveler looking to disconnect and observe nature at work from the large windows. There is a fire pit and Adirondack chairs on the patio if it's not too cold out!

Deer Meadow Farm Studio: spacious studio apartment

Deer Meadow Farm Studio is a modern, open concept Studio apt (24'x16') and includes many amenities to make your stay comfortable and relaxing! Including: WiFi • Spectrum/Apple TV • Radiant floor heat • A/C • Private patio w/ gas grill • All linens/towels • Kitchenette (microwave, mini-fridge, Keurig, toaster). PLEASE NOTE: There is NOT a full kitchen. Located near The Baseball Hall of Fame, Brewery Ommegang, Glimmerglass Festival as well as the many area shops and restaurants!

Tiny Home Glamping @ Maia's Place

Enjoy a true Tiny Home Glamping experience at Maia's Place! Located only 20 minutes from Cooperstown and baseball fields. 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 hotspot, and queen-sized bed with a 5x5 east-facing picture window to capture the perfect sunrise!

Catskills Over Water Bungalow on Lake Albanese!

Catskills Cabin Rentals has designed and built one of the most unique places in the Catskills. Located on Lake Albanese is New York's first Over Water Bungalow featuring 2 bedrooms 1.5 bathrooms. The living room has a wood burning fireplace made with handcrafted stone. In front of the fireplace the home has a glass floor to see fish, turtles, frogs, and more! The home is located on 200 acres with only 4 other log cabins.

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.

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

"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.