Holiday rentals with a pool in Saratoga Springs

Charming Guesthouse w/ Pool

Charming Guesthouse 20 Mins. from Saratoga Race Track — Pool, Fire Pit & Spacious Yard! Welcome to your perfect Upstate NY getaway - a cozy, private 1-bedroom guesthouse located on a half acre property in Clifton Park, just a quick drive from the world-famous Saratoga Race Track! Whether you're here for track season, concerts at SPAC, or simply to unwind, this peaceful retreat offers modern comforts, resort-style amenities, and a touch of country charm, complete with chickens and a spacious yard

Saratoga Musical Oasis|Heated Pool|King Bed|Views

Nestled in Greenfield Center near Saratoga Springs, this 3-bedroom, 3.5-bathroom luxury home offers a heated pool, smart home features, music speakers and a finished basement. Enjoy privacy, stunning mountain/sunset views, and a master suite with a king bed and spa-like bath. The property includes a fully stocked kitchen, personal workspace, and a barn for events on a case by case basis. Minutes to downtown, the race track, and SPAC, you'll find privacy and convenience in one gorgeous location!

Home Away from Home

*Please note family members are allergic to animals. Sept-May monthly pricing monthly $1600. Easy 10 min. walking distance to Broadway, Racetrack & parks. Stylish home. Enjoy entire 900sq ft² basement guest suite! Open plan. Very large 1 bedroom, separate large kitchenette living/dining space & large separate private bath. Bonus feature: professional massage chair. Private locked entrance through Bilco doors or through part of main house. Outdoors shared. Beautiful inground pool.

Grand King Apartment w/ Soaking Tub & Full Kitchen

This expansive one-bedroom apartment is designed for guests who want space, comfort, and privacy. Featuring cathedral ceilings, a full-size kitchen, a massive king bedroom, private balcony and a spa-style bathroom with dual sinks and a deep soaking tub, it’s an ideal retreat for couples or solo travelers who enjoy room to unwind. While it can accommodate up to four, the layout is best suited for two guests who value generous living space, upgraded amenities, and a relaxed, residential feel.

Ridge with a View 1000 sf private guest suite/pool

Private, 3 story home w/forest view of President Grants Cottage on Mt. McGregor. Exclusive walkout basement w/ pool outside your door. Living area (800sf), private bedroom (200sf), & full bath. Microwave/mini fridge/coffee (no kitchen sink/cooking). Own parking spot (must walk through the grass to get to your entrance). Breakfast menu offered 7-10am each morning. Homemade cookies upon arrival. 8 miles to downtown Toga, 11 to Track, 14 to SPAC, 6 to Adirondack Park & 20 to Lake George

Lake George Watchtower Wood Burning HOT Tub

Welcome to Trekker in Lake George, New York at the base of the Adirondack Park. When staying at our unique resort you will not only experience and see many different types of rentals like treehouses, yurts, earth homes, and cabins but you can explore our wildflower fields, play with our goats and chickens, and observe our honeybee hives. While the seasons and nature provide, take home some honey from our hives, eggs from our coops and fresh maple syrup from ours and other local farms.

Trifecta Lake House - Two Miles From The Track!

Hello from the Trifecta Lake House (health, history, and horses) on Saratoga Lake! This beautiful, newly renovated (just last year) townhouse in the Waters Edge community is steps from the lake, and all of the amenities the community has to offer, while being two miles (or a $10 Uber ride) to the Saratoga Race Track. If you are looking to bet on the ponies and also want a true vacation experience, this one is a sure bet! Find more info on Instagram or Facebook (@trifectalakehouse)!

Cozy Stay – King Bed, Soaking Tub & Fire Pit

Cozy winter reset in Clifton Park—perfectly located for easy trips to Saratoga Springs, Albany, Troy, and Schenectady. Sink into a plush king bed, unwind in the soaking tub, and end the day by the fire pit under string lights. Whether you’re here for a quiet getaway, work trip, or a longer stay, you’ll have comfort, privacy, and the space to truly relax. Outdoor movie screen: “available weather-permitting” + two 65" TV indoors for winter nights.

HotTub/Pool, king bed, between Lk George/Saratoga

Welcome to your private upstate getaway, perfectly located between Lake George and Saratoga Springs. Spend summer days enjoying the heated private inground pool, relax year-round in the hot tub, and unwind in a peaceful setting that feels private yet is close to everything. Whether you're here for lake days, mountains, skiing, racetrack, racino, local events. or simply to relax, this home is designed for an easy memorable stay

Cozy Cottage with pool and walk to lake

This is a 2 bedroom, 1 bathroom cottage located on a quiet street close to town. House is in walking distance to Reichards Lake. The home is bright with an open living space and vaulted knotty pine ceiling. Lovely eat in kitchen. Bathroom with shower/ tub combo as well as washer and dryer. Outdoor space includes a fenced in back yard, above ground swimming pool and sun deck. Patio table, gas grill and outdoor fire pit.

Contemporary, Warm & Cozy Home mins to Saratoga

This is the perfect place for a relaxing getaway for friends or family! Conveniently located but with plenty of peace and quiet, our 2-bedroom home is minutes away from all the attractions Saratoga Springs has to offer and features a dedicated workspace, private fenced in yard with pool, furnished deck and gas grill. Have fun with the whole family at this stylish place. See below for more information:

Stunning Bungalo-style Loft in Downtown Albany

This property is a 10 minute drive from June Farms. Located in the heart of Albany's "Warehouse District", this spacious loft is the perfect stay for a work trip or a pleasurable visit to Albany! I live upstairs and am proud to offer such a beautiful, clean, living space for your trip. I feel like this loft has really good energy and you will be very happy staying there. -Matt