Family-friendly vacation rentals in Wollaston

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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 favorite
Two red Adirondack chairs are partially buried in pristine snow, facing a tranquil frozen lake. A backdrop of snowy hills and scattered trees under a bright blue sky is visible, with fluffy white clouds drifting overhead.
Apartment in Harcourt
4.99 out of 5 average rating, 248 reviews

Pristine Lake getaway !

WINTER SUPER SPECIAL ! OUTDOOR & NATURE LOVERS ! 1000 sq. feet for yourself! Starlink , Hi speed internet! Beautiful four seasons, modern, immaculate, private, perfect for couple getaway to peaceful, relaxing time , overlooking the quiet Redmond Bay. Outdoor adventure lovers? ATV, snowmobiling, kayaking, canoeing, fishing, hiking, walking. Enjoy the nature, relax, watch the night sky from the dock, make memories around a bone fire. We are 50 min. from Algonquin Park, 10 min drive to town !

Guest favorite
A rustic cottage is nestled among tall pine trees, featuring a red accent roof. A spacious deck with glass railing offers views of the lake. Autumn foliage peeks through the trees, adding splashes of color to the natural setting.
Cottage in Gilmour
4.92 out of 5 average rating, 129 reviews

Peaceful Lakefront Escape

Take it easy at this tranquil getaway just 2.5 hours from Toronto. Escape to nature yet enjoy the comforts of home in a rustic, 3-bedroom cottage with full kitchen. Take the canoe or paddle boat out to explore the lake’s many islands. Enjoy fishing, swimming, and spending lazy afternoons on the dock. Autumn and winter are especially beautiful at this lake. Experience the vibrant changing fall colours and warm up at our indoor or outdoor fire. Your peaceful cottage getaway awaits at Jordan Lake.

Guest favorite
A welcoming Lindal cedar chalet is nestled in a lush green landscape, surrounded by trees. The sloped roof and expansive front porch invite relaxation. A neatly landscaped area with flowers and a rocky outcrop adds to the natural charm of the property.
Chalet in Bancroft
4.85 out of 5 average rating, 331 reviews

River, Kayaks, Hike, Tim Horton, Shops, Restaurant

$ 150 per 1 pet and by REQUEST. HSFO internet. Walk to Tim Horton. Hike to Eagle Nest Park TRAILS with LOOKOUT. York River, Park, Pike Fishing, KAYAKS - across the street. Close to ATV trail entrance at Millenium Park. Lindal CEDAR CHALET is located in Bancroft. The living room has a 50"4K TV, dining room with walkout to deck, kitchen - stove, fridge, dishwasher, microwave. Main floor Queen bed, 2 twin beds, 4pc bath with JACUZZI. Upstairs - king bed , walk-in closet, 3 pc bathroom.

Top guest favorite
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, 120 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 milk/cream 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.

Top guest favorite
A serene pathway is lined with soft lighting, leading to a tiny house nestled among snow-covered trees. The scene captures a tranquil winter evening, with fresh snow blanketing the ground and branches, creating a peaceful atmosphere.
Tiny home in Harcourt
4.99 out of 5 average rating, 141 reviews

Tiny Home Bliss

This is the perfect place to make amazing memories! Whether it’s a romantic getaway, home base for ATV, snowmobiling, or fishing adventures, girls weekend, or to reconnect as a family! Free private parking that can accommodate all your toys: snowmobiles, ATVs, boats. Located just outside the town of Bancroft, surrounded by trails, lakes, beaches, public boat launches, dining, shopping, and exploring. All just minutes away! Work remotely with free wifi and a dedicated work space.

Top guest favorite
A screened sunroom features comfortable seating arrangements with black chairs and a small coffee table on a decorative rug. Soft lighting is strung along the walls, creating a relaxed atmosphere. The surrounding scenery includes trees, visible through the screens.
Guesthouse in Havelock
4.97 out of 5 average rating, 129 reviews

Cozy Riverside Getaway * No cleaning or pet fees*

Stay beside the North River in our charming guesthouse cabin. Private riverfront to launch canoes or kayaks Public Boat launch across the road. Short drive to several lakes, the Trent Severn, multiple parks, extensive off roading & snowmobiling trails. Single loft with two twin beds that can easily be put together to make a king and a comfy queen size sofa bed on the main floor. Wood stove is the primary heat. Well cared for pets and their responsible owners are welcomed!

Guest favorite
The lake house is set against a backdrop of lush greenery, featuring large glass windows that allow natural light to flood the interior. A wraparound deck offers outdoor seating and a hammock, blending harmoniously with the serene landscape and lake front.
Cottage in Gilmour
4.94 out of 5 average rating, 187 reviews

Gorgeous Cottage Vacation all year/Lake of Islands

Welcome to our beautiful spacious 1,800 square feet lake house on 3.28 acres of mostly trees. Very private with majestic views and 400 feet of waterfront on Lake of Islands. Perfect for families! Great fishing, kayaking, canoeing, paddle boating, paddle boarding, hiking. Three bedrooms, loft, bunkie, 2 bathrooms, wood-burning stove. Games room with billiards, table tennis, and darts. Open concept 2 storey Living room. Access to 125-acre woodlot for hiking and walking.

Top guest favorite
Cabin in Bancroft
4.99 out of 5 average rating, 137 reviews

Serenity Now | Private Lakeview Winter Getaway

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. 🏳️‍🌈

Top guest favorite
A rustic log cabin is framed by colorful autumn foliage, showcasing a steeply pitched roof and distinct gabled windows. A stone walkway leads to the entrance, while scattered leaves cover the ground, enhancing the natural surroundings.
Guest suite in Lakefield
4.97 out of 5 average rating, 277 reviews

Pretty Stoney Lake Cabin Suite

Guests have their own cozy studio apartment, which is private and located on the ground floor with their own entrance. It does Not include the entire cabin. Has a kitchenette with BBQ outside. The Log Cabin is directly across from the Petroglyphs Provincial Park (May-Oct); however, you can hike all year long, even with the gates closed, and also down the road to Stoney Lake with full access to a public beach (May-Oct). Perfect getaway any time of the year.

Top guest favorite
A charming wooden cottage is surrounded by snow-covered trees, reflecting warm lights from its elevated deck. The stairs lead up to the inviting entrance, with a hot tub visible nearby, creating a tranquil winter retreat amidst the serene landscape.
Apartment in FARA
4.94 out of 5 average rating, 233 reviews

Lakeside Walk Out Guest Suite, w/Hot Tub & Sauna

Bask under the sun and soak in breathtaking views by day, witness a rising moon or gaze at billions of stars by night beside a cozy fire or from the hot tub steps from the lake. All elegantly connected to your well equipped suite via the massive stone patio with generous fire pit. Inside you have a kitchenette, bedroom, luxurious bathroom, cozy living and dining areas, smart TV's plus a sauna! Arrive, unpack and relax in this cozy, high-end cottage suite!

Top guest favorite
A spacious bedroom features a large bed with soft bedding and decorative pillows. A colorful floral artwork adorns the wall above the bed, while large windows provide a serene view of the snowy landscape outside.
Home in MONT
4.95 out of 5 average rating, 130 reviews

Rose Door Cottage

Quaint and cozy 1 bedroom cottage tucked along the southeastern shore of a small, quiet lake. Recently renovated, the cottage is the perfect romantic getaway. It's located 1 km from snowmobile/ATV trails, 15 minutes from Bancroft and 45 minutes from Algonquin Park. The cottage includes a floating dock with swim ladder, bbq, woodburning outdoor firepit, canoe, kayaks, woodburning indoor fireplace, smart tv with starlink satellite.

Top guest favorite
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, 123 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

Popular amenities for Wollaston family-friendly rentals

When is the best time to visit Wollaston?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$45,118 GYDG$46,998 GYDG$43,447 GYDG$40,313 GYDG$45,327 GYDG$48,669 GYDG$59,530 GYDG$56,397 GYDG$45,118 GYDG$44,700 GYDG$40,313 GYDG$48,669 GYD
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Quick stats about vacation rentals that are family-friendly in Wollaston

  • Total vacation rentals

    Explore 60 vacation rentals in Wollaston

  • Nightly prices starting at

    Wollaston vacation rentals start at G$14,621 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,250 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Wollaston vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Wollaston rentals

  • 4.8 Average rating

    Wollaston stays are highly rated by guests—averaging 4.8 out of 5!

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