Kid-friendly holiday rentals in Highlands East

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Highlands East family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Gravenhurst
5 out of 5 average rating, 9 reviews

Osku Inn 4 Bedrooms 6 beds 3 bath family friendly

EvaRating, 5 stars1 week ago
Great place to stay in Muskoka!
Guest favourite
Home in FARA
4.93 out of 5 average rating, 14 reviews

Kings Wee Castle |6BR Serene Luxury Family Retreat

JiteshRating, 5 stars2 weeks ago
Thank you so much, Eric! Honestly, for anyone planning to visit King’s Wee Castle with their friends or family, this is the perfect place. They have everything — games, kayaks, a hot tub with a private lake — and the property is even more beautiful than the pictures. The photos don’t do justice to how amazing our experience was. I would love to go back again! It’s funny, but it actually took us 3 to 4 hours just to figure out where everything was inside the house — it was so big, spacious, and beautifully designed. Every corner, from the washrooms to the kitchen, the living area to the bedrooms, had stunning interiors. It was simply the best! We didn’t want to leave, and my friends are still in a hangover from that incredible place. Thank you for being such an amazing host, Eric!
Top guest favourite
Home in Huntsville
4.96 out of 5 average rating, 135 reviews

The Park House - Century Home, Central Huntsville!

CandaceRating, 5 stars3 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.
Top guest favourite
Home in Lindsay
5 out of 5 average rating, 25 reviews

3 Bedroom House Rental

TanyaRating, 5 stars1 week ago
Lovely and welcoming house - clean, uncluttered and full of light, with amazing cross-breezes from the many windows! Lots of thoughtful touches, and really comfortable couches and home theatre system for movie night! Beautiful backyard with lots of space for kids to play. Comfortable beds. Fans in every room (can’t speak to AC as we visited in spring) Nicole was very responsive. Would highly recommend!
Guest favourite
Home in Kirkfield
4.93 out of 5 average rating, 30 reviews

The Hickey Hide-Away

VivianRating, 5 stars8 months ago
Brett was an awesome host. Was always super responsive and helpful. His cottage was such a relaxing time for my family and I. The backyard was very private and great for my dog to run around in. We enjoyed fishing, canoeing, and using the fire pit!
Superhost
Home in Barrie
4.86 out of 5 average rating, 103 reviews

Entire House, Private/Clean 5bdr 6 Beds/Sleeps 12

TylerRating, 5 starstoday
Had a great time staying here with 6 people including myself. Great location. It was close to everything we wanted. 4 mins to Tims. 13 mins to downtown. and 25 mins to Horseshoe Valley Resort. Beds were decent. Couches were very comfortable, and my back isn't the best. So that was a nice feature. Back deck was very nice. We had no issues with the neighbors, even though I was worried based on one of the other reviews. We only used 3 cars, and parked in a row on our side of the driveway. We enjoyed our stay a lot. Would definitely recommend.
Top guest favourite
Home in Innisfil
5 out of 5 average rating, 27 reviews

Simcoe Retreat

KellyRating, 5 stars2 weeks ago
From the moment I opened the door I was in love with Alison's place! It was bright, warm and welcoming (not to mentioned beautifully decorated). There were too many amenities to mention and so many thoughtful touches. Alison was an excellent host, allowing me to check in early and always responding in a timely manner. Alison's place has definitely raised the bar for me when it comes to Airbnb stays. I would 100% recommend Alison....you will not be disappointed!
Guest favourite
Home in Peterborough
4.81 out of 5 average rating, 32 reviews

Suite Life #1 Tourist Home, 2 bedrms steps to LAKE

PollyRating, 5 stars1 month ago
great place! very affordable and nice walk to downtown Peterborough along the river :)

Family-friendly apartment rentals

Guest favourite
Flat in Peterborough
4.87 out of 5 average rating, 519 reviews

Loft on Lock

MarikaRating, 5 stars2 weeks ago
Beautiful AirBnB- cozy, comfortable, clean. Provided bath bomb, shampoo, conditioner etc. comfortable bedding, good towels, lots of pillows- ShawTV has all the Sportsnet channels too so had no problem watching the game Saturday night! Cute house, good location - very walkable to the waterfront and right across the street from a park. Would 100% stay again!
Top guest favourite
Flat in Port Perry
4.97 out of 5 average rating, 171 reviews

Modern Lakefront Apartment

KellyRating, 5 stars1 day ago
Peaceful lakeside retreat! Wonderful place to relax and rest while watching the water and listening to the many different birds. We thoroughly enjoyed the rocking chairs down by the lake. We will definitely have some evening fires is we get the opportunity to come back. The apartment is maybe the cleanest we've experienced to date. I love that the bed sheets did not smell of highly perfumed fabric softener, as I am highly sensitive to that. Thank you, Doreen! We thoroughly enjoyed chatting with this lovely couple! And Noah was such a treat! You should book this place!
Top guest favourite
Flat in Peterborough
4.97 out of 5 average rating, 393 reviews

Riverfront Lodging No cleaning fee !

JulieRating, 5 stars4 days ago
What an amazing place to sit back and relax after a big hike... enjoy the sunset on the river, cook a meal while gazing out to the beautiful waterfront, fall asleep in a cosy bed... you'll feel right at home ! Judi and Dave were kind enough to give us recommandations regarding the heavy weather, thank you for that!
Guest favourite
Flat in Algonquin Highlands
4.86 out of 5 average rating, 166 reviews

Windfall Apartment

AndrewRating, 5 stars6 months ago
Windfall felt like a home away from home and had everything we needed to cook and was very clean. It was also close to alot of cool hikes and the cute towns which my partner and i found scenic and peaceful this time of year. (Oct)
Top guest favourite
Flat in Harcourt
4.95 out of 5 average rating, 277 reviews

Apartment on a quiet lake

MandeepRating, 5 stars3 weeks ago
Great place by the water I really like it
Top guest favourite
Flat in Barry's Bay
4.98 out of 5 average rating, 163 reviews

Warm Welcome to MOOKY HOME lovely apartment

ShannonRating, 5 stars1 month ago
Rungarune’s place had everything we needed for our visit. The place is well stocked and communication is very good. It was central to everywhere we needed to go. I would recommend this unit for anyone visiting Barry’s Bay!
Guest favourite
Flat in Barrie
4.86 out of 5 average rating, 350 reviews

Executive residential place with NETFLIX

KariRating, 5 stars2 months ago
Very clean and comfortable. My daughter and I went for a mini vacation. Some time spent at events and some time spent relaxing at the house, watching movies! As mentioned in the ad, it is a basement apartment with a couple living upstairs so normal amount of noise is heard through floors but not disruptive. Very comfy beds and blankets. Will definitely stay again!
Top guest favourite
Flat in Innisfil
4.92 out of 5 average rating, 133 reviews

Ravine 2 Bedroom separate entrance basement apt

TysRating, 5 stars2 weeks ago
Great spot, has everything you will need! She is a great host, very friendly lady. I recommend it.

Family-friendly apartment rentals

Superhost
Apartment in Innisfil
4.87 out of 5 average rating, 222 reviews

2BR Getaway at Friday Harbour All Season Resort

JohnRating, 5 stars1 month ago
Brilliant location for the harbour everything in walkable distance, clean and well stocked kitchen . Responsive host would recommend.
Top guest favourite
Apartment in Huntsville
4.98 out of 5 average rating, 244 reviews

Cozy Fairy Lake Getaway

VishalRating, 5 stars3 weeks ago
We had an absolutely amazing stay! The house was beautiful, clean, and incredibly cozy, surrounded by stunning scenery that made the whole experience peaceful and refreshing. Everything we needed was thoughtfully provided—the amenities made it feel just like home. We especially loved waking up to the breathtaking views and having a quiet coffee in such a tranquil setting. The Nespresso machine was a lovely touch too! Thank you for being a fantastic host and for creating such a wonderful space. We’d love to come back again!
Guest favourite
Apartment in Huntsville
4.94 out of 5 average rating, 133 reviews

Lakeview Condo located in Huntsville, Ontario

ShuyanRating, 5 stars3 weeks ago
It's a perfect place for your holiday. The scenery from backyard is incredibly beautiful. The room has everything you need.They even have two coffee machines with coffee beans and capsules of various flavors. They also offer bartending kits. Other amenities are showed in the ad.
Top guest favourite
Apartment in Innisfil
4.97 out of 5 average rating, 164 reviews

Stylish getaway condo, resort living

DanielleRating, 5 stars2 months ago
very clean place, has everything you need for a great getaway. Ron is an amazing, always available host!
Guest favourite
Apartment in Innisfil
4.89 out of 5 average rating, 140 reviews

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

DaveRating, 5 stars7 months ago
Kevin was a responsive and friendly host, and his place is clean and comfortable and very close to Friday Harbour. We loved the balcony for breakfast and coffee, and the condo itself was full of friendly folks. We can't wait to go back sometime!
Superhost
Apartment in Innisfil
4.91 out of 5 average rating, 140 reviews

Beautiful Condo, 2 Bedrooms and a Den in a Resort!

LoriRating, 5 stars2 months ago
Shahed's place at Friday Harbour is beautiful and well appointed. He gave very clear instructions for entry and parking, including photos. The condo was clean and had all the amenities needed, even extra charging cables for devices! The space was comfortable and uncluttered. Shahed was great at communicating and always responded quickly to any questions. Friday Harbour has activities and restaurants available on weekends in the winter and is a fun engaging place by the harbour in the spring, summer and early fall. We were there in the early part of the week in February so the harbourfront was quiet but still nice for a stroll. We spent time in both Barrie (20 minutes away) and Orillia (about 50 minutes away).
Guest favourite
Apartment in Innisfil
4.93 out of 5 average rating, 111 reviews

Exceptional 2+1 ground floor condo @Friday Harbour

AlinaRating, 5 stars1 week ago
Shai was a wonderful host — everything was great from start to finish! The place was clean, comfortable, and exactly as described. Highly recommend!
Guest favourite
Apartment in Innisfil
4.94 out of 5 average rating, 115 reviews

Friday Harbour Luxury Condo Escape, Sleeps 4

SoniaRating, 5 stars7 months ago
My boyfriend and I stayed the weekend, it was a great location, Joe was very responsive and friendly! We had only 1 concern with the bbq that was not clean, but it has been handled with effectively. Overall space was very clean, it was easy to find kitchen supplies, and other items in the house! A great location with stores, restaurants at a walking distance, and other attractions within a 30 minute drive

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

  • Total rentals

    140 properties

  • Nightly prices starting at

    £45 before taxes and fees

  • Total number of reviews

    7.5K reviews

  • Family-friendly rentals

    130 properties are a good fit for families

  • Pet-friendly rentals

    80 properties allow pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

Destinations to explore