Holiday houses in Speculator

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!

A-Frame, 400 yards from snow mobile trails!

Enjoy a peaceful stay beneath the pines in our cozy family friendly A-Frame. Thoughtfully curated to feel like stepping back into a quintessential Adirondack cabin, we have all your essentials covered! We are located ten minutes from the town of Speculator with access to hiking trails, lakes, beaches, snow skiing, restaurants, shopping, snow mobile trails, fishing, hunting, and so much more. We hope you’ll fall in love with the restful woods and leave rejuvenated and glad for new memories made!

Saratoga Gem

This lovely apartment is on the second floor of an 1873 Victorian mansion on the North side of town. Very conveniently located about halfway between downtown and Skidmore College. This clean, quiet, owner-occupied house has 2 other apartments. The classic Saratoga front porch, sunny patio in back, and small yard are shared with the host. Kitchen has a small cafe table, dishes/utensils, dishwasher. Bathroom has a deep tub/shower, you’ll have to lift your knee to step in. Memory Foam mattress.

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.

Ski 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.

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.

NEW Hot Tub, ADK Escape on trails, pet friendly!

Enjoy this brand new 6 acre, 3 bedroom, 2 bath home with hot tub! Single floor living with large kitchen and living area, covered porch with outdoor dining, and spacious outdoor fire pit. Located on a quiet road, just outside of downtown Wells, with magnificent mountain views! This home is directly on the snowmobile/ATV trail, and is excellent for biking and walking! Just 20 minutes from Lapland Lake ski center, 10 minutes to Oak Mountain and 30 minutes to Gore Mountain!

Happy Camper!

***Guests must walk 420ft from the parking spot through the woods to reach the RV. There is a cart / sled for you to use. *In WINTER* The main trail will not be plowed. You must snow shoe or sled through the woods. 4x4 recommend Private, year-round, 4 person Hot tub! 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! CHECK IN 4PM - 8PM Wood for sale on site! $10 Large wood bundles

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.

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.

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!