Holiday houses in Owls Head Mountain

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Top-rated holiday rentals in Owls Head Mountain

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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
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 dining area features a wooden table surrounded by six white chairs, offering expansive views of Tupper Lake through large windows. Natural light illuminates the space, enhancing the wooden paneling and rustic charm of the interior.
Cottage in Tupper Lake
4.98 out of 5 average rating, 186 reviews

Stylish hideaway/pond views (no smokers, no pets)

If you've ever lusted after a life by the lake, then you might have just found a place you will not want to return from. Surrounded by lush greenery and right on the shores of Tupper Lake, this unique home offers you a laid-back atmosphere and privacy. Spectacular water views complement the comfort-infused décors and luxurious, rustic charm helps you rediscover the joy of life’s simplest pleasures. Morning rambles, BBQ lunches, and hot tub evenings. Tranquility awaits you here. NO SMOKERS!

Top Guest favourite
Cabin in Warrensburg
5 out of 5 average rating, 264 reviews

Romantic Christmas Getaway~Chickadee Hill

*Romantic getaway nestled in the Adirondack Mountains, just 15 minutes to Lake George *Vintage Record Player, Farm Fresh Eggs and pollinator gardens *A dreamy escape into nature where you will wake up and feel like you are still dreaming *This is not just any five star stay step outside we have millions our night sky is breathtaking *We strive for our guests to have nothing less than a five star experience, as you can see by our reviews Chickadee is decorated for Christmas Nov -New Year’s

Guest favourite
A charming view of a small town street with shops and residences lining the road. Colorful autumn foliage is visible on the surrounding hills. Vehicles and pedestrians can be seen along the road, signifying a lively yet tranquil atmosphere.
Apartment in Long Lake
4.85 out of 5 average rating, 162 reviews

Pet Friendly Centrally located Long Lake apartment

Fantastic newly renovated 1 bedroom, 1 bath, fully equipped kitchen apartment. Comfortably sleeps 2 to 4 people and welcomes pets. With Main St. right out your door, enjoy a pleasant stroll thru town or via the Nature trail across the street to the lake and various eateries. Keep your boats, snowmobiles, right across the street in a free lot with access to the trails, and stash gear in the entry hall. Make this your overnight spot for exploring the areas biggest and best mountains and lakes!

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, 194 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 cozy cottage is nestled among vibrant autumn foliage, showcasing a welcoming wooden deck and a bright red roof. A large dock with seating extends into the lake, while kayaks are stored nearby. The serene water reflects the colorful trees, enhancing the tranquil setting.
Guesthouse in Tupper Lake
4.97 out of 5 average rating, 135 reviews

Waterfront Artisan ADK Cottage - Tupper Lake

Sunset Cottage is cleaned in compliance with CDC COVID-19 Lodging cleaning standards before you vacation there. Sunset Cottage is only 15 feet from Tupper Lake with a sandy spot for launching canoes/kayaks and a large dock where you can moor your powerboat if you bring one. Dock seating and swimming with a dog friendly stair. Fire pit with firewood on the lawn with Adirondack chairs for your use. Two, kayaks come with the rental. Newly renovated interior with beautiful Adirondack decor.

Top Guest favourite
A snow-covered yard is framed by trees adorned with string lights, creating a cozy atmosphere. An outdoor fire pit surrounded by Adirondack chairs invites gathering. Nearby, a rustic cabin features a sloped roof, while a second building stands in the background under a soft twilight sky.
Home in Speculator
4.97 out of 5 average rating, 482 reviews

Sauna, Ski at Oak or Gore & Walk to Village

The Speculator Guest House is fully renovated to offer an elevated and thoughtful stay. Guests love the outdoor sauna, Sunday to Wednesday private chef brunch or dinner, espresso maker, fully stocked kitchen, and everything you need for a campfire under the string lights. Walk to the grocery store, restaurants, shops, or the sandy beach on Lake Pleasant (.6 miles). Each guest receives individualized local recommendations. We live in the area year round and love to share our favorite places.

Top Guest favourite
The exterior of a large lakefront home features warm wooden siding and multiple large windows. A spacious deck wraps around the house, providing scenic views of the surrounding greenery and lake. A gravel driveway leads to the home, flanked by neatly positioned rocks.
Home in Indian Lake
4.95 out of 5 average rating, 143 reviews

The Indian Lake House -lakefront-Hot Tub-Sauna-

Welcome to The Indian Lake House, a 3-floor luxury lakefront home on Indian Lake, centrally located in the Adirondacks. Enjoy the perfect nature getaway with all the comforts of home. High-speed FIOS internet, whole-home standby generator, central air-conditioning, 7-person outdoor hot tub, Sauna, private dock, Tesla wall charger and more. The home sits on a hill 60 feet above lake level providing stunning views year-round. A short walk down the private gravel path brings you to the water.

Guest favourite
Apartment in Tupper Lake
4.97 out of 5 average rating, 194 reviews

The Nest

Your year round base-camp for activities, events, or just relaxing in the Adirondacks. This stylish brand new one-bedroom apartment is perfect for group trips or if the two of you want to get away by yourselves, also featuring a queen size bed with a Dreamcloud mattress in the private bedroom with a TV, plus two sofa beds and a couch to accommodate more in your group if others are joining you. The apartment is above the garage which is separate from the house.

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.

Top Guest favourite
Home in Tupper Lake
4.98 out of 5 average rating, 119 reviews

Adirondack home w/sunset views: Moody Sunset House

Tupper Lake is at the crossroads of the Adirondacks. Our house is perfect for couples, friends and families who want to get away to the Adirondacks. Our house sits overlooking a cranberry bog, looking to the west over Tupper Lake with amazing sunsets. There's even a treehouse with amazing views down the lake. Complimentary adult voucher to The Wild Center. Take in wildlife: bald eagles, american bittern, loons, deer and maybe even a moose!

Popular amenities for Owls Head Mountain holiday rentals