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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 640 holiday rentals in Richmond Hill

  • Verified guest reviews

    Over 20,370 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 160 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    420 properties have a dedicated workspace

  • Wi-Fi availability

    630 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.

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Top Guest favourite
A spacious living area features a light-colored sectional sofa and an upholstered chair positioned around a glass coffee table. A soft area rug lays beneath, while neutral walls and recessed lighting contribute to a bright atmosphere. A staircase is visible in the background.
Guest suite in Richmond Hill

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

FamilyKitchenCheckout

4.94 out of 5 average rating, 163 reviews
Top Guest favourite
A comfortable living area features a light-colored sofa with decorative cushions, positioned before a glass coffee table. Natural light enters through a large bay window adorned with sheer curtains, illuminating the space. Two blue accent chairs provide additional seating, complemented by a contemporary artwork piece on the wall.
Villa in Richmond Hill

Cheerful luxury 7 bedroom/7 washroom ravine house

Bring your family to this great place with lots of rooms for fun. Enjoy your stay and feel at home in this new, cozy, beautifully renovated house! Step out into a beautifully park to view and enjoy the beautiful nature trails along with the protected ravine. Stepping outside of the property, guests can find a large children's playground for family entertainment. This property is a 10-minute drive to highways 404 and 407, Canada's Wonderland, grocery stores, entertainment and great restaurants.

Indoor spacesKitchenDecor

4.97 out of 5 average rating, 120 reviews
Top Guest favourite
The cozy bedroom features a spacious bed dressed in crisp white linens, complemented by a vibrant orange blanket at the foot. A writing desk is positioned nearby, and natural light filters in through a small window, enhancing the room's inviting and comfortable atmosphere.
Apartment in Richmond Hill

Spotless Suite • Full Amenities • Free Parking

A quiet, fully private suite for work, family visits, and short or extended stays in the Greater Toronto Area. Enjoy a separate entrance, comfortable bedding, full kitchen, private washer-dryer combo, dedicated workspace, and free parking. Located about 3 minutes from Highway 404, with easy access to Highway 407, local businesses, restaurants, Costco, and downtown Toronto. Welcome drinks and snacks are provided on arrival. Clean, peaceful, and thoughtfully prepared for a comfortable stay.

FamilyKitchenNearby

4.99 out of 5 average rating, 121 reviews
Guest favourite
A spacious sleeping area features a queen bed with crisp white linens, a sleek dresser, and a work desk with a chair. A decorative vase of roses adds a touch of color. Natural light enters through the glass doors leading to the patio.
Guesthouse in Richmond Hill

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 free parking

Indoor spacesKitchenAccuracy

4.93 out of 5 average rating, 192 reviews
Top Guest favourite
Home in Richmond Hill

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

Indoor spacesKitchenBathroom

4.97 out of 5 average rating, 213 reviews
Top Guest favourite
Apartment in Richmond Hill

Quiet Studio Apt. w/private elevator in Mill Pond!

We are back after renos! Quiet studio apartment with all the beauty of an artist's apartment. Comfy bed. Nespresso maker. Internet. Netflix. Steps from the Viva Yonge line, GO train only 5 min away. LCBO/ other amenities in walking distance. *please no smoking on the balcony as we receive complaints from neighbours. Smoke out front at street & do not put cigarette butts in planters! 2 Nespresso Coffee Pods/per person, per night and/or an assortment of teas. Organic cream/milk. Sugar/Honey.

KitchenIndoor spacesAccuracy

4.95 out of 5 average rating, 169 reviews
Superhost
The indoor swimming pool area features a tiled pool surrounded by natural light from large skylights. Two colorful floats are positioned on the water surface, and glass doors provide a view of the outdoors, enhancing the open and airy feel of the space.
Villa in Toronto

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.

FamilyIndoor spacesView

4.92 out of 5 average rating, 218 reviews
Top Guest favourite
A modern living area is depicted, featuring a dark sofa adorned with decorative pillows and a light wooden coffee table. A circular dining table with white chairs is in the foreground, while a wall-mounted TV is positioned opposite. Warm lighting enhances the spacious feel.
Apartment in Richmond Hill

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.

Indoor spacesFamilyHospitality

4.96 out of 5 average rating, 448 reviews
Superhost
Home in Richmond Hill

Warm Home 4Bed/ High Ceilings

" Whole House" 4 Bedrooms, sleeps up to 8 guests. Room 1 King 80” x 80” - Ensuite Room 2 Bunk Bed 54” x 77” - Ensuite Room 3 Queen 57” x 79” Room4 Queen 54” x 77” Walking Distance to Shopping & Grocery Centers (Food basic, No-frills, Shopper Drug Mart) and Restaurants This exceptional designer cottage offers a great balance between luxury and comfort. The Open Concept Design, High Ceilings, and an Abundance of Natural Light Create a Sense of Spaciousness Throughout.

KitchenFamilyOutdoor spaces

4.78 out of 5 average rating, 120 reviews
Guest favourite
The living area is furnished with light-colored sofas arranged around a glass coffee table, creating an inviting space for relaxation. Soft lighting from recessed fixtures complements natural light filtering through windows. A modern fireplace provides warmth, while decorative plants enhance the overall ambiance.
Guest suite in Richmond Hill

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.

FamilyKitchenComfort

4.96 out of 5 average rating, 114 reviews
Top Guest favourite
The exterior of a newly constructed coach house is showcased, featuring a modern design with stone and brick elements. Two garage doors are visible, along with a front porch and balcony above. A well-maintained lawn and a young tree add greenery to the inviting entrance.
Guesthouse in Richmond Hill

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!

FamilyKitchenLong stay

4.94 out of 5 average rating, 111 reviews
Top Guest favourite
Guest suite in Richmond Hill

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

Indoor spacesKitchenCheck-in

4.94 out of 5 average rating, 377 reviews

Popular amenities for Richmond Hill family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favourite
Large windows offer a panoramic view of the city, filling the bright living space with natural light. The area includes a cozy sofa set, a dining table with chairs, and a glass coffee table, all complemented by indoor plants and modern decor.
Condo in Richmond Hill

Corner of LOVE

KitchenIndoor spacesWalkability

4.93 out of 5 average rating, 127 reviews
Superhost
The geodesic dome features a modern white exterior, set against a backdrop of trees. A wooden deck extends from the dome, leading to a covered gazebo, with a pathway of wood chips guiding the approach. Soft sunlight filters through the branches, creating a serene atmosphere.
Dome in Uxbridge

The Bubble Glamping Dome

KitchenFamilyView

4.86 out of 5 average rating, 147 reviews
Top Guest favourite
The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.
Home in The Beaches

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

KitchenIndoor spacesCondition

4.99 out of 5 average rating, 187 reviews
Superhost
A serene backyard is highlighted by a clear swimming pool surrounded by natural stone coping. Comfortable seating arrangements with dark wicker chairs and a sleek table are positioned nearby, offering a relaxing spot. Lush greenery frames the area, providing a peaceful atmosphere.
Guesthouse in Mississauga

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

Indoor spacesFamilyBathroom

4.89 out of 5 average rating, 114 reviews
Superhost
A private outdoor space features a hot tub positioned beside a blue swimming pool. Surrounding amenities include a charcoal grill, dining table, and lounge chairs set on a wooden deck, with trees providing natural shade and decorative lighting enhancing the evening atmosphere.
Home in Toronto

Toronto Pool Retreat

Indoor spacesKitchenPool

4.85 out of 5 average rating, 110 reviews
Top Guest favourite
A charming cabin is nestled among tall evergreen trees, surrounded by well-maintained landscaping. Stone steps lead to the entrance, illuminated softly by exterior lights. The lush green lawn flows gently, creating a serene outdoor setting.
Cabin in Whitchurch-Stouffville

Lakefront getaway for two on Musselman's Lake

KitchenIndoor spacesTV

4.99 out of 5 average rating, 145 reviews
Superhost
A bright sunroom is showcased with a glass ceiling and walls, providing expansive views of the surrounding nature. A glass dining table is surrounded by black chairs, resting on a soft area rug. The space offers a connection to the outdoors while remaining sheltered.
Home in Scarborough

Ravine Paradise ! heated pool and hot tub!

Indoor spacesFamilyWalkability

4.92 out of 5 average rating, 122 reviews
Guest favourite
The modern townhome exterior features a clean brick facade and large windows providing ample natural light. A set of steps leads to the main entrance, framed by black railings on either side. A small potted plant sits at the base of the steps.
Townhouse in Pickering

The Cyberspace (No cleaning fees, Private Hot Tub)

Indoor spacesFamilyHeating

4.89 out of 5 average rating, 120 reviews

Family- and pet-friendly home rentals

Guest favourite
A dining table is set with four white bowls and matching glassware. Green placemats add a touch of color, while a chrome salt and pepper shaker sits at the center. A modern kitchen is visible in the background, featuring stainless steel appliances.
Apartment in Richmond Hill

Modern Private 2br Unit Minutes Walk to Yonge St

FamilyIndoor spacesAccuracy

4.84 out of 5 average rating, 104 reviews
Guest favourite
The exterior of a bungalow is depicted, featuring a wooden deck with a sun motif and vibrant flower beds. Lush green grass is visible in the foreground, while a wooden fence provides privacy along one side. A clear blue sky with scattered clouds enhances the outdoor setting.
Bungalow in Richmond Hill

BRANDNEW BASEMENT 2BEDROOM 2BATHROOM FULLY LOADED

KitchenIndoor spacesHospitality

4.83 out of 5 average rating, 206 reviews
Guest favourite
The living area features stylish furnishings, including a sleek coffee table atop a patterned rug. A reflective mirror enhances the space, while a decorative plant adds a touch of greenery. Natural light illuminates the room, creating a warm and inviting ambiance.
Guest suite in Richmond Hill

Beautiful 2BD basement unit in Richmond Hill

Indoor spacesKitchenComfort

4.87 out of 5 average rating, 111 reviews
Guest favourite
Guest suite in Richmond Hill

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

Indoor spacesKitchenQuiet

4.82 out of 5 average rating, 128 reviews
Guest favourite
A comfortable seating area is presented with two light-colored armchairs, each adorned with decorative pillows. A low, round coffee table features a small vase of flowers. A floor lamp stands beside the seating area, and natural light streams in through a large window.
Townhouse in Markham

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

KitchenFamilyHeating

4.89 out of 5 average rating, 143 reviews
Top Guest favourite
A well-lit bedroom features a spacious bed dressed in a striped white duvet. Geometric patterned pillows add visual interest. A mirror and framed artwork are displayed above a wooden dresser, which holds decorative items and a stylish lamp, enhancing the room's modern decor.
Guest suite in Richmond Hill

Tranquil Ambience with a Private Washroom

KitchenFamilyQuiet

4.96 out of 5 average rating, 114 reviews
Guest favourite
A kitchenette area features modern cabinetry and countertop space, illuminated by recessed lighting. Decorative touches, including wall art and greenery, create a welcoming atmosphere. Appliances include a full fridge and microwave, with options for cooking, providing convenience for guests.
Home in Vaughan

Private Lower 1 BR + Sofabed Self Checkin with PKG

FamilyIndoor spacesLocation

4.89 out of 5 average rating, 522 reviews
Guest favourite
The spacious living area features a light-colored sectional sofa arranged around a circular coffee table. A large Smart TV is mounted on the wall, while abstract artwork adorns the walls. Natural light enters through double doors leading to the patio, complemented by a decorative plant.
Home in Markham

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

FamilyIndoor spacesPets

4.93 out of 5 average rating, 193 reviews

Family-friendly home rentals with a pool

Top Guest favourite
Vibrant autumn foliage displays shades of yellow and orange surrounding a geodesic dome. A pathway of stone steps leads through a lawn covered in colorful leaves, creating a serene outdoor setting amidst lush greenery.
Dome in Bradford West Gwillimbury

Four season glamping dome under the stars

Indoor spacesKitchenWi-Fi

4.97 out of 5 average rating, 499 reviews
Top Guest favourite
The exterior of a modern two-story home is displayed, featuring a brick and stone facade. A well-maintained driveway leads to a double garage with decorative doors. Bright flower pots are positioned near the entrance, while lush green landscaping surrounds the property.
Apartment in Newmarket

The Hilton BnB Adult Luxury Suite

KitchenIndoor spacesBackyard

5.0 out of 5 average rating, 205 reviews
Top Guest favourite
Home in Erin Mills

Luxurious 2 bdr suite near SQ1, UTM, parking/pool

KitchenFamilyHiking

4.96 out of 5 average rating, 121 reviews
Top Guest favourite
A stone fireplace is set into a rustic wall made of various sized natural stones, providing a textured and earthy backdrop. A flat-screen TV is mounted above, and a wooden cabinet is positioned to the left, adding warmth to the living space.
Apartment in Caledon

Separate apartment with pool, on golf course.

KitchenFamilyAccuracy

4.95 out of 5 average rating, 109 reviews
Guest favourite
A spacious backyard features a large swimming pool surrounded by lush greenery. An umbrella provides shade to a seating area, while trees encircle the space, enhancing privacy. A fenced perimeter ensures safety, and the pool is inviting under dappled sunlight.
Guest suite in Scarborough

1BR Bluffs | Pool + Yard | Pets Ok | EV Charger

FamilyIndoor spacesNearby

4.88 out of 5 average rating, 113 reviews
Guest favourite
A modern outdoor space features a large in-ground pool with vibrant blue water. An elegant fire pit sits in the foreground, its flames flickering above reflective glass stones. Surrounding the pool, tall wooden fences provide privacy, complemented by outdoor chairs positioned nearby.
Guest suite in Scarborough

New Custom-Built | Marble Pool + BBQ | Toronto

Indoor spacesKitchenWalkability

4.9 out of 5 average rating, 145 reviews
Guest favourite
The exterior view of the two-story house is framed by lush trees, showcasing large windows that allow natural light to filter inside. A balcony extends from the second floor, providing outdoor space. The structure features a blend of wood and siding materials.
Home in Uxbridge

The Ridge Roost - Uxbridge Township

Indoor spacesFamilyHeating

4.86 out of 5 average rating, 102 reviews
Guest favourite
A spacious living area is featured, with large windows offering natural light and views of the city. A comfortable gray sofa is situated alongside a vibrant red armchair. A wooden coffee table rests on a patterned rug, complemented by a flat-screen TV and decorative artwork.
Condo in Etobicoke

Humber Bay Family Friendly condo w Terrace&Parking

Indoor spacesFamilyView

4.82 out of 5 average rating, 121 reviews

When is the best time to visit Richmond Hill?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$150 AUD$150 AUD$158 AUD$157 AUD$174 AUD$188 AUD$195 AUD$202 AUD$172 AUD$161 AUD$151 AUD$161 AUD
Avg. temp-3°C-3°C2°C8°C14°C20°C23°C22°C18°C11°C5°C0°C

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