
Holiday rentals in Upper Jay
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Top-rated holiday rentals in Upper Jay
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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.

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.

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!

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

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

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.

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!

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.

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.

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!

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 “

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
Other great holiday rentals in Upper Jay

Unique Rustic Adirondack Cabin

Hiker’s Haven - Octagonal Guest Cabin

The ADK Zen Den - Scavenger Hunt & PRIZE!

Jay Ski Base

Owl's Landing

Aframe - Sauna, Near Lake Placid - Unique & Modern

Coleman Cabin: Forest Hideaway & Guest Favorite

Riverfront Cabin in Adirondacks
Destinations to explore
- Plainview Holiday rentals
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- Sugarbush Resort
- The Wild Center
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Lake Flower
- Fort Ticonderoga
- University of Vermont
- ECHO, Leahy Center for Lake Champlain
- Middlebury College
- Shelburne Vineyard
- Snow Farm Vineyard & Winery
- Boyden Valley Winery & Spirits
- Adirondak Loj
- Warren Falls
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Waterfront Park
- Lake Champlain Chocolates
- Shelburne Museum




