Holiday rentals in Jay

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Top-rated holiday rentals in Jay

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

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Top guest favourite
A two-story black house is framed by vibrant autumn foliage. The upper deck features a green umbrella over a dining set, while steps lead down to the ground level. A hammock hangs between posts, suggesting a welcoming outdoor space.
Home in Wilmington
4.98 out of 5 average rating, 247 reviews

Cozy Mountain House- 50 acres/Trails/Whiteface mnt

Private pet friendly house, w/ 2 bedrooms, 1 bath, full kitchen and 2 living rooms. Down stairs living room is a private space w/ queen sofa bed and cozy fireplace. Located on 50+ acres in the heart of the ADK mountains, 6 mins from Whiteface Ski Resort and 20 min from Lake Placid. Hiking, mnt biking and cross-country ski trails out your front door. Open deck w/ beautiful views, opportunity to see wildlife and amazing star gazing on clear nights. Perfect for couples, small groups and families.

Top guest favourite
A charming chalet is nestled among lush greenery, framed by tall trees. The sloped roof and wooden balcony create a rustic appeal. A well-maintained gravel path leads to the entrance, inviting guests into a serene woodland setting.
Chalet in Jay
4.92 out of 5 average rating, 142 reviews

Camp Red Fox - 15 min from whiteface, wood stove

Enjoy all that the High Peaks region has to offer in our cozy chalet. Camp Red Fox comfortably sleeps 2 adults and 2 kids with king size and low bunk beds. Warm up by the wood stove in the winter and stay cool with AC in the summer. Enjoy darts, vinyl, or a movie night in the den. The kitchen is well equipped. Less than 20 minutes to Whiteface Mountain and 30 minutes to Lake Placid. Minutes away from hiking, swimming, and cross country ski trails. High speed internet with Roku stick and cable.

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, 318 reviews

Full-body Massage Chair & Hot Tub & Wellness

🌄 February Is for Slowing Down 🌄 February isn’t about rushing forward; it’s about pausing, resting, and taking care of yourself when winter asks you to move more gently. At The Place of Prana, February offers a quieter kind of luxury: peaceful mornings and evenings designed for deep rest and reflection. It’s a chance to step away from noise, screens, and schedules—and come back to yourself. Come stay, exhale, and let February hold you for a while. ➡️ Best Rate Available for 2/25-27

Top guest favourite
An aerial view of a charming chalet surrounded by lush greenery. A spacious wrap-around deck features outdoor seating and a red umbrella, offering a cozy area for relaxation. Sunlight filters through the trees, enhancing the natural setting.
Chalet in Jay
4.96 out of 5 average rating, 253 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 A-frame lodge is nestled among tall trees, displaying a dark exterior with warm lights illuminating the porch area. A spacious balcony is visible, showcasing outdoor seating, while the surrounding landscape features fallen leaves and a gravel driveway leading up to the entrance.
Holiday home in Jay
4.96 out of 5 average rating, 162 reviews

Cozy A-Frame makes base camp for ADK Adventures

Nine Sides Lodge -3 Beds/1 Bath in the classic ski chalet, A-frame style with fresh and clean updates. -10min to Keene hiking, 15min to Whiteface Mt, 30min to Lake Placid. -Hiking, snowshoeing, XC Ski trails, stream and pond fishing - all in the neighborhood! A-frames are perfectly designed to re-kindle relationships and build a sense of togetherness! In other words, if you don't like being around your friends and family, stick to hotels. But stay here, and give your friends FOMO

Guest favourite
A modern A-Frame cabin is illuminated at dusk, surrounded by snow and tall trees. The large windows and deck are visible, showcasing a welcoming atmosphere. A barrel sauna stands in the foreground, contributing to the outdoor space designed for relaxation.
Cabin in Jay
4.99 out of 5 average rating, 149 reviews

Modern Hot Tub Sauna A-Frame near Whiteface

Welcome to the Black Pine Lodge! Nestled in the heart of the Adirondacks, this modern A-Frame 3 bed/3 bath cabin can accommodate up to 8 guests. Amenities: Hot Tub Panoramic Barrel Sauna Pool Table Helix mattresses Fire Pit Kayaks Surrounded by beautiful trees this place feels tranquil and has lots of hiking trails outside the front door. Explore other hikes, rivers & dining in neighboring Wilmington, Keene and Lake Placid. End the day relaxing at this lodge that caters to all.

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
4.97 out of 5 average rating, 148 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 scenic view of rolling hills and mountains is captured at sunset, with soft hues of orange and pink in the sky. In the foreground, sheep graze peacefully on vibrant green grass, framed by a rustic structure and a hint of electrified fence.
Tiny home in Jay
4.94 out of 5 average rating, 516 reviews

The Shepherd's Crook at Blue Pepper Farm

Tucked in the woods on our working sheep farm, our off-grid tiny house is the perfect escape and stepping stone into the Adirondack mountains for hiking, skiing, and snowshoeing. Enjoy the coziness of the Crook between forays into our north country wilderness! What you will find: adventure, peace, quiet, woodstove, candles, down blanket, fire pit, privacy, composting outhouse, firewood for sale. **Please note there is NO electricity and NO running water. Akin to glamping!

Top guest favourite
A sprawling meadow extends towards distant mountains, with a varied landscape marked by trees and fields. The sky is partially covered with clouds, offering a serene view of the natural surroundings and hints of autumn colors in the foliage.
Home in Wilmington
4.95 out of 5 average rating, 526 reviews

THE VIEW! THE VIEW! THE VIEW!

A 1900 farmhouse that has been in the family for generations. Recently renovated to accommodate up to 5 guests, it is clean with simple furnishings and a SPECTACULAR VIEW! Located RIGHT ON NYS RTE 86 (close to the road) with easy access to nearby attractions. The house is split in 2 and is designed for 2 families. I rent out "The View" using airbnb exclusively. My wife and I reside in the back portion of the house with a separate entrance and separate parking.

Top guest favourite
The exterior of the hand-crafted log cabin is showcased, highlighting the rustic wooden structure with a metal roof. A porch extends from the front, accompanied by outdoor seating and a cooler. Lush grass surrounds the cabin, bordered by trees, enhancing the serene setting.
Cabin in Jay
4.96 out of 5 average rating, 410 reviews

Adirondack Cozy Log Cabin

We are a pet friendly cozy cabin set in the Jay Range. This hand-crafted log cabin was built from the trees right on the property. Featuring authentic rustic charm along with all the modern conveniences, a new cook’s kitchen, dishwasher, gas range and a wood burning stove. Relax in the deep soaking tub, perfect for after a long hike in the high peaks district. If privacy, comfort and tranquility are what you are after, the Cabin is the right place for you.

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, 146 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.

Guest favourite
A cozy bedroom features a queen bed dressed in white bedding and a festive plaid throw. The wood-paneled walls and ceiling enhance the warm ambiance. Two windows allow natural light to fill the space, with a bedside lamp providing soft illumination.
Cabin in Wilmington
4.96 out of 5 average rating, 170 reviews

♥ New! 2.5 mi to Whiteface, ADK Cabin w/ fire pit

Welcome to Esther Cabin. This charming, authentic Adirondack Cabin is located just minutes away from Whiteface Mountain and is the perfect getaway to enjoy the majesty of the Adirondacks. Its close proximity to hiking, mountain biking, skiing, world-class fly fishing and Lake Placid make it an ideal location from which to embark on your mountain adventure!

Popular amenities for Jay holiday rentals

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  2. United States
  3. New York
  4. Essex County
  5. Jay