Holiday rentals with a patio in Jackson

Adirondack Themed Carriage House

Completely renovated, Adirondack themed carriage house located 2 miles from downtown Saratoga Springs! Enjoy your privacy on Large deck w/patio furnature, barbecue & propane fire pit. Property located behind Skidmore college and is connected to the Daniel’s rd state forest & Saratoga mountain bike association trail system. Unit is a 2 bedroom, 1 queen and 1 full/twin bunkbed,Wi-Fi, washer & dryer are located in garage. Wood stove is non operational & garage is owner vehicle storage during winter

Elegant & Rustic VT Cabin - A Peaceful Getaway.

Nestled on 10 hillside acres just outside the small town of West Rupert, our cabin offers a relaxing "get-away-from-it-all," yet is convenient to all that southern VT and eastern NY has to offer. Perfect for a romantic weekend with a special someone, a relaxing country vacation with family, or a fun retreat with good friends. 3 BRs (plus sleeping loft) and full bath. Hike, bike, ski, golf, fish, shop, swim, dine, antique, explore, etc...or just relax and do nothing. Make yourself at home!

Minutes from Saratoga Springs!

Located in the village of Ballston Spa & just minutes from everything Saratoga Springs offers, this efficient two-bedroom, one-bathroom apartment provides a perfect accommodation for 1-2 couples. Custom updates accentuate original exposed brick and bamboo hardwood floors, giving the modern feel you desire when embarking on your memorable adventure in Saratoga Springs. 10 minute drive to SPAC, restaurants & shopping on Broadway, walks in the beautiful surrounding parks and exciting horse races!

East Cabin

The East Cabin is quietly tucked between the beautiful Green Mountains of VT and the gorgeous Adirondacks of NY. Soak up the morning sun on your private stone patio while mother nature comes to life on the pond and fields. Take a day trip to beautiful Lake George or Historic Saratoga Springs. Grill steaks on BBQ and eat S’mores by the campfire at night. For the winter season, there are many major ski resorts close by. We also have the West Cabin available for your extended family and friends.

The Old Canal House at Halfmoon

Located in a 200-year old historic brick house, the guest apartment is fully furnished and all windows face the Mohawk River and a scenic walk path. Nearby Kayak rental is available. We are located a few minutes’ drive from The Klam'er Tavern and Marina and about 30 minutes from Saratoga Springs and Albany, where art performances, concerts and dining experiences await you. At all times, you can enjoy the view on the river from your own private patio or the warmth of the fire pit in the yard.

Out On a Limb • A Magical Treehouse Experience

Welcome to Out on a Limb, our magical treehouse nestled in the serene woods of upstate New York. This cozy, charming hideaway offers a peaceful & romantic escape, perfect for couples or solo travelers looking to connect with nature. Surrounded by towering trees, the treehouse provides a unique experience year round—from relaxing in the hot-tub on a snowy night, to stargazing by the campfire. The treehouse is always stocked with waffle mix & homemade frozen cookies. We can’t wait to host you!

Vermont Farmhouse •Walk to Village & Hiking Trails

Experience the magic of this restored 1860s Vermont farmhouse, where historic charm meets modern luxury. This 1,700 sq ft retreat offers 2 cozy bedrooms, 2.5 baths, and sun-drenched living spaces. Relax in Adirondack rockers on the expansive deck, explore 280 acres of woodland trails right outside your door, or take a short stroll into the village. Later, gather at the fire pit for s’mores under the stars. Welcome to your quintessential New England escape at The Vermont Farmhouse.

Serene & Stylet Chalet•HOT TUB•Skiing•Manchester

Hey there, relaxation enthusiasts and adventure seekers alike! Shady Pines Chalet is your spot: a groovy 4-bed/2-bath cabin tucked away in the lush, serene embrace of the Green Mountains! It's just 15mins from Manchester, where you can shop and dine like a pro. Plus, you're in prime adventure territory: hiking, kayaking, & fly-fishing are all on the menu. And if you're a winter warrior, Bromley (25min) and Stratton & Magic Mountains (40min) are ready for your skiing prowess!!

Cute 1 story <1 mi to DT, 2 mi to Track & SPAC

1 story house that sleeps up to 6 (2 queens & 2 twins). 1 mile to Broadway or Skidmore. 1/2 mile to train station. 2 miles to Saratoga Race Track. 2.5 miles to SPAC. <1 block to Saratoga Hospital (but very quiet--ambulances turn off siren 3 blocks away) * Off-street parking for 3 cars * Wifi and TV * Laundry access * Screened-in porch & outside chimenea fireplace * Mostly certified organic bedding. * Stocked kitchen * Pet friendly (with fee) I provide coffee, tea and sugar

1 bedroom guest house on dead-end rd

Enjoy a peaceful and private space with 1 bedroom, 1 bath, full kitchen and on site parking. Last house on a dead end rd. 5 min from Southwestern VT Medical Center. 40 min from Mount Snow. 25 min from MassMoca. 15 min walk to Main St where you can enjoy great food and shops. No smoking on premises. Please note there is stairs separating the bedroom (downstairs) and living area, bathroom, and kitchen (upstairs). The stairs are steep and may be difficult for some people.

Romantic Getaway at Chickadee Hill

💫 A place made for two… Escape to your own private romantic hideaway in the Adirondacks, tucked among whispering pines and star-filled skies. This cozy cabin was designed for couples who want to slow down, reconnect, and enjoy simple magic together — firelight, quiet mornings, long talks, and late-night stargazing. Pour a glass of wine, curl up together, and let the world disappear for a while. This is not just any 5 ⭐️stay step outside we have Millions !!

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.