Family-friendly vacation rentals in Regional Municipality of York

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Regional Municipality of York

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

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Superhost

Condo in Toronto

4.81 out of 5 average rating, 302 reviews

Spacious Downtown (midtown) 2bed 2 bath free parki

In the heart of Midtown (close to downtown), this is a modern 2 Bedroom, 2 Bathroom, 900 square foot loft, in a high rise building. My place is perfect for couples, solo adventurers, business travelers, families (with kids), big groups, and furry friends (pets) are welcome too! The condo is in pristine condition with a fully equipped kitchen, living area, two comfy beds, two full piece washrooms and a balcony with all the luxuries and amenities you need. My spot is close to Underground Subway Train Station - Yellow Line, 24/7 Bus Accessible, Yonge Street, 24 hour restaurants, 24 hour grocery store, Bars, Clubs, Restaurants, Movies, Highway 401. There is no shortage of things to do around here. Thank you for considering staying with me during your visit to Toronto. Whether you're coming for business, pleasure, or to visit family, I think you will tremendously enjoy my suite and my neighborhood.

Jul 25 – Aug 1

G$42,910 GYD per night

Guest favorite

Guest suite in Vaughan

4.92 out of 5 average rating, 542 reviews

Luxury Modern Two Bedrooms Basement Apartment

No 3rd party booking! No parties! No visitors! ARRIVING W/ EXTRA GUEST WILL GET CHARGED DOUBLE 24hr Exterior Surveillance Tons of upgrades and high end modern features! High ceiling above grade basement unit. Open concept living space include fireplace, smart TV(no cable, please use your streaming login), full kitchen, laundry and large wardrobe One parking on our driveway Free Wifi Enjoy scenic trails in Woodbridge 10min to Vaughan Mills outlets & Canada's wonderland 15min to Pearson airport

Jul 21 – 28

G$21,298 GYD per night

Guest favorite

Apartment in Richmond Hill

4.87 out of 5 average rating, 275 reviews

Spacious private apartment includes coffee/tea bar

Cozy-Contemporary Spacious Private Apt. in the Historical Downtown Core of Richmond Hill. 15 MINUTES FROM YYZ. Fully functional complete kitchen, NEWLY RENOVATED bathroom, heated floor, spacious shower, private entrance, parking COVID-Super-CLEAN Very quite, beautiful Mature trees and gardens. The Old Mill Pond area is known for it's canopy of trees, ponds and walking trails. Close to Yonge Street, GO transit, and 15 MINUTES FROM AIRPORT Walking distance to Major Mackenzie Health Hospital.

May 10 – 17

G$17,469 GYD per night

Guest favorite

Home in Richmond Hill

4.9 out of 5 average rating, 223 reviews

Timber Garden Studio: walk to Shops & Diners!

Our beautifully furnished basement studio with private entrance & free parking accommodating up to 5 guests, is conveniently located just: - 25 min from downtown Toronto - 25 min from the airport - 15 min from subway You'll love our 2500+ sqft fenced and gated private garden oasis. Just one block away, you'll find amazing restaurants, bars, &cafes, including diners, bank & bakery, all within a short walk. Don't miss out on the perfect vacation spot - come & enjoy all our space has to offer!

Jul 30 – Aug 6

G$26,666 GYD per night

Guest favorite

Home in Vaughan

4.91 out of 5 average rating, 152 reviews

The Loft! Charming, Private, Cozy, Quiet in Nature

The Loft! One-Of-A-Kind, Private, Separate Entry, Non-sharing Suite, 1 room or 2-Bedroom** **READ details re: 2nd bedroom in section below Views of nature area and golf course Bright, open concept space sleeps up to 6 people. Safe, quiet, upscale neighborhood in Vaughan (Maple) just north of Toronto Short walk to hiking trails, tennis courts, kids playgrounds. Close to groceries, pharmacy, fuel, dining, beer/liquor stores, yoga, golf. CAR HERE A MUST. Parking for ONE (1) car on driveway.

Aug 20 – 27

G$16,733 GYD per night

Guest favorite

Condo in Innisfil

4.84 out of 5 average rating, 171 reviews

Marina view at Friday Harbor 2bdm/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!

Dec 16 – 23

G$19,793 GYD 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

Apr 8 – 15

G$26,373 GYD 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.

Sep 11 – 18

G$43,789 GYD per night

Guest favorite

Bungalow in Innisfil

4.82 out of 5 average rating, 272 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.

Oct 20 – 27

G$26,396 GYD per night

Guest favorite

Guest suite in King City

4.98 out of 5 average rating, 177 reviews

Spacious guest apartment on beautiful greenspace

Spoil yourselves in a multi-million dollar neighbourhood with this stunning lower level downstairs apartment suite on a 1/2-acre of tranquil green space. We're central to all major highways and close to some of the best hiking trails in Ontario. We adore kids, dogs and cats (we have a cat who loves to visit our guests!) and thrive in the ample wander room in the suite, backyard and the trails. *NOTE* We have a "leave the suite close to how you found it" cleaning policy.

Feb 26 – Mar 5

G$28,336 GYD 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

G$15,789 GYD per night

Guest favorite

Apartment in Brampton

4.98 out of 5 average rating, 293 reviews

Beautiful Cheery Family Apt- Close to the Airport

Private, bright and very clean walk out apartment. Lots of parks and amenities close by. A large open living room with a pull-out couch and a 48" TV; including Netflix. There are two bedrooms; the larger bedroom has a 27" TV. The full bathroom has a large walk in shower. Enjoy the backyard and patio well you BBQ your favoite meal. You will not feel like your in a basement, with the large bright full windows. We hope to see you soon!

Jul 2 – 9

G$35,047 GYD per night