
Family-friendly holiday rentals in Richmond Hill
Find and book unique family-friendly homes on Airbnb
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 accommodation
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

Wi-Fi availability
620 of Richmond Hill holiday rentals include Wi-Fi 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!
Top-rated family-friendly rentals in Richmond Hill
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

25% Summer OFF, Luxury 3 Bdrms, 2 Baths, 2 Prk
Welcome to our spacious and modern walk-out bright basement! Ideal for families and groups comfortably accommodating up to 10 guests. Amenities You'll Love: Fully Equipped Kitchen High-Speed Wi-Fi & Smart TV Two Free Parking Spots Family-Friendly Prime Location: 20 Minutes to Canada's Wonderland 5 Minutes to Highways 404 & 407 Close to Shopping & Dining We take pride in offering a clean, safe, and welcoming environment for our guests. Book now and make unforgettable memories in Richmond Hill!

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! Kitchen! Side Entr! Private!
Experience comfort and convenience in the heart of Richmond Hill’s Historic Heritage district. Boasting a private side-door entrance and a massive King Bed, this suite is designed for a seamless stay. This private lower-level apartment offers a Smart TV (Netflix/YouTube), fast WiFi, and a kitchen with a big fridge. All windows are openable for fresh air. Steps from the best restaurants, cafés, and transit, plus 2 FREE parking spots. A private, walkable stay. Book today!

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.

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!

Luxury & Cozy 3 Bedrooms Entire Basement
Beautiful and spacious 3-bedroom separate entrance basement unit in Bayview Hill (16th and Leslie). Ideal for families or groups, it boasts a stylish living space, laundry area, and well-equipped kitchenette. In a quiet & safe neighborhood, near parks and restaurants. A few steps away from the local park and the walking trails. Just a 10-minute walk to McDonald's/Tim Hortons/Richlane mall. Private parking and flexible, easy self-check-in.

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.

Large Walk-out private apartment w/ parking
A walk-out basement apartment in Richmond Hill. This sunlit apartment has abundance of natural lighting streaming through the many large windows. It has a full kitchen, a full laundry room with a washer and dryer, a designated parking space for one car, and free Wi-Fi access. Perfect for couples or small families, this apartment comfortably accommodates two adults and up to two children.

5-Star Designer Home | 3BD + Theme LOFT
🏡✨ YOLO Guest House offers a modern, cozy 3‑bedroom family suite in a quiet Richmond Hill neighborhood. Designed and built by the host, it features free WiFi, A/C, spa bathrooms, a fully equipped kitchen, balcony & terrace 🌿🛁🍽️. Close to transit, shopping, dining, and attractions 🚍🛍️🍔. Perfect for families or groups up to 6—no parties, no smoking 🚭🎉.

Newly Renovated Bright Suit with Free Parking
Guest Favorite, Top 1% of Highly Rated & Reliable Homes on Airbnb! Superhost-managed, spotless, and stress-free — exactly as pictured. Cozy, bright, newly renovated basement suite in a classy, green Richmond Hill neighborhood near Mill Pond. Quiet street with direct access to a scenic trail 🌿
Popular amenities for Richmond Hill family-friendly rentals
Family-friendly home rentals with a hot tub

Summer Getaway with HotTub, PoolTable • Sleeps 10+

Backyard Oasis | Hot Tub & Playground | Near DT

Timber Haven

Glamping Dome Riverview Utopia

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

Country Getaway in Puslinch

FIFA fan zone Pool/HottubFree parking walk to BMO

The Bubble Glamping Dome
Family- and pet-friendly home rentals

Tranquil Ambience with a Private Washroom

Whispering Pines Cabin in Woodland Acres

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

Horse Ranch with Hot tub

Toronto Island Wonderland View

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

1 Bdr + 1 Parking BSMT Apt Sep Entr. Hill Crest Ma

Cozy 5BR Haven• Backyard • Pet Friendly • Parking
Family-friendly home rentals with a pool

The Hilton BnB Adult Luxury Suite

Treehouse on private, isolated forest (300 acres)

Downtown Markham Unionville

The Trails Retreat (Private Cabin)

The Penty: Luxurious Penthouse with Pool, Hot Tub

Four season glamping dome under the stars

Bright and Airy Guest Suite with Pool

Utopia villa and spa
When is the best time to visit Richmond Hill?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $184 NZD | $184 NZD | $194 NZD | $187 NZD | $208 NZD | $218 NZD | $238 NZD | $247 NZD | $211 NZD | $197 NZD | $185 NZD | $197 NZD |
| 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 |
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- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Union Station
- BMO Field
- The Danforth Music Hall
- Downsview Park
- Harbourfront Centre
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Scarborough Town Center
- Nike Square One Shopping Centre
- Snow Valley Ski Resort
- Trinity Bellwoods Park
- Massey Hall
- Enercare Centre
- Casa Loma
- Yorkdale Shopping Centre
- York University
- Coca Cola Coliseum
- Sheppard–Yonge Station





