Vacation rentals in Upper Jay

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 strong Wifi World Class Fishing, Ausable Rivers are close This is our family cabin. Enjoy it as we have.

Private Modern Cabin in Keene

Stay in a quiet modern cabin centrally located on a country road in Keene, Home of the High Peaks in the Adirondacks. Only 15/20min drive to all main attractions: Lake Placid, Whiteface, Adirondack Loj and Marcy Dam. A bright and peaceful oasis to unwind from your ADK adventures with a view of the mountains from your bed, the deck, or fire pit. Enjoy a private meadow with access to a natural brook with swimming holes and waterfalls. Queen bed + pullout couch that can sleep 1 adult/2 kids. RELAX!

A Mountain View Chalet - Whiteface Mt, Lake Placid

A Mountain View Chalet is nestled on the wooded hillside of Juniper Hill in Wilmington, NY. The chalet has a spectacular view of and short drive to Whiteface Mountain. This chalet is also a scenic, 15 minute drive to Lake Placid. This charming A-frame is picturesque and reminiscent to the setting of a hallmark movie. Whether you cozy up inside next to the fireplace, gazing out the window at Whiteface, or gather around the fire pit making memories and s'mores, you are going to love this chalet!

Ascent House | Keene

A unique retreat meticulously crafted for resting and recharging after exploring in our beautiful Adirondack Wilderness. Flooded with natural light, every room offers calming frames of nature. Watch the sun peak through the forest and rise over the mountains through expansive windows. Ascend the levels of the house, each revealing more landscape. Experience a designer woodfired traditional Finnish sauna & totally recharge while embracing our harsh Adirondack weather. We hope you love it here.

ADK Summer Hub: Hot Tub-Game Rm-Coffee Bar-Dogs OK

Create unforgettable summer memories at Sugar House ADK Base Camp! Enjoy majestic, mountain views with family (including Fido!) and friends. Minutes from many hiking trails of all levels; just 23 min to Lake Placid. Spend the day in the great outdoors and cool evenings sipping hot cocoa or coffee made your way fireside or in the hot tub. Cozy up with a movie or challenge loved ones to ping pong, billiards, or poker in this contemporary farmhouse featuring a full kitchen and coffee bar.

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!

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. OCC-000269

Autumn Forest Retreat | Hot Tub + Massage Chair

⭐ TOP 1% STAY — 300+ 5★ Reviews Guests often say: “This was exactly what we needed.” Welcome to Place of Prana — a peaceful Adirondack escape designed for rest, healing, and true reset. Summer weekends are filling quickly ☀️ Book your Adirondack escape before the season is gone. Are your dates unavailable? Explore our sister stay, Place of Poiema — another peaceful Adirondack retreat designed for gathering, connection, and unforgettable time together for 10 guests.

Peaceful Adirondack Cabin right on John's Brook

This cabin is set in a gorgeous, tree-rimmed meadow directly on John's Brook, just 1/2 mile from the village of Keene Valley. Miles of trails are outside your door for your summer or winter enjoyment. Fly fish in the brook just steps from the house or climb Marcy and the range from the front door! The cabin is cozy in the winter with wifi, a fully equipped kitchen and modern amenities. You will enjoy the entire property to yourself in a truly serene setting.

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 • Swimming Hole • Sauna

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.

Bear Run Cabin

The moment you enter the home you will notice the vaulted ceilings with exposed beams, balcony and a custom-built kitchen. Faux black walnut ceramic tile with in-floor radiant heat on the first floor. Great Room features a cathedral ceiling with natural light. Warm up to the woodstove in the winter months, walk out to the deck in the summer months, or relax in front of the large projector screen.