Vacation rentals in Upper Jay

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Top-rated vacation rentals in Upper Jay

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Guest favourite
A modern cabin is nestled amidst a vibrant wildflower meadow, surrounded by tall trees. The cabin features large windows and a wooden deck with steps leading to the expansive outdoor area. Bright yellow wildflowers contrast against the greenery, creating a serene and inviting landscape.
Cabin in Keene
4.96 out of 5 average rating, 102 reviews

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!

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 in Upper Jay
4.95 out of 5 average rating, 377 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
A spacious lounge area is presented with a large, cream-colored sofa adorned with decorative pillows. A dark wooden coffee table sits in front of it, complemented by a patterned area rug. A bookshelf filled with books is visible in the background, alongside a pool table.
Guest suite in Keene
4.9 out of 5 average rating, 178 reviews

High Peaks Artist's Loft

The High Peaks Artist’s loft is a converted mechanics shop located conveniently right in Keene. The space has been decorated by two artists and includes original paintings and decorations. This is a generous studio space with a well-equipped kitchenette, bathroom with a shower, pool table, lounge area and large projection screen. When you are ready to turn in for the night, we hope you will enjoy the newly created sleeping loft. If the weather is nice there is also a fire pit for you to use!

Guest favourite
The exterior of the quaint one-bedroom apartment is showcased, featuring a charming yellow facade adorned with green accents. Lush greenery and colorful flowers surround the entrance, complemented by a bell tower atop the building. A spacious lawn offers a serene outdoor setting.
Apartment in Upper Jay
4.93 out of 5 average rating, 272 reviews

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!

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, 255 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.
Apartment in Keene
4.97 out of 5 average rating, 194 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 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, 327 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 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, 149 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
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 homes in Jay
4.94 out of 5 average rating, 522 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!

Guest favourite
The charming guesthouse is framed by snow-covered branches, showcasing twinkling outdoor lights that adorn the surrounding trees. A picnic table sits on a blanket of fresh snow, with wintery landscapes visible in the background. The inviting home features large windows and a welcoming porch.
Cabin in Upper Jay
4.95 out of 5 average rating, 343 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.

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, 171 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!

Guest favourite
A cozy single-wide manufactured home is framed by lush greenery and tall trees, featuring a distinctive red metal roof. A grassy area enhances the inviting outdoor space, with scattered shrubs and plants contributing to a serene environment.
Home in Upper Jay
4.93 out of 5 average rating, 272 reviews

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!

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