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Family-friendly vacation rentals in Highlands East

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Highlands East family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
An outdoor hot tub is situated by a scenic lakeside, surrounded by trees and greenery. Four individuals are enjoying the warm water, with arms raised playfully. The tranquil lake and blue sky create a serene backdrop.
Cottage in Gravenhurst
4.82 out of 5 average rating, 181 reviews

Trenanthia "Cahoots" Cottage: HotTub,Sauna,GamesRm

IcaroRating, 5 stars1 week ago
Christine & Rebecca were very kind and always provided quick and useful answers to all our questions. 5 stars landlord The house is super big, organized and has so many amenities to entertain yourself, no matter how is the weather outside. Would definitely consider to return in a near future for a gateway with my friends.
Guest favorite
A neatly arranged bathroom features a white vanity with a sink, accompanied by toiletries and towels. A glass-enclosed shower, equipped with shelves for products, is positioned beside a wooden dresser. Soft green walls provide a calming backdrop, and a large mirror reflects the space.
Cottage in Dwight
4.99 out of 5 average rating, 123 reviews

Watersedge Lakehouse

CatherineRating, 5 stars2 months ago
My family and I had a wonderful winter stay at Watersedge Lakehouse. The cottage was beautiful, peaceful and comfortable. Our host made sure we had all we needed and was very helpful with instructions on staying at the cottage , checking in and local recommendations. The main living room was a perfect place to gather and have a warm fire while looking out at the water. Rooms were spacious, clean and comfortable. We also enjoyed the hot tub and the outdoor fire plus the deer wandering about. It was a great place for relaxing and making memories.
Guest favorite
A private hot tub, surrounded by a shaded gazebo, features clear, sparkling water with gentle splashes. Natural greenery and trees are visible in the background, highlighting the serene outdoor setting.
Guest suite in Lakefield
4.95 out of 5 average rating, 389 reviews

The Nest in the Forest B&B (Sauna & Hot-tub incl.)

RoseRating, 5 stars2 days ago
Our hosts were amazing to deal with. Quick to respond, helpful and welcoming. We were able to have a relaxed evening, bbq and enjoy the outdoor hot tub. Everything was well set up and ready to enjoy. The included breakfast was a welcome treat and was very well presented with delicious and fresh options. We are looking forward to our next visit.
Guest favorite
Cabin in Tweed
4.89 out of 5 average rating, 89 reviews

Waterfront Cabin on 72 private acres

NikkiRating, 5 stars4 months ago
We had a fantastic stay for a long weekend (birthday) getaway. Nice private location with a view. Enjoyed the hot-tub while watching the first snowfall of the season, wood stove and the well stocked kitchen. Host even left some treats for my pup, which she really enjoyed and was very responsive/helpful. Pros: private location, right on the water, kayak/canoe/hot tub for use, well stocked kitchen, responsive host! Cons: (only 1!) mice! My dog could not stop hunting the cabin throughout our stay lol (she is dedicated, like a cat!) , and we did find some droppings on the dishes in the cupboards, before use. Overall - we had a fantastic time. Thanks so much for a wonderful stay. We hope to be back soon!
Top guest favorite
The exterior of the suite is shown, featuring a multi-story brick and siding building under a clear blue sky. Lush greenery from nearby trees surrounds the patio area, which includes outdoor seating and a barbecue. The design offers a blend of comfortable living and nature.
Guest suite in Lakefield
4.98 out of 5 average rating, 470 reviews

A private Deluxe Suite

VictoriaRating, 5 stars1 week ago
Had a wonderful stay and was able to relax and rejuvenate for a few days. Everything has been thought of and included for a comfortable stay. Really appreciated the jacuzzi tub and sauna. Hope to return in the near future!
Superhost
A serene waterfront view showcases a blue cottage surrounded by lush greenery. A wooden dock extends into the water, with two red chairs positioned nearby. The cottage features a spacious deck and is accessible by a stone pathway leading up from the water.
Cabin in Norland
4.86 out of 5 average rating, 252 reviews

Waterfront Cottage with Hot Tub

MandyRating, 5 stars2 months ago
Michael and Margaret are great hosts. We head up to their place every winter now for a little cottage country escape. They are super responsive and helpful. Their place is warm, cozy, and has a great hot tub under the stars (and under the snow if you’re lucky). We’ll be back again!
Guest favorite
Bungalow in Innisfil
4.82 out of 5 average rating, 279 reviews

Lake Simcoe-3bdr,hot tub,sauna,swim,play,hike

StephanieRating, 5 stars4 months ago
Nice home in a quiet and safe feeling neighbourhood. Easy to find and access. Big back yard for kids and dog (although not fully fenced, which was fine as we brought our own leash). We arrived from out of province (via flying) and were surprised to find the beds already made with the necessary linens (we had packed our own via suitcase as per the ad details). But we appreciated the kind gesture had we somehow failed to bring our own! The kitchen is updated (so different from pictures) but still has all the appliances and cooking items a family would need for their stay. Lots of stores (grocery, banks, restaurants, Canadian Tire etc) are within a 10 min drive or less, making “going into town” to grab stuff a breeze. Plus having access to a hot tub, sauna and BBQ are a very nice treat :) We had a very comfortable stay and appreciated Tamila’s prompt responses for any questions we had. Would happily stay again!
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, 154 reviews

Driftwood Bay

LukeRating, 5 stars2 months ago
My fiancee and I wanted a place where we could experience winter with our 14 month old son. This cottage was perfect. It's on a beautiful, quiet, large piece of property. There was so much snow on the ground but we were still able to enjoy ourselves! There was a massive snow storm coming so unfortunately we had to end our visit early. The inside of the cottage is set up beautifully and has everything you should need. Our son is just learning to walk and had a blast zooming around the main floor. Even though we had to leave early we still enjoyed our stay and would love to check it out again. Luke, Kelce, Grady

Family- and pet-friendly home rentals

Guest favorite
A charming two-story farmhouse showcases a classic design with a green roof and white siding. Large windows with green trim adorn the upper level, while a porch spans the front, providing a welcoming entryway. Surrounding greenery adds to the serene country appeal.
Home in Belleville
4.82 out of 5 average rating, 175 reviews

Charming Farmhouse in the City, Near Wine Country

JeffRating, 5 stars2 weeks ago
The farmhouse was exactly what we needed for a quick "meet in the middle" get-together with our kids that are now living in Ottawa and Toronto. Denise was an excellent host and the farmhouse has absolutely everything, really. It is the most well equipped Airbnb that we have stayed at. Denise was very accommodating as we had left the birthday cake behind and had to return well after our checkout to retrieve it. It was just too bad we only had the one night!
Superhost
Bungalow in Orillia
4.87 out of 5 average rating, 242 reviews

Luxury, Waterfront, 4 bdrm Bungalow in Sth Muskoka

AutumnRating, 5 stars4 weeks ago
Even with a series of unfortunate weather events the stay was great! Do and family are responsive and kind and the place was fantastic! We will be back!
Guest favorite
A sleeping dog is comfortably resting on a cozy bed, surrounded by soft bedding and decorative pillows. A guitar is positioned on a wall-mounted shelf nearby, suggesting a relaxed atmosphere. Curtains drape gently beside the bed, providing a sense of privacy.
Farm stay in Kawartha Lakes
4.85 out of 5 average rating, 110 reviews

GcLittle Tourist Cabin on the Marsh

EllenRating, 5 stars1 month ago
We had a fantastic stay! Beautiful property& great hosts✨ we will for sure be back!
Top guest favorite
The exterior of the home is characterized by a light-colored facade and a peaked roof. A covered porch is supported by white columns, with a vibrant garden of white hydrangeas in full bloom framing the front of the property.
Home in Huntsville
4.96 out of 5 average rating, 135 reviews

The Park House - Century Home, Central Huntsville!

CandaceRating, 5 stars2 months ago
Ryan was a great host and the place was beautiful and located in a great location easy to find. We loved the place and would most definitely stay again if needed.
Guest favorite
Guesthouse in Schomberg
4.93 out of 5 average rating, 421 reviews

Country Cabin Escape | King Bed | Pet Friendly

JazmineRating, 5 stars1 week ago
one of my all time favorite places I've stayed. there was nothing even remotely sub par about the location or accomodations. beautiful and quiet. great communication and easy check-in and out. 10/10 fabulous
Superhost
A lakeside cottage stands among greenery, featuring large windows that provide scenic views. A wooden deck is accessible via a dock, which is lined with smooth stones. Several chairs are positioned on the deck, with a kayak resting nearby, inviting relaxation by the water.
Cottage in Barry's Bay
4.9 out of 5 average rating, 136 reviews

Lakefront House on Negeek Lake

CameronRating, 5 stars8 months ago
This is a beautiful spot, quite private and spacious! We loved the view from the big windows and porches! I hope we can return some time for another enjoyable vacation.
Guest favorite
A charming cottage is surrounded by colorful autumn foliage, with vibrant red and yellow leaves. A gravel path leads to the entrance, flanked by trees. Canoes are visible nearby, highlighting the outdoor recreational opportunities. The inviting setting is peaceful and enhances the sense of seclusion.
Cottage in Bancroft
4.94 out of 5 average rating, 216 reviews

York Riverscape Cottage, York

CharleneRating, 5 stars1 month ago
My family and I had a wonderful getaway at York Riverscape. The cottage was well stocked with all the essentials. We especially loved not having to bring our own bedding and towels. The kids had a blast with the foosball table: Julie and Roger were responsive hosts and their cottage was exactly as described. We plan to return in the future.
Guest favorite
The serene water reflects the soft hues of dusk, with silhouettes of trees visible along the shoreline. A calm body of water stretches into the distance, creating a peaceful atmosphere as the day transitions to night.
Cabin in South Algonquin
4.87 out of 5 average rating, 110 reviews

Nick's Retreat

KennadyRating, 5 stars6 months ago
Our second stay at Nicks retreat, just as great as the first time! 40 mins drive to Algonquin park, cute bakery and shops in maynooth and a large yard for a full game of football

Family-friendly home rentals with a pool

Top guest favorite
A cabin with a distinctive red roof and wooden exterior is nestled among the tall pine trees, showcasing a welcoming entrance. Large windows allow natural light to fill the interior, and a wrap-around deck offers views of the surrounding landscape, enhancing the rustic charm of the lodge.
Cabin in Golden Lake
4.93 out of 5 average rating, 225 reviews

Lakefront Lodge •Wood Fireplace • Couples Getaway

LindsayRating, 5 stars2 months ago
A great stay! My partner, my dog, and I have been coming to The Lodge for 4 years now and it’s always a fantastic time. It is a perfect and cozy winter stay. We loving coming back to Golden Lake year after year for The Lodge but also because Cindy is such a wonderful host. She is very responsive with any questions or concerns. 10/10 would recommend :)
Superhost
Two red-roofed cottages are positioned near a heated pool, which is surrounded by lounge chairs and umbrellas. The scenic view of the lake and lush greenery creates a serene setting, emphasizing the outdoor relaxation space and the inviting water.
Cottage in Harwood
4.72 out of 5 average rating, 18 reviews

Sandy Shore Cottages, Rice Lake

GiancarloRating, 5 stars8 months ago
Natalia and Evgeney were great hosts. They were both very responsive, friendly, and accommodating. Check-in was flexible and easy thanks to Evgeney, who did a great job at setting us up with our cabin. The cabin itself was exactly as advertised. We found it to be very clean. The view of Rice Lake from our cabin was great, and the area is really peaceful and quiet. Overall, we had a great time here! It was a perfect relaxing weekend.
Superhost
A lush garden area is depicted, featuring a small stone pond with a decorative statue overlooking it. Greenery surrounds a cozy garden shed, and various plants thrive along the paths. Subtle landscaping creates an inviting outdoor space set among trees.
Apartment in Peterborough
4.81 out of 5 average rating, 68 reviews

Burleys Garden and Two bedroom Suite

JennaRating, 5 stars3 months ago
Margaret seemed very nice, she left croissants in the kitchen for us to have in the morning. Overall a very cozy spot to stay and we had no issues. One thing I noticed is that there's an adjoining door that connects from her side of the building to ours and I'm not sure if it locks, maybe it does but I didn't see a lock option on my side. Anyway it still felt private and we definitely got what we paid for.
Guest favorite
Home in Sebright
5 out of 5 average rating, 35 reviews

All Season Waterfront Retreat with Pool & Hot Tub

AaronRating, 5 stars8 months ago
Gary & Mina were excellent hosts. They greeted us for check in and where very accommodating. Any questions we had were quickly answered via the AirBNB app. The house was full of character and had lots of things to do indoors and outdoors. The kitchen was well stocked with supplies, utensils and kitchen wares. There was a washer/dryer centrally located which was great for towels and the Weber BBQ was in top notch condition. Water toys well maintained (2 kayaks, 1 paddle board, 1 canoe and 1 paddle boat). Pool and hot tub worked great, which was a must for our cottage getaway.
Superhost
A spacious cottage is set amid lush green trees, with well-maintained grass surrounding the property. Parking for several vehicles is available, and a deck extends from the cottage, providing shaded outdoor space to enjoy the natural surroundings.
Cottage in Tweed
4.81 out of 5 average rating, 215 reviews

Beautiful Riverfront Cottage

AbdiRating, 5 stars3 weeks ago
Awesome stay! Scott was easy to communicate with and it was clean and as described
Superhost
Cabin in Bobcaygeon
4.93 out of 5 average rating, 14 reviews

Lakefront-Kawarthas-Beach Playground-Villa 2

YarynaRating, 5 stars7 months ago
wonderful hosts who will help to solve any question in a short time, beautiful and clean accommodation that corresponds to the photo, we will be happy to return here again
Superhost
Cabin in Severn
4.8 out of 5 average rating, 15 reviews

Cabin 2, a cozy two bedroom Muskoka cabin

KarensaRating, 5 stars22 months ago
Definitely will be booking again. Very relaxing!
Guest favorite
Condo in Innisfil
4.84 out of 5 average rating, 180 reviews

Marina view at Friday Harbour 2bd/2bth Pool option

Joanna LRating, 5 stars10 months ago
Immaculately clean, spacious, and Beautiful condo. It had everything we need and a few steps to the marina. Easy instructions to get inside and parked. I highly recommend!

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

  • Total rentals

    310 properties

  • Nightly prices starting at

    ﺩ.ﺇ257 before taxes and fees

  • Total number of reviews

    12K reviews

  • Pet-friendly rentals

    170 properties allow pets

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wifi availability

    280 properties include access to wifi

Destinations to explore