Holiday rentals in Upper Jay

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Top-rated holiday rentals in Upper Jay

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Top guest favourite
Cabin in Keene
4.96 out of 5 average rating, 107 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
Cabin in Upper Jay
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, 257 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
Guest suite in Elizabethtown
4.96 out of 5 average rating, 375 reviews

Adirondack Mountain View Retreat

30 minutes from Lake Placid, this unique mountain-view space features a comfortable, secluded 3-room guest suite opening out to a private covered terrace showcasing unmatched views of the Adirondack Peaks. A pet-friendly space ideal for outdoor enthusiasts, a couple's getaway, those working from home, or those just looking to have a peaceful retreat in the countryside - come enjoy our 25 acres of fields, forests, ponds and private riverbank. Also available: airbnb.com/h/adkretreat

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, 197 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 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, 150 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 favourite
Tiny home in Jay
4.94 out of 5 average rating, 526 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 favourite
A rustic log cabin is partially visible under a blanket of snow, with two dogs standing at the entrance. Snow is falling softly, creating a serene winter scene. The cabin’s warm lighting illuminates the red door, contrasting with the snowy landscape.
Cabin in Jay
4.96 out of 5 average rating, 413 reviews

Adirondack Cozy Log Cabin

We are a pet friendly cozy cabin set in the Jay Range. This hand-crafted log cabin was built from the trees right on the property. Featuring authentic rustic charm along with all the modern conveniences, a new cook’s kitchen, dishwasher, gas range and a wood burning stove. Relax in the deep soaking tub, perfect for after a long hike in the high peaks district. If privacy, comfort and tranquility are what you are after, the Cabin is the right place for you.

Guest favourite
A cozy screened-in porch overlooks the flowing river, illuminated by warm string lights. A small table is set with a chessboard, while two chairs provide seating for relaxation. The lush greenery of the surrounding trees adds to the serene atmosphere.
Cabin in Upper Jay
4.95 out of 5 average rating, 345 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
A cozy bedroom features a queen bed dressed in white bedding and a festive plaid throw. The wood-paneled walls and ceiling enhance the warm ambiance. Two windows allow natural light to fill the space, with a bedside lamp providing soft illumination.
Cabin in Wilmington
4.97 out of 5 average rating, 178 reviews

♥ New! 2.5 mi to Whiteface, ADK Cabin w/ fire pit

Welcome to Esther Cabin. This charming, authentic Adirondack Cabin is located just minutes away from Whiteface Mountain and is the perfect getaway to enjoy the majesty of the Adirondacks. Its close proximity to hiking, mountain biking, skiing, world-class fly fishing and Lake Placid make it an ideal location from which to embark on your mountain adventure!

Guest favourite
The chalet is set amid wooded surroundings, illuminated by soft outdoor lighting. A staircase leads to a front deck with wooden railings. Colorful lights are visible in the windows, while the exterior displays a combination of dark wood and stone accents.
Chalet in Jay
4.98 out of 5 average rating, 231 reviews

Adirondack Oasis: Near Whiteface/Lake Placid

Adirondack Oasis is a cozy and newly furnished chalet. With two living rooms (complete with sectionals and smart TVs) and full kitchen, this home is perfect for the whole family. We are walking distance to neighborhood trails and Ausable River and a short driving distance to the high peaks (20-30 min), Whiteface Mountain (15 min), and Lake Placid (30 min).

Top guest favourite
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!

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