Holiday rentals in Speculator

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Top-rated holiday rentals in Speculator

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

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Top guest favourite
A cozy cottage is shown, surrounded by a blanket of snow. Warm light glows from the windows, inviting guests inside. The front porch is visible, leading to the entrance, while snow-covered trees add a serene backdrop to the scene.
Cottage in Speculator
4.97 out of 5 average rating, 72 reviews

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.

Top guest favourite
A snow-covered yard is framed by trees adorned with string lights, creating a cozy atmosphere. An outdoor fire pit surrounded by Adirondack chairs invites gathering. Nearby, a rustic cabin features a sloped roof, while a second building stands in the background under a soft twilight sky.
Home in Speculator
4.97 out of 5 average rating, 497 reviews

Ski Gore & Oak, Sauna, & Snowmobile Trail Access

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.

Top guest favourite
The wooden structure features a spacious deck and expansive windows, surrounded by a snowy landscape. Large snow drifts are visible near the driveway, highlighting the winter setting. The rustic design of the home stands out against the backdrop of trees in the distance.
Home in Indian Lake
4.95 out of 5 average rating, 144 reviews

The Indian Lake House -lakefront-Hot Tub-Sauna-

Welcome to The Indian Lake House, a 3-floor luxury lakefront home on Indian Lake, centrally located in the Adirondacks. Enjoy the perfect nature getaway with all the comforts of home. High-speed FIOS internet, whole-home standby generator, central air-conditioning, 7-person outdoor hot tub, Sauna, private dock, Tesla wall charger and more. The home sits on a hill 60 feet above lake level providing stunning views year-round. A short walk down the private gravel path brings you to the water.

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, 38 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.
Guest house in Speculator
4.97 out of 5 average rating, 533 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
A cozy bedroom features a large, softly made bed with a textured blanket and decorative pillows. Warm fairy lights outline the headboard, while natural light streams through a sheer-curtained window, illuminating wooden walls and complementary decor.
Cabin in Warrensburg
5 out of 5 average rating, 124 reviews

Romantic Getaway at Firefly Mountain

💫 A place made for two… Escape to your own private romantic hideaway in the Adirondacks, tucked among whispering pines and star-filled skies. This cozy cabin was designed for couples who want to slow down, reconnect, and enjoy simple magic together — firelight, quiet mornings, long talks, and late-night stargazing. Pour a glass of wine, curl up together next to the fireplace , and let the world disappear for a while. This is not just any 5 ⭐️stay step outside we have Millions !!

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, 108 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
Loft in Wells
4.97 out of 5 average rating, 226 reviews

Studio C - in a sculpture park on the river

Newly renovated, totally unique 1000 sq ft urban loft space set in the country/mountains located on the banks of beautiful Sacandaga River in a nationally recognized 9 acre sculpture garden and artist studios. Perfect for a romantic get away or longer stay. Unlike most hosts, we don’t charge a cleaning fee which makes our nightly price very reasonable and competitive. We have a hi-speed (220/240) Tesla charging station and blazing fast high speed fiber optic internet.

Guest favourite
Cabin in Speculator
4.89 out of 5 average rating, 37 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
Camper van/Motorhome in Johnsburg
4.97 out of 5 average rating, 110 reviews

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* 4x4/AWL Drive Required 2W Drive Vehicles Proceed at your own risk 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

Top guest favourite
Guest suite in Queensbury
4.97 out of 5 average rating, 368 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.

Guest favourite
A spacious great room features wooden beams and a warm wood-paneled design. A cozy seating area includes a sofa and armchair, with a stone fireplace as a focal point. A decorated Christmas tree stands in the corner, complementing the inviting atmosphere.
Cabin in Lake Pleasant
4.93 out of 5 average rating, 134 reviews

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.

Popular amenities for Speculator holiday rentals

When is the best time to visit Speculator?

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Frequently Asked Questions

  • 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 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.

  • 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 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.

  • 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.

  • Do house rentals in Speculator have air conditioning?

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

  • Do house rentals in Speculator have a bbq area?

    Absolutely! We offer over 20 house 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 30 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Speculator

  • Total holiday rentals

    Explore 70 holiday rentals in Speculator

  • Nightly prices starting at

    Speculator holiday rentals start at € 76 per night before taxes and fees

  • Verified guest reviews

    Over 3,690 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    60 of Speculator holiday 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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