Family-friendly holiday rentals in Richmond Hill

4.97 out of 5 average rating, 194 reviews

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

FamilyKitchenLocation

Apartment in Richmond Hill

A spacious living area features a large flat-screen television mounted on the wall, accompanied by ambient lighting. The modern gray sofa faces the TV, while decorative shelves with various items and a small coffee table with a floral arrangement complete the space.

4.89 out of 5 average rating, 189 reviews

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

FamilyIndoor spacesLayout

Apartment in Richmond Hill

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.

4.96 out of 5 average rating, 428 reviews

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 spacesKitchenHiking

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.

4.96 out of 5 average rating, 108 reviews

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.

KitchenFamilyLong stay

5 out of 5 average rating, 9 reviews

Charming 3 Bedroom Detached House in Richmond Hill

Welcome to your inviting 3BR home in Richmond Hill! Bright, spacious, and family-friendly, it offers a fully equipped kitchen, cozy living room, fast WiFi, and a private yard for relaxing evenings. Three comfortable bedrooms ensure a restful stay, whether you’re here for work or leisure. Nearby, you’ll find Hillcrest Mall for shopping, the Centre for the Performing Arts for culture, and Lake Wilcox Park for nature and walks. A perfect base to explore the GTA.

Indoor spacesFamilyBathroom

Guesthouse in Richmond Hill

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.

4.94 out of 5 average rating, 101 reviews

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!

Indoor spacesFamilyComfort

The living area contains a blue sofa and a dark leather sofa, arranged around a wooden coffee table. A flat-screen TV is positioned against the wall, displaying a vibrant image. Recessed lighting creates a well-lit environment.

4.95 out of 5 average rating, 215 reviews

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.

FamilyIndoor spacesCleanliness

A modern kitchen is presented with sleek cabinetry in light and dark tones. Stainless steel appliances, including an oven and refrigerator, are visible. A large island with bar seating for two is positioned near expansive windows, allowing ample natural light to enhance the space.

4.92 out of 5 average rating, 172 reviews

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.

FamilyIndoor spacesCleanliness

Apartment in Richmond Hill

5 out of 5 average rating, 12 reviews

Full Apartment in Richmond Hill

Newly built one-bedroom apartment in Richmond Hill. Ideally located within walking distance of public transit, restaurants, banks, shopping centers, and parks, with a direct route to downtown Toronto. Enjoy scenic second-floor views from a spacious balcony and soak up natural light while dining beside a floor-to-ceiling sliding door that opens to the outdoors. Great Fifa World Cup 2026 destination.

Indoor spacesKitchenAccuracy

A neatly arranged bedroom features a decorative, patterned bedspread on a spacious bed. Two bedside tables with lamps are placed on either side. The wall displays a dreamcatcher design and an uplifting message, contributing to a calming atmosphere. Natural light enhances the inviting space.

4.95 out of 5 average rating, 237 reviews

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.

Indoor spacesFamilyAmenities

A cozy living area includes a dark sofa, a wooden coffee table, and a flat-screen TV mounted on the wall. A spacious bed with a patterned comforter is visible in the background, while warm lighting enhances the inviting ambiance of the room.

4.93 out of 5 average rating, 89 reviews

Spacious suite in Richmond Hill.

This special place is close to downtown Richmond Hill, making it easy to plan your visit. Also walk distance to the Richmond Hill centre for the performing arts. 🚂 1 km away from Richmond Hill Go Station with routes to Union Station, Exhibition Station and more! 1 km to the Mackenzie Hospital. 🏥 11 km to Canadas Wonderland . 🎢 32 km to BMO field. ⚽️🏟️

FamilyIndoor spacesWi-Fi

A bright and welcoming studio space features a spacious bed with a light-colored duvet and decorative pillows. A round dining table with two chairs is situated nearby, complemented by simple wall art and potted plants. A bathroom is visible through an open door, showcasing modern fixtures.

4.84 out of 5 average rating, 106 reviews

Studio Private Suite Coral Richmond Hill

Welcome to our brand new cozy urban retreat studio in the basement with separate entrance, which is perfect for family looking for a comfortable and convenient stay. Our location is unbeatable, with easy access to shops and highways. Make yourself at home and enjoy the stay in the heart of the city! Absolutely no smoking/vaping in the house.

FamilyKitchenComfort

Popular amenities for Richmond Hill family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.92 out of 5 average rating, 102 reviews

Home in Toronto

Backyard Oasis | Hot Tub & Playground | Near DT

Indoor spacesKitchenWalkability

4.95 out of 5 average rating, 120 reviews

A vintage boxcar exterior is framed by trees, with string lights adding a warm glow. A private hot tub situated nearby invites relaxation, while a barbecue grill is positioned on the patio. A light dusting of snow covers the ground, complementing the natural surroundings.

Tiny home in Utopia

Boho Vintage Box Car Utopia

KitchenIndoor spacesLaundry

4.94 out of 5 average rating, 285 reviews

A timber frame tiny home is set amidst a snowy landscape, featuring large windows and a private deck. A circular fire pit with flames is situated on a stone patio, surrounded by wooden adirondack chairs, while trees frame the serene pond in the background.

Tiny home in Hamilton

Timber Haven

Indoor spacesKitchenQuiet

4.91 out of 5 average rating, 132 reviews

The modern condo building features a multi-story design with balconies and large windows. Soft greenery lines the ground level, enhancing the urban landscape. A clear blue sky provides a bright backdrop, while the street is lined with manicured trees, creating an inviting atmosphere for residents and visitors.

Condo in Unionville

Downtown Markham Unionville

KitchenIndoor spacesView

4.99 out of 5 average rating, 182 reviews

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

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

Indoor spacesFamilyCleanliness

4.98 out of 5 average rating, 627 reviews

A vibrant sunset is captured with layers of orange, red, and yellow hues across the sky. Silhouetted trees and foliage frame the image, creating a contrasting foreground against the colorful backdrop.

Guest suite in Hamilton

Country Getaway in Puslinch

KitchenFamilyTV

4.9 out of 5 average rating, 270 reviews

Cottage in Innisfil

Utopia villa and spa

KitchenFamilyCheckout

4.86 out of 5 average rating, 119 reviews

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

FamilyIndoor spacesLocation

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 162 reviews

A winding path is framed by tall trees, leading to a rustic cabin nestled among the forest. Lush greenery flanks the path, creating a serene and secluded ambiance, inviting exploration into the natural surroundings.

Tiny home in MONO

Whispering Pines Cabin in Woodland Acres

Indoor spacesKitchenSleep quality

4.9 out of 5 average rating, 252 reviews

A glamping dome is set amidst a lush green landscape, reflected in a serene pond featuring lily pads and blooming flowers. Towering trees provide a natural backdrop, while a wooden deck extends from the dome, enhancing the outdoor experience.

Dome in East Gwillimbury

Deerleap Glamping Dome

KitchenFamilyAir conditioning

4.98 out of 5 average rating, 328 reviews

A spacious living area features a variety of seating options, including a cozy couch and rocking chairs. Large windows allow natural light to enter, illuminating the lush indoor plants. Decorative rugs and artwork add character to the eclectic decor, creating a relaxed atmosphere.

Farm stay in Uxbridge

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

FamilyKitchenCheckout

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.

4.95 out of 5 average rating, 109 reviews

Tranquil Ambience with a Private Washroom

FamilyIndoor spacesDecor

4.92 out of 5 average rating, 221 reviews

Two brown horses are depicted in a snow-covered outdoor setting, closely positioned with their noses touching. Flakes of snow gently fall around them, creating a serene winter scene, while a house and snow-covered trees are subtly blurred in the background.

Bungalow in Hamilton

Horse Ranch with Hot tub

FamilyIndoor spacesCheck-in

4.88 out of 5 average rating, 136 reviews

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

Indoor spacesFamilyWi-Fi

4.81 out of 5 average rating, 110 reviews

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

Indoor spacesFamilyPets

Bungalow in Richmond Hill

A modern kitchen and living space features a large island with four white bar stools and golden bases. Soft lighting illuminates the area, while a vertical ladder leans against a wooden accent wall. Stainless steel appliances and greenery add to the inviting design.

4.85 out of 5 average rating, 26 reviews

5-Star Designer Home | 3BD + Theme LOFT

Indoor spacesFamilyPets

Family-friendly home rentals with a pool

5 out of 5 average rating, 200 reviews

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 spacesLaundry

4.97 out of 5 average rating, 559 reviews

A tree house is nestled among tall trees, featuring a wooden structure with a balcony and staircase. Soft sunlight filters through the branches, highlighting the natural wood finish and the serene forest surroundings.

Treehouse in Port Perry

Treehouse on private, isolated forest (300 acres)

FamilyKitchenPool

4.95 out of 5 average rating, 342 reviews

A charming two-story cabin is nestled among lush greenery, with a pathway leading to the entrance. Tall trees and well-maintained hedges surround the home, creating a sense of privacy. Soft sunlight illuminates the cabin, enhancing its rustic appeal.

Cabin in Mono

The Trails Retreat (Private Cabin)

Indoor spacesKitchenAccess

5 out of 5 average rating, 144 reviews

A bright and airy living space features large corner windows that offer expansive views of the city. A modern sectional couch is paired with a light rug, while a flat-screen television is mounted on the wall. Lush green plants add a touch of nature to the inviting décor.

Condo in Yorkdale

The Penty: Luxurious Penthouse with Pool, Hot Tub

Indoor spacesKitchenDecor

Dome in Bradford West Gwillimbury

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.

4.96 out of 5 average rating, 482 reviews

Four season glamping dome under the stars

KitchenIndoor spacesBeach

4.91 out of 5 average rating, 114 reviews

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 spacesKitchenPets

5 out of 5 average rating, 108 reviews

A backyard seating area is viewed, featuring a dark outdoor sectional couch with a black coffee table placed on a striped rug. Surrounding the heated saltwater pool are lounge chairs and lush greenery, creating a serene outdoor space.

Guesthouse in Brampton

Bright and Airy Guest Suite with Pool

KitchenIndoor spacesGetting around