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Family-friendly vacation rentals in Highlands East

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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 ﺩ.ﺇ 294 per night before taxes and fees

  • Verified guest reviews

    Over 13,740 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 160 rentals that welcome pets

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wi-Fi availability

    240 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!

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 outdoor seating area features comfortable wicker chairs and a grill, surrounded by soft lighting under a canopy. The two-story home provides large windows that reflect the evening sky, and lush trees frame the property, creating a serene atmosphere.
Cottage in Trent Lakes

Lux-5 Bdrm-Waterfront+Hot Tub+Sauna+Game Rm+SUP's+

Direct waterfront cottage is perfect for multi family getaway. Situated directly on 160 ft of waterfront on Buckhorn Lake with endless fun. Boasting a hot tub, sauna, 30 ft upper deck with glass rail lighting up BLUE at night, beach volleyball, beach area for little ones, master bdrm walkout to deck & breathtaking water views from EVERY bedroom! For the kids and adults alike there is a ping pong table, foosball, pool table, poker table, pac-man arcade, 4 kayaks, 2 SUP, and paddleboat to enjoy!

4.99 out of 5 average rating, 142 reviews
Top guest favorite
An aerial view of the cottage reveals its location along the lake's shore, surrounded by lush greenery. A private dock extends into the water, equipped with seating and boats. The two-story cottage features a large deck for outdoor gatherings, offering a peaceful, natural setting.
Cottage in Cardiff

Paradise on Paudash-Southern Exposure

Welcome To Our All Season Family Cottage On Paudash Lake! Our Home Boasts Southern Exposure For All-Day Sun, Private Dock & Beach, New Sauna, Fire Pit & Modern Renovations Throughout Interior! Entertain On The Deck With Sitting Area & Gas BBQ. You'll See Beautiful Sunsets, Fish, Swim, Canoe, Paddle Board & More! Private & Isolated But Only A 5 Min Drive To General Store & LCBO! Ample Parking & Boat Launch Next Door. Short Drive To Bancroft, Eagle’s Nest Lookout, Egan Chute Falls & Silent Lake.

4.89 out of 5 average rating, 157 reviews
Guest favorite
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

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!

4.93 out of 5 average rating, 137 reviews
Top guest favorite
A charming lakefront cottage is surrounded by lush greenery, featuring a large deck with multiple seating areas. Stone steps lead to the patio and garden adorned with flowering plants. Large windows invite natural light into the space, presenting a welcoming outdoor atmosphere.
Cottage in Apsley

Chandos Lake Cottage

Luxury lakefront cottage. Shallow wade-in water near the shore and deep off the large 20x20ft dock. Custom stone steps will take you down to both the dock and the lake. Large outdoor dining options and many areas to sit and relax. Spacious chef's kitchen. Large indoor wood-burning fireplace, outdoor fire pit, and lots of water toys, including 2 kayaks, 1 canoe and a SUP board. There is also a trampoline for the kids! Fully maintained road makes this a perfect winter getaway location in winter!

4.95 out of 5 average rating, 122 reviews
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

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.

4.89 out of 5 average rating, 186 reviews
Guest favorite
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

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!

4.92 out of 5 average rating, 198 reviews
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 Hailburton, ON

Lakefront Haliburton | Sauna | Woodstove | 3BR

Escape to our private lakefront cabin in Haliburton, just 10 minutes from town — featuring a 6-person sauna and a screened-in porch for year-round relaxation. Set on 100 ft of private lakefront, this cozy yet spacious cottage is perfect for couples, families, or friends looking to unwind in nature — whether you're swimming and paddling in summer, enjoying fall colours, or warming up in the sauna after a snowy day. Pricing includes HST. 2.5 hrs from GTA on Long / Miskwabi Lake

4.96 out of 5 average rating, 222 reviews
Guest favorite
A spacious deck overlooks Baptiste Lake, featuring four chairs in turquoise and crimson. Trees with autumn foliage frame the view, and sunlight casts soft shadows on the wooden surface. The tranquil lake reflects the surrounding landscape under a clear blue sky.
Cottage in Highland Grove

Peaceful Retreat on Baptiste Lake

Get away to this gorgeous property on Baptiste Lake! Amenities: - High-speed Starlink Internet - BBQ and wrap-around deck - Large dock(s) for swimming and fishing - Breezy 3-season sunroom with a view - South-facing, sun on the dock all day, and a sunrise view - Good lake for pike, pickerel, bass and trout - Cozy woodstove for winter warmth - Snowmobile access to lake (300m down the road) Getting here: - Easy drive from Toronto or Ottawa, 1 hour from Algonquin Park

4.95 out of 5 average rating, 235 reviews
Top guest favorite
An aerial view captures the charming cottage nestled among lush greenery. The property is surrounded by trees, with a glimpse of the clear water lake visible in the background, creating a tranquil natural setting.
Cottage in Tory Hill

Highland Bliss Gorgeous Lakefront Cottage& Hot Tub

Highland Bliss is perfect for romantic getaways, friends' weekend or family holidays. 2.5 hrs from GTA and 15 mins to downtown Haliburton for groceries, pharmacy, LCBO, and restaurants. Relax and recharge in our stylish, cozy space. Chill out in our brand-new Hot Tub. Take our "Stairway to Haven" to enjoy Long Lake where the water is clear and perfect for swimming, canoeing, kayaking or relaxing on the dock. Explore Haliburton Highlands. Find your "Bliss"

4.98 out of 5 average rating, 158 reviews
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

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.

4.83 out of 5 average rating, 681 reviews
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 et al

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

5.0 out of 5 average rating, 148 reviews
Guest favorite
An aerial view of the cottage nestled among tall green trees along the shoreline, with a private dock extending into the calm lake. A single kayak is visible on the water, highlighting the serene natural surroundings.
Cottage in Highlands East

LakeKabin: Private, 6BR, HotTub, Sauna, GameRoom

Welcome to 360 Peninsula Oasis 840 feet of private shoreline. 360° lake views from every room. No neighbours — just crown land, open water, and your group. This is the cottage people talk about for years. Nestled on a stunning peninsula on Koshlong Lake in the Haliburton area, this fully renovated 6-bedroom, 3.5-bathroom retreat sits on 3.5 private acres surrounded by crown land on all sides. Only 3 hours from the GTA.

4.97 out of 5 average rating, 228 reviews

Popular amenities for Highlands East family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favorite
Cottage in Dysart et al

Sleeps-8 : Hot Tub, Sauna, EV charger

4.92 out of 5 average rating, 119 reviews
Top guest favorite
A modern living room features a large sectional sofa with assorted cushions, a sleek coffee table, and a decorative vase with flowers. Floor-to-ceiling windows provide ample natural light and a view of the forest outside. A stone fireplace and a mounted TV complete the inviting space.
Cottage in Dysart et al

Deers Haven Cottage in Haliburton 4bedrm 3bathrm

4.95 out of 5 average rating, 156 reviews
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

Charming A Frame Waterfront Cottage

4.96 out of 5 average rating, 279 reviews
Top guest favorite
The exterior showcases a stylish cottage with a steeply pitched roof and large windows. A spacious wooden deck features seating and vibrant flower arrangements. The well-maintained lawn extends towards a gravel path leading to additional structures in the background, emphasizing the serene environment.
Cottage in Harcourt

Stunning cottage with Hot Tub!

4.93 out of 5 average rating, 243 reviews
Top guest favorite
The cottage is perched high among trees, illuminated by warm lights at twilight. A waterfront deck is visible below, extending over Moore Lake, with soft reflections on the water. The moon casts a gentle glow over the serene landscape.
Cottage in Minden

Kabin Tapoke | Wild Kabin | Hot tub-Sauna-Sunsets

4.99 out of 5 average rating, 134 reviews
Top guest favorite
The cottage is situated along the shoreline of Consecon Lake, surrounded by lush greenery. A spacious deck extends from the cottage, offering access to a seasonal dock. A pool is visible on the deck, enhancing the outdoor space along the water.
Cottage in Consecon

Lakefront Cottage with Pool, Hot Tub & Sauna

4.94 out of 5 average rating, 275 reviews
Guest favorite
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

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

4.97 out of 5 average rating, 263 reviews
Superhost
A geodesic dome structure is illuminated at dusk, featuring large windows that provide views of the wooded surroundings. A wooden deck extends from the entryway, leading into a peaceful natural setting.
Dome in North Frontenac

The Nest at Bellevue

4.75 out of 5 average rating, 104 reviews

Family- and pet-friendly home rentals

Guest favorite
A comfortable seating area is highlighted by a tan leather couch adorned with textured pillows in red and black hues. A rustic wooden coffee table rests on a patterned rug, with framed photographs adorning the dark walls. Large windows provide a view of the outdoors.
Cabin in Harcourt

The Thunderbird Cabin

4.85 out of 5 average rating, 110 reviews
Guest favorite
The charming exterior of a converted church is presented, showcasing a striking red brick facade and a steeply pitched roof. Tall trees and lush greenery surround the building, adding to the serene setting. A welcoming entrance with a dark door and steps leads to the front.
Home in Prince Edward County

The Prince Edward County Church, A Unique Escape

4.97 out of 5 average rating, 310 reviews
Top guest favorite
Cottage in Huntsville

Escape to Falconview, Huntsville-Muskoka

4.99 out of 5 average rating, 143 reviews
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 Monteagle, Ontario.

Rose Door Cottage

4.97 out of 5 average rating, 190 reviews
Top guest favorite
Cottage in Kinmount

Secluded Cottage on a Private Lake

4.94 out of 5 average rating, 326 reviews
Top guest favorite
An aerial view captures the cottage nestled among vibrant green and autumn-colored trees along a serene lake. A spacious dock extends into the water, with a small boat nearby. Natural rock formations border the shoreline, enhancing the lakeside setting.
Cabin in Algonquin Highlands

Classic Canadian Cottage with Million Dollar View

4.91 out of 5 average rating, 102 reviews
Top guest favorite
A spacious living area features a stone fireplace as the focal point, surrounded by modern furnishings. A large white sectional sofa is complemented by a wooden coffee table, while a flat-screen TV rests on a light wooden stand. Natural light floods in through expansive windows, enhancing the inviting atmosphere.
Cottage in Bancroft

Beautiful Large 5bed 4bath Lakehouse in Bancroft

4.95 out of 5 average rating, 106 reviews
Top guest favorite
A wooden dock extends into Gold Lake, featuring four red Adirondack chairs arranged for lakefront relaxation. The shoreline is lined with trees, and a cozy cottage is visible in the background, adding to the serene lakeside setting.
Cottage in Harcourt

Secluded Cabin Getaway w/ Lakeside Sauna

4.94 out of 5 average rating, 175 reviews

Family-friendly home rentals with a pool

Top guest favorite
Vibrant autumn foliage displays shades of yellow and orange surrounding a geodesic dome. A pathway of stone steps leads through a lawn covered in colorful leaves, creating a serene outdoor setting amidst lush greenery.
Dome in Bradford West Gwillimbury

Four season glamping dome under the stars

4.97 out of 5 average rating, 499 reviews
Guest favorite
An indoor heated pool is featured, surrounded by wooden paneling and large windows that provide natural light. A comfortable seating area is positioned nearby, along with exercise equipment visible in the background. The clean water reflects the light, enhancing the serene ambiance.
Cottage in Baysville

Muskoka Forest Chalet with a Private Indoor Pool

4.94 out of 5 average rating, 153 reviews
Top guest favorite
An outdoor pool is framed by lush greenery and a rustic wooden barn. Two lounge chairs with umbrellas provide shaded seating, and a well-maintained grassy area surrounds the pool, creating a peaceful space for relaxation.
Home in Prince Edward

The Old Stone Farmhouse with Hot Tub & Heated Pool

4.96 out of 5 average rating, 225 reviews
Top guest favorite
A large outdoor pool is visible, featuring a vibrant pink float shaped like a flamingo. Comfortable loungers with striped cushions are placed nearby, and a circular canopy lounge with bright pillows can be seen in the background, surrounded by lush greenery and trees.
Bungalow in Prince Edward

Beautiful Relaxing Getaway With Sauna&Private Pool

4.97 out of 5 average rating, 134 reviews
Guest favorite
A tree house is nestled among tall trees, featuring a wooden structure with a balcony and staircase. Soft sunlight filters through the branches, highlighting the natural wood finish and the serene forest surroundings.
Treehouse in Port Perry

Treehouse on private, isolated forest (300 acres)

4.98 out of 5 average rating, 565 reviews
Guest favorite
Cottage in Innisfil

Utopia villa and spa

4.91 out of 5 average rating, 288 reviews
Top guest favorite
Cottage in Bailieboro

Majestic Lake Haven ~ Heated Pool~Hot Tub~ Fishing

4.91 out of 5 average rating, 124 reviews
Top guest favorite
A bright and inviting living area features a yellow accent chair paired with a patterned throw pillow. A round area rug anchors the space, while a wooden side table and a glass-front cabinet add warmth. A large artwork adorns the wall opposite a dining area.
Home in Prince Edward

Design-Forward Luxury Retreat w/ Pool + Hot Tub

4.95 out of 5 average rating, 107 reviews

When is the best time to visit Highlands East?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 874ﺩ.ﺇ 874ﺩ.ﺇ 804ﺩ.ﺇ 771ﺩ.ﺇ 859ﺩ.ﺇ 907ﺩ.ﺇ 1,124ﺩ.ﺇ 1,149ﺩ.ﺇ 837ﺩ.ﺇ 815ﺩ.ﺇ 720ﺩ.ﺇ 929
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