
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

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

Toronto Vacation | ➊ The One Toronto Villa
The One is a unique luxurious private midle-century modern villa escape in the center of north Toronto. Having a stunning and spacious lawn for events and social gathering, this modern house is featured a thermostatic indoor swimming pool. Being inspired from a farmhouse building, the house offering a traditional touch on the vintage furniture and a rustic interior that gives a warm and cozy feelings. It is a great escape from the hustle and bustle of city life without going out of town.

Newly Renovated 2 bdr. Basement apartment
Located in a quiet and peaceful neighborhood on a private street, this newly renovated 2 bedroom with 2 queen sized beds, 2 full bathrooms, basement home is a perfect choice for a short or long stay for the family or anyone needing a spacious place to stay. Right next to Yonge Street and close to the highway that will take you directly to downtown Toronto. Up to 2 additional guests a night, for $50/a person, however ZERO TOLERANCE against any parties loud music or loud talking past 11PM

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.

King Bed! 2 Parking! 55"TV! Side Entr! Private!
Enjoy total privacy in Richmond Hill’s Historic Heritage district! This suite features a private side-door entrance and a massive King Bed. A rare highlight is the dedicated massage room for relaxation. This bright lower-level retreat includes a 55” Smart TV (Netflix/YouTube), fast WiFi, a kitchen with a big fridge, and openable windows for fresh air. Steps from restaurants, cafés, and transit, with 2 FREE parking spots. A private sanctuary in a prime spot. Book your stay!

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.

The Bubble Glamping Dome
Escape to a luxury geodesic dome on our scenic farm, nestled at the edge of the forest. Fully equipped with heating, cooling, a private washroom, deck, and hot tub, it’s the perfect blend of comfort and nature. Explore the farm, meet our sheep, chickens, and livestock guardian dog, or hike over 100 acres of connected regional forest. Whether you’re relaxing under the stars or adventuring outdoors, this unique glamping retreat promises an unforgettable experience.

Entire 1 Bedroom Detached Coach House
This completely private and newly built (Dec 2023) independent one bedroom coach house is located in the prestigious Observatory Hill neighborhood in south Richmond Hill. Convenient location near transit, shops and restaurants (mins drive to Hwy 404 and Hwy 407). This unit also offers secure internet, Keurig coffee machine, TV, independent AC, furnace, laundry, private entrance with easy Smart Lock access and two free parking on the driveway and many more!

Studio House with Entrance, Kitchen, Free Parking
Newly painted luxury Studio house, 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 one queen bed, sofa bed, smart TV, Bell 1.5G speed internet, private kitchen - Fridge, Washer, Dryer, Stove, Oven, Range Hood, Micro oven, and full bathroom with free Parking.

20%OFF| 0 Cleaning Fee| Mins to Lake| Free Parking
❥ Transportation: 🚗 5 mins to Highway 404. 🎢 20 mins to Wonderland; ✈️ 40 mins to airport. ⛳ 7 mins to Golf. ❥ Privacy: 🅿️ Driveway parking. 🌙 No sidewalks for added quiet. ❥ Amenities: 🛒 Close to Food Basics, No Frills, and 🥢 15 mins to T&T. ❥ Recreation: 🛶 Near Lake Wilcox (boating), 🏊 5 mins to Oak Ridges Center, 🌊 10 mins to Lake Wilcox & Bond Lake, 🥾 hiking trails nearby.
Popular amenities for Richmond Hill family-friendly rentals
Family-friendly home rentals with a hot tub

Backyard Oasis | Hot Tub & Playground

Timber Haven

Glamping Dome Riverview Utopia

Downtown Markham Unionville

The Penty: Luxurious Penthouse with Pool, Hot Tub

FIFA: 4BR: 365 Days Open- Heated Pool & Hot Tub

Country Getaway in Puslinch

Utopia villa and spa
Family- and pet-friendly home rentals

Deerleap Glamping Dome

Whispering Pines Cabin in Woodland Acres

Tranquil Ambience with a Private Washroom

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Horse Ranch with Hot tub

Treehouse on private, isolated forest (300 acres)

Toronto Island Wonderland View

1 Bdr + 1 Parking BSMT Apt Sep Entr. Hill Crest Ma
Family-friendly home rentals with a pool

The Hilton BnB Adult Luxury Suite

Home away from home with a hot tub and pool

The Trails Retreat (Private Cabin)

Four season glamping dome under the stars

Ravine Paradise ! heated pool and hot tub!

Bright and Airy Guest Suite with Pool

The Captain's Cottage at Willow Pond

The Fox's Retreat - A Cozy Cabin for Two
When is the best time to visit Richmond Hill?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $137 SGD | $137 SGD | $145 SGD | $140 SGD | $155 SGD | $163 SGD | $179 SGD | $185 SGD | $158 SGD | $148 SGD | $139 SGD | $148 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
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Downsview Park
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Snow Valley Ski Resort
- Casa Loma
- Massey Hall
- Scarborough Town Center
- York University
- Dufferin Grove Park
- Sheppard–Yonge Station
- Yorkdale Shopping Centre
- Lakeridge Ski Resort





