Kid-friendly holiday rentals in Regional Municipality of York

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Regional Municipality of York family-friendly rentals

Kid-friendly house rentals

Top guest favourite
Home in East Gwillimbury
5 out of 5 average rating, 19 reviews

Serenity Canyon: Up Class Business-Family Retreat!

SameerRating, 5 stars1 month ago
Very comfortable and cozy space! Alex was very kind and helpful. We will definitely be back here!
Guest favourite
Home in Richmond Hill
4.91 out of 5 average rating, 103 reviews

Comfortable Apartment in Richmond Hill

BrentRating, 5 stars1 month ago
Julie’s place was very clean and cozy. Good location with many restaurants nearby. Communication was good!! Definitely would stay again!
Top guest favourite
Home in Newmarket
4.95 out of 5 average rating, 39 reviews

Feel like home 1 bedroom unit w/ King bed

TolikRating, 5 stars2 months ago
Thank you very much for the hospitality. I had fun, perfect, quiet, comfortable and nothing was missing. I highly recommend and I'm sure I'll be back again!🙂
Top guest favourite
Home in Bond Head
4.94 out of 5 average rating, 54 reviews

3BR Spacious Home - KING BED

TrevorRating, 5 stars2 weeks ago
Brigitte's place was amazing! Very beautiful property, very spacious and inviting! Very clean and she has everything labeled which is very helpful! Has everything you could think of and more. We traveled with a group of 4 grown men for a golf trip and it was more than enough space for everyone! Having 2 full bathrooms is a must and the en-suite attached to the master has a beautiful soaker tub. Very beautiful deck with BBQ and comfortable patio furniture and the front yard has a nicely landscaped firepit which we didn't use this time but will next time as we will definitely be back! Great place for families and it is even pet friendly! Brigitte is an amazing host, very attentive and knowledgeable of the surrounding area. Nicest Air BnB I've ever personally stayed at! Solid 9/10
Guest favourite
Home in Barrie
4.94 out of 5 average rating, 33 reviews

Cozy Creek Side walkout basement.

FaruqRating, 5 stars5 days ago
Shakker was an amazing host. We felt right at home and super comfortable, definitely worth the price!
Guest favourite
Home in East Gwillimbury
5 out of 5 average rating, 5 reviews

10 Acre Farmhouse with Pool + 5 Bedrooms/3 Baths

AbdulmalikRating, 5 stars1 month ago
This place is the perfect getaway for anyone looking to relax and enjoy quality time with family and friends. Surrounded by beautiful nature and fresh air, it offers a peaceful, private setting that’s ideal for both adventure and quiet moments. I highly recommend it to anyone seeking a refreshing escape.
Guest favourite
Home in Newmarket
4.92 out of 5 average rating, 39 reviews

Basement apartment with fully loaded gym!

The Little Crooked HouseRating, 5 stars1 month ago
We truly enjoyed our stay and loved the uniqueness of the place! If our son has another tournament in the area, we would definitely like to come back.
Superhost
Home in Richmond Hill
4.8 out of 5 average rating, 5 reviews

Comfortable new apartment in BS

SinaRating, 5 stars13 months ago
The cellar is lovely and tidy. Though King Street is currently being built upon, the area is serene. Walking around there is therefore difficult. To put it briefly, everything is good.

Family-friendly apartment rentals

Top guest favourite
Flat in Innisfil
5 out of 5 average rating, 77 reviews

Spacious Apartment 5 Minute Walk to Innisfil Beach

LindsayRating, 5 stars3 days ago
This has been hands down the best Airbnb we have ever stayed at. Dawn and Rob have truly thought of everything to make the space feel like home! They were very quick to respond to questions and had great recommendations for the area. The entire place was well stocked with everything you could think of including board games, cookware and much more. We will definitely be back!
Guest favourite
Flat in Innisfil
4.89 out of 5 average rating, 219 reviews

Lakeside Simcoe Fisher's apartment

CharlotteRating, 5 stars2 weeks ago
We had a really nice time at Marias place. It's calm, cozy and has a great location. We liked the restaurant nearby and the walks at the seaside. Marias recommandations for activties we're also very helpful, espacially guests with dogs are very welcome! The communication with Maria was very good and fast because she told us everthing in advance.
Top guest favourite
Flat in Richmond Hill
5 out of 5 average rating, 61 reviews

Top 1% of Homes/Super Host: Jul 7 - 9 is available

MingshenhaoRating, 5 stars1 week ago
5 Stars – Wonderful Stay! I had an amazing experience at this Airbnb! The place was exactly as described—clean, cozy, and thoughtfully set up with everything I needed for a comfortable stay. The host was incredibly welcoming and responsive, making check-in smooth and stress-free. The location was perfect—quiet but still close to shops, restaurants, and public transit. I especially appreciated the little touches like fresh towels, a well-stocked kitchen.I would absolutely stay here again and highly recommend it to anyone visiting the area!
Superhost
Flat in Richmond Hill
4.86 out of 5 average rating, 183 reviews

Entire Modern Luxury Apartment + Free Parkings

AnandhRating, 5 stars2 weeks ago
The place was spotless and clean and had all the amenities we needed for a comfortable stay. Milad was incredibly responsive, making our stay smooth and enjoyable.
Guest favourite
Flat in Richmond Hill
4.89 out of 5 average rating, 123 reviews

Newly Renovated 2 bdr. Basement apartment

RylieRating, 5 stars2 weeks ago
Hamid and Catherine’s place was perfect for our girls’ weekend! The space was spacious, quiet, and clean upon arrival. Directions were clear and easy to follow, and Hamid and Catherine were kind and accommodating hosts. It was the ideal retreat just outside the city, and we felt completely safe throughout our stay.
Top guest favourite
Flat in Innisfil
4.99 out of 5 average rating, 105 reviews

Modern Condo at Friday harbour/Pet Friendly

BlairRating, 5 stars2 weeks ago
Had a great stay place was beautiful. Great communication with host would def recommend. Both me and my wife can’t wait to come back again in the future.
Guest favourite
Flat in Whitchurch-Stouffville
5 out of 5 average rating, 9 reviews

Beautiful, charming and quiet.

MarianthyRating, 5 stars2 months ago
Rawshan was the quintessential host! It felt like home, very clean, tidy and Rawshan was one step ahead making sure all was perfect. Id choose it over and over again. Highly recommended.
Guest favourite
Flat in Whitchurch-Stouffville
4.9 out of 5 average rating, 88 reviews

New Stylish/Cozy Getaway with Home Office Retreat

ColinRating, 5 stars1 month ago
I had a wonderful stay at David’s place! The apartment itself was wonderful, super clean and very homey! He was very accommodating of my needs and I was extremely appreciative. I look forward to staying again soon!! Thank you again David!

Family-friendly apartment rentals

Guest favourite
Apartment in Barrie
4.94 out of 5 average rating, 130 reviews

Bright MCM 2 Bedroom Walk Up with Private Deck/BBQ

WoojaeRating, 5 stars5 days ago
I rented unit for my parents and they absolutely loved their stay! The place was clean, nicely decorated, and had everything they needed for a comfortable visit. The host was incredibly welcoming and responsive, making check-in was nice and easy. The location was perfect—quiet, yet close to everything. Would definitely stay here again and highly recommend to anyone visiting the area!
Superhost
Apartment in Innisfil
4.83 out of 5 average rating, 480 reviews

Lovely 2-bedroom at Friday Harbour

AlyssaRating, 5 stars2 weeks ago
Lovely stay as described! Would recommend
Guest favourite
Apartment in Innisfil
4.93 out of 5 average rating, 211 reviews

Designer Condo with beautiful harbour view.

EdwardRating, 5 stars1 month ago
Very beautiful place and surroundings. Host was very helpful with giving us advice and answering any questions we had
Guest favourite
Apartment in Innisfil
4.89 out of 5 average rating, 143 reviews

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Tanuja KajalRating, 5 stars2 weeks ago
We had an amazing time at Kevin’s place! It was the perfect peaceful getaway from the city. The home was clean, comfortable, and exactly what we needed to relax and unwind. Kevin was a great host—very responsive to messages and incredibly accommodating, even allowing us a late check-out which we really appreciated. He provided clear and detailed instructions for accessing the place, which made everything smooth and easy. Thank you, Kevin, for being so thoughtful and welcoming. We’d definitely love to come back again!
Guest favourite
Apartment in Innisfil
4.93 out of 5 average rating, 115 reviews

Exceptional 2+1 ground floor condo @Friday Harbour

VictoriaRating, 5 stars1 week ago
Loved this place so much! Shai was amazing. Definitely will be coming back!
Guest favourite
Apartment in Innisfil
4.95 out of 5 average rating, 419 reviews

Lovely Open Concept Friday Harbor Resort Condo

DonnieRating, 5 stars2 days ago
If you’ve never been to Friday Harbour it’s an amazing weekend escape with beaches, pools, bars and restaurants and light shopping. We spent our 10th anniversary at Marks Condo in the Harbour and loved every minute of it. Mark’s condo in Friday Harbour really is a gem. It’s on the top floor of a quiet building just steps away from the main boardwalk, hiking trails, and everything else Friday Harbour has to offer. The building complex offers communal BBQs and fire pits that are available and easy to use. The condo itself is very clean, bright, with its own balcony and everything you could possibly need. Marks check-in instructions are very detailed and thorough and is great at communication should anything come up. It was an incredible weekend and we will 100% come back.
Guest favourite
Apartment in Innisfil
4.88 out of 5 average rating, 281 reviews

Resort Condo in Friday Harbour

MadelineRating, 5 stars1 month ago
Great place to stay! Close to everything!
Guest favourite
Apartment in Innisfil
4.84 out of 5 average rating, 180 reviews

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

Joanna LRating, 5 stars12 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!

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