Ski-in/Ski-out holiday rentals in Owls Head

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Top-rated ski-in/out rentals in Owls Head

Guests agree: these ski-in/out homes are highly rated for location, cleanliness and more.

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Top guest favourite

Two red Adirondack chairs are positioned on a lush green lawn, facing a serene lake. A small dock with a boat is visible at the water's edge, surrounded by trees and a gentle view of the landscape in the background.

Flat in Lake Placid

4.99 out of 5 average rating, 164 reviews

Below the Books, Beside the Lake

Located in the center of Main St., on Mirror Lake, Below the Books, Beside the Lake is a lakefront, 2 BR, 1 bath. apt. We have a fully equipped kitchen, but if you don't feel like cooking, one of Lake Placid's busiest restaurants is located right next door. There is in-floor heat in the bathroom, a full-size washer and dryer and the bedrooms have wall-mounted AC. You will have your own private deck with gas grill, and access to Mirror Lake. Stair access. CLEAN, GREAT location! 2025-STR-0230

LocationFamilyBack garden

Top guest favourite

A communal sleeping area features a light-toned wooden ceiling and walls. A spacious bed is adorned with a floral-patterned coverlet and layered with bright blankets. A bookshelf filled with books lines one wall, while ample natural light enters through multiple windows, complemented by a cozy rug.

Home in Lake Placid

4.95 out of 5 average rating, 111 reviews

Artist Hideaway at Ryder Hollow

The rustic barn has open floor plans upstairs and down; odorless, waterless composting toilet; separate shower room; patio w/ fire-pit, and wood-fired stove. Upstairs, the communal sleeping space has queen and twin beds suitable for a family or CLOSE friends. 7 minutes from downtown. Well-equipped kitchen, yet no dishwasher. Private trail leads to a secluded, woodland lean-to and crosses onto state land. The trail continues informally and summits Little Seymour with great views. Permit #200059

ValueFamilyHeating

Top guest favourite

Home in Au Sable Forks

4.82 out of 5 average rating, 233 reviews

Adirondack Vacation Destination Lodge on Fern Lake

This mountain retreat is designed for relaxation, comfort and fun! Located in the pristine Adirondack Park and located adjacent to Palmer Brook Sportsman Club that provides over 5000+ acres of recreational trails for xc skiing (no lifts/ tow rope), snowshoe, snowmobile, atv, mountain bike trails all starting from your doorstep. Arrangements can be made for access Jan-Aug months simply include this request in your stay and enjoy the great outdoors all day and relax by the fireplace at night.

ValueFamilyGrill

Top guest favourite

A pathway leads to the entrance of the house, framed by manicured greenery and a wooden staircase. Lush trees and bushes surround the area, creating a peaceful outdoor setting. Natural stone borders can be seen alongside the path, enhancing the home’s connection to nature.

Home in Lake Placid

4.99 out of 5 average rating, 372 reviews

Bear Cub Lodge- An Adirondack Mountain Retreat

Spacious 3 Bedroom, 2 Full bathroom Adirondack retreat by the Olympic Ski Jumps and just 1.2 miles to the heart of town. Warm cozy fireplace and dining room/living room combo for family/friend gatherings. Many trails within walking distance for great hiking, X-County Skiing, and go from the back door to trails that lead to the Ski Jumps. Lots of room to spread out! Happy to help plan your vacation and share inside scoop on all things Lake Placid & Whiteface. Whiteface just 9 miles away.

ValueFamilyAccess

Top guest favourite

A wooden cabin is nestled among tall trees, featuring a spacious front deck with wooden railing. The sloping roof and large windows contribute to a welcoming exterior, framed by lush greenery and undergrowth. Sunlight filters through the trees, enhancing the serene woodland setting.

Cabin in Keene

4.96 out of 5 average rating, 224 reviews

Honeymoon Cabin with Jacuzzi Tub

The Bark Eater Inn and Cabins are nestled in the heart of the Adirondack High Peaks. Our location is quiet and serene on a bucolic 200 acre property with breath taking views, gardens, miles of trails, forests, and flowering meadows. All this and we are only minutes to the Lake Placid Olympic Village, Whiteface Ski Mountain and endless outdoor adventures. Stay onsite for a rejuvenating retreat or get out and explore to your hearts content. Oh and we're also a gorgeous wedding venue!

ValueFamilyOutdoor spaces

Top guest favourite

A forested exterior of a two-story rustic cabin showcases brown wooden siding and a welcoming entrance with a white door. A small deck with railings is situated in front, featuring a cozy seating area, with greenery surrounding the property.

Chalet in Jay

4.9 out of 5 average rating, 369 reviews

Adirondack getaway w/trails, hot tub and sauna

My house is tucked in the woods. I'm the last house on my road that is a dead end. With very few neighbors it is a very private location in the heart of the Adirondack mountains. I'm only 20 min from lake placid and Keene and 10 min from whiteface mountain. I'm 10 min lake Everest and and the Ausable. 20 min from mirror lake. Right out the back door there is hiking , skiing, snow shoes trails. There are 2 peaks that can be reached out my front door, Clarke mtn and Hamlin mtn.

FamilyLocationGetting around

Guest favourite

A serene winter landscape is captured, featuring snow-covered ground and shadows cast by tall trees. The sun shines brightly, illuminating the scene and creating a tranquil ambiance. A distant view of a frozen area suggests the presence of a pond or field.

Flat in Tupper Lake

4.8 out of 5 average rating, 141 reviews

★Rustic & Tranquil at Little Wolf Pond★ | Fire Pit

Experience the small-town charm and lush natural surroundings by staying on the 2nd floor of this rustic 1BR 1Bath cottage. It is tucked away in a serene setting of the Little Wolf Pond, mere minutes from the historic Wild Center. Enjoy the incredible amenity package, prepare delicious BBQ and spend unforgettable evenings at the fire pit by the lake. ✔ Comfortable Bedroom w/ Queen Bed ✔ Fully Equipped Kitchen ✔ Smart TV ✔ High-Speed Wi-Fi ✔ BBQ Grill ✔ Fire Pit See more below!

FamilyValueCleanliness

Superhost

A rustic cabin features a two-level design with large windows offering natural light. The exterior, framed in wood, is complemented by a red accent. A spacious deck with wooden railings and steps leads to the entrance, showcasing the tranquil snowy surroundings.

Cabin in Jay

4.81 out of 5 average rating, 100 reviews

Adirondack Ski/Tree House - Games, Hot tub & Sauna

Welcome to your vacation in a rustic Ski & Tree cabin in the Adirondacks near Whiteface, Lake Eaton, and the Au sable River. Surrounded by wilderness, this unique retreat features custom woodwork, rustic furnishings, and modern comforts, including a brand new sauna, hot tub, and game room. Enjoy hiking nearby trails or skiing at Whiteface, then unwind on the 800+ sq ft two-level deck. With a real tree house and play area, it’s perfect for memorable stays with family and friends.

LocationFamilyBack garden

Top guest favourite

The open living area features a dark leather couch, wooden dining table, and a well-equipped kitchen. Two wooden skis are mounted on the wall, while natural light fills the space through multiple windows. A patterned area rug adds warmth to the wooden floor.

Cottage in Lake Placid

4.97 out of 5 average rating, 132 reviews

Wildflower Cottage for a Special VaCa! STR#200283

One step into Wildflower Cabin and you know you've made the right choice. The decor is recently remodeled and the detailed custom woodwork offers an invitation for a unique vacation experience. Enjoy the ranch property for outdoor fun like cross country skiing by the moonlight, sledding and enjoying the view from the ski hut. Outdoor fire pits at your cabin as well as the ski hut. Within a mile of the Cascade Ski Center. Famous Cascade Inn and Jack Rabbit Trail right next door!

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Guest favourite

The cabin showcases a rustic wood exterior, with large windows reflecting the sky. Surrounding snow-covered terrain emphasizes its secluded location among trees, while a spacious deck provides outdoor seating. The roof's overhang suggests possibilities for enjoying winter views.

Cabin in Keene

4.93 out of 5 average rating, 213 reviews

SilverBear Cabin, 15 min from Whiteface &ski jumps

This cabin is in the heart of the high peaks, 15 minutes from Whiteface, and 15 minutes from Lake Placid. It is nestled on a hill right off the main road, overlooking the village of Keene! It is within walking distance from all of the shops in town. Although the driveway is plowed, it is steep, so in the winter you will need four wheel drive. The cabin is off Rt 73, but it is tucked away and very private! You don’t see any neighbors! A great year round rental :)

LocationFamilyGetting around

Guest favourite

Loft in Lake Placid

4.95 out of 5 average rating, 245 reviews

Downtown Lake Placid Loft

Experience the best of the Adirondacks from this stylish loft located right on Main Street in Lake Placid. Wake up to stunning mountain views and step outside to explore downtown dining, coffee shops, and local shops—all just moments from your door. Whether you're here for outdoor adventure or a cozy weekend getaway, this centrally located loft offers the perfect blend of comfort, convenience, and charm. STR-200146

ValueLocationCheckout

Top guest favourite

A charming cabin is set within a wooded landscape, surrounded by lush greenery. The dark exterior is complemented by green shutters and a small garden in front. A second structure is visible behind the cabin, with a porch that offers a casual outdoor space.

Cabin in Schuyler Falls

4.89 out of 5 average rating, 455 reviews

Cozy Cabin

Cabin located across from Macomb State Park providing access to cross country skiing. 30 minute drive to Whiteface Mt. Ski Area. Sleeps 4 with 2 twins and a double in upstairs loft. Fully furnished kitchen, bath with shower. Quiet space. No smoking indoors. No cats. Dogs allowed but must be well behaved and stay off of the furniture and bedding. Check-in @ 3 PM and beyond. Checkout at 11 AM.

LocationValueSkiing