Family-friendly holiday rentals in Speculator

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Speculator

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A cozy bedroom showcases a wooden bed frame adorned with a patchwork quilt featuring earthy tones and wildlife motifs. Soft light filters through the window, creating gentle shadows. A dresser and bedside lamp complement the rustic decor, while framed images add visual interest to the walls.
Cabin in Indian Lake
4.86 out of 5 average rating, 201 reviews

Cabin 1 - Unit 2 at Blue Mountain Rest

We are pet friendly but there are pooch fees and a pet policy. Please go to "additional" House Rules. Unit 2 is only one of 4 cabins on this property. We have other listings in case this one is not available. BM Rest in the center of the Adirondack Mts in NY State. We are open year round, spring, summer, winter & fall. This accommodation has a fully equipped kitchen , private bathroom, living room, private bedroom & outdoor fire pit. This accommodation sleeps 4, w/ Direct TV, HBO & Wifi.

Top guest favourite
Farm stay in Moreau
4.97 out of 5 average rating, 800 reviews

Cottage On The Farm

Our cottage is ideal for solo adventurers, couples, or small families seeking a getaway with minimal maintenance. We provide a charming farm atmosphere and are conveniently located between Saratoga Springs and Lake George. If you're traveling with friends or family and prefer separate accommodations, please check out our other listing, ‘Cabin On The Farm.’ For information about the required waivers you'll receive after booking, please refer to our Policies & Rules. *Please Read Entire Listing

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.

Guest favourite
The exterior of Camp TwoSome is framed by snow-covered rocks and trees, reflecting the tranquility of winter. A black cabin with a metal roof is visible against a backdrop of mountains and a cloudy sky, illuminated by sunlight filtering through the clouds.
Cabin in North River
4.94 out of 5 average rating, 275 reviews

Camp TwoSome

This delightful newly-built cabin with gorgeous beautiful mountain views offers privacy and sounds of the brook below. Camp TwoSome is cozy, sweet and lovely. Located on a quiet road surrounded by woods. Elsewhere on our family compound, we offer a Japanese hot tub and cedar Sauna (available for private booking experiences), on-site walking trails and a new Bakery. Close to Gore and Garnet Hill for skiing. Glamping tents and other cabins available. In summer we offer wood fired pizza.

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, 522 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.

Guest favourite
A charming tiny home is framed by lush greenery and a winding stone path. The dark exterior contrasts beautifully with the surrounding nature. A shaded seating area is visible to the side, inviting relaxation in the tranquil outdoor space.
Tiny home in Hadley
4.98 out of 5 average rating, 131 reviews

The Owl's Nest Tiny Home (Pet Friendly)

Welcome to The Owl’s Nest! We are a newly renovated 380 sq foot tiny home located near all the Adirondack’s has to offer. 🦉 Enjoy all modern amenities while embracing days full of nearby nature and exploring. Plenty of hiking, activities, and restaurants within a 10-30 minute drive. Come back after a long day to watch movies, grill dinner, and enjoy time in our large private backyard or screened in porch. *NOTE. We are located on a walkable residential street, location is not remote*

Top guest favourite
A spacious guesthouse and main house are visible, both surrounded by greenery. The guesthouse, featuring a peaked roof and front porch, is set beside the main house, which includes a symmetrical design and large garage doors. A gravel pathway leads to both structures.
Guest house in Fort Plain
4.99 out of 5 average rating, 585 reviews

Starhaven: Baseball HoF, Mineral Mining & More

Our guesthouse is minutes from the interstate, but you'll swear that you've traveled far out in "God's country." Surrounded by many Amish neighbors, we are centrally located to Cooperstown, Howe Caverns, the Southern Adirondacks, Saratoga, Albany, Utica, and the Mohawk Valley (all within an hour's drive or less.) Enjoy a quiet retreat far off the road with authentic Amish furniture and decor and modern conveniences (washer & dryer, dishwasher, Keurig, AC/Heat, WiFi and streaming TV.)

Top guest favourite
A rustic cabin with a sloped roof is surrounded by lush greenery. Large windows allow natural light to fill the interior, while a covered porch provides outdoor seating. A gravel pathway leads to the entrance, enhancing the inviting appeal of this forest retreat.
Cabin in Wells
4.95 out of 5 average rating, 117 reviews

Unplug and put the world on hold!

A cross between a tree house and old sailing ship, Singing Mountain is built with re-purposed wood from historic buildings and even an old church chandelier, situated on 20 acres of private land . Your camp will give you the rest, recreation and relaxation you are looking for. Non electric, with all utilities running on propane. .Fully Equipped. Close to nature, but area attractions a short drive away. Pets allowed with notice and small fee of $10.00 per night. max. 2 pets.

Top guest favourite
A spacious living area features rustic wooden walls and high ceilings. A large, unique wood table is surrounded by bench seating. Soft seating options include a sofa and chair. A stone fireplace stands as a focal point, with large windows allowing natural light to enter.
Cabin in North Creek
4.91 out of 5 average rating, 408 reviews

Twilight Cabin

382 Back To Sodom Rd. WiFi, family-friendly activities and the beach. You’ll love my place because of the high ceilings, the location, the coziness, and the views. Built by a local craftsman with logs from our area and local river stone for the fireplace. Cabin is completely modernized. A lovely porch looking towards the pond and exterior lights along the Pond. Minutes to all outdoor activities. Pet fee $75 per pet must be paid at time of booking. Must bring dog blankets!

Top guest favourite
A calming view features a stone fire pit with a warm glow of flames, surrounded by scattered rocks and logs. The landscape reveals sprawling trees and distant mountains, bathed in a soft sunset, creating a serene atmosphere for gathering and relaxation.
Campervan/Motorhome in North Creek
4.91 out of 5 average rating, 273 reviews

Camp Vintage

Come camp in the Adirondack Mountains with stunning mountaintop and sunrise views. Comes with all the amenities of home - wifi, smart TV, on demand water heater, propane heating, and private year-round hot tub. 5 miles from Gore Mountain and Rafting Pets Welcome! 420 Friendly! Over the years guests have started a Take a Beer Leave a Beer tradition. Wood & Eggs for sale on site! $10 Large wood bundles $5 dozen free range eggs 4x4 is recommended in winter

Top guest favourite
Guest suite in Queensbury
4.97 out of 5 average rating, 356 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 rustic cabin with hand-split cedar shingles is surrounded by vibrant autumn foliage. Two white wooden chairs are positioned on the forest floor, offering a peaceful view of the cabin nestled among tall trees. The warm tones of the leaves enhance the natural setting.
Tiny home in North Creek
4.94 out of 5 average rating, 176 reviews

Rustic Tiny Cabin

This tiny, magical, rustic, cabin is situated overlooking a large pond on a private property of 200+ acres. Though the cabin is very small (about 10x12 ft with an upstairs sleeping loft) it is quaint and lovingly made with hand split cedar shingles and locally harvested wood. There is an outhouse and no power/running water, but a 5 gallon cooler of spring-fed drinking water is provided.

Popular amenities for Speculator family-friendly rentals

When is the best time to visit Speculator?

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Avg. price$304 SGD$315 SGD$291 SGD$292 SGD$306 SGD$310 SGD$379 SGD$387 SGD$310 SGD$310 SGD$291 SGD$310 SGD
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Quick stats about holiday rentals that are family-friendly in Speculator

  • Total holiday rentals

    Explore 60 holiday rentals in Speculator

  • Nightly prices starting at

    Speculator holiday rentals start at $155 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,480 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Speculator holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Speculator rentals

  • 4.9 Average rating

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