Family-friendly holiday rentals in Richmond Hill

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.

4.94 out of 5 average rating, 163 reviews

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

Indoor spacesKitchenCheck-in

4.97 out of 5 average rating, 119 reviews

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.

FamilyIndoor spacesQuiet

A spacious living area features a large, grey sectional sofa and a flat-screen television mounted on the wall. Natural light enters through a small window, illuminating the neutral-toned walls and laminate flooring. Decorative elements include a potted plant and two red vases beside the TV stand.

4.94 out of 5 average rating, 100 reviews

Cozy 1 BR Basement @ Yonge St. with free parking

Relax with the whole family in this cosy one-bedroom apartment. Enjoy privacy with a separate entrance, comfortable bed, kitchen, bathroom and living area. Located in a great neighborhood, just 10 mins WALKING distance to HMart, Shoppers Drug Mart and T&T market. 3 mins driving distance to Hillcrest Mall. 5 mins driving distance to Mackenzie Hospital and Richmond Hill Public Library. As well 20 mins driving to Vaughan Mills Mall and Canada's Wonderland and 8 mins to Richmond Hill GO Station.

FamilyIndoor spacesComfort

4.95 out of 5 average rating, 168 reviews

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

4.97 out of 5 average rating, 211 reviews

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 spacesFamilyLaundry

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, 447 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 spacesKitchenWalkability

4.78 out of 5 average rating, 120 reviews

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.

FamilyIndoor spacesAmenities

4.86 out of 5 average rating, 320 reviews

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!

FamilyKitchenCheck-in

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, 114 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.

FamilyKitchenLayout

Townhouse in Richmond Hill

A spacious living area features a grey sectional sofa, accompanied by a glass coffee table. Natural light enters through two windows, highlighting the hardwood floor. A sleek TV stand displays a 4K smart TV, and a framed artwork adds a subtle decorative touch to the wall.

4.97 out of 5 average rating, 108 reviews

Lovely Three Bedroom Homes in Great Toronto Area

The stunning New Built home is located in central of Richmond Hill, just north of Toronto. The place is well furnished for a comfortable stay with necessary living essentials: bigger bedrooms; high-quality mattresses, linens & towels, 4K smart TVs, fiber optimum WIFI, gourmet eat-in kitchen, and plus. There are shops, restaurants bars, supermarkets, and shopping malls nearby. Just 20 min drive to Pearson airport, and 30 min drive to downtown Toronto without traffic.

Indoor spacesKitchenWalkability

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, 111 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 spacesKitchenHospitality

4.94 out of 5 average rating, 375 reviews

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 spacesKitchenCheckout

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

4.93 out of 5 average rating, 127 reviews

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 spacesHot tub

4.86 out of 5 average rating, 146 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

KitchenFamilyNearby

4.99 out of 5 average rating, 187 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

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

FamilyIndoor spacesWalkability

4.85 out of 5 average rating, 109 reviews

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

KitchenFamilyAccess

Guesthouse in Mississauga

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.

4.89 out of 5 average rating, 114 reviews

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

KitchenIndoor spacesLong stay

4.92 out of 5 average rating, 120 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 spacesKitchenQuiet

Cabin in Whitchurch-Stouffville

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.

4.99 out of 5 average rating, 144 reviews

Lakefront getaway for two on Musselman's Lake

Indoor spacesFamilySkiing

4.89 out of 5 average rating, 118 reviews

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)

FamilyKitchenCheckout

Family- and pet-friendly home rentals

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.

4.84 out of 5 average rating, 104 reviews

Modern Private 2br Unit Minutes Walk to Yonge St

KitchenFamilyWalkability

Bungalow in Richmond Hill

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.

4.83 out of 5 average rating, 206 reviews

BRANDNEW BASEMENT 2BEDROOM 2BATHROOM FULLY LOADED

FamilyIndoor spacesCondition

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.

4.87 out of 5 average rating, 109 reviews

Beautiful 2BD basement unit in Richmond Hill

KitchenFamilyGetting around

4.82 out of 5 average rating, 127 reviews

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

KitchenFamilyComfort

4.89 out of 5 average rating, 142 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

FamilyKitchenWalkability

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.

4.96 out of 5 average rating, 113 reviews

Tranquil Ambience with a Private Washroom

Indoor spacesKitchenAmenities

4.89 out of 5 average rating, 521 reviews

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

4.98 out of 5 average rating, 359 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

Indoor spacesKitchenBathroom

Family-friendly home rentals with a pool

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.

4.97 out of 5 average rating, 498 reviews

Four season glamping dome under the stars

FamilyKitchenHeating

5.0 out of 5 average rating, 205 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

KitchenFamilyAccess

4.96 out of 5 average rating, 120 reviews

Home in Erin Mills

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

Indoor spacesFamilyBarbecue

Guest suite in Scarborough

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.

4.9 out of 5 average rating, 145 reviews

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

Indoor spacesFamilyBarbecue

4.81 out of 5 average rating, 118 reviews

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

KitchenIndoor spacesComfort

4.67 out of 5 average rating, 9 reviews

Condo in Richmond Hill

Warm, spacious condominium with a view!

KitchenBathroomCleanliness

5.0 out of 5 average rating, 4 reviews

Home in Thornhill

Tranquil Estate Retreat | Pool, Pond on 3 Acres

FamilyIndoor spacesQuiet