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
Cabin in Warrensburg
5 out of 5 average rating, 262 reviews

Romantic Christmas Getaway~Chickadee Hill

*Romantic getaway nestled in the Adirondack Mountains, just 15 minutes to Lake George *Vintage Record Player, Farm Fresh Eggs and pollinator gardens *A dreamy escape into nature where you will wake up and feel like you are still dreaming *This is not just any five star stay step outside we have millions our night sky is breathtaking *We strive for our guests to have nothing less than a five star experience, as you can see by our reviews Chickadee is decorated for Christmas Nov -New Year’s

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, 477 reviews

Outdoor Sauna, Ski at Oak or Gore, & Private Chef

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 spacious indoor pool reflects soft light from the surrounding large windows. The warm wooden ceiling adds a cozy touch, while the pool features steps for easy access. Bright pool floats rest beside the water, inviting relaxation and fun.
Home in Gloversville
4.97 out of 5 average rating, 376 reviews

Indoor Heated Pool in the Adirondacks

Year round indoor pool house that is 2000 square feet located in the lower adirondacks. There are several outdoor activities to do in the area...fishing, boating, hiking, kayaking, snowmobiling,cross country skiing & restaurants. Check out my guidebook with things to do in and around the area including near by lakes and restaurants on the lakes. Spend the day exploring and then come back to relax in the warmth of your very own private pool, sit by a fire on the patio or start the grill.

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, 516 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, 126 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, 578 reviews

Starhaven: Baseball HoF, Mineral Mining & More

Our guesthouse is minutes from the interstate, but you'll swear that you've traveled miles 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
The yurt is illuminated by warm orange light from the windows, creating a welcoming contrast against the night sky. Tall trees surround the structure, while pathway lights guide the way. The soft glow enhances the tranquil outdoor setting under a starry backdrop.
Yurt in Pattersonville
4.99 out of 5 average rating, 952 reviews

Mariaville Goat Farm Yurt

A charming, 20’ yurt in the woods on our small, off-the-grid goat farm! If you are looking to get away from it all (and still be close to SO much) - this is the place for you! Enjoy a nap in the hammock, s’mores around a campfire, a great night’s sleep under the stars, a country breakfast delivered to your door - and goats! Take a walk in the woods...enjoy the unique landscaping...try goat yoga! Or, experience some of the area’s AMAZING food, beverages, shopping, and attractions!

Top guest favourite
A bright living room features large windows framed with red-checkered curtains, allowing natural light to fill the space. A cozy couch and a coffee table are placed near a gas fireplace, while a wooden ceiling adds warmth to the design. A view of snow-covered outdoor surroundings is visible through the glass doors.
Cabin in Johnsburg
4.97 out of 5 average rating, 142 reviews

2 bdrm ADK cabin 10 mins to GORE MTN

The "Mellow Moose" cabin is a quiet and peaceful retreat in the woods. Spend the day exploring the region or simply relax in nature. Afternoons are great for reading a book as the sun shines through the large living room windows. Relax on the screened in front porch for a quiet evening and a drink. Or enjoy a campfire and watch the sunset through the trees. Use this as your home base for a ski trip or take a trip to Schroon lake, Brant lake or Lake George. (Roughly 30mins)

Top guest favourite
Guest suite in Queensbury
4.97 out of 5 average rating, 350 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.

Top guest favourite
Tiny home in Fort Plain
5 out of 5 average rating, 101 reviews

Farm stay w/ Alpaca walk included @ The Stead

Welcome to "THE STEAD" @ Lyons Family Homestead. A unique secluded tiny home nestled up on the hill of our 19-acre farm. Surrounded by nature and lots of friendly animals. We created this space as a place to escape from the hustle and bustle of everyday life. We encourage you to unplug and unwind as you soak in life on the farm here.

Guest favourite
A quaint cabin is set within a lush green landscape, featuring a bright red exterior with green trim. A fire pit surrounded by two chairs is visible in the foreground, complemented by tall trees providing shade.
Cabin in North River
4.93 out of 5 average rating, 265 reviews

Camp Lillian

Sweet just built cabin with lovely mountain views offers great privacy. Elsewhere on our family compound, we offer an all-natural Japanese hot tub and walking trails throughout. Lovely architectural details, beautiful furnishings and wonderful location. In summer, we offer wood fired pizza (most but not all nights).

Popular amenities for Speculator family-friendly rentals

When is the best time to visit Speculator?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$306 SGD$317 SGD$293 SGD$294 SGD$308 SGD$312 SGD$381 SGD$389 SGD$312 SGD$312 SGD$293 SGD$312 SGD
Avg. temp-7°C-6°C0°C7°C14°C18°C21°C20°C15°C9°C3°C-3°C

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 $156 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!