Holiday rentals in Upper Jay

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Top-rated holiday rentals in Upper Jay

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 282 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, 245 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

Flat in Upper Jay

4.93 out of 5 average rating, 282 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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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, 384 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.

Flat in Jay

5.0 out of 5 average rating, 178 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, 173 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

Home in Upper Jay

4.94 out of 5 average rating, 119 reviews

ADK Fall Retreat: Hot Tub-Hot Cocoa Fire Pit-Views

Experience autumn magic in the High Peaks at Sugar House ADK Base Camp! Unwind surrounded by breathtaking fall foliage and crisp mountain air. Whether you're leaf-peeping, hiking local trails, fly fishing the nearby East Branch Ausable River, soaking in the outdoor hot tub or taking a short 23-minute drive to Lake Placid, this contemporary farmhouse is the ultimate autumn sanctuary for family, friends, and four-legged companions.

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Top guest favourite

The exterior of the log home features a spacious elevated deck with wooden railings and outdoor seating. A hot tub is situated nearby, alongside a fire pit surrounded by Adirondack chairs. The large wooden barrel sauna is prominently displayed, nestled against a background of lush trees.

Home in Upper Jay

4.98 out of 5 average rating, 162 reviews

Lake Placid & Whiteface Grand Pines Lodge

A spectacular log home, nestled among tall pines on six acres. Just minutes from Whiteface and Lake Placid Olympic Village, 4 Bedrooms, 3 Baths, Sleeps up to 16. My home is good for couples, solo adventurers, business travelers, families with kids, big groups, and furry friends (pets). Check out all our homes under my AirBNB profile and please read the listing description for additional information about this home.

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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, 101 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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Guest favourite

A two-story wooden vacation home is shown in a snowy landscape, surrounded by tall trees. The drive is accessible with parked vehicles visible. A green balcony is present above the entrance, and a snow-covered yard allows for outdoor activities in the serene setting.

Home in Jay

4.85 out of 5 average rating, 257 reviews

Family Cabin Near Santa’s Workshop & Whiteface!

Cozy 4-bed, 2.5-bath cabin in Jay, NY. Perfect for families and groups up to 10. Minutes to Santa’s Workshop, Whiteface Mountain, and Lake Placid. Walk to the Au Sable River. Enjoy a wood-stove living room, stocked kitchen, Wi-Fi, laundry, fire pit, and sleds for kids. Relax on the deck with mountain views or gather for movies and games after a day exploring the Adirondacks.

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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, 180 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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