Holiday rentals in Upper Jay

Historic Icehouse in 980 Acres Private Wilderness

The Icehouse is a historic house situated in the High Peaks. The building is surrounded by a stunning private wilderness, with trails, brooks, and fields that no one but guests have access to. As the Park gets more crowded, enjoy undisturbed hiking, back-country skiing, biking, or simply going for picnics to take in some of the best views in the East! The house is very well equipped and has a great kitchen, comfy beds with high-end mattresses and linen, as well as unique furniture and artwork.

Butternut House

A quaint one bedroom apartment which includes a completely separate entrance with no steps. The living room and dining area are separate from the bedroom. The apartment has a kitchenette with an under counter refrigerator. Also, there is a larger refrigerator closeted in the living room for your use. We are nestled along the beautiful Ausable river, just minutes from Whiteface Ski mountain and Lake Placid, the Olympic Village. Enjoy nearby hiking, biking, skiing and beautiful scenery!

Full-body Massage Chair & Hot Tub & Wellness

🌄 February Is for Slowing Down 🌄 February isn’t about rushing forward; it’s about pausing, resting, and taking care of yourself when winter asks you to move more gently. At The Place of Prana, February offers a quieter kind of luxury: peaceful mornings and evenings designed for deep rest and reflection. It’s a chance to step away from noise, screens, and schedules—and come back to yourself. Come stay, exhale, and let February hold you for a while. ➡️ Best Rate Available for 2/25-27

Adirondack Timberwolf Cabin

Cozy Mountain Chalet in Jay, NY on beautiful Glen Road. Only .7 miles to the Jay Covered Bridge, 3 miles to the Jay Mountain summit trail head, 7 miles to Whiteface Mountain, and 16 miles to Lake Placid. Keene and Keene Valley trail heads are only minutes away. The cabin has 3 acres of wooded property with a front driveway as well as a back access drivweway which is nice to walk. There is Satellite TV and wifi. There is good cell coverage. World Class Fishing, Ausable Rivers are close

Xplorer I | Keene

The ideal home base for outdoor exploration, right in Keene, center of the High Peaks. With unrivalled proximity to the mountains, local dining and shops are just a walk away. This 1BR/1BA space with full kitchen blends rustic Adirondack exteriors with renovated contemporary interiors and has everything you need for any length of stay. Experience our designer woodfired traditional Finnish sauna & totally recharge while embracing our harsh Adirondack weather. We hope you love it here.

The Covered Bridge Cottage- Ausable Riverfront

Situated directly by the Ausable River and surrounded by beautiful vineyards and gardens you will be immersed in nature at any time if the year. It's sure to restore the soul. The gentle rumble of the river is ever present as you look out over the natural beauty. During the summer cool off in the river and come back to the screened in porch for an evening meal. In the winter fire up the pellet stove and get cozy. 15 minutes to Whiteface and Keene and 25 Minutes to Lake Placid.

The Shepherd's Crook at Blue Pepper Farm

Tucked in the woods on our working sheep farm, our off-grid tiny house is the perfect escape and stepping stone into the Adirondack mountains for hiking, skiing, and snowshoeing. Enjoy the coziness of the Crook between forays into our north country wilderness! What you will find: adventure, peace, quiet, woodstove, candles, down blanket, fire pit, privacy, composting outhouse, firewood for sale. **Please note there is NO electricity and NO running water. Akin to glamping!

Aframe - Sauna, Near Lake Placid - Unique & Modern

Welcome to ADK Aframe - A luxury mid-century modern cabin! Located on a quiet road, this amazing space serves as a relaxing retreat for you to recharge after adventure filled days hiking, biking, paddling, fishing and skiing. Our pet-free home features all new furnishings and modern comforts, including a barrel sauna. The neighborhood includes private hiking/X-Country skiing trails, open space with a lake, and Ausable River access.

Historic River House • Sauna • Warner's Camp

Warner’s Camp is a recently renovated, 1800's guesthouse. The house is located in the Adirondacks High Peaks area, directly adjacent to a freshwater river and swimming hole. Enjoy unmatched river views. The house is only 10 minutes away from Whiteface Ski Resort, 25 minutes from Lake Placid, and 5 minutes from Keene. Walk to a couple restaurants in Upper Jay. Recently featured in Travel + Leisure and Apartment Therapy.

Parson Place

Custom-built home, added in 1994 to the original 1800s residence. Whiteface Mountain just 10 minutes away and Lake Placid is 25 minutes by car. Close to High Peaks Region. Large stocked kitchen, water filtration system, fireplace, screened-in porch, Large jacuzzi (bathtub) Gas grill, Lighted basketball court, fire-pit - your Adirondack base camp!

Running Brook

Located just 6 minutes from Whiteface Ski Center and 17 minutes from Lake Placid, this cozy 1.5 bedroom single wide manufactured home can comfortably sleep 3-4 people. This house is in close proximity to many activities that the area has to offer throughout the year, such as skiing, swimming, boating, hiking, and more!

Lewis Brook Lodge

Welcome to your perfect mountain escape—Hot tub and Sauna and just 10 minutes from Whiteface Mountain and steps from two local restaurants and a charming creamery. Blending rustic Adirondack charm with modern comforts, this warm, inviting lodge is often described by guests as “straight out of aHallmark movie “