Family-friendly holiday rentals in Speculator

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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, 783 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

Guest favourite
An interior view of a rustic cabin shows a wooden table surrounded by benches, with a ladder leading to a sleeping loft above. Large windows allow natural light to illuminate the space, showcasing the warm wood finishes and comfortable sitting area below.
Cabin in Keene Valley
4.98 out of 5 average rating, 341 reviews

Unique Rustic Adirondack Cabin

This is a unique rustic cabin on a private dirt road nestled on a mountain brook in the forest adjoining the Giant Mountain Wilderness Area. This small (200 sq ft + 80 sq ft sleeping loft), Adirondack style cabin was completely refurbished this past year using locally sourced woods and built by hand. Located two miles from downtown Keene Valley, and at 1800 feet, this is an ideal place for those who prefer the quiet forest, the peaceful sound of a mountain brook, and possibily seeing animals.

Top guest favourite
A spacious living area is highlighted by rich wooden ceilings and warm lighting. A large green ottoman centers the seating arrangement, which is complemented by cozy plaid pillows. A dining area with a wooden table is seen in the background, providing additional seating options.
Home in Speculator
4.97 out of 5 average rating, 471 reviews

Outdoor Sauna, Hiking Nearby, & 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
The exterior of a vibrant red barn is shown, featuring a decorative quilt square on the wall. The sky is painted in shades of purple and pink, with clouds softly contrasting the structure. Lush green grass surrounds the base, contributing to the serene environment.
Barn in Chestertown
4.96 out of 5 average rating, 240 reviews

Cozy Red Barn Retreat | Hot Tub, Large Lawn

Relax in this cozy red barn! Rustic charm meets modern luxury. 1 min off I‑87 1 min to Schroon River 2 mins to Loon Lake 5 mins to Brant Lake 25 mins to Gore Mtn + Lake George Near tons of hikes, lakes & swimming holes +close to town! Unwind in the hot tub, cook in the full kitchen, and gather by the fire pit. Features: dining area, big shower, private bedroom, loft w/ 2 sofa beds, desk, big lawn, BBQ, ski chair swing + LVL 2 EV charger. Fast Wi-Fi • Self check-in • Please read house rules

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, 373 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, 508 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, 121 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, 574 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
Cabin in Fort Edward
4.97 out of 5 average rating, 153 reviews

Sasquatch Theme! - Local to Lake George & Saratoga

“A cozy, woodsy retreat with a Bigfoot twist—fun, peaceful, and full of character.” A 10-acre farm with a cozy 10x20 cabin, one queen-sized bed, and one futon. • Proximity to Lake George, West Mountain, Gore Mountain, and Saratoga Springs • Amenities, including WIFI, TV, fire pit, BBQ grill, fridge, microwave, coffee maker, heat, and AC. • Camp has an outdoor handwashing station with running water provided by a hose, an outdoor heated shower, and a porta-potty for bathroom needs.

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, 942 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, 138 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 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
4.94 out of 5 average rating, 264 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

Quick stats about holiday rentals that are family-friendly in Speculator

  • Total rentals

    60 properties

  • Nightly prices starting at

    ₹10,559 before taxes and fees

  • Total number of reviews

    2.5K reviews

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 properties include access to wifi