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
Farm stay in Moreau
4.96 out of 5 average rating, 790 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, 478 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
Campervan/Motorhome in Johnsburg
4.97 out of 5 average rating, 101 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* The main trail will not be plowed. You must snow shoe or sled through the woods. 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 & Eggs for sale on site! $10 Large wood bundles $5 dozen free range eggs

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, 517 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 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, 580 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
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)

Guest favourite
A group of twelve alpacas stands in a lush outdoor setting, showcasing various colors including white, brown, black, and grey. A wooden structure is visible in the background, surrounded by greenery and fencing.
Farm stay in Hoosick
4.94 out of 5 average rating, 275 reviews

Airbnb @ Sweet & Savory Farmette

Welcome to the AirBnB situated on a small working farm. You are welcome to tour the grounds to say hello to all the animals. This place is for the birds! No really you will enjoy watching chickens, ducks, emus, geese, guinea fowl, and peafowl. The farm is also home to a herd of beautiful alpaca and resident llama, curious goats, and barn cats. There are working livestock guardian dogs who watch over the herd who will greet you from behind the fence.

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.

Top 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
4.92 out of 5 average rating, 133 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.

Top guest favourite
Tiny home in Fort Plain
5 out of 5 average rating, 102 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?

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Avg. price$305 SGD$317 SGD$292 SGD$293 SGD$308 SGD$312 SGD$380 SGD$388 SGD$312 SGD$312 SGD$292 SGD$312 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 $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!