Family-friendly vacation 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.

0 of 0 items showing

1 of 3 pages

Guest favorite

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, 165 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.

Superhost

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

4.93 out of 5 average rating, 178 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!

Superhost

Two Adirondack chairs, one black and one red, are positioned on a wooden dock overlooking a calm lake. The sky is filled with soft pink and orange clouds reflecting on the water's surface, with wooded hills in the background.

Cottage in Tory Hill

4.86 out of 5 average rating, 123 reviews

Cozy Aframe Waterfront Cottage

Lakefront - Aframe - Pet Friendly - 2 bedroom, 4 beds - best fishing spot on the lake! Escape to the picturesque winter wonderland of Haliburton and experience the magic of the season in our charming A-Frame cottage. The Lazy Bear Lodge is nestled amidst the pristine snow-covered landscapes and is the perfect getaway for those seeking tranquility and adventure. 4 wheel drive needed in the winter! The area is hilly and the driveway is sloped. Cottage heated by a wood stove - wood provided.

Superhost

A small fire pit constructed from stones is visible in the foreground, with flames flickering. In the background, a waterfall cascades over rocky terrain, surrounded by lush greenery and uneven rock formations, creating a serene natural setting.

Campsite in Highlands East

4.91 out of 5 average rating, 118 reviews

Paradise! Camp by a waterfall, stay in a treehouse

THE PERFECT PICTURESQUE CAMPSITE Beautiful 10 acre lot with a thousand feet of waterfront on the Irondale river with its very own WATERFALLS! Take the short hike to the Rope Bridge that leads to the Treehouse on the rock island and set up a small tent in the screened Treehouse OR bring your RV/Trailer/tents and set them up in the beautiful cleared area for rough camping among the stars. Photos cannot do the beauty of this campsite justice! NO POWER-NO RUNNING POTABLE WATER- PURE PARADISE

Guest favorite

An A-frame cabin is nestled among lush greenery, illuminated softly by outdoor lighting. The large windows reflect warmth and offer a glimpse of the cozy interior. Stone steps lead up to the entrance, surrounded by trees and natural foliage.

Cottage in Haliburton

4.96 out of 5 average rating, 185 reviews

Highlands Lakefront | Dock | Screened Room | Sauna

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

Superhost

A serene view of a calm lake surrounded by vibrant autumn foliage. Mixed trees frame the image, with hues of green, yellow, and red reflecting on the water's surface. The peaceful landscape captures the essence of nature in Haliburton County.

Cottage in Haliburton

4.92 out of 5 average rating, 117 reviews

Cozy "Brownie House" with a Million Dollar view

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 favorite

A fire pit area is surrounded by red Adirondack chairs set on gravel, with natural stone accents. Lush greenery and trees create a serene backdrop, while a deck is visible in the distance, enhancing the peaceful atmosphere of the outdoor space.

Cottage in Eagle Lake

4.92 out of 5 average rating, 206 reviews

Luxurious - 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 10 minutes south of Haliburton. Cottage has Washer/Dryer, Wi-Fi, Lots of Parking, Large Fire Pit, Kayaks, Canoes, Sleds (winter),Pedal Boat, Life Jackets, Coffee Machine (with coffee), Tea Kettle, Hot Tub, Sauna, BBQ and TV. Lake is great for fishing, beautiful trails for trekking. Full linens and towels included.

Top guest favorite

A traditional Mongolian yurt entrance is adorned with a vibrant hand-painted door, showcasing intricate designs. The elevated structure sits upon a wooden platform with several steps leading up, surrounded by lush greenery and natural elements like stumps and stones.

Yurt in Irondale

4.99 out of 5 average rating, 378 reviews

Tall Pines Nature Retreats ~ L’Orange

Reconnect with nature at Tall Pines Nature Retreats, where a luxurious hand-painted yurt with an indoor soaker tub offers comfort and calm in a forest sanctuary on a boutique horticultural farm. Stargaze by the fire, unwind 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.

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, 221 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

The cottage features a rustic facade with wooden siding and pitched roofs. A spacious porch welcomes visitors, surrounded by colorful autumn foliage. A parked car is visible beside the cottage, providing a sense of accessibility in a serene woodland setting.

Cabin in Maynooth

4.92 out of 5 average rating, 314 reviews

1800s Timber Trail Lodge

Former Algonquin Park post office transferred to this property in 1970 and made into a beautiful cottage. - 15 min away from Bancroft - several beaches around the area - 40 min walking trail on the property - small pond on the property - 2 double beds, 1 twin bed & 1 pull out couch - open concept, loft style. First floor is kitchen and living room area, second floor bedroom and washroom - snow mobile and four wheeler trails near by

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, 367 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 favorite

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, 416 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.