Vacation rentals in Speculator

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Top-rated vacation rentals in Speculator

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

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Guest favourite
Cabin in Speculator
4.96 out of 5 average rating, 26 reviews

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!

Guest favourite
A charming red cottage is framed by vibrant green grass and tall trees. A stone pathway leads to the front door, flanked by green shutters on the windows. The scenic surroundings provide a tranquil setting, with glimpses of the lake visible through the windows.
Cabin in Lake Pleasant
4.97 out of 5 average rating, 114 reviews

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.

Guest favourite
Cabin in Lake Pleasant
5 out of 5 average rating, 22 reviews

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!

Top guest favourite
A welcoming living space features a stone fireplace that adds warmth to the room. A sectional sofa is arranged for comfortable seating, complemented by a wooden coffee table. Natural light enters through windows, enhancing the inviting atmosphere of the cozy gathering area.
Home in Speculator
4.95 out of 5 average rating, 42 reviews

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!

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.
Guesthouse in Speculator
4.97 out of 5 average rating, 541 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.

Top guest favourite
Cabin in Lake Pleasant
5 out of 5 average rating, 23 reviews

Blaisdell's Adirondack Cabins

Relax with your favorite people at this peaceful place to stay. We have 7 1/2 acres nestled into Rogers Mountain, Backed up to the Silver Lake Forest Wild life preserve for hiking Experience's. The cabin overlooks Oxbow Lake in the town of Lake Pleasant NY. You are centrally located within 5 miles of 4 lakes that have public access for swimming, fishing, Snowmobiling as well as 2 ski resorts Oak and Gore mountain. Come enjoy this Gorgeous cozy log home in the Adirondack mountains.

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
4.93 out of 5 average rating, 110 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 spacious living area is highlighted by rich wooden ceilings and warm lighting. A large green ottoman centers the seating arrangement, which is complemented by cozy plaid pillows. A dining area with a wooden table is seen in the background, providing additional seating options.
Home in Speculator
4.97 out of 5 average rating, 503 reviews

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).

Top guest favourite
Cabin in Speculator
4.9 out of 5 average rating, 41 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
The chalet is illuminated by warm outdoor lights, highlighting its A-frame structure. Surrounding trees and foliage create a natural frame, while the cozy deck invites relaxation. Evening skies are deepening, adding a serene atmosphere to the scene.
Home in Speculator
4.96 out of 5 average rating, 28 reviews

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.

Top guest favourite
The exterior of a classic A-frame cabin is shown, surrounded by tall trees. A spacious wooden balcony with a railing extends from the second floor, offering views of the forest. The steeply pitched roof complements the rustic architecture, creating a charming and inviting presence.
Cabin in Schroon Lake
4.98 out of 5 average rating, 109 reviews

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.

Top guest favourite
A serene lakefront view is showcased, featuring a wooden dock extending into the water. Adirondack chairs are positioned on the shore, surrounded by a natural landscape of rocks and trees. The gentle ripples of the lake reflect the soft clouds above and the distant mountains.
Home in Speculator
5 out of 5 average rating, 8 reviews

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.

Popular amenities for Speculator vacation rentals

When is the best time to visit Speculator?

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Avg. price$313 CAD$332 CAD$295 CAD$277 CAD$312 CAD$310 CAD$339 CAD$339 CAD$309 CAD$308 CAD$280 CAD$324 CAD
Avg. temp-7 °C-6 °C0 °C7 °C14 °C18 °C21 °C20 °C15 °C9 °C3 °C-3 °C

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Speculator?

    Four-legged friends are welcome in Speculator. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Speculator?

    Yes! Work meets play with ease at over 20 vacation rentals in Speculator featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly house rentals in Speculator?

    Speculator has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in cabin rentals in Speculator?

    Experience the best of Speculator with our cabin rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do cabin rentals in Speculator have air conditioning?

    Absolutely! We offer over 10 cabin rentals with air conditioning in Speculator. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Speculator have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Speculator. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Speculator have a bbq area?

    Absolutely! We offer over 10 cabin rentals with a bbq area in Speculator. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Speculator?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a bbq area, over 10 homes with air conditioning, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Speculator

  • Total vacation rentals

    Explore 70 vacation rentals in Speculator

  • Nightly prices starting at

    Speculator vacation rentals start at $125 CAD per night before taxes and fees

  • Verified guest reviews

    Over 3,690 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    60 of Speculator vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Speculator rentals

  • 4.9 Average rating

    Speculator stays are highly rated by guests—averaging 4.9 out of 5!

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