Holiday houses in Upper Jay

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Top-rated holiday rentals in Upper Jay

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Top Guest favourite
An aerial view captures the cozy chalet nestled among lush green trees, with distant mountain peaks visible in the background. The cabin is surrounded by a spacious outdoor area, showcasing a wrap-around deck that invites relaxation.
Cabin in Jay
4.95 out of 5 average rating, 279 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 strong Wifi World Class Fishing, Ausable Rivers are close This is our family cabin. Enjoy it as we have.

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Top Guest favourite
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, 244 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.

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Top Guest favourite
A charming three-story cabin is surrounded by a lush forest, showcasing a warm wooden façade and inviting balconies. The spacious driveway leads to the entrance, while an outdoor sitting area is visible on the lower deck beside the hot tub.
Cabin in Jay
4.99 out of 5 average rating, 109 reviews

Lux Cabin, Hot tub near Lake Placid & Whiteface

Escape to the heart of the Adirondacks at Black Bear Lodge, a recently renovated 3-bedroom, 2.5 bathroom retreat perfectly positioned just 10 minutes from Whiteface Mountain and a short drive to Lake Placid. Nestled in the peaceful Ausable Acres, this home is a haven for outdoor enthusiasts. Whether you’re here to shred the slopes, hike the High Peaks, or explore the community’s 10 miles of private walking trails and Lake Eaton, you’ll find the perfect balance of adventure and relaxation. 🌲

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Top Guest favourite
Apartment in Upper Jay
4.93 out of 5 average rating, 280 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!

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Guest favourite
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
4.94 out of 5 average rating, 119 reviews

ADK Summer Hub: Hot Tub-Game Rm-Coffee Bar-Dogs OK

Create unforgettable summer memories at Sugar House ADK Base Camp! Enjoy majestic, mountain views with family (including Fido!) and friends. Minutes from many hiking trails of all levels; just 23 min to Lake Placid. Spend the day in the great outdoors and cool evenings sipping hot cocoa or coffee made your way fireside or in the hot tub. Cozy up with a movie or challenge loved ones to ping pong, billiards, or poker in this contemporary farmhouse featuring a full kitchen and coffee bar.

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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
4.95 out of 5 average rating, 176 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. OCC-000269

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Top Guest favourite
A log cabin is surrounded by lush greenery and rolling hills at dusk. The outdoor area features Adirondack chairs arranged around a smokeless fire pit, with a cedar sauna and a barrel hot tub nearby. The pathway leads towards the road, framed by a natural landscape.
Cabin in Upper Jay
4.98 out of 5 average rating, 133 reviews

The Log Cabin • Hot Tub • Sauna • Swimming Hole

Perfect for couples & large groups! Cozy cabin + outbuildings. 10 minutes to the ski resort, on-site swimming hole & fishing access, cedar hot tub & sauna, foosball, hiking, walkable restaurants, level 2 EV charger, boutique furnishings. The Log Cabin at Warner’s Camp is a piece of art. This property consists of a bespoke 3 bed, 2 bath log cabin, a studio cabin with additional bed and bath, plus an extra sleeper cabin (a charming enclosed lean-to, overlooking a stream).

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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, 379 reviews

Autumn Forest Retreat | Hot Tub + Massage Chair

⭐ TOP 1% STAY — 300+ 5★ Reviews Guests often say: “This was exactly what we needed.” Welcome to Place of Prana — a peaceful Adirondack escape designed for rest, healing, and true reset. Summer weekends are filling quickly ☀️ Book your Adirondack escape before the season is gone. Are your dates unavailable? Explore our sister stay, Place of Poiema — another peaceful Adirondack retreat designed for gathering, connection, and unforgettable time together for 10 guests.

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Top Guest favourite
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
5.0 out of 5 average rating, 177 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.

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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, 172 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.

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Guest favourite
A spacious interior is highlighted by vaulted ceilings and exposed wood beams. The open layout connects a dining area with wooden tables and chairs to a cozy living space furnished with comfortable seating. A staircase leads to a lofted area visible above.
Cabin in Jay
4.91 out of 5 average rating, 99 reviews

Bear Run Cabin

The moment you enter the home you will notice the vaulted ceilings with exposed beams, balcony and a custom-built kitchen. Faux black walnut ceramic tile with in-floor radiant heat on the first floor. Great Room features a cathedral ceiling with natural light. Warm up to the woodstove in the winter months, walk out to the deck in the summer months, or relax in front of the large projector screen.

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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, 176 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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Popular amenities for Upper Jay holiday rentals