Family-friendly holiday rentals in Bolton

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Bolton

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

%{current} / %{total}1 / 1
Top guest favourite
An inviting tiny cabin is set amidst a natural landscape. It features a screened porch with large windows, allowing for ample light. A wooden footbridge leads to the entrance, surrounded by autumn foliage and a mix of trees. The cabin exudes a rustic charm.
Tiny home in Queensbury
4.97 out of 5 average rating, 344 reviews

Cabin Getaway to Lake George

Enjoy space, privacy, nature in an off-grid tiny cabin. Relax at a private (heated) cabin that sits on a seasonal stream. There is no plumbing or electricity. The outhouse is shown in photos. This isn't safe for toddlers (stream with a steep rocky bank and a narrow bridge without a railing). It's perfect for nature lovers. Enjoy hiking from the cabin or drive to close-by trails. Lake George (actual lake) is 1/4 mile away. The village with public beaches (and bathhouse) is a 10 min drive.

Top guest favourite
A winter landscape is depicted, showing a house surrounded by snow-covered trees. Steps lead down from the house towards the water, which is also blanketed in snow. The warm glow of the house's lights contrasts with the cool white surroundings.
Cabin in Poultney
4.93 out of 5 average rating, 367 reviews

Waterfront Vermont Lake House w/ Panoramic Sauna

We invite you to come stay and experience all of the beauty that Vermont has to offer at Lake St. Catherine. Located on the west side of the lake off a quiet private drive with almost 100ft of lake frontage, there are few spots with a better view. Watch the sun rise each morning from either our private decks. Explore the lake by canoe or kayak; both available for our guests. If the dates you're looking for are booked, message us for availability at our second location! Follow us @vtlakehouse

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, 253 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 small, rustic cabin is framed by trees, featuring a welcoming front entrance with wooden steps. A simple outdoor seating area includes a green sofa and a dark coffee table. Flower pots add a touch of color at the entrance.
Cabin in Bolton Landing
4.96 out of 5 average rating, 135 reviews

Bolton Landing - Cozy Adirondack Cabin Home & Ski

Small Adirondack cabin with a loft type sleeping area. One queen bed and a full size futon. Can easily host 2 adults and 2 children. Two couples are possible but limited privacy. Renovated cabin in Bolton Landing. Private setting with short walk to the Pinnacle trail head, 5 minute quick drive into town for groceries, public town beach, boat launch, Sagamore Resort, public beaches, restaurants, brewery, and shops. Gore ski area (40 minute drive. Dog pets are on an exception basis.

Top guest favourite
A comfortable living area features a combination of leather sofas and armchairs arranged around a coffee table. A stone fireplace serves as a focal point, while large windows allow natural light to fill the space. Decorative elements include a patterned area rug and light wooden walls.
Cabin in Lake George
4.88 out of 5 average rating, 195 reviews

Cozy cabin, private beach access, near LG village

Cozy authentic cabin, with access to a private beach and next door to Hearthstone State beach. Free pass and use of beach towels, chairs, umbrella, toys, cooler. Filtered lake views from enclosed porch and deck, also patio, gas grill, Adirondack chairs, fire pit, and free firewood. Full kitchen. Convenient to everything in LG Village and in Bolton: boat/kayak rentals, hiking, biking, entertainment, shopping, and restaurants. Near trolly stop. Can park a boat at my other cabin nearby.

Top guest favourite
The cozy cottage is softly illuminated at night, with warm light emanating from the windows. A sliding door is positioned at the entrance, complemented by two outdoor chairs on the lush lawn. The moonlight adds a serene ambiance to the rural scene.
Farm stay in Salisbury
4.95 out of 5 average rating, 415 reviews

Quaint 1-bedroom cottage on Blue Ledge Farm

This cozy cottage is on Blue Ledge Farm- a working goat dairy. It is a one-bedroom with a double fold-out futon in living room to potentially fit 4 guests. It is within 15 minutes of both Brandon and Middlebury, 1 hour south of Burlington. Pets are allowed, on leash. It can possibly include a farm and cheese tasting for an extra $20 per person (contact host in advance). It is the perfect place if you're an animal or cheese lover looking for a rustic and relaxing stay on a beautiful farm.

Guest favourite
The watchtower is nestled among trees, featuring a sturdy stone base and a dark exterior. Bright red chairs are positioned on the deck, providing a welcoming spot to enjoy the surrounding nature. The structure is partially obscured by vibrant greenery and wildflowers.
Tower in Lake George
4.93 out of 5 average rating, 166 reviews

Lake George Watchtower Wood Burning HOT Tub

Welcome to Trekker in Lake George, New York at the base of the Adirondack Park. When staying at our unique resort you will not only experience and see many different types of rentals like treehouses, yurts, earth homes, and cabins but you can explore our wildflower fields, play with our goats and chickens, and observe our honeybee hives. While the seasons and nature provide, take home some honey from our hives, eggs from our coops and fresh maple syrup from ours and other local farms.

Top guest favourite
The historic Italianate home features a white exterior, with classic green shutters adorning tall windows. A spacious porch is supported by graceful columns, providing numerous seating options. The surrounding yard displays mature trees, enhancing the charm of the property set against a serene backdrop.
Flat in Middletown Springs
4.9 out of 5 average rating, 277 reviews

Apartment in Vermont Historic Home

This lovely renovated 3-room apartment is attached to our 1885 Vermont italianate home, located is historic Middletown Springs, Vermont. We have been working on restoring this house, listed on Vermont's registry of historic homes, for a dozen years now. The apartment has its own entrance, full kitchen, and one spacious bedroom. The third room is a large sitting room with a shower and closet bath. Enjoy your morning coffee on the front porch, meet our chickens, and explore our garden.

Top guest favourite
A tranquil lake scene is depicted, featuring a clear blue sky reflecting on still waters. Lush greenery surrounds the shore, and the vibrant foliage can be observed on the hillside. A cozy red cottage is subtly mirrored in the lake's surface, enhancing the serene ambiance.
Cottage in Adirondack
5 out of 5 average rating, 261 reviews

Water's Edge at Beaver Pond

Like being on a boathouse, this unique custom cottage/camp embraces the spirit of Adirondack lakehouse living... with a breathtaking view from every room! Perched on the shore of private Beaver Pond, this pristine lake offers great recreational activities (canoe/ kayak/ paddleboard/ swimming/ fishing). Inside the cottage, this home is designed with every detail carefully selected, and all modern amenities included! Cozy, comfortable and well-appointed... a perfect vacation location!

Top guest favourite
The cabin is nestled among tall trees, showcasing a stone chimney and wooden exterior. A stone walkway leads to the entrance, while a covered wood storage area is visible nearby. Bright green leaves provide a natural canopy, creating a serene atmosphere.
Cottage in Whitehall
4.99 out of 5 average rating, 233 reviews

Hillside Cottage @ The Mettawee Retreat

The Hillside Cottage is a luxury cabin with views of the Mettawee River. Located on 26 acres on a back road, it is peaceful & private. Enjoy fishing, swimming, kayaking or relax on the deck. This riverside retreat includes a king bed, jacuzzi tub & a kitchenette. Sitting around the fire pit with dinner cooked on the grill is the perfect ending to a long hike. Whether it’s a quick get-away or an extended vacation, the Hillside Cottage is a simple solution from a complicated life.

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, 146 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
A cozy living room is highlighted by a gas fireplace surrounded by stone, featuring a flat-screen TV mounted above. Comfortable couches are arranged around a wooden coffee table, with large windows allowing natural light to fill the space. A decorative rug adds warmth to the room.
Guest house in Bolton
4.97 out of 5 average rating, 248 reviews

Romantic Getaway-Close to Bolton downtown

Unwind and recharge at this spacious, beautiful bungalow.. Take a 10 min stroll to downtown Bolton Landing! This cottage was lovingly finished with a beautiful gas fireplace, quartz countertops in the fully equipped kitchen, and barn wood accents for a luxurious yet rustic feel. Enjoy a cocktail while playing darts, ring toss and card games in the tiki hut. Bolton downtown shops, and restaurants are only a 2 min drive. Lake George village 20 min away.

Popular amenities for Bolton family-friendly rentals

When is the best time to visit Bolton?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$508 SGD$508 SGD$490 SGD$503 SGD$486 SGD$538 SGD$616 SGD$629 SGD$503 SGD$477 SGD$509 SGD$509 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 Bolton

  • Total holiday rentals

    Explore 360 holiday rentals in Bolton

  • Nightly prices starting at

    Bolton holiday rentals start at $127 SGD per night before taxes and fees

  • Verified guest reviews

    Over 9,420 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 110 rentals that welcome pets

  • Holiday rentals with a pool

    90 properties feature pools

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wifi availability

    350 of Bolton holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Bolton rentals

  • 4.8 Average rating

    Bolton stays are highly rated by guests – averaging 4.8 out of 5!

Destinations to explore