Holiday rentals in Upper Jay

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Upper Jay

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top guest favourite
The image displays a vibrant autumn landscape featuring trees in shades of orange, red, and yellow. In the background, the majestic peak of Whiteface Mountain rises against a clear blue sky, enhancing the natural beauty of the surrounding woods.
Cabin in Wilmington
4.99 out of 5 average rating, 159 reviews

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!

Top guest favourite
A charming house is showcased in a winter landscape, surrounded by snow-covered trees. The warm glow of light can be seen through the front door, highlighting the stone and wood exterior. Snow blankets the ground, creating a serene, picturesque scene.
Cabin
4.95 out of 5 average rating, 380 reviews

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.

Top guest favourite
An aerial view of a charming chalet surrounded by lush greenery. A spacious wrap-around deck features outdoor seating and a red umbrella, offering a cozy area for relaxation. Sunlight filters through the trees, enhancing the natural setting.
Chalet in Jay
4.96 out of 5 average rating, 258 reviews

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

Top guest favourite
The exterior of the cabin features a warm wooden facade with an A-frame roof and large windows, surrounded by lush greenery. A welcoming porch with wooden railing and a gas grill is visible, creating an inviting entrance. Bright sunlight enhances the natural colors of the landscape.
Flat in Keene
4.97 out of 5 average rating, 198 reviews

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.

Top guest favourite
The calm waters of Silver Lake reflect a vibrant sunset with shades of orange and pink blending into the tranquil scene. A cluster of decorative grasses and flowers is positioned on the shore, framed by smooth stones along the water's edge.
Guest suite in Au Sable Forks
4.99 out of 5 average rating, 107 reviews

Heron Pointe @ Silver Lake near Whiteface Mtns

Heron Pointe Camp is located near Whiteface Mountain and Lake Placid in the Adirondack Park. A beautiful lakefront location on Silver Lake. Near Saranac Lake. Private dock & kayaks. Perfect for a couple, small family or professionals. Close to many Adirondack peaks, lakes, rivers, ponds, hiking trails and skiing. Silver lake is a private lake approximately 3.5 miles long end to end with perimeter shoreline of 13+miles. Nice for swimming, fishing, paddling and relaxing lakeside.

Top guest favourite
The image showcases a serene landscape featuring a rustic cottage framed by trees displaying autumn foliage. The sun rises gently behind the distant mountains, casting a soft glow over the property and highlighting the peaceful Ausable River. A fence delineates the grassy area, enhancing the tranquil ambiance.
Cottage in Jay
4.97 out of 5 average rating, 152 reviews

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.

Top guest favourite
The exterior of the cabin is surrounded by lush trees, featuring a distinctive angled roof and large windows. A deck wraps around the house, leading to a fire pit area with Adirondack chairs. A winding path connects the cabin to a nearby hammock.
Chalet in Jay
4.96 out of 5 average rating, 335 reviews

Full-body Massage Chair + Hot Tub + Privacy

⭐ LOVED BY GUESTS — Over 300 CONSECUTIVE 5-star reviews Guests rave about how deeply restful and recharging this stay is. Perfectly located near Lake Placid, Whiteface Mountain, and top Adirondack hiking trails, you get adventure by day and total recovery by night. The massage chair and private hot tub are perfect after long hikes or ski days—this is where you truly reset and recharge. Find us @placeofprana Spring Dates Are Filling Fast — Lock In Our Best Rates Now 🌲

Top guest favourite
An A-frame cabin stands under a starry night sky, with large glass doors illuminating the interior. Outdoor string lights create a warm glow along the path leading to the cabin, surrounded by trees and natural landscape.
Cabin in Jay
4.99 out of 5 average rating, 154 reviews

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.

Guest favourite
An outdoor gravel patio is surrounded by lush greenery, featuring an oversized picnic table and a fire pit accompanied by Adirondack chairs. A grassy area leads to the flowing river, providing a serene setting for relaxation and outdoor activities.
Cabin in Upper Jay
4.95 out of 5 average rating, 346 reviews

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.

Top guest favourite
An open dining area features a long table adorned with a floral arrangement, surrounded by wooden chairs. A large stone fireplace is visible in the background, framed by bright yellow walls. Bar seating is provided at the kitchen counter, enhancing the communal space.
Home in Upper Jay
4.94 out of 5 average rating, 172 reviews

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!

Top guest favourite
Place to stay in Upper Jay
5 out of 5 average rating, 146 reviews

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 “

Top guest favourite
The exterior of a cozy A-frame cabin is presented, featuring multi-colored siding and a prominent central entrance. Wooden steps lead to the door, flanked by flower boxes. Surrounded by a grassy area and trees, the setting offers a natural, serene environment.
Cabin in Jay
4.96 out of 5 average rating, 792 reviews

Adirondack Mountainside A-Frame

A cozy pet friendly A-frame nestled in the Jay Range with view of Whiteface Mountain. The home features a living room, fireplace, loft bedroom and fully equipped kitchen. With endless activities to choose from, we are located just 10 minutes from Whiteface Mountain and 20 minutes from Lake Placid.

Popular amenities for Upper Jay holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Essex County
  5. Upper Jay