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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Guest favourite
A rustic cabin is set among tall trees, featuring a front porch with two red chairs. A gravel pathway leads to the entrance, and a small shed is visible in the background. The surrounding landscape is lush with greenery.
Cabin in Speculator
4.95 out of 5 average rating, 22 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!

Top guest favourite
An inviting home featuring heavy timber construction and a covered entryway. The exterior is adorned with warm wooden siding and stone accents. Lush greenery and gravel landscaping surround the property, creating a natural setting. A welcoming front porch is accessed by a set of wooden steps.
Cabin in Speculator
5 out of 5 average rating, 83 reviews

Adirondack Timber Lodge Cabin

Adirondack Home Heavy timber construction, superb craftsmanship and architectural appeal. This house is set up for your enjoyment including grand living spaces and a large game room in the lower level. We are less than a mile from the public beach and lake access, use our canoe or bring yours. Hiking and walking trails nearby. Come visit and explore the ADK! We also have a guest cabin on site available as a add on when you rent “Timber lodge” We call it “Cozy Cabin” please inquire for info

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, 69 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, 486 reviews

Ski at Oak or Gore, 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.

Top guest favourite
A decorative wall sign displays the text 'NPT PASS EST. 2021' in bold letters, accompanied by a silhouette of trees at the top. The sign is mounted on a neutral wall, creating a welcoming focal point.
Home in Piseco
4.99 out of 5 average rating, 76 reviews

NPT PASS

Stay within the Adirondack Park in our comfortable, spacious, and newly updated home. Make NPT Pass your basecamp for all things outdoors. From Fall hikes, Winter snowmobiling & skiing, Spring and Summer kayaking, canoeing, fishing, and biking. This area will keep you busy! Or, just relax on our backyard patio and enjoy a cozy fire. This region of the Adirondack's has so much to offer. We have plenty of parking and lake access is just a short drive away. Enjoy what we have come to love!

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, 523 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
Home in Speculator
5 out of 5 average rating, 10 reviews

Lakefront Cabin w/Fireplace & Oak Mountain View

Welcome to Evergreen Lodge — your cozy winter retreat in Speculator! Located minutes from Oak Mountain Ski Area, this modern lakefront cabin offers a perfect base for skiing, snowboarding, snowmobiling, and peaceful winter escapes. Enjoy a warm gas fireplace, fully stocked kitchen, scenic lake views, and all the comforts of home. Winter Guests Love... ❄️ Stunning view of Oak Mountain Ski Area ❄️ Snowmobile-friendly roads & trails nearby ❄️ Fireplace and cozy bedding ❄️ Central heating

Guest favourite
Cabin in Lake Pleasant
5 out of 5 average rating, 12 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.

Guest favourite
Cabin in Speculator
4.88 out of 5 average rating, 34 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
5 out of 5 average rating, 22 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
A winter scene captures a green yurt surrounded by snow-covered trees and a blanket of fresh snow on the ground. The structure features large windows and a spacious deck with steps leading up, inviting exploration of the serene outdoor environment.
Yurt in North Creek
4.96 out of 5 average rating, 377 reviews

ADK Adventure

4x4 RECOMMEND IN WINTER 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! Private Year-round hot tub! Located 5 miles from Gore Mountain. Perfectly located for your summer and winter Adirondack explorations. Wood & Eggs for sale on site! $10 Large wood bundles $5 dozen free range eggs

Guest favourite
The cozy interior features wooden walls and a colorful ceiling. A black futon sits adjacent to a shelving unit filled with various items. Directly in view, a door with a metal screen offers a glimpse into the wooded outdoor area.
Tiny home in Lake Pleasant
4.94 out of 5 average rating, 157 reviews

The Pleasant Shack

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!

Popular amenities for Speculator holiday rentals

When is the best time to visit Speculator?

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Avg. price$290 SGD$308 SGD$274 SGD$257 SGD$289 SGD$288 SGD$315 SGD$315 SGD$286 SGD$256 SGD$250 SGD$289 SGD
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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 house rentals in Speculator?

    Experience the best of Speculator with our house rentals, starting at about $100 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 Cabin Rentals in Speculator?

    Enhance your stay in our Cabin Rentals with the most popular amenities: over 20 homes with wifi, over 10 homes with air conditioning, over 10 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 $116 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,510 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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