Holiday rentals in Essex County

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Top-rated holiday rentals in Essex County

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Top guest favourite
A cozy sleeping area features a spacious bed dressed in a patterned blanket, and an accent tray with glasses placed on it. Large windows invite natural light and showcase views of the surrounding greenery. A comfortable chair and a small table add to the inviting atmosphere.
Tiny home in Keene
4.94 out of 5 average rating, 111 reviews

Cozy Adirondack Mountain Cottage

Experience mountain air + style at our tiny cabin. Nestled in the heart of nature+ adjacent to our private lodge, offering the perfect getaway for nature lovers + adventurers alike. Whether you're looking to relax in the sauna or hot tub + we offer the ideal place to unwind + recharge, we aim to please. Please note, all cabin amenities are available to cabin guest only (no pets + no smoking) please note this is a luxury cabin adjacent to other rental properties with private spaces + some shared

Top guest favourite
The image displays a vibrant autumn landscape featuring trees in shades of orange, red, and yellow. In the background, the majestic peak of Whiteface Mountain rises against a clear blue sky, enhancing the natural beauty of the surrounding woods.
Cabin in Wilmington
4.99 out of 5 average rating, 144 reviews

A Mountain View Chalet - Whiteface Mt, Lake Placid

A Mountain View Chalet is nestled on the wooded hillside of Juniper Hill in Wilmington, NY. The chalet has a spectacular view of and short drive to Whiteface Mountain. This chalet is also a scenic, 15 minute drive to Lake Placid. This charming A-frame is picturesque and reminiscent to the setting of a hallmark movie. Whether you cozy up inside next to the fireplace, gazing out the window at Whiteface, or gather around the fire pit making memories and s'mores, you are going to love this chalet!

Top guest favourite
An interior view of a rustic cabin shows a wooden table surrounded by benches, with a ladder leading to a sleeping loft above. Large windows allow natural light to illuminate the space, showcasing the warm wood finishes and comfortable sitting area below.
Cabin in Keene Valley
4.98 out of 5 average rating, 347 reviews

Unique Rustic Adirondack Cabin

This is a unique rustic cabin on a private dirt road nestled on a mountain brook in the forest adjoining the Giant Mountain Wilderness Area. This small (200 sq ft + 80 sq ft sleeping loft), Adirondack style cabin was completely refurbished this past year using locally sourced woods and built by hand. Located two miles from downtown Keene Valley, and at 1800 feet, this is an ideal place for those who prefer the quiet forest, the peaceful sound of a mountain brook, and possibily seeing animals.

Top guest favourite
A charming house is showcased in a winter landscape, surrounded by snow-covered trees. The warm glow of light can be seen through the front door, highlighting the stone and wood exterior. Snow blankets the ground, creating a serene, picturesque scene.
Cabin
4.95 out of 5 average rating, 373 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, 197 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
The cabin exterior is illuminated by soft lighting, highlighting the wooden structure surrounded by trees. A cozy fire pit area with red chairs, a picnic table, and an umbrella is visible, creating an inviting outdoor space for relaxation and gathering.
Cabin in Wilmington
4.99 out of 5 average rating, 321 reviews

JUNIPER HILL cabin

Juniper Hill cabin is a new construction two bedroom/one bathroom home situated in Wilmington, NY. This cabin sits in the heart of the Adirondack mountains and is minutes to outdoor adventure of all kinds! Only five minutes to Whiteface Mountain and less than 15 minutes to downtown Lake Placid, the convenience of the location is key for both outdoor enthusiasts and those looking to just getaway and relax in nature. The Ausable River and Lake Everest are both within walking distance.

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, 145 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.

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, 512 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, 521 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 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, 312 reviews

Full-body Massage Chair & Hot Tub & Wellness

🎉 Ready for a New Year Reset? 🎉 January rates are lower than usual, making it the perfect time to slow down and start 2026 with clarity at The Place of Prana. If you’re craving a calmer, more intentional start to the year, this stay is designed to help you reset your mind and body. January welcomes new rhythms, soft beginnings, and quiet evenings that make space for fresh energy. Come stay, breathe, and give yourself the reset you deserve for the year ahead.

Top guest favourite
A cozy cabin, clad in deep red, is nestled among tall trees with vibrant autumn foliage. Large boulders and soft grass surround the cabin, while a brook can be seen flowing gently in the background, creating a serene natural setting.
Cabin in Keene Valley
4.97 out of 5 average rating, 194 reviews

Peaceful Adirondack Cabin right on John's Brook

This cabin is set in a gorgeous, tree-rimmed meadow directly on John's Brook, just 1/2 mile from the village of Keene Valley. Miles of trails are outside your door for your summer or winter enjoyment. Fly fish in the brook just steps from the house or climb Marcy and the range from the front door! The cabin is cozy in the winter with wifi, a fully equipped kitchen and modern amenities. You will enjoy the entire property to yourself in a truly serene setting.

Top guest favourite
A deck features a round wooden hot tub and two chairs, set against a backdrop of trees and open fields. Sunlight streams across the space, highlighting the natural wood finish and creating a serene outdoor environment.
Tower in Vermontville
4.98 out of 5 average rating, 148 reviews

Adirondack Autumn: Unique Chalet with Hot Tub!

Modern design in a unique setting create a special Adirondack Experience without the crowds. New construction on 3 levels with natural light throughout. Secluded, yet full of light and long views of Mountains, Legacy Orchard and forest. Master bedroom with full bath, work space. Fully equipped kitchen and the cedar hot tub on the deck (available all year round!) make the Chalet a very special place. Great access to all winter outdoor activities.

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