Family-friendly vacation rentals in Highlands East

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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 favorite
A spacious living and dining area is characterized by large, floor-to-ceiling windows that provide views of the surrounding trees and snow. Comfortable seating is arranged near a woodstove, enhancing the room's natural wooden accents and cozy ambiance.
Cottage in Haliburton
4.97 out of 5 average rating, 206 reviews

Highlands Lakefront | Sauna | Woodstove | 3BR

Lakefront, A-frame, 4 season cottage in the Haliburton Highlands with convenient access to Haliburton. Indoors ➤ Floor to ceiling windows (20ft+) ➤ 3BR - 1 King, 2 Queens ➤ Fireplace - wood provided ➤ Fully stocked kitchen ➤ Linens provided ➤ Reliable internet Outdoors ➤ Screened-in lake view porch ➤ Sauna seats 6 ➤ Bonfire pit - firewood provided ➤ Weber BBQ ➤ Great swimming & fishing from our 40ft dock Our pricing includes HST. 2.5 hrs from GTA on Long / Miskwabi Lake

Guest favorite
Cottage in Highlands East
4.92 out of 5 average rating, 330 reviews

Peace and Tranquility - Waterfront Cottage

This beautiful luxury cottage will just wow you from the moment you enter. Clean shallow shoreline great for swimming. Has all amenities you will need and is about 15 minutes south of Haliburton. Cottage has Washer/Dryer, Wi-Fi, Lots of Parking, Large Fire Pits, Kayaks, Sleds (winter),Pedal Boat, Life Jackets, Coffee Machine (with coffee), Tea Kettle, Hot Tub, BBQ and TV. Lake is great for fishing, beautiful trails for trekking. Full linens and towels included. STR License: STR25-00047

Top guest favorite
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, 250 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 favorite
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, 654 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 favorite
Yurt in Irondale
5 out of 5 average rating, 237 reviews

Tall Pines Nature Retreats ~ La Rouge

Reconnect with nature at Tall Pines Nature Retreats, where a hand-painted yurt with a private hot tub awaits in a forest sanctuary on a riverside horticultural farm. Stargaze by the fire, relax beneath intricate ceiling art, or explore a magical riverside. Paddle, swim, or float with seasonal use of canoe, kayak, SUPs, or snowshoes. This is a registered agri-tourism farm offering a nature and wellness retreat—not a typical short-term rental.

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

Top guest favorite
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, 408 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.

Guest favorite
A studio apartment features rustic wood walls and casual furnishings. A spacious bed is adorned with a patterned coverlet. The seating area includes a couch, two chairs, and a side table. Natural light filters in through large windows, creating a warm atmosphere.
Apartment in Haliburton
4.84 out of 5 average rating, 276 reviews

Studio Apartment at Wildwood Farm

Studio Apartment - a spacious bed-sitting room with lots of character - rustic wood walls, casual furnishings, original art. 1870 farmhouse - 300 acres of peaceful woodland trails and wildlife. 5 minutes to Haliburton Village, 10 minutes to the Sculpture Forest, Haliburton School of Art+Design. We are close to adventure: 20 km to Sir Sam's Ski & Ride (mountain biking) and 34 km to Haliburton Forest and Wolf Centre.

Top guest favorite
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
4.97 out of 5 average rating, 112 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-25-00010

Top guest favorite
An inviting cabin stands amid mature trees, featuring large glass windows that connect the interior with the outdoors. A fire pit surrounded by wooden chairs lies in front, creating a cozy gathering space. Soft lighting accentuates the cabin's warm wood exterior.
Tiny home in Harcourt
4.99 out of 5 average rating, 170 reviews

Cozy & Modern Cabin Experience For 2 (With Sauna)

A Scandinavian inspired cabin retreat that encourages relaxation and rekindled connection. A place for you to set aside life's to-do’s and experience conscious and purposeful living. Peacefully situated on 2 acres of mature red and white pines, the expansive windows create an airy, light filled space where you feel immersed in the nature around you.

Top guest favorite
A wooden dock extends over the water, complemented by three red Adirondack chairs. Scenic views of the lake and lush green hills surround the area, with a calm atmosphere emphasized by the clear blue sky.
Apartment in Harcourt
4.95 out of 5 average rating, 313 reviews

Apartment on a quiet lake

This amazing apartment is perfect for couples getaway. It is located on the small lake Redmond Bay, 10 minutes drive from Bancroft and minutes from Baptiste Lake . Great Lake view from the apartment. Enjoy a great sunrise from the apartment or the dock. Our internet service is 50 to 150 Mbs from Starilnk , Beta

Superhost
Tiny home in Highlands East
4.79 out of 5 average rating, 243 reviews

The Bunkie of the Highlands

family-owned bunkie on 36 acres-cozy sleeps two adults, four kids, wood stove, outdoor gas BBQ, fire pit, solar lights, short walk to outhouse. a short Stoll away, Our yurt for extra guests-just say when you inquire and I'll bundle the booking.

Popular amenities for Highlands East family-friendly rentals

When is the best time to visit Highlands East?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$43,239 GYDG$41,151 GYDG$40,315 GYDG$43,657 GYDG$45,119 GYDG$52,639 GYDG$63,919 GYDG$65,381 GYDG$47,626 GYDG$46,373 GYDG$40,942 GYDG$52,848 GYD
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°C-3°C

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

  • Total vacation rentals

    Explore 260 vacation rentals in Highlands East

  • Nightly prices starting at

    Highlands East vacation rentals start at G$18,800 GYD per night before taxes and fees

  • Verified guest reviews

    Over 12,700 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 150 rentals that welcome pets

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wi-Fi availability

    230 of Highlands East vacation 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!

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