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

Luxurious Retreat ; 2BR basement
Welcome to our modern brand new 2BR, 2BA basement in Richmond Hill! Ideal for families or groups, it boasts a stylish living space, laundry area, and well-equipped kitchenette. The master bedroom features a fireplace and attached bathroom, while both bedrooms offer king-size beds and ample storage.Entertainment is provided with a TV and Wi-Fi-Netflix and Amazon prime,in a luxurious neighborhood, just a 5-minute walk to Yonge St and bus station for easy access . Experience comfort and convenience

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...

Balcony House with Separate Entrance,free Parking
Enjoy the glamour of this spacious, stylish, worry free, upscale place. It is brand new and located in the Heart of Richmond Hill, walking distance from David Dunlap Observatory Park, Plazas, Malls, Schools, Restaurants and Supermarkets. Close To Highway And Go Station, Viva, Yrt. Separate entrance and all inclusive with 1 queen bed, 1 double Sofabed if more than 2 guests, 65in smart TV, high speed wifi. Micro oven, Fridge, K-cup coffee machine, full bathroom, patio sittings, 1-2 free parking

Place You Want To Stay at With Tons of Options ! !
Brand New, Modern & Open Concept Basement Unit With 9 ft Ceilings & Brand New LG Appliances, Located at Bathurst & King Street In Richmond Hill. Beautifully Decorated & Fully Furnished For Your convenience, Making it a Comfortable Stay - Min walk to Community Park With Playground For The Kids - Min Drive From Lake Wilcox & Bond Lake + Many Other Trails - Tons of Different Variety Of Restaurants - Grocery Stores - Multiple Gyms Close By - Coffee Shops - Public Transportation and Much More

Modern & Beautifully Decorated -3 Bdrm W/1Parking!
Your Home Away From Home!!! If You Are Seeking A Unique And Memorable Airbnb Experience, Your Search Ends Here. This TownHome Is Bright, Spacious, Beautifully Furnished And Renovated - Making It The Perfect Stay For Families, Friends Or Associates! This Home Is Nestled In The Heart Of Richmond Hill With Lots Of Amenities Close By Including: A Variety Of Restaurants, Grocery Stores, Movie Theatre, Coffee Shops, Public Transportation And Much More. Also Minutes to Highway 404 and Highway 7!

Private Loft w Sauna, Fireplace, Wi-Fi & Projector
Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE, this private loft includes a sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

Modern Cozy Home near the Mill Pond Park.
Our newly renovated basement apartment will enchant you with its contemporary style, brightness and coziness (large lookout windows, super bright!). It is fully furnished with style and attention to details so you can feel at home away from home. It is just a few steps away from the beautiful Mill Pond Park - a great place to immerse in the beauty of nature. The park has many lovely trails that you can explore. The apartment has everything you need to make your stay perfect.

Snow-Free Garage Parking / Modern bright 2BR Suite
Drive directly into your private garage and enter this bright, modern 2BR suite. No snow or rain to worry about—plus a Tesla EV charger is available! The Comforts: Cozy electric fireplace & Smart TV Fast Wi-Fi for remote work/streaming Secure indoor parking included Located in Oak Ridges, you're steps from Grovewood Park and minutes from Lake Wilcox & Canada's Wonderland. A private, modern and newly remodeled retreat—perfect for families or business travelers.

Detached Coach House | 1 Bdrm 1 Bath| Private HVAC
Luxury Detached 1-Bedroom Residence in prestigious Observatory Hill. Unlike nearby studios, this is a true 1-bedroom suite with a separate closing door for quiet and privacy. 100% independent building—no shared walls, no shared air (private HVAC), No Footsteps Above You! Features a condo-style layout with full kitchen, living room, and in-suite laundry. Includes 3Gbps Wi-Fi, 50” Smart TV & Nespresso. Perfect for executives/couples needing space. Parking included.

Cozy and Private Basement Apartment
Cozy, bright, and private! This fully furnished basement suite features a modern living area, sleek kitchenette, full bathroom, and one bedroom with a queen bed plus a sofa bed perfect for up to 3 adults. With a private entrance and plenty of natural light, it’s an ideal spot to relax, work, or enjoy a peaceful getaway. Whether you’re here to rest, work, or explore, this serene hideaway offers comfort, convenience, and a true home-away-from-home experience.

Spacious 2 BR, 3 beds, sleeps 6, kitchen, laundry
Entire basement Separate entrance 8 large windows 9 feet ceiling 2 bedrooms 3 beds (2 queen beds + 1 pullout daybed) 1 free parking spot (additional Parking is available for $10 per night could be paid on airbnb app) Full Bathroom with towels and hairdryer *** Washer and Dryer in-suite ($15 per load)*** Full kitchen with cookwares Dishwasher Stove with Oven Microwave Kettle, Keurig coffeemaker, toaster Laptop-friendly workspace Cleaned professionally

Cozy Two Bedroom Apartment Basement
Welcome to our tranquil retreat! With two bedrooms furnished with queen beds and a cozy living area featuring a sofa bed, our newly renovated space provides warmth and relaxation. Guests will appreciate the separate entrance to the basement apartment for privacy and easy access, along with the added convenience of free parking. Whether unwinding indoors or exploring nearby attractions, our Airbnb provides the perfect setting for creating memories.
Popular amenities for Richmond Hill family-friendly rentals
Family-friendly home rentals with a hot tub

Boho Vintage Box Car Utopia

Home away from home with a hot tub and pool

Downtown Markham Unionville

The Penty: Luxurious Penthouse with Pool, Hot Tub

Luxury 4BR Oasis: Year Round Heated Pool & Hot Tub

Ravine Paradise ! heated pool and hot tub!

Spacious family cottage 45 mins from GTA!

Modern Executive Townhome w/ Rooftop Hot Tub Oasis
Family- and pet-friendly home rentals

Cozy Lakeside Cottage on Lake Scugog

Private Lower 1 BR + Sofabed Self Checkin with PKG

Tranquil Ambience with a Private Washroom

1 Bdr apartment. Sleeps 5. Self check in.1 Parking

Toronto Island Wonderland View

Cosy 3-Bedroom Home in Quiet Cul-de-Sac.

2BR+2Bath! 2queen beds! Luxury Private Quiet Clean

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

Walk-out Luxury basement with Gym & Theatre

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

The Hilton BnB Adult Luxury Suite

Treehouse on private, isolated forest (300 acres)

Vacation Spa Retreat! Sauna, pool, gym

2BR Across from CN Tower & MTCC

“Amazing 2 Bedrooms Condo” in Downtown Toronto”

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1
When is the best time to visit Richmond Hill?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $130 SGD | $127 SGD | $132 SGD | $139 SGD | $154 SGD | $162 SGD | $177 SGD | $183 SGD | $157 SGD | $146 SGD | $138 SGD | $146 SGD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about holiday rentals that are family-friendly in Richmond Hill

Total holiday rentals
Explore 620 holiday rentals in Richmond Hill

Verified guest reviews
Over 18,930 verified reviews to help you choose

Pet-friendly holiday rentals
Find 150 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
410 properties have a dedicated workspace

Wifi availability
620 of Richmond Hill holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Richmond Hill rentals

4.8 Average rating
Richmond Hill stays are highly rated by guests – averaging 4.8 out of 5!
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- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Distillery District
- Harbourfront Centre
- Nike Square One Shopping Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Snow Valley Ski Resort
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Casa Loma
- Downsview Park
- Dufferin Grove Park
- Lakeridge Ski Resort
- York University




