
Family-friendly holiday rentals in York Region
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in York Region
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

2 Bed-2Bath-Kitchen | Private | Family-Couple-Work
We have an ideal place for you regardless of work, pleasure, or family time. The recently renovated suite includes: - Separate keyless entry - 2 bedrooms with closets - Living room with 55" TV - Full kitchen with storage & dining - 2 full bathrooms (1 en suite) - 2 on-premises Parking - Laundry - WiFi & more FAST EV Charger-Check for availability ($15/charge) CENTRAL LOCATION! Steps to Upper Canada Mall, Groceries, Restaurants, Trails, Parks, Golf Course, Costco, Walmart, Highway, Go, & more

Four season glamping dome under the stars
Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Stylish, Modern 2nd Floor Private Apt. Quiet Area
Located in a beautiful and quiet neighborhood, this modern apartment can make for a perfect peaceful getaway no matter the occasion. Close to Lake Simcoe, beautiful beaches for swimming & fishing, and plenty of nature trails. Highlights: Large and cozy bedroom with ample storage and work space. Beautiful open concept dining area and kitchen with everything you need. Keurig coffee, tea and some snacks provided. Comfy sofa in front of a large screen TV with Netflix. High speed internet provided.

Adorable Entire Suite,Sep. Entry,1 Parking
Enjoy easy access to stores, restaurants and entertainment from this perfect location. Only 5 min. drive to GO Train & Bus Terminal with quick, convenient transport to Downtown Toronto, Canada’s Wonderland, etc. This lower level guest suite is fully equipped with own laundry, kitchenette with mini fridge, Induction 2 burner Cook Top Stove, microwave, toaster and coffee maker. Cozy Fireplace, 60” screen HD TV and Luxurious King Size Bed Safe Neighbourhood with walking trails and parks.

1 Bedroom Hotel Style Short/Long term Available
Covid19 Clean with Sanitation station set up in main entrance - Come stay at this brand new all-season, private & modern guest suite close to all Innisfil has to offer! 1.2 km away from Lake Simcoe, Big Cedar Golf Course & minutes away from all major Ski hills in Barrie! Enjoy summer activities such as multiple beaches, boating/marinas, golfing & fishing- all within walking range. Enjoy winter activities such as skiing, snowboarding and very special ice fishing spot at the end of the road.

The Hilton BnB Adult Luxury Suite
Experience the elegance of the Hilton BnB nestled in Newmarket’s prestigious Stonehaven Estates, just 30 minutes from downtown Toronto. This beautifully decorated open concept walkout suite in a two-story home offers unparalleled comfort and amenities for 1-2 adult guests. Indulge in dining by the fireplace during winter or unwind with a poolside BBQ in the summer amidst breathtaking grounds. The suite boasts spaciousness and a uniquely designed interior that exudes luxury at every corner.

Modern Main Floor Bachelor Suite w/Patio & Parking
Stylish, modern, self-contained guest suite on main floor of a house with separate entrance. Free driveway parking for 2 cars. Private guest patio in a safe, beautiful neighborhood in Aurora. Well appointed bachelor suite with modern bathroom and kitchenette: microwave, electric kettle, coffee machine, toaster, portable electric stove, and counterheight fridge w/ freezer. Netflix, smart TV channels, free WiFi are provided. Walking distance to parks, restaurants, bakeries and more.

Glass Dome - Sleep Under The Stars- Free Sundays
Discover this new, stunning 22ft Glass Geodesic Dome nestled in the heart of Uxbridge. Imagine waking up surrounded by 360-degree panoramic views of the natural landscape Please note... its FULL WEEKEND STAYS ONLY - BOOK FRIDAY AND SATURDAY-SUNDAY IS FREE. This allows guests to fully enjoy their Sunday without feeling rushed to check out at 11am. Enjoy all day Sunday with option of staying the evening. 8X12 BUNKIE NOW AVAIL. SLEEPS 4 $100/NIGHT ( 2 bunk beds)

Cozy apartment in Newmarket
This cozy home, located at Leslie and Mulock, is within walking distance of parks, grocery stores, and restaurants. It’s a short drive to Southlake Hospital, Historic Downtown Newmarket, the GO station, and Upper Canada Mall, Walking distance to Pickering College. Guests have full access to the first floor, featuring a living room, kitchen, dining room, and a private basement apartment, with a private bathroom. Perfect for a comfortable and convenient stay.

The Quiet Retreat
Welcome to our cozy suite, your perfect private retreat. Soft beige walls and warm lighting create a comforting atmosphere in our open-concept space. Unwind in the sleeping area or kick back in the living and dining areas with a good book or work. Our separate entrance ensures complete privacy, allowing you to come and go as you please. Make yourself at home in our warm and inviting place, your home away from home. License #BL2023-00257

City-Approved Cozy 1BR in a Welcoming Family Home
City Licensed for Your Peace of Mind: Our suite is officially licensed by the city of Stouffville, meaning it has undergone rigorous inspections to ensure the highest standards of safety and comfort. Thoughtfully Designed for Comfort: Beyond meeting regulations, we’ve carefully curated the space to create a warm, inviting environment with all the amenities you need for a relaxing stay. Licence Number: PRSTR20241142

Entire Private Basement Suite
Clean Spacious private Basement with all amenities that you may require for your stay. Features a queen bed, bathroom and kitchen. Free Parking is included. Highway 400, Park Place, Walmart, Costco, Canadian Tire are within 5-7 minutes driving distance. We offer our guests complete privacy from check-in to check-out, but always available if needed. Perfect for savvy budget travelers who deserve quality stay.
Popular amenities for York Region family-friendly rentals
Family-friendly home rentals with a hot tub

Kempenhaus- Lake Simcoe Cottage & Spa

Cozy Stays – Your Fall Getaway at Friday Harbour

Downtown Markham Unionville

Cozy Lakeside Couples Suite with Spa *seasonal*

Lakefront Cozy Cottage w Hot Tub!

Modern Condo at Friday harbour/Pet Friendly

Lake Simcoe Family Retreat • Beach & Hot Tub

Mill Pond Cabin, Nordic Cabin w/ Sauna + Hot-tub
Family- and pet-friendly home rentals

Lakeside Simcoe Fisher's apartment

Deerleap Glamping Dome

Spacious 2BD 3-6 ppl homestyle BSMT mansion with window basement 130sqm

Entire Modern Luxury Apartment + Free Parkings

*BRAND NEW*Perfect 4 BR Townhouse Markham *Sleep 8

The Guesthouse on the North Shore Trail

Romantic King Suite | Countryside | Pet Friendly

SNAKE CABIN(rustic, 'off-the-grid')
Family-friendly home rentals with a pool

Lovely 2-bedroom at Friday Harbour

Dave & Jenny’s Apartment.

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

Utopia villa and spa

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

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

Beautiful Basement apartment with swimming pool

Friday Harbour Luxury Condo Escape, Sleeps 4
Destinations to explore
- Smoking-friendly rentals York Region
- Rentals with a patio York Region
- Condo rentals York Region
- Private suite rentals York Region
- Rentals with outdoor seating York Region
- Beachfront rentals York Region
- House rentals York Region
- Rentals with beach access York Region
- Rentals with a washing machine and dryer York Region
- Rentals with a kayak York Region
- Rentals with breakfast York Region
- Waterfront rentals York Region
- Rentals with a fireplace York Region
- Farmstay rentals York Region
- Serviced apartment rentals York Region
- Rentals with pools York Region
- Ski-in/ski-out rentals York Region
- Fitness-friendly rentals York Region
- Rentals with an EV charger York Region
- Pet-friendly rentals York Region
- Hotel rooms York Region
- Rentals with a sauna York Region
- Villa rentals York Region
- Apartment rentals York Region
- Rentals with a fire pit York Region
- Cottage rentals York Region
- Rentals with a hot tub York Region
- Rentals with lake access York Region
- Cabin rentals York Region
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Distillery District
- Metro Toronto Convention Centre
- Port Credit
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- Financial District
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Rouge National Urban Park
- Snow Valley Ski Resort
- Royal Ontario Museum
- Christie Pits Park
- Toronto City Hall
- Royal Woodbine Golf Club




