Holiday rentals with a pool in Otsego County

Beautiful Farmhouse w/ Heated Pool, Game Room

Welcome to Cooperstown Star! Cooperstown Star is a beautifully re-modeled farmhouse set in the rolling hills of Cooperstown, just 3 miles from Cooperstown Dreams Park and less than 4 miles from downtown Cooperstown, Lake Otsego, and the Baseball Hall of Fame! Relax by the pool, play some games, grill some dinner and watch the fireworks right from your backyard. You will have an amazing time at Cooperstown Star. Don't miss out! * The heated pool is available Memorial Day through Labor Day

5BR/3.5BA,<2 Miles Dreams Park Pool/Spa,Game Room

Baseball fans seeking a taste of home run history will love this ideally located home! Our home is perfect for larger groups and Cooperstown Dream House is a recently remodeled 3500+ sq. ft, 5 Bedroom/3.5 Bath home located under 2 miles from Cooperstown Dreams Park and under 4 Miles from the Baseball Hall of Fame/Downtown Cooperstown. In addition, we are conveniently located less than a mile from the local grocery store shopping plaza so everything you need for a memorable vacation is nearby.

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 +)

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.

Creekside Cottage - Sleeps 10 - Heated Pool!

4 bedroom, 4 full bathrooms, heated pool, creekside location, Central AC, Sleeps up to 10. Creekside Cottage is conveniently located in Fly Creek, NY only 6 minutes (3 miles) to the village of Cooperstown, 14 minutes (6 miles) to Cooperstown Dreams Park, 26 minutes (20 miles) to AllStar Village. PLEASE NOTE: Pool is open Memorial Weekend through Labor Day. **This property is managed by a professional vacation rental agency in Cooperstown, NY. Additional information may be required.

Historic Tavern (w/ saltwater hot tub)

Copper top bar in your private tavern/kitchen. Sleeps 6 across 3 bedrooms (3 beds). 6-person salt water hot tub (available after 8/22/25), Picnic table, grill. 25-28min to Cooperstown Dreams Park and All Star Village, 20min to Oneonta and Cobleskill. This home was completed in the 1870s and is a jewel in the region (we’re bringing her back to life, but she’s still pretty awesome). The town pool is on the neighboring property, it’s very convenient.

12 Acres of Autumn Color • Cozy Catskills Home

Perfect for summer getaways, this 3BR, 2BA home on 12 private acres is made for families. Enjoy forest views, a full kitchen, fast WiFi, and comfy furnishings. Let the kids explore the open space or head to the PUBLIC swimming pool just under a 15 minute drive away. BBQ, stargaze, or unwind after a day of hiking or baseball. With historic stone walls and peaceful surroundings, it's the ideal Catskills retreat for fun and relaxation.

Family Friendly Cottage with Pool (4 bedrooms)

Welcome your entire family to our spacious home, perfect for endless fun and relaxation. Our home features 4 bedrooms including two queens, one double bunk bed, and one king, comfortably accommodating up to 10. With two bathrooms, a well-equipped kitchen, and a generous living space, there’s ample room. Enjoy the pool in season and private backyard, complete with a grill, and patio furniture for outdoor dining.

Sunrise Suite

Take a break and unwind at this peaceful oasis. Spacious Master Suite with lots of natural light, a loft, a beautiful view of the hill, and a comfy sitting area with a flat-screen tv. There is a mini washer + mini dryer in the bathroom. We are 3.4 miles from the Cooperstown Baseball World. We are 4.7 miles from the Cooperstown All-Star Village. We are 19 miles from the Cooperstown Dreams Park.

Casa los Pinos

Charming 4 bed, 2 bath house in Upstate NY, perfect for families, couples, and pets. Features 2 living rooms, dining area, kitchen, and a private pool with stunning views. Enjoy a personal movie theater for an unforgettable experience. Close to Oneonta and Cooperstown, home of the Baseball Hall of Fame. A cozy, spacious retreat for your next getaway!

Wood Chip Station

Bring the whole family to this great place with lots of room for fun. Located 11 minutes to Cooperstown Allstar Village, 21 minutes to Cooperstown Dreams Park, 10 minutes to Cooperstown Baseball World and 30 minutes from the Baseball Hall of Fame in Cooperstown. Only five minutes from downtown Oneonta shopping and restaurants.

Woodview Retreat #2

This centrally-located two bedroom, two bathroom apartment is on the lower level of a duplex. This much-loved rental is now being listed by the property’s owner. Each unit in the duplex has its own firepit, grill, and access to the large shared pool. See photos for past reviews and ratings!