Vacation rentals in Speculator

Cozy lakefront cottage, amazing views and sunsets!

Create memories at our lakefront cottage with private beach and dock in the heart of the ADK Mountains. Lake and mountain views greet you from large picture windows. Located just steps from Lake Pleasant Golf Course and close to Camp of the Woods, this property is also near hiking trails, groceries, dining & shopping as well as being on the "sunset side" of the lake. Aluminum dock, kayaks, canoe, SUP &paddleboat provided, as well as all linens, Beekman 1802 toiletries and well stocked kitchen.

Comfortable Cottage Enjoy the Adirondacks-Sleeps 6

Little Spruce is a fully renovated cottage providing plenty of room for everyone. For the outdoor lover we are located perfectly for quick access to the wilderness for hiking or hunting. For the snow lover access to Village snowmobile trail is across the street and for the skier we are within 1 mile from OAK MOUNTAIN SKI AREA. Lake Pleasant and all the Village has to offer is a short stroll from the door. Open the door, drop your bags & enjoy the Adirondacks! Check in at 4pm check out 10am.

Cozy 3 Bedroom, Walking Distance to Lake Pleasant

Welcome to ✨Quacke Digs✨, a charming retreat nestled in the heart of Speculator, NY. Located just a few minutes walk from the vibrant Village of Speculator and the beautiful Lake Pleasant! This spacious home sleeps up to 6, with a fenced in yard, well-equipped kitchen, 2 full baths, a large primary bedroom upstairs with adjoining secondary bedroom and a third bedroom on the main floor. Experience the perfect blend of work and vacation – book your stay today and make unforgettable memories!

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.

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.

Unplug and put the world on hold!

A cross between a tree house and old sailing ship, Singing Mountain is built with re-purposed wood from historic buildings and even an old church chandelier, situated on 20 acres of private land . Your camp will give you the rest, recreation and relaxation you are looking for. Non electric, with all utilities running on propane. .Fully Equipped. Close to nature, but area attractions a short drive away. Pets allowed with notice and small fee of $10.00 per night. max. 2 pets.

Sauna, Private Chef, & Walk to Village

Guests love the sauna, private chef brunch or dinner, espresso maker, stocked kitchen, and everything you need for a campfire under the string lights. Walk to the village and sandy beach on Lake Pleasant (.6 miles). April is a slower month with restaurants and businesses shifting their hours. We will provide each guest with a local guide to let you know what's available. It's a great time to schedule Chef Justin for a Private Chef Brunch or Dinner (or both).

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.

The Treehouse

Experience the cozy and rustic charm of this classic A-frame cabin. Perched in a hemlock forest at the edge of the Pharaoh Lake Wilderness, the Treehouse is the perfect setting for an Adirondack getaway. Nature will greet you at the door while the comforts of home await inside. The Schroon Lake Village and various attractions, amenities and outdoor excursions are just a short drive away.

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.

Blueberry Point Cabin

Private lakefront cabin with sandy beach steps from the door. An outdoor paradise with a large deck, beautiful dock, private swimming raft, gas grill, outdoor fire pit with Adirondack chairs and an incredible lake view, and canoe & kayaks. For 2026, we are accepting stays of 6+ days only, arriving on Sat or Sun. Message us for special scheduling requests.

The Pleasant Shack with Sauna

Need a weekend away to unplug? To Recharge your soul? YOU found the perfect place! Welcome to The Pleasant Shack! A cozy tiny house (320 square feet) located in the heart of the Adirondacks, surrounded by wilderness. A great place to reconnect with nature, and restore your mind!