Holiday rentals in Oak Mountain

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Top-rated holiday rentals in Oak Mountain

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

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Top guest favourite
Home in Speculator
4.97 out of 5 average rating, 488 reviews

Ski at Gore or Oak, Sauna, & 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.

Guest favourite
The exterior of Camp TwoSome is framed by snow-covered rocks and trees, reflecting the tranquility of winter. A black cabin with a metal roof is visible against a backdrop of mountains and a cloudy sky, illuminated by sunlight filtering through the clouds.
Cabin in North River
4.94 out of 5 average rating, 275 reviews

Camp TwoSome

This delightful newly-built cabin with gorgeous beautiful mountain views offers privacy and sounds of the brook below. Camp TwoSome is cozy, sweet and lovely. Located on a quiet road surrounded by woods. Elsewhere on our family compound, we offer a Japanese hot tub and cedar Sauna (available for private booking experiences), on-site walking trails and a new Bakery. Close to Gore and Garnet Hill for skiing. Glamping tents and other cabins available. In summer we offer wood fired pizza.

Top guest favourite
A charming red guesthouse exterior is framed by lush greenery, featuring a welcoming entrance with a dark door. A wooden chair sits beside the door, and colorful flowers are planted along the front, adding a touch of nature. A small window allows natural light to enter.
Guest house in Speculator
4.97 out of 5 average rating, 526 reviews

Robin's nest airbnb

Perfect for nature enthusiasts!Adorable studio guesthouse for 2 people...no pets, with full kitchen, wifi and direct tv included. Located in the Village of Speculator, a beautiful place in the heart of the Adirondack Park. Right on the snowmobile trail. Kayakers can shove off from the lake right located nearby. Restaurants, pubs and a local grocery store minutes away. The cabin is perfect for 2. A third person will add a 25.00 per night fee. Due to allergy reasons we can accept no pets.

Guest favourite
Tiny home in Hadley
4.98 out of 5 average rating, 132 reviews

The Owl's Nest Tiny Home (Pet Friendly)

Welcome to The Owl’s Nest! We are a newly renovated 380 sq foot tiny home located near all the Adirondack’s has to offer. 🦉 Enjoy all modern amenities while embracing days full of nearby nature and exploring. Plenty of hiking, activities, and restaurants within a 10-30 minute drive. Come back after a long day to watch movies, grill dinner, and enjoy time in our large private backyard or screened in porch. *NOTE. We are located on a walkable residential street, location is not remote*

Top guest favourite
A cozy living area features a green sofa draped with a patterned throw, complemented by a wooden coffee table. Large windows frame a view of snow-covered trees, while a ceiling fan adds a touch of comfort. A contrasting chair and a lamp complete the inviting space.
Home in Lake Pleasant
4.92 out of 5 average rating, 104 reviews

ADK's South Shore Retreat

Enjoy your time in the ADK relaxing at our newly renovated, private and spacious home. This is a 4 season retreat. We have lake rights to Lake Pleasant-swimming, kayaking, or canoeing are only a 10 min walk. Please note: our lake access is shared with neighbors. Rent a boat for a day of fun. There is also plenty of hiking nearby. In the winter, enjoy the slopes, Oak Mountain is 5 mins away and Gore Mountain, only 30 mins. There is quick trail access for your snowmobile as well.

Top guest favourite
A bright living room features large windows framed with red-checkered curtains, allowing natural light to fill the space. A cozy couch and a coffee table are placed near a gas fireplace, while a wooden ceiling adds warmth to the design. A view of snow-covered outdoor surroundings is visible through the glass doors.
Cabin in Johnsburg
4.97 out of 5 average rating, 144 reviews

2 bdrm ADK cabin 10 mins to GORE MTN

The "Mellow Moose" cabin is a quiet and peaceful retreat in the woods. Spend the day exploring the region or simply relax in nature. Afternoons are great for reading a book as the sun shines through the large living room windows. Relax on the screened in front porch for a quiet evening and a drink. Or enjoy a campfire and watch the sunset through the trees. Use this as your home base for a ski trip or take a trip to Schroon lake, Brant lake or Lake George. (Roughly 30mins)

Guest favourite
Cabin in Speculator
4.89 out of 5 average rating, 35 reviews

Cozy, Pet-Friendly Speculator Cabin • Prime Spot

Escape to a cozy, quintessential Adirondack log cabin where time stands still and memories are made. Situated on a private lot minutes from the lake, Camp of the Woods, Oak Mountain, and the Town of Speculator. Your perfect base camp for year-round adventures—from skiing and snowmobiling to hiking and lake days. Clean, family & pet-friendly, with an oversized heated garage. Hosted by Superhosts with 100+ 5-star reviews—your Adirondack retreat awaits.

Top guest favourite
A modern Scandinavian cabin is showcased, illuminated by soft lighting in the evening. A fire pit is centered in the snow-covered outdoor area, surrounded by wooden seating. The cabin features large glass doors that reveal a cozy interior, harmonizing with the natural surroundings.
Tiny home in North Hudson
4.92 out of 5 average rating, 114 reviews

Private ADK Tiny Home & Hot Tub for Two!

Stay Mountainbound is a Scandinavian- style cabin, tucked away in the Adirondacks. This refined retreat is designed with the modern couple in mind. This is the place for those wanting to get away from it all without sacrificing comfort and style. Privately located between pristine Schroon Lake and Keene Valley and within an hour drive to many high peaks and several world class ski resorts including Whiteface, Gore, and West Mountain.

Top guest favourite
Guest suite in Queensbury
4.97 out of 5 average rating, 360 reviews

Waterfront 1-bedroom apartment on 5 acres

This space has its own entrance/key and is attached but separate from the main house. Apartment has outstanding Western waterfront views and sunsets. Space is appropriate for 1-3 people and there is parking for 1 car. Guests have their own private apartment but shared outside amenities including patio, firepit, playset, yard, grill, kayaks, paddleboards, canoe, and dock seasonally May-September. Shared outdoor 7-person hot tub.

Top guest favourite
The boathouse features a rustic exterior with a red roof and dark siding, nestled among trees showcasing autumn colors. The spacious deck, illuminated by warm lights, includes chairs and a table. The serene water reflects the structure and surrounding foliage.
Home in Old Forge
4.98 out of 5 average rating, 122 reviews

The Boathouse on Fourth Lake

This historic boathouse is a rare find, situated directly in the waters of the popular Fourth Lake in Old Forge. Complete unobstructed lake views from all three sides of the home provide breathtaking sights during all four seasons. Enjoy the spacious dock, the open concept living area, swim in the private sandy bottom waterfront, and bask in the all-day sun provided by the north shore.

Top guest favourite
A winter scene captures a green yurt surrounded by snow-covered trees and a blanket of fresh snow on the ground. The structure features large windows and a spacious deck with steps leading up, inviting exploration of the serene outdoor environment.
Yurt in North Creek
4.96 out of 5 average rating, 381 reviews

ADK Adventure

4x4 RECOMMEND IN WINTER 420 Friendly! There may be beer in the fridge. Over the years guests have started a Take a Beer Leave a Beer tradition. Pets Welcome! Private Year-round hot tub! Located 5 miles from Gore Mountain. Perfectly located for your summer and winter Adirondack explorations. Wood & Eggs for sale on site! $10 Large wood bundles $5 dozen free range eggs

Top guest favourite
Tiny home in Fort Plain
5 out of 5 average rating, 118 reviews

Farm stay w/ Alpaca walk included @ The Stead

Welcome to "THE STEAD" @ Lyons Family Homestead. A unique secluded tiny home nestled up on the hill of our 19-acre farm. Surrounded by nature and lots of friendly animals. We created this space as a place to escape from the hustle and bustle of everyday life. We encourage you to unplug and unwind as you soak in life on the farm here.

Popular amenities for Oak Mountain holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Hamilton County
  5. Speculator
  6. Oak Mountain