Holiday rentals in Upper Jay

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Top-rated holiday rentals in Upper Jay

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Guest favourite
A modern cabin is set against a backdrop of lush greenery and wildflowers, illuminated by soft evening light. The structure features large windows that reflect the surrounding landscape and a welcoming porch. A serene atmosphere is created by the surrounding nature.
Cabin in Keene
4.93 out of 5 average rating, 122 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 cottage is surrounded by lush greenery, with a fire pit featuring five blue chairs arranged around it. A screened-in porch is visible to the right, offering a comfortable space for relaxation. The exterior of the cottage is accentuated by wooden siding and a peaked roof.
Cottage in Wilmington
5 out of 5 average rating, 121 reviews

ADK Cozy Mtn Cottage in Private Field-Dog Friendly

Newly constructed two-bedroom charming cottage in your own private field. Dog-friendly and a great place for the kids to play! Screened-in porch with ceiling fan for a peaceful nap, fire pit for some night-time stories under a wide-open night sky. Two TVs, wireless internet for a rainy day. Strawberry and blueberry beds right outside your front door! Cabin sleeps 4-Queen bed lower level - two twins in loft. With special arrangements a larger party could be accommodated in spacious field.

Top guest favourite
Cabin in Jay
4.99 out of 5 average rating, 168 reviews

TheADKChalet w/ Hot Tub (Adirondacks)

At face value, IG: @theadkchalet appears to be just a humble little getaway tucked in the Adirondack Mountains of Jay, NY (Lake Placid Area). But even the most discerning guests will be quickly spirited away by the rustic charm and secluded forest feel. The Chalet sleeps 4 people and has two bedrooms and one bathroom. The Chalet is located approx. 4.5hrs from NYC by car and is the perfect place to: escape the city, rekindle a romance, ski/ride Whiteface Mountain, hike, fish and so much more!

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
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
4.97 out of 5 average rating, 229 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.

Guest favourite
Flat in Upper Jay
4.93 out of 5 average rating, 275 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 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, 269 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
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
4.99 out of 5 average rating, 125 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).

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, 362 reviews

Summer 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.

Guest favourite
Home in Upper Jay
4.95 out of 5 average rating, 115 reviews

Ultimate Whiteface Race Base: Hot Tub & Views!

Gear up for the 23rd Whiteface Mountain Uphill Bike Race on June 6, 2026! Stay at Sugar House ADK Base Camp, the perfect retreat for tackling the 8-mile, 3,500ft climb. Just 23 min from Lake Placid, enjoy majestic views with Fido, hiking trails, and a hot tub for recovery. Relax fireside with hot cocoa or challenge friends to ping pong and billiards in our farmhouse with a full kitchen/coffee bar. Make unforgettable memories at the ultimate race base!

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 out of 5 average rating, 168 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.

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, 163 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.

Popular amenities for Upper Jay holiday rentals

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