Holiday rentals in Upper Jay

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Top-rated holiday rentals in Upper Jay

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Guest favourite
Cabin in Keene
4.96 out of 5 average rating, 115 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 newly constructed cottage sits in a private field, surrounded by tall green trees. The structure features a charming porch and a small adjacent gazebo. A pathway leads through the lush grass, inviting exploration of the serene landscape.
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
A historic house is framed by trees and greenery, showcasing a stone exterior and dark wood accents. A winding path leads to the entrance, which features a welcoming porch and steps. Natural light spills over the landscape, creating a serene outdoor setting.
Cabin
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, 224 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.

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
4.96 out of 5 average rating, 263 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
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
4.96 out of 5 average rating, 156 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
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
4.95 out of 5 average rating, 115 reviews

Angler’s Adirondack Base Camp b/w Ausable Branches

Fish the legendary Adirondacks from this premier trout hub! Located across the street from the East Branch and < 9 minutes to the West Branch. Tactical HQ for Adirondack Fishing Junkies and Trout Fishing Lovers. Experience world-class pocket water and "no-kill" sections just steps from your door. After a day slaying the browns and brookies, return to a space built for relaxation. 3 Bedrooms, 2 Baths, Fire Pit, Grill, Poker & Pool Tables, Hot Tub, Full Kitchen and Coffee Bar.

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, 349 reviews

Quiet Forest Retreat | Hot Tub + Massage Chair

⭐ TOP 1% STAY — 300+ 5★ Reviews Guests call it “the reset we truly needed”....a stay that feels like a private retreat. Near Lake Placid, Whiteface, and the top Adirondack trails, you get adventure by day and a full reset by night. Spend your summer days hiking, swimming, and exploring—then return to your private hot tub, full-body massage chair, and complete seclusion to fully unwind. Find us @placeofprana Summer Dates Are Booking Fast — Secure Your Stay 🌿

Top guest favourite
A log cabin with a distinctive A-frame structure is set amid lush greenery. A cedar sauna stands nearby with smoke curling from its chimney. A reflective pond mirrors the surrounding nature, with stone features and a pathway leading to outdoor seating nestled under trees.
Cabin in Upper Jay
4.99 out of 5 average rating, 120 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, 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
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, 158 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.

Top guest favourite
A wooden picnic table is positioned adjacent to a ring of Adirondack chairs surrounding a fire pit. The area is surrounded by lush greenery, offering a serene outdoor space for gathering. In the background, a wooden sauna is partially visible among the trees.
Home in Wilmington
4.89 out of 5 average rating, 184 reviews

Birchwood Lodge - Our Home in the Woods

Birchwood Lodge is only four miles from the entrance to Whiteface Mountain. The property in Wilmington is nestled on three wooded acres with a babbling stream that meanders past the screened-in porch on the back of the house. This is a great place to create vacation memories as you explore the Adirondack and Olympic offerings or join the young at heart and explore the woods and stream in your own backyard at Birchwood Lodge.

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, 160 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.

Popular amenities for Upper Jay holiday rentals

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