Family-friendly vacation rentals in Orillia

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Orillia

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

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Guest favorite

Tiny home in Mono

4.94 out of 5 average rating, 152 reviews

Tiny home Soaring Heart Wellness Spa

A clean, bright space with high ceilings, privacy, and charm overlooking our Herbal Tea Garden. You can hike the Bruce Trail, relax by our pond or cycle through the Dufferin County Forest. Relax in the hot tub, book a massage, or enjoy a campfire under the stars. Check services online: Soaring Heart Wellness Inside is a bed, kitchenette, writing desk and sitting area. Outdoor is barbecue , firepit, and attached outhouse. Short walk to indoor bath Great local food and restaurants close by.

May 9 – 16

€ 59 per night

Guest favorite

Loft in Midland

4.92 out of 5 average rating, 244 reviews

Perch by the Bay - Downtown Midland / Private Loft

Luxury, Comfort & Georgian Bay Style. This first class rental, "Perch By The Bay", is located in Downtown Midland. Walk everywhere, park your car (free) & enjoy what Midland has to offer. Midland's boat harbour, is only minutes by foot. Live our lifestyle, enjoy our many festivals, professional theatre, artisans, culinary cuisine, etc! It's "sister" AirBnB is "Nest By The Bay" private loft at the rear of the building. 2 night min. preferred, 1 night by request. Not suitable for ages under 6

Jul 14 – 21

€ 153 per night

Guest favorite

Apartment in Wasaga Beach

4.95 out of 5 average rating, 357 reviews

2 bedroom beachfront apartment

Lovely suite with its own 3 piece bathroom, living room with flat screen TV and kitchenette. Has its own deck, barbecue and entranceway overlooking the sandy shores of Georgian Bay. Steps to go swimming, kayaking or a sunset stroll. Parking available. No pets. Between June 30th - September 1st the apartment can only be rented by the week (check in & check out on Saturdays only). Outside of these dates, we are happy to host visitors with a minimum 1 night stay, check in/out any day of the week.

Dec 30 – Jan 6

€ 152 per night

Superhost

Home in Barrie

4.81 out of 5 average rating, 208 reviews

Entire Private House+Games Room-by Downtown/Skiing

Entire, completely private, cozy 3-bedroom house: • Full kitchen w/ coffee maker, microwave • 3 beds, 1 sofabed, 1 foldable cot • 1 full bathroom & 1 two piece bathroom • Bed linen/towels • Fast wifi • TV w/ netflix (living room & main bedroom) • Games room w/ pool table, air hockey table, darts • Long driveway • Fenced backyard w/ table,chairs & swing set • 2 min to Hwy 400 • 2-5 min to restaurants/shops • 5 min to downtown Barrie • 5 min to Centennial Beach • 15 min to Snow Valley

Feb 16 – 23

€ 151 per night

Superhost

Cabin in Washago

4.82 out of 5 average rating, 221 reviews

The Islandview

Welcome to The Islandview! Located on the sandy shores of Lake Couchiching, this gorgeous 4 season, 2-story open concept cottage is the perfect getaway. Escape to the private sun filled deck or dock on the water. Entertain in the open concept kitchen, two large living areas, or outdoors around the fire. During the day, enjoy watching the kids swim on the beach and at night take in the breathtaking sunsets. 5min to Washago & 10min to Casino Rama. Fully equipped with everything you need!

May 1 – 8

€ 213 per night

Superhost

Condo in Innisfil

4.95 out of 5 average rating, 183 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 stylish 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.

Nov 7 – 14

€ 150 per night

Superhost

Chalet in Moonstone

4.89 out of 5 average rating, 235 reviews

Private Luxury Chalet at forest’s edge

10YO 4 bedroom chalet with BELL FIBE high-speed Internet package only 3 mins from Mt St Louis Ski Hill. Our kitchen/dining/living area is designed as 1 big open space that leads onto a 16' X 30' deck overlooking the forest. It's great for couples, adventurers, families (with kids) and groups. Private trails from our lot, skiing, snowshoe, biking/hiking, 5' X 8' Pool table, darts. Well-behaved dogs welcome. For things to do in area search 'the chalet moonstone' on Youtube.

Apr 4 – 11

€ 258 per night

Guest favorite

Chalet in Coldwater

4.95 out of 5 average rating, 393 reviews

OakRidge Retreat-HOT TUB 100s of acres WIFI HST in

The cottage provides a serene space to share with fiends and family surrounded by nature. Enjoy beaver ponds along the trails, indoor/outdoor games, wood burning stove, sauna, hot tub, firepit, wifi, jetted tub 75" & 55" smart tv's and streaming services. Fully equipped kitchen, double oven, granite counter. In winter, snowshoes and snow saucers. At Christmas the house is decorated and boasts a 15 ft tree. 20 minutes from Mount St. Louis ski hill and several beaches.

Nov 21 – 28

€ 339 per night

Guest favorite

Farm stay in Coldwater

4.92 out of 5 average rating, 185 reviews

Horseshoe Valley Fieldview Farm

Welcome to our beautiful country setting! The farmhouse is close to great views, Provincial Parks, many beaches, and hiking and biking trails. The house is close to Mt. St.Louis/Moonstone and Horseshoe Ski Resort and many snowmobile trails provided by OFSC. You’ll love the updated space that will allow you to relax and experience country living. Located on a country road in Oro-Medonte township, it has a fenced in yard, sunroom and a magnificent view of the fields.

Nov 4 – 11

€ 148 per night

Guest favorite

Apartment in Innisfil

4.99 out of 5 average rating, 495 reviews

Cozy One bedroom Apartment by the Lake

A clean and inviting upper level one-bedroom apartment across the street from beautiful Lake Simcoe & Innisfil Beach Park! A short walk to all amenities in town, (Tim's, LCBO, Pizza, Nofrills, Canadian Tire & More) just 20 minutes to Barrie and 50 minutes to Toronto. This apartment is perfect for a summer weekends to the beach. Also ideal for ice fishing in winter. You have your own private outdoor space with a BBQ and plenty of parking for car & boat.

May 21 – 28

€ 83 per night

Guest favorite

Home in Gravenhurst

4.9 out of 5 average rating, 339 reviews

*Muskoka Bay Resort* All Season Modern Loft 3 Beds

Welcome to Lida's Home @ Muskoka Bay Resort - now with newly upgraded kitchen and all new appliances for even better stays! Near Muskoka Wharf and downtown Gravenhurst for easy access. Come and enjoy the modern luxury and gorgeous scenic views of Muskoka, there is something for everyone!! The golf course was rated top 10 in Canada and #74 on golf.com for 2021-2022 of over 18,000 courses, and it offers the best of Muskoka in all seasons.

May 18 – 25

€ 213 per night

Superhost

Bungalow in Orillia

4.87 out of 5 average rating, 207 reviews

Luxury, Spacious 4 bdrm Bungalow in South Muskoka

Just 1 kilometer past Webers on Hwy 11! A cozy home on the lake with all the amenities. This 4 bdrm 2 bathroom yr round bungalow sleeps 8 comfortably and is perfect for all seasons. Amenities include 2 full bathrooms, 2 full TV rooms, (1 with a double sectional) and a games room w/ Foozball. Outdoor person? Lots of Swimming, Fishing, Paddle Boat, Canoe, Reading, or a glass of wine by the water. Also just 15 mins from Casino Rama!

Apr 3 – 10

€ 230 per night