Vacation rentals in Upper Jay

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Top-rated vacation rentals in Upper Jay

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Top guest favorite

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

4.98 out of 5 average rating, 128 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 favorite

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 in Upper Jay

4.95 out of 5 average rating, 367 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.

Guest favorite

A contemporary farmhouse features a welcoming porch with two chairs, set against a backdrop of lush greenery. An American flag is displayed, complementing the house's light-colored exterior and metal roof. A gravel driveway leads to a garage, enhancing the inviting curb appeal.

Home in Upper Jay

4.96 out of 5 average rating, 102 reviews

Fall Foliage Mins 2 White Face-Hot Tub-Dogs Wlcm

Hike leaf strewn trails amid brilliant foliage and drink in majestic views atop the 46 peaks. Close to all trail heads. Just 9 minutes to White Face Mtn, 23 minutes to Lake Placid Village. Fuel up at the coffee bar, hit the trails and come back to Sugar House ADK Base Camp to relax in the hot tub or by the campfire. This contemporary farmhouse has fully-equipped kitchen, large game room with ping pong, billiards, poker table, and smart tvs. Stay with us and enjoy autumn in the Adirondacks.

Top guest favorite

A queen-sized bed is positioned against a wooden wall with slanted ceilings. Large triangular windows provide views of the surrounding forest and mountains, allowing natural light to fill the space.

Home in Keene

4.98 out of 5 average rating, 179 reviews

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.

Top guest favorite

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

4.95 out of 5 average rating, 232 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 favorite

A fire pit with flickering flames is set into a stone table, surrounded by lush greenery and hanging ferns. Planters with colorful flowers add to the vibrant atmosphere. The surrounding area offers a peaceful view of nature, providing a serene backdrop for relaxation.

Place to stay in Upper Jay

5 out of 5 average rating, 123 reviews

Lewis Brook Lodge

Nestled in the Adirondack Mountains, this 1860 farmhouse is just10 minutes to Whiteface mountain , and 25 minutes to Lake Placid! Breakfast foods are included with your stay. This rental offers all the modern conveniences plus old world charm. Enjoy evenings around the fire pit, cocktails by the koi pond or relax in the ADK chairs next to Lewis Brook. We are walking distance to The Ice Jam, Adirondack Mountain Coffee, Sugar House Creamery, Recovery Lounge , post office and a library.

Top guest favorite

The cabin exterior is illuminated by soft lighting, highlighting the wooden structure surrounded by trees. A cozy fire pit area with red chairs, a picnic table, and an umbrella is visible, creating an inviting outdoor space for relaxation and gathering.

Cabin in Wilmington

4.99 out of 5 average rating, 312 reviews

JUNIPER HILL cabin

Juniper Hill cabin is a new construction two bedroom/one bathroom home situated in Wilmington, NY. This cabin sits in the heart of the Adirondack mountains and is minutes to outdoor adventure of all kinds! Only five minutes to Whiteface Mountain and less than 15 minutes to downtown Lake Placid, the convenience of the location is key for both outdoor enthusiasts and those looking to just getaway and relax in nature. The Ausable River and Lake Everest are both within walking distance.

Top guest favorite

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

4.96 out of 5 average rating, 133 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.

Guest favorite

Cabin in Upper Jay

4.95 out of 5 average rating, 327 reviews

Warner's Camp River House, Sauna & Swimming Hole

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. Our cabin is perched so close to the river that you can hear and see it from nearly every room. The house is only 10 minutes away from Whiteface Ski Resort, 25 minutes from Lake Placid, and 5 minutes from Keene. Recently featured in Travel + Leisure and Apartment Therapy. Follow us on IG! @warnerscamp

Guest favorite

A scenic view of rolling hills and mountains is captured at sunset, with soft hues of orange and pink in the sky. In the foreground, sheep graze peacefully on vibrant green grass, framed by a rustic structure and a hint of electrified fence.

Tiny home in Jay

4.94 out of 5 average rating, 497 reviews

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!

Top guest favorite

A sprawling meadow extends towards distant mountains, with a varied landscape marked by trees and fields. The sky is partially covered with clouds, offering a serene view of the natural surroundings and hints of autumn colors in the foliage.

Home in Wilmington

4.95 out of 5 average rating, 504 reviews

THE VIEW! THE VIEW! THE VIEW!

A 1900 farmhouse that has been in the family for generations. Recently renovated to accommodate up to 5 guests, it is clean with simple furnishings and a SPECTACULAR VIEW! Located RIGHT ON NYS RTE 86 (close to the road) with easy access to nearby attractions. The house is split in 2 and is designed for 2 families. I rent out "The View" using airbnb exclusively. My wife and I reside in the back portion of the house with a separate entrance and separate parking.

Top guest favorite

The living room features a television on a console, surrounded by two armchairs and a coffee table. Natural light fills the space through sliding glass doors, which lead to a private back deck. A patterned area rug adds texture to the flooring.

Apartment in Jay

5 out of 5 average rating, 156 reviews

Newly renovated one bedroom apartment in Adk mtns

Queen-sized bed in bedroom and queen-sized sofa bed in living room. Two Smart TVs with streaming capability and guest Wi-Fi. Brand new furniture, flooring and bath. Newly updated, fully-equipped kitchen with coffee bar. Separate entrance off heated enclosed foyer. Private back deck with beautiful backyard views. Close to Whiteface Mountain and Lake Placid. Nearby to beautiful hiking trails in the famous Adirondack Mountains and Adirondack Lakes.