Family-friendly holiday rentals in Highlands East

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Highlands East

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

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Guest favourite
A snow-covered landscape features a view of a frozen lake surrounded by tall, snow-laden trees. A path leads through the white terrain, with a fire pit area marked by stones visible in the foreground. Sunlight casts a warm glow over the serene scene.
Cottage in Haliburton
4.92 out of 5 average rating, 129 reviews

Cozy "Brownie House" with a Million Dollar view

Escape and recharge at our cozy and peaceful licensed place with stunning views, spacious lot, own lake access. 15 min from Haliburton. Main floor offers open concept kitchen, bathroom, living room, wood stove & pull-out couch. Upstairs there is a loft with 2 single beds and a bedroom with a queen bed. Deck with BBQ and patio set & fire pit are surrounded by trees. Gather at the bonfire and watch the stars. A path continues through the woods to the dock, kayak & canoe. Behaved pets only. Enjoy!

Guest favourite
A serene sunset over the lake reflects vibrant hues of orange and gold across the calm water, with soft clouds floating above. The surrounding tree line adds a natural border to this tranquil scene.
Cottage in Highlands East, Haliburton
4.9 out of 5 average rating, 174 reviews

Driftwood Bay

The perfect getaway, ANY SEASON, to relax and enjoy! A private spot for a family retreat, working holiday, girls weekend or guys getaway. The location offers year-round access, including 2 entry points to the water (dock + beach), water toys (kayaks, paddle boat, noodles), screened room, outdoor hot tub, gas BBQ, and oversized fire pit. Close to local trails (walking, ATV, snowmobile), we hope you can call this your short term home. Note: This is not the place for parties or extra guests.

Top guest favourite
Yurt in Madoc
4.94 out of 5 average rating, 628 reviews

Forest Yurt

Yurt in a private forest area. Walking distance to the cheese factory (ice cream, lunches, snacks), produce stands, and a park. Short drive to Madoc (groceries, beer/ LCBO, parks, beach, bakery, restaurants, etc). Perfect area for star gazing, long walks & bike rides. This yurt is in a camping setting, with indoor compost toilet, seasonal private outdoor shower, no wifi but there is electricity, dishes, indoor hot plate, BBQ, mini fridge, all pots & pans and bedding and clean drinking water.

Top guest favourite
A handcrafted timber frame cabin is set among trees, featuring natural wood siding and large windows that invite the outdoors in. A welcoming porch is accessed by a wooden staircase, while a covered area to the side provides shelter. The surrounding forest complements the rustic design.
Cabin in Bracebridge
5 out of 5 average rating, 249 reviews

Secluded Lakeside Retreat - Atkins Hideaway

Tucked in the heart of Muskoka, this handcrafted timber frame cabin rests alongside a scenic spring-fed lake, surrounded by 8 acres of private forest. Only 10 minutes from Bracebridge, enjoy serene lake life and natural beauty while remaining close to town amenities, local shops, and eateries. Enjoy private dock relaxation, cozy cabin comforts, and outdoor fires. A Provincial Park Day Pass is included (*security deposit required) for added adventure. Come relax, recharge and reconnect.

Top guest favourite
Dome in MONT
4.97 out of 5 average rating, 261 reviews

Natural Spa: Dome, pool, hot tub, sauna & trails

The Meadow Dome is a private oasis surrounded by 98 acres of gorgeous nature you will have all to yourself. •NEW natural pool •Cedar cabin sauna •Chemical-free hot tub •Walking trails •Indoor fireplace •Outdoor fire pit Close to Algonquin Park Surrounded by thousands of lakes. Meadow Dome is an ideal spot if you want to unwind and enjoy nature at its finest. Meadow Dome is solar powered with wood heating and drinking water provided. There is a close by outhouse.

Top guest favourite
A newly built cottage is softly illuminated at night, presenting a welcoming façade. Snow covers the ground, and tall trees frame the property. Warm lights highlight the entrance while providing a cozy feel amidst the serene winter landscape.
Cottage in Tory Hill
4.98 out of 5 average rating, 100 reviews

Twin Pines - Escape. Unwind. Repeat.

Beautiful cottage on a serene 2-lake chain—your perfect year-round retreat! Nestled in nature yet just minutes from Wilberforce (grocery, LCBO), our cottage comfortably sleeps 4 and offers all the comforts of home. Pet-friendly (small dogs only). Enjoy a private dock, great fishing, fire pit, pool table, horseshoe pits, tire swing, canoe, rowboat, paddleboat & 2 SUPs. Wi-Fi with Netflix, Prime & Disney+. Firewood included—perfect for relaxing or adventure-filled getaways!

Top guest favourite
A spacious wooden deck is surrounded by tall trees and fallen leaves, offering views of the calm water. Outdoor seating includes Adirondack chairs in various colors, arranged around a fire pit, creating a cozy gathering space for relaxation in nature.
Cottage in Tory Hill
4.96 out of 5 average rating, 252 reviews

Charming A Frame Waterfront Cottage

Kennedy Cottage is a charming Canadian A Frame cottage nestled on the peaceful shoreline of beautiful South Portage Lake in Haliburton, Ontario. Designed with floor to ceiling windows, you will take in the wonderful views and sunshine from anywhere on the property. Our fireplace will be sure to keep you warm and cozy on those cooler nights or choose to a fire outdoors and relax under the stars. For those who need to work, Bell Fiber Optics will make it easy.

Top guest favourite
A wooden dock extends over the calm waters of the lake, featuring lounge chairs positioned for relaxation. The horizon displays a subtle sunset glow, with trees lining the shore in the background, enhancing the serene lakeside experience.
Cabin in Haliburton
4.83 out of 5 average rating, 655 reviews

Retreat style cottage + wood fired sauna

A private lakeside retreat with all-day sun and sunsets, featuring the main cabin, wood sauna, kayaks and rowboat, private shoreline and docks. Unlimited WIFI, a fully equipped kitchen, two fire pits, docks, excellent swimming (clean and weed free) on a private forested property. It is 15 minutes to Haliburton with many stores. Bedding and towels are an additional fee of 30.00 per bed. Please inquire. Long weekends are 3 days/nights minimum.

Top guest favourite
The exterior of the cozy log cabin is framed by lush greenery and native shrubs. A gravel pathway leads to the entrance, while a charcoal grill is positioned nearby. The cabin features a blue and natural wood facade, blending harmoniously with the surrounding forest.
Cabin in Dysart et al
4.97 out of 5 average rating, 105 reviews

The Cabin on the Hill

Tucked away on a scenic hilltop, this cozy log cabin blends rustic warmth with modern comfort. Stylish interiors create the perfect retreat for couples or small families. Wake up to stunning woodland views, enjoy your morning coffee, and unwind by the fire after a day of adventure. Whether hiking, exploring the nearby lake, or simply relaxing, this cabin is a year-round haven. Book your escape and experience the magic of every season!

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, 124 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

Top guest favourite
A one-room cabin is illuminated by warm light against a backdrop of a starry night sky. Tall trees surround the cabin, casting elongated shadows on the ground. The screened-in porch features visible furniture, creating a welcoming atmosphere.
Cabin in Tory Hill
4.9 out of 5 average rating, 409 reviews

The Nest on Irondale River in Geocaching Capital

The Nest is a one room cabin with a screened in porch. There is a queen bed with sheets, queen pillows and comforter. Relax by the river or take out a kayak and paddle upstream to the rapids. After a BBQ dinner, enjoy smores at the large campfire pit. Meander the trails throughout the property and just be. Everything is here for a simple but soul restoring getaway. There is no shower and the toilet is in an outhouse.

Top guest favourite
A well-appointed bedroom features a wooden bed adorned with a colorful patchwork quilt. A decorative row of vintage paddles is positioned above the bed. A bedside table with a lamp provides soft lighting, and a chair complements the inviting layout.
Home in Wilberforce
4.98 out of 5 average rating, 432 reviews

40 Winks Guest House STR24-00002

In the Haliburton Highlands, in the heart of the hamlet of Wilberforce, 40 Winks Guest House is inviting, comfortable and fully equipped. Come, experience Highlands Hospitality. The air is clean and the lakes pristine. Explore, Hike, Bike, Geocache, Rockhound and more. Or simply bring a book and curl up in the hammock until campfire time. Come, be our guest, the entire house is all yours.

Popular amenities for Highlands East family-friendly rentals

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Quick stats about holiday rentals that are family-friendly in Highlands East

  • Total holiday rentals

    Explore 260 holiday rentals in Highlands East

  • Nightly prices starting at

    Highlands East holiday rentals start at £67 per night before taxes and fees

  • Verified guest reviews

    Over 12,700 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 150 rentals that welcome pets

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wifi availability

    230 of Highlands East holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Highlands East rentals

  • 4.9 Average rating

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

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