Family-friendly holiday rentals in Highlands East

Find and book unique family-friendly homes on Airbnb

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

  • Total holiday rentals

    Explore 250 holiday rentals in Highlands East

  • Nightly prices starting at

    Highlands East holiday rentals start at $123 NZD per night before taxes and fees

  • Verified guest reviews

    Over 13,200 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 150 rentals that welcome pets

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wi-Fi availability

    230 of Highlands East holiday rentals include Wi-Fi 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!

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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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, 118 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.

Guest favourite
A spacious glamping dome is nestled among lush green trees, showcasing large windows and a triangular design. The entrance is framed by rustic outdoor seating, and soft lighting emanates from inside, creating an inviting atmosphere amidst the surrounding foliage.
Dome in Utopia
4.95 out of 5 average rating, 274 reviews

Off-grid Glamping Dome Nestled in the Woods

Welcome to our private campsite in Utopia, ON. Our family’s glamping dome is your chance to experience a unique getaway surrounded by the sights & sounds of nature. Amenities include camping essentials & some glamping perks: king size bed, bbq, fireplace, Indoor incineration toilet, soap & water, outdoor shower (summer only), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation Area, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

Guest favourite
A modern kitchen features a pink Smeg refrigerator next to a wooden cabinetry and a white farmhouse sink. Light wood beams accentuate the ceiling, while open shelves display kitchen essentials against a white tiled backsplash. A window allows natural light to fill the space.
Cottage in Highlands East
4.92 out of 5 average rating, 193 reviews

Kabin Paudash Lake

Our Kabin is a newly renovated, all-season, boutique 4 bedroom cottage (approx. 1,500 sq ft) with many details and features that we are excited to share with you. Located at the water's edge, the Kabin has beautiful south-eastern exposure, overlooking Lake Paudash. Water can be accessed by the gently sloping sandy beachfront or from our brand new dock. Just over 2 hours away from Toronto, but the scenic Hwy 28 makes the time fly by. We just LOVE our place and are certain that you will too!

Top Guest favourite
A spacious living area features a variety of seating options, including a cozy couch and rocking chairs. Large windows allow natural light to enter, illuminating the lush indoor plants. Decorative rugs and artwork add character to the eclectic decor, creating a relaxed atmosphere.
Farm stay in Uxbridge
4.98 out of 5 average rating, 336 reviews

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE, this private loft includes your own sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

Top Guest favourite
Dome in MONT
4.96 out of 5 average rating, 284 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 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, 278 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

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
4.86 out of 5 average rating, 127 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
The cottage features a contemporary design with large glass windows, reflecting autumn foliage and the serene lake surrounding it. A deck offers outdoor seating with steps leading down to a small dock where canoes are moored, nestled among lush trees.
Treehouse in Utterson
4.96 out of 5 average rating, 254 reviews

The Water’s Edge * * Unique Muskoka Treehouse * *

CottageCreators presents a once-in-a-lifetime (or as often as you’d like!) Muskoka escape. Perched among the treetops on one of the region’s most stunning lakes, this rustic-luxury retreat offers a floating hammock net, two-sided indoor/outdoor fireplace, and private dock for swimming, canoeing, kayaking and SUP. Fall asleep to the gentle sounds of the lake, wake up to sunrise through the trees, and unwind in total seclusion—just you, the forest, and the water.

Guest favourite
A secluded treehouse is nestled among tall trees, showcasing a modern design featuring large windows and a sloped roof. The structure is elevated, supported by solid timber, and surrounded by fallen leaves, highlighting the natural beauty of the forested setting.
Treehouse in Dorset
4.96 out of 5 average rating, 311 reviews

Raven's Roost- private luxury treehouse with sauna

Unplug your tech and let the sights and sounds of the forest be your muse. Treat your body to the healing powers of a eucalyptus sauna. Cool down in the outdoor shower, stargaze, crack a book, play some Scrabble, colour or write. Sing with the wolves, skate through the forest, canoe, climb, swim, ski or snowmobile from your door to the OFSC trail. The quaint town of Dorset is in the center of one if Canada's most impressive landscapes. Escape. Exhale.

Guest favourite
Cottage in Eagle Lake
4.92 out of 5 average rating, 267 reviews

Luxury Lake Escape | Hot Tub, Sauna & Lake Front

✨ Luxury Eagle Lake Spa Retreat ✨ Experience the "wow" factor 10 mins from Haliburton! 🌲 This designer cottage features a private natural waterfront with shallow, clean water— perfect for swimming. The Highlights: Wellness: Private Hot Tub & Sauna Water: Kayaks, Canoes, Pedal Boat & Life Jackets Outdoors: Large Fire Pit, BBQ & Trekking Trails Included: All Linens, Towels & Coffee Station Essentials: Wi-Fi, Washer/Dryer, TV & Sleds

Guest favourite
The tranquil Irondale River is visible, reflecting the soft hues of dawn. Mist rises from the water, surrounded by wooded banks and grassy areas. Trees line the river's edge, enhancing the serene landscape. A serene ambiance is created as the morning light emerges.
Cottage in Gooderham
4.86 out of 5 average rating, 194 reviews

Luxury Four-Season Riverside Cabin

Four-season cottage, on the Irondale River. Enjoy luxuries such as heated bathroom floors, soaker tub, modern kitchen, washer/dryer. The high ceilings and windows allow nature in. Step out to paradise, relax by the campfire, paddle or swim the river. Three bedrooms: King, queen, double, plus 2 Bean Bag chairs that convert into mattresses. Perfect for families or romantic getaways. Comfortably sleeps 6 guests. NEW- STARLINK INTERNET!!

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, 137 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 Highlands East family-friendly rentals

When is the best time to visit Highlands East?

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Avg. price$419 NZD$419 NZD$386 NZD$368 NZD$381 NZD$444 NZD$539 NZD$552 NZD$402 NZD$391 NZD$345 NZD$446 NZD
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Destinations to explore