Holiday rentals in Speculator

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 10-15 min walk or short drive. 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.

White Pines Cabin (ADKs)

Make memories in a cozy ADK cabin! Walking distance to groceries, shopping, ice cream, and restaurants. Minutes away from multiple lakes, boating, swimming, fishing, hiking, mountain biking/disc golf (Oak Mt.) and Lake Pleasant golf club. Minutes from motorboat and jet ski rentals. In the winter, hundreds of miles of groomed snowmobile trails, snowshoeing, and Oak Mt. downhill ski center/tubing nearby. Five minute drive to Camp of the Woods. Relax in the ADKs' quaint village of Speculator, NY!

Speculator Guest House

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.

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.

Lake George | Hot Tub | Firepit | Schroon Lake

Escape this summer or winter to The Owls Nest Log Home! Just steps away from the Schroon River, indulge in fishing, kayaking, canoeing, rafting, skiing, snowboarding, snowmobile and more. Hiking trails are nearby and lakes like Brant Lake, Lake George, and Schroon Lake are just a short drive away. Unwind in the hot tub with a glass of wine while enjoying the serene sounds of the river. Our fully-equipped home is perfect for families or couples looking for an stress-free vacation.

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)

Adirondack Lakefront Lodge

New lakefront 2bd/2ba rental listing with stunning Oak Mountain views, private dock, large deck, fire pit, and open-concept living space. Stylish, spacious, and surrounded by tall pine trees. Enjoy modern comforts with rustic charm. Swim, paddle, dine outdoors, stargaze, or unwind by the fire. Just 7 min to Camp of the Woods and 10 min to downtown Speculator’s shops, Oak Mountain, dining, hikes, and fun. Ideal for unforgettable summer escapes in the Adirondacks.

Snowmobile Cabin + Heated Garage, Pets Welcome

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.

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.

The Dizzy Deer Chalet

A tranquil Adirondack chalet nestled on 8 acres of private land. This home is situated in the center of the quaint town of Speculator within walking distance to the Oak Mountain ski area, Lake Pleasant town beach, hiking trails, ice cream shops, the famous Charlie John’s grocery store, Speculator department store, local souvenir shops, Logan’s restaurant/bar, and more. Welcome to relaxation.

Camp Cuckoocani in Lake Pleasant

Large camp in the Adirondack Mountains on 10 acres. Great property for large families. 4000 sq feet! All-season playground so bring your skis, snow shoes, bathing suits, hiking boots, golf etc... For those less adventurous just cozy up around the backyard fire pit in an adirondack chair. Short drive to multiple lakes, ski mountains, hiking trails, quaint village shops, and restaurants.

Camp Lillian

Sweet just built cabin with lovely mountain views offers great privacy. Elsewhere on our family compound, we offer an all-natural Japanese hot tub and walking trails throughout. Lovely architectural details, beautiful furnishings and wonderful location. In summer, we offer wood fired pizza (most but not all nights).