Family-friendly holiday rentals in Wollaston

Find and book unique family-friendly homes on Airbnb

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

  • Total holiday rentals

    Explore 60 holiday rentals in Wollaston

  • Nightly prices starting at

    Wollaston holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,360 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 Wollaston holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wollaston rentals

  • 4.9 Average rating

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

Top-rated family-friendly rentals in Wollaston

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

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Top guest favourite
A quaint tiny house is nestled on a grassy hill, surrounded by misty trees. Two horses graze peacefully in the foreground. The house features a distinctive circular design element, a balcony, and large windows, blending harmoniously with the serene landscape.
Tiny home in Bancroft
4.99 out of 5 average rating, 103 reviews

Big Tiny

Tiny house, big adventure! Our very private off grid ( solar) tiny house is tucked away from the hustle and bustle of life. Perfect for a romantic getaway, there are meadows and ponds to explore, with trails through mature hardwood and cedar forests. For the rock hound there is an old mineral rich pink calcite gravel pit to explore. Enjoy the amazing views from the Balcony, gaze at the night sky, commune with the horses and marvel in the sights and sounds of nature while you refresh your soul.

Top guest favourite
A spacious guest suite features a cozy seating area with a sectional sofa and a decorative rug. A large queen bed is positioned against the wall, accompanied by modern window treatments. A small table and chair add functionality, while recessed lighting brightens the room.
Home in Bancroft
4.95 out of 5 average rating, 132 reviews

2nd Floor Guest Suite

2nd floor guest suite located only 5 minutes to downtown Bancroft. This large suite has a queen bed, queen pull out sofa bed, mini fridge with freezer, microwave, smart tv, keurig machine (tea, coffee, sweeteners and creamers provided) and spacious bathroom with walk in shower. Please note that a full flight of stairs must be climbed to access this unit once inside the door. Please also note there is no kitchen in this suite, cooking appliances & candles are prohibited due to fire risk.

Guest favourite
A serene dock extends over a calm lake, featuring two lounge chairs positioned for relaxation. The surface of the water reflects soft morning light, while lush greenery frames the background, creating a tranquil environment perfect for unwinding.
Cottage in Bancroft
4.93 out of 5 average rating, 161 reviews

Cozy Coe Lake Cottage | Hot Tub · Wood Fireplace

The perfect romantic getaway or cozy hang with friends/family. From the Superhosts who brought you Jeffrey Lake Cabin comes "Coe Lake Cottage", a spacious, cozy feel with plenty of room to enjoy with family, friends or a stunning romantic getaway with a loved one. Easy year-round access, EV charging, lightning fast Starlink wifi, a beautiful hot tub, two fire pits, a hammock, an incredible deck for entertaining & more. This place has it all. @hilltophideawaysco on Insta

Top guest favourite
A treehouse sits elevated beside a gently flowing river, surrounded by lush greenery. Stairs lead to the entrance, while the water's smooth surface reflects the vibrant hues of the trees above, creating a serene atmosphere within nature.
Treehouse in Tweed
4.95 out of 5 average rating, 258 reviews

Off-Grid Tree Canopy Retreat

Escape to this private off-grid retreat, nestled high in the trees overlooking the natural beauty of the Moira River. This elevated nature shelter provides a cozy, rustic space for guests seeking solitude, adventure, or a peaceful getaway. This is a multi-use nature retreat designed to provide shelter and relaxation in a secluded setting. Guests are welcome to rest and recharge in the space, enjoying the warmth of the wood stove while taking in the peaceful surroundings

Top guest favourite
A charming cabin is situated on the edge of a tranquil lake, surrounded by lush greenery. A wooden dock extends over the water, featuring a canoe and a kayak. A pathway leads from the dock to the cabin, offering scenic lakeside access.
Cabin in Bancroft
4.99 out of 5 average rating, 153 reviews

Serenity Now | Private Waterfront Cabin

Bring your cozy socks and your new book. Make the most of winter and book your ultimate winter getaway at Serenity Now cabin. No neighbours, no noise, just peace and quiet. Ideal for couples or solo adventurers seeking peace, nature, and movie nights with an 80" projector. Private trail (4-5km) for those adventurous souls - snowshoeing, and we provide an auger and fishing rods for ice fishing. We’re committed to creating a safe, welcoming space for all. 🏳️‍🌈

Guest favourite
The geodesic dome features a modern white exterior, set against a backdrop of trees. A wooden deck extends from the dome, leading to a covered gazebo, with a pathway of wood chips guiding the approach. Soft sunlight filters through the branches, creating a serene atmosphere.
Dome in Uxbridge
4.85 out of 5 average rating, 107 reviews

The Bubble Glamping Dome

Escape to a luxury geodesic dome on our scenic farm, nestled at the edge of the forest. Fully equipped with heating, cooling, a private washroom, deck, and hot tub, it’s the perfect blend of comfort and nature. Explore the farm, meet our sheep, chickens, and livestock guardian dog, or hike over 100 acres of connected regional forest. Whether you’re relaxing under the stars or adventuring outdoors, this unique glamping retreat promises an unforgettable experience.

Top guest favourite
An A-frame cabin is shown nestled in a snowy forest, featuring large windows that illuminate the interior. Wooden chairs are arranged in front of the cabin, resting atop the snow. The surrounding trees create a serene and tranquil setting.
Cabin in Dysart and Others
5 out of 5 average rating, 134 reviews

Brand New A-Frame in Haliburton

Embrace the quiet of the woods and the charm of an A-frame cabin. Turn off the outside world and enjoy the beauty every season has to offer in this cozy cabin. Spend your days exploring trails winding through 50 acres of private woodland and your nights cozied up around an outdoor fire. Close to local shops and restaurants in Haliburton Village (10 min drive). Ideal for a couple retreat or a family escape. STR-24-00027

Guest favourite
The charming exterior of a converted church is presented, showcasing a striking red brick facade and a steeply pitched roof. Tall trees and lush greenery surround the building, adding to the serene setting. A welcoming entrance with a dark door and steps leads to the front.
Home in Prince Edward
4.97 out of 5 average rating, 302 reviews

The Prince Edward County Church, A Unique Escape

Stunning 1888 converted church in Prince Edward County on a private 2.3-acre waterfront property backing onto the Bay of Quinte. This one-of-a-kind stay blends soaring ceilings and historic charm with modern luxury. Sleeps 8 adults with 4 bedrooms, lake views, direct waterfront access, high-speed WiFi, Sonos, fireplaces, kayaks, and more. Featured in Forbes, House & Home & Cottage Life with over 300 guest reviews.

Top guest favourite
A modern cabin is nestled among tall trees, showcasing large floor-to-ceiling windows that invite natural light. A spacious covered porch, framed by lush greenery, features outdoor seating. The grassy area surrounding the cabin adds to the serene atmosphere of the wooded retreat.
Home in Eagle Lake
4.98 out of 5 average rating, 127 reviews

HyggeHaus—sleek snuggly secluded apres-ski cabin

For a getaway that merges serenity with style; imagination with intention, look no further than HyggeHaus and its private Haliburton Highlands wooded retreat. Indulge in a stay where there is time and space for both leisure and adventure, and where beautiful design enables beautiful experiences. To view a short property video, search Youtube for "HyggeHaus Eagle Lake Haliburton". STR Licence# STR-26-00031

Guest favourite
A serene waterfront view showcases multiple docks along the lake, bordered by lush greenery. In the foreground, two blue chairs are positioned on a sandy area, providing a perfect spot to relax. The guest house is seen in the background, set in a natural landscape.
Cottage in Gilmour
4.91 out of 5 average rating, 159 reviews

The Steenburg Lake Guest House Staycation.

-450' of waterfront on 5 acres -ideal for 1 - 2 couples, 1 lrg family or 2 small families -not appropriate for 6 adults without adding the bunkie to your reservation. - dedicated fire pit, wood provided -well water is drinkable straight from the tap! -*Beach Bunkie available at an additional charge for more sleeping space. Please inquire to add it to your booking.

Top guest favourite
Guest suite in Grafton
5 out of 5 average rating, 335 reviews

The Eh Frame - Nordic Spa Retreat - Sunset Suite

Welcome to The Eh Frame, a modern luxury A-frame with unforgettable sunsets, and a full spa set up! -Private Nordic spa patio with hot tub, cold plunge & sauna -3 cozy bedrooms with luxe linens -Full kitchen & BBQ for feast nights -Fast Wi-Fi, board games & fire pit for chill time -Close to forest trails & lake Ontario -Book now to soak, relax, & unwind

Guest favourite
A stone fire pit is situated in a natural setting, surrounded by greenery. Several pieces of firewood are stacked inside the fire pit. Nearby, a wooden chair is visible, along with a bottle of wine and a glass, resting on a small table.
Cottage in Coe Hill
4.93 out of 5 average rating, 168 reviews

Fully Equipped Bright + Airy 3BR Lakeside Retreat

Short 2.5 hour drive from Toronto. 1200 square foot, two storey, four season cottage. Newly renovated main floor open concept kitchen and living area, two bedrooms and full bath. Basement with walk-out to the backyard and lakefront includes a cozy lounge with wood-burning stove and third bedroom. Available for stays of 2 or more consecutive nights.

Popular amenities for Wollaston family-friendly rentals

When is the best time to visit Wollaston?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$320 SGD$291 SGD$279 SGD$247 SGD$278 SGD$298 SGD$365 SGD$346 SGD$276 SGD$274 SGD$247 SGD$298 SGD
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°C-3°C
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