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
A modern cabin is nestled amidst a vibrant wildflower meadow, surrounded by tall trees. The cabin features large windows and a wooden deck with steps leading to the expansive outdoor area. Bright yellow wildflowers contrast against the greenery, creating a serene and inviting landscape.
Cabin in Keene
4.96 out of 5 average rating, 112 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 charming chalet stands amidst a wooded area, with warm interior lights glowing through the large front windows. A stone fire pit is surrounded by wooden Adirondack chairs, creating a cozy outdoor gathering space under strung lights scattered among the trees.
Cabin in Jay
4.99 out of 5 average rating, 162 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
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 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, 221 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
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, 114 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.

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, 260 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.

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, 344 reviews

Full-body Massage Chair + Hot Tub + Privacy

⭐ LOVED BY GUESTS — Over 300 CONSECUTIVE 5-star reviews Guests rave about how deeply restful and recharging this stay is. Perfectly located near Lake Placid, Whiteface Mountain, and top Adirondack hiking trails, you get adventure by day and total recovery by night. The massage chair and private hot tub are perfect after long hikes or ski days—this is where you truly reset and recharge. Find us @placeofprana Spring Dates Are Filling Fast — Lock In Our Best Rates Now 🌲

Top guest favourite
A cedar barrel hot tub sits outside a log cabin, with steam rising gently into the crisp air. Warm light spills from the windows, hinting at the cozy interior. Snow blankets the surrounding ground, contrasting with the warm wood tones of the cabin.
Cabin in Upper Jay
4.99 out of 5 average rating, 119 reviews

The Log Cabin • Hot Tub • Sauna • Near Whiteface

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
Chalet in Jay
4.9 out of 5 average rating, 273 reviews

Adirondack Home - Cozy Mountain Hideaway

Adorable three bedrooms cedar log home on a quiet road. Take advantage of this wonderful wooded setting with hiking and XC-ski trails, tennis courts, picnic area and playground (Association amenities). Only 20 minutes drive to Whiteface Mountain Ski Resort and a scenic 30 minutes to Lake Placid (21 miles). For fishing enthusiasts, it is situated within walking distance of an Ausable River State fishing area. Neighborhood has a quiet curfew of 10pm.

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, 172 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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