Vacation rentals in Owls Head

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Top-rated vacation rentals in Owls Head

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Top guest favorite
The exterior of a modern house is framed by vibrant autumn foliage, showcasing a blend of orange, yellow, and red leaves. A paved driveway leads to the entrance, accented by stone landscaping and a small garden. Large windows reflect the surrounding nature.
Apartment in Lake Placid
4.99 out of 5 average rating, 205 reviews

VanHoevenberg Ridge upper level apartment.

Magnificent mountain views in the midst of the High Peaks Region and 42.7 acre zoning, six miles from Lake Placid Village's traffic and bustle; this upper level suite features queen master bedroom plus second bedroom with double bed, and Jack and Jill bath, fully equipped kitchen, cathedral dining and living rooms. Relax and enjoy mountain sunsets from hot tub on deck. All-wheel drive needed to manage 1,000-foot paved private drive in winter. North Elba Short Term Rental Permit # STR-200360

Top guest favorite
Cabin in Jay
4.99 out of 5 average rating, 160 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!

Guest favorite
Illuminated at night, the treehouse exudes warmth with golden lights glowing from its windows. A welcoming path is lined with softly lit lanterns, guiding the way up to the entrance. Surrounded by lush trees, the structure offers a cozy retreat in nature.
Treehouse in Paul Smiths
4.98 out of 5 average rating, 205 reviews

Magical Treehouse

Sleep up in the trees in our cozy Magical Treehouse. This place is the perfect base camp for your next adventure, or a unique spot to curl up with a good book. The perfect place to be in the woods, but not isolated. Cook your meals in the nearby cookhouse (40’ away, unheated) on a camp stove or over an open campfire. A heated bathroom/shower is 20’ away. We provide you with linens, cookware, plus help you plan your trip. Property includes miles of hiking trails and beautiful places to explore!

Top guest favorite
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, 219 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 favorite
The cabin is surrounded by tall trees in a natural setting. A spacious deck is visible, providing a space for outdoor seating. The sloped green roof adds a rustic charm, while the gravel pathway leads to the entrance, emphasizing the peaceful atmosphere of the woodland property.
Cabin in Potsdam
4.97 out of 5 average rating, 257 reviews

Riverside Cabin & Nature Trails

Enjoy our 160 acres in a private natural setting. Owls, trout, heron, osprey, mergansers and the occasional loon will add to your stay. There are over 4 miles of private trails for hiking along the river and in the woods. Kayaks & fishing poles provided. Enjoy a romantic riverside fire-pit, professional massage table & new Finnish wood fired sauna. We sanitize everything 110% before your arrival and offer self check in. We celebrate diversity and welcome people from all communities.

Top guest favorite
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, 258 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 favorite
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, 330 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.

Top guest favorite
The log cabin exterior displays a distinctive A-frame design, featuring large triangular windows that allow for natural light. A welcoming deck surrounds the front, providing access to the cabin. Dense woods and grassy areas border the structure, creating an inviting atmosphere.
Cabin in Malone
4.99 out of 5 average rating, 101 reviews

Starry Nights Cabin - .5 Mile to Titus Mountain

Starry Nights Cabin is log cabin situated on 2 wooded acres on the Salmon River. Approximately 11 miles from the town of Malone, where you'll find countless small town shops, restaurants, and more. Minutes away from Titus Ski Mountain and Malone Golf Club. 20 min from the Deer River Flow and Meacham Lake, great opportunities for canoeing, kayaking, and swimming. Wonderful scenic family hikes to Azure, Debar, Lyon, and St. Regis Mountains make for perfect family adventures.

Top guest favorite
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
4.97 out of 5 average rating, 167 reviews

Adirondack Spring: 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.

Superhost
The cabin's wooden exterior features large, symmetrical windows, framed in dark tones. A broad entrance with a glass door is centered beneath a sloped roof, which is supported by exposed wooden beams. Snow gently falls, covering the ground in a soft, white blanket.
Cabin in Malone
4.94 out of 5 average rating, 133 reviews

The Sugar Maple (#4)

Located on the learning hill of the mountain, this quaint one bedroom cabin is perfect for families to enjoy true ski-in/ski-out convenience in the Adirondacks. Walking distance from our Lower Lodge with satellite TV, kids' play area, restaurant, and cafeteria (open daily until 4 p.m.; Friday and Saturday to 10 p.m. winter only) If there is no slope-side lodging available try the award winning Holiday Inn Express located just 7 miles away!

Top guest favorite
Home in Owls Head
5 out of 5 average rating, 18 reviews

*Adirondack Cozy, Private Cabin* Pet Friendly*

Visit the Adirondacks with all the comforts of home! * 2 Queen Beds & Pull out sofa bed *Extra pillows and linens *Fully Stocked Kitchen *Washer and Dryer on premises *Close to Snowmobile/ATV trail *Several outdoor activites in the area *Complimentary essentials provided *Free Private parking *Smart TV in living area and master bedroom *High Speed Wifi *Private & Spacious yard *BBQ Grill w/propane *NO CHECK OUT CHORES

Guest favorite
The exterior of a single-story ranch home is displayed, featuring a well-maintained driveway leading to a two-car garage. The building is surrounded by a manicured lawn, with trees in the background against a clear blue sky.
Cottage in Malone
4.89 out of 5 average rating, 158 reviews

Charming all wood Adirondak Cottage

This is a unique custom-built 1300sqft ranch home. it has all creature comforts. Minutes from restaurants and all kinds of stores yet being close to attractions of the Adirondack region. This home is only one year old. and is located in a quiet farming community surrounded by nature wake up to deer right outside your bedroom window. Your stay will have you wanting to keep coming back to this gorgeous home.

Popular amenities for Owls Head vacation rentals

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