
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.

Hot Tub+outdoor Sauna, big family | huge backyard
Welcome to stunning 4-bed 3-bath retreat located in the neighborhood of Richmond Hill. There is 2 living room and 1 fully equipped kitchen upstairs and 1 equipped kitchenette in lower lever with its own fridge, microwave and coffee machine Each of the four bedrooms is beautifully decorated and features a comfortable bed, high-quality linens, & ample storage space. 3 bed upstairs and 1 bedroom lower level. hot tub, pool table, ping pong and foosball table. Please read guest access before booking

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

Bright 1BR Apartment for 2 · Richmond Hill
Bright and private walk-out basement apartment in a safe, quiet neighborhood in Richmond Hill. This self-contained unit is ideal for up to 2 guests and features a private entrance, a bedroom with a queen-size bed, a cozy living area with a sofa,and a full kitchen with basic cookware and a large double-door refrigerator. Enjoy Netflix, high-speed internet, and easy access to Highway 404, supermarkets, and restaurants. The price includes accommodation for up to 2 guests. No extra guest fees

Modern Cozy Home near the Mill Pond Park.
Our bright and cozy basement apartment features large lookout windows and everything you need for a comfortable stay. Just steps from beautiful Mill Pond Park, enjoy scenic trails and a peaceful residential setting. Located in Richmond Hill, about an hour from downtown Toronto. A vehicle is recommended. Free parking included. Perfect for guests seeking a quiet retreat with easy access to the city and ideal for nature lovers. Shops and restaurants are just a short drive away.

Private Entire Apt | Calm, Clean & Cozy Retreat
Since opening in August 2024, the property has maintained 70% average monthly occupancy, with nearly all 5-star guest reviews, reflecting consistently high service quality. Guests highly praise the spotless cleanliness, well-equipped amenities, welcoming host, and private, secure setting. Nearby plazas offer dining options, plus Starbucks, Tim Hortons, Subway, Chatime. A 3-minute drive reaches Highway 404, with access to 407, 401, Niagara Falls, Ottawa, Montreal.

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.

Spacious 4BR Home in Prime Richmond Hill Location
Enjoy a peaceful and spacious stay in this bright 4-bedroom home in the heart of Richmond Hill. Perfect for families and groups, the house offers comfortable living spaces, a warm indoor fireplace, and a relaxing atmosphere throughout. Unwind in the private backyard or gather in the cozy main areas designed for easy, stress-free living. With a convenient location near shops, parks, and major routes, this home is the ideal base for both short and extended stays.

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!

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.

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 | Near DT

Glamping Dome Riverview Utopia

Downtown Markham Unionville

The Penty: Luxurious Penthouse with Pool, Hot Tub

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

Ravine Paradise ! heated pool and hot tub!

The Bubble Glamping Dome

Lakefront Cottage | Sandy Shore, Hot Tub & Dock
Family- and pet-friendly home rentals

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

Tranquil Ambience with a Private Washroom

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

Very Modern New Luxury House in RichmondHill

Renovated Mill Pond 2-Bedroom Separate Basement

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

5-Star Designer Home | 3BD + Theme LOFT

Entire cozy place in the middle of all
Family-friendly home rentals with a pool

The King's Rest

The Hilton BnB Adult Luxury Suite

Home away from home with a hot tub and pool

Treehouse on private, isolated forest (300 acres)

Four season glamping dome under the stars

Custom Luxury 2BR | Marble Pool | Games | Fire Pit

Separate apartment with pool, on golf course.

Casa Meya – Toronto Poolhouse Villa
When is the best time to visit Richmond Hill?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $190 NZD | $190 NZD | $200 NZD | $193 NZD | $215 NZD | $225 NZD | $246 NZD | $255 NZD | $218 NZD | $204 NZD | $191 NZD | $204 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 |
Destinations to explore
- Pittsburgh Holiday rentals
- Cleveland Holiday rentals
- Detroit Holiday rentals
- Niagara Falls Holiday rentals
- Mississauga Holiday rentals
- Mont-Tremblant Holiday rentals
- Buffalo Holiday rentals
- Brampton Holiday rentals
- London Holiday rentals
- Niagara Falls Holiday rentals
- Rochester Holiday rentals
- Prince Edward Holiday rentals
- Rentals with outdoor seating Richmond Hill
- Apartment rentals Richmond Hill
- Rentals with a fire pit Richmond Hill
- Condo rentals Richmond Hill
- Pet-friendly rentals Richmond Hill
- Cottage rentals Richmond Hill
- Rentals with a fireplace Richmond Hill
- Rentals with a washing machine and dryer Richmond Hill
- Rentals with a hot tub Richmond Hill
- Rentals with pools Richmond Hill
- Rentals with an EV charger Richmond Hill
- Fitness-friendly rentals Richmond Hill
- Rentals with lake access Richmond Hill
- Beachfront rentals Richmond Hill
- Rentals with breakfast Richmond Hill
- Rentals with a sauna Richmond Hill
- Guesthouse rentals Richmond Hill
- Villa rentals Richmond Hill
- Rentals with a patio Richmond Hill
- Townhouse rentals Richmond Hill
- House rentals Richmond Hill
- Private suite rentals Richmond Hill
- 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
- Downsview Park
- The Danforth Music Hall
- Harbourfront Centre
- Toronto Eaton Centre
- Toronto Zoo
- Exhibition Place
- Scarborough Town Center
- Nike Square One Shopping Centre
- Trinity Bellwoods Park
- Snow Valley Ski Resort
- Massey Hall
- Casa Loma
- Enercare Centre
- Yorkdale Shopping Centre
- York University
- Coca Cola Coliseum
- Sheppard–Yonge Station





