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 cabin is situated amidst greenery, featuring a brown exterior and a rust-colored roof. Two outdoor chairs surround a small fire pit, while raised garden beds are visible on the lawn. A sunroom with large windows invites natural light, enhancing the outdoor living space.
Cabin in Speculator
4.94 out of 5 average rating, 34 reviews

Lucky Lodge at the Shamrock Cottages

In the heart of the Adirondacks, unplug from your phones & computer and charge your own batteries. You will be surrounded by greenery, birds, bugs (that’s right, bugs) and mountain air. Close to the village which has grocery, bottle shop, ice cream, eateries, and more. Town & State beach & park for playground and tennis courts or weekly farmers market is just about 1.5 miles away. Launch kayaks in town. This 800 sq ft cabin is cozy and central to so much. Check out my guidebook for suggestions.

Top guest favourite
Cabin in Lake Pleasant
5 out of 5 average rating, 26 reviews

Cozy A-Frame; bike, hike, swim, & 10 mins to town!

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!

Guest favourite
Home in Lake Pleasant
4.94 out of 5 average rating, 16 reviews

The Perfect Spot For Your Family Vacation

This lake home rental is a spacious 4 bedroom home overlooking Sacandaga Lake in the heart of the Adirondack Park. Situated directly on the water, you will enjoy beautiful views of Sacandaga lake from both inside the home and outside.Enjoy the private beach, views from the wrap around porch, and evenings around the fire. Lakeside Sacandaga, with its beautiful wood burning fireplace, is also the perfect spot for a winter getaway.Enjoy a garage to park your snowmobiles and a ski mountain in town.

Top guest favourite
The cottage is set in a serene wooded area, featuring a welcoming exterior with a covered front porch. A spacious lawn surrounds the property, providing ample outdoor space. Nearby, a fire pit can be seen, complementing the natural landscape.
Cottage in Speculator
4.97 out of 5 average rating, 74 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 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, 44 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, 556 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, 25 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, 111 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
Tiny home in Lake Pleasant
4.97 out of 5 average rating, 79 reviews

Tiny Home, Game Room and Sauna!

Escape to The Cardinal Barn, and Arcade!where adventure and tranquility await in the heart of the Adirondacks. Our charming tiny home is your perfect base for swimming, hiking, fishing, skiing, shopping, and dining. Whether you’re a nature lover, outdoor enthusiast, or seeking a serene retreat, The Cardinal Barn offers an unforgettable experience. Immerse yourself in the beauty of the Adirondacks and create lasting memories. You won’t want to leave! We can’t wait to host you!

Top guest favourite
A covered front porch is presented, featuring several red Adirondack chairs arranged for seating. The exterior showcases a stone wall and large glass windows, framed by tall trees in the background, providing a natural setting.
Flat in Speculator
4.92 out of 5 average rating, 63 reviews

Lil Lodge, a cozy getaway nestled in Speculator.

This fully furnished abode sleeps 6 w/ 1 queen & 2 bunks in bedroom & sleeper sofa in the main room. This cozy unit has a kitchenette with a handcrafted table, propane fireplace, mini fridge, beverage fridge, microwave, and smart TV with Wi-Fi. Enjoy people watching from the covered front porch.W/in walking distance:beach,playground,eateries, grocery store, & laundry mat. Other points of interest include Oak Mt. Ski Center, historical landmarks, & hiking trails.

Top guest favourite
Cabin in Speculator
4.92 out of 5 average rating, 50 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.

Popular amenities for Speculator holiday rentals

When is the best time to visit Speculator?

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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 vacation rentals in Speculator?

    Speculator has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Speculator with our house rentals, starting at about $80 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 30 homes with wifi, over 10 homes with air conditioning, over 20 homes with a bbq area, 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 £60 per night before taxes and fees

  • Verified guest reviews

    Over 3,830 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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