Family-friendly holiday rentals in East Gwillimbury

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in East Gwillimbury

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Guest suite

4.92 out of 5 average rating, 496 reviews

Newly renovated-1 bdrm suite in cute Leslieville

Hotel style lower level unit with separate entrance and parking in the heart of Leslieville. NY times travel calls Leslieville Toronto's hippest place to dine, drink, shop and live. Short transit to the Beaches and both Distillery & Financial dist. Close to a bunch of cool music venues We have a sweet golden retriever named Coco. She loves people and attention so if you happen to run into her in the yard while coming or going from the unit don’t be afraid but she will definitely want to say hi

Guest favourite

Home

4.98 out of 5 average rating, 112 reviews

Beautiful open concept waterfront Orr Lake.

My place is close to Located 15 minutes from Midland and Georgian Bay. 10 minutes from Mount St.Louis ski resort, 15 minutes to Horseshoe Valley, 20 minutes to Barrie and just over an hour from Toronto. There are lots of golf courses close by or you can just walk out to your deck and enjoy the pleasures of the lake. It is a small spring fed lake ideal for small children as there is a gentle drop off. The lake offers good bass fishing, a water skiing course and all the water sports you want.

Guest favourite

Guest suite

4.93 out of 5 average rating, 107 reviews

Basement Apartment in Beaches near Lake Ontario

Free driveway parking. Self contained basement apartment with own keypad entry. Queen bed, small work table, full kitchen, bathroom. TV with full 178 channels including sports, WiFi. Own private entrance. Local area has shops, pubs, restaurants, Sunday market (in summer), easy walking to sandy Blue Flag beach. 501 Queen streetcar to from downtown. Closest Airbnb to Live Nation's HISTORY music venue. Electric vehicle Level 1 charging. Gift card for Simple Coffee (friendly local coffee shop).

Guest favourite

Apartment

4.84 out of 5 average rating, 180 reviews

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

Friday Harbour is a brand new all season resort just 1 hour and 15 minutes from Toronto. A perfect getaway without the long drive. Airbnb guests can now purchase a pass for the beach club pool! This Airbnb is an eight hundred square foot condo all newly furnished with king bed in master bedroom with ensuite bathroom, Queen bed in guest bedroom. Enjoy 65” Samsung Smart TV or sitting on the huge deck overlooking the marina and island homes. Board walk to beach, this place is amazing!

Guest favourite

Home

4.87 out of 5 average rating, 99 reviews

Lavish. Spotless. One's Own, 4 BR 4 BA Home!

Welcome to Maple Downtown! Live Large in a Luxury Brand New Concept Home surrounded by mature 30 ft high trees. My place has 2 stories (main & second level), 4 bedrooms, 3.5 bathrooms. Sleeps 8 in Beds (Max 8 people, confirm with the host ). Basement Apartment is not included in this listing and not occupied during your stay. MUST BE 25 or OLDER in order to BOOK. Do not book my home if you are planning on parting or gathering. Please ,note a 4% City Tax will be added to each booking.

Superhost

Home

4.81 out of 5 average rating, 243 reviews

Entire House w/ Games Room-by Downtown & Ski Hills

Entire, completely private, cozy, older 3 bedroom house: • Full kitchen w/ coffee maker, microwave • 3 beds, 1 sofabed, 1 foldable cot • 1 full bathroom & 1.5 bathroom • Bed linen/towels • Fast wifi • TV w/ netflix (living room & main bedroom) • Games room w/ pool table, darts, table soccer • Long driveway • Fenced backyard w/ patio table & kids swing set • 2-5 min to restaurants/shops • 5 min to downtown Barrie • 5 min to Lake Simcoe • 15 min to Innisfil • 15-20 mins to Ski Resorts

Guest favourite

Apartment

4.93 out of 5 average rating, 205 reviews

Designer Condo with beautiful harbour view.

Unique top floor. Rare views where every room overlooks the harbour. Professionally designed with new stylish furnishings. Ideal for those who like a little sophistication while spending time at the lake. Enjoy going out to eat every night or make a meal and curl up and relax in the beautiful living room, or a combination of both! Friday Harbour is a resort with beautiful walking trails, cafes, and restaurants, and a perfect get-away that celebrates the seasons with exiting activities.

Guest favourite

Bungalow

4.82 out of 5 average rating, 279 reviews

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

NEW!!: seasonal or monthly rental available, contact me directly to get the exact pricing, thank you Our cottage is about a 800 m from the beach at family friendly Innisfil Beach Park! The kitchen is modern and bright with lots of room for lounging inside the cottage or entertaining outside in the large yard with a fire pit. Our cottage is ideal for couples and families. It is beautifully furnished. There is a BBQ, patio furniture & firepit, smart TV with Roku and Chromecast.

Guest favourite

Home

4.89 out of 5 average rating, 190 reviews

Family Home Near St Clair W and Public Transport

Steps away from vibrant St Clair West with great dining, access to public transport and shopping. A real family home with space and amenities for everyone. Free parking for 2 cars. Open-concept living & dining, well-equipped kitchen. Sunny back deck. 3 comfortable bedrooms. Spa bathroom with heated floor. Perfect for families who are in town for reunions, weddings, birthday parties and visiting. Quiet hours after 10pm - not suitable for groups in town ‘to party’.

Guest favourite

Cottage

4.99 out of 5 average rating, 207 reviews

Hockley valley, up country guest cottage

please read the entire post our beautiful cottage is located on 27 acres of land. Which is very secluded and quiet. Open concept cottage , with a loft bedroom with a double bed, a double sofa bed and a single folding bed. Wood burning fire place and a Small area with a hot plate , microwave, toaster oven, coffee maker , small fridge , BBQ on the porch. Swimming pond Vegetable garden and honey bees. Beautiful wooded trail No smoking Kids are welcome

Guest favourite

Guest suite

4.83 out of 5 average rating, 236 reviews

Spacious suite Sleeps 4 & free Parking

The suite is close to public transport, parks and Toronto Zoo. You’ll love this place because of its serene location, and the ambiance of the entire suite. Rouge national park and Altona forests are on few minutes drive. Living here is like almost living in Toronto, because the house is literally on the border of Toronto and Pickering. You will be on a quaint, serene Crescent that is great for couples, families, solo adventurers, and business travellers.

Guest favourite

Flat

4.91 out of 5 average rating, 278 reviews

Honey House in the Beach

A clean, private two bedroom apartment in the fully finished basement of our funky and well kept bungalow. A great backyard with a hot tub, several decks and a 3-season garden room to share- all great places for a morning coffee or late night drink. The private washroom has just been totally renovated - new everything! Two bedrooms, each with one double bed. Sleeps four. *a heads UP for tall guests, this is a basement apartment 7foot ceilings