Family-friendly vacation 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, 154 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

KitchenFamilyQuiet

4.97 out of 5 average rating, 118 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 spacesValue

A comfortable living area is shown, featuring a grey sofa bed and a modern television displaying a streaming service. A dining table with white chairs is positioned nearby, and an area rug offers a soft touch underfoot. A game table is visible in the background.

4.94 out of 5 average rating, 104 reviews

cozy private 1BDguest suite1queenbed+Sofa bed+crib

Enjoy easy access to everything from this perfectly located home base in Richmondhill Downtown . Our space offers one bedroom with a new brand queen sized bed with a sleep country new mattress.plus a new brand sofa bed (in living room), one floor mattress walking steps to centinneal community Center (850m, swimming pool) , parks, supermarkets and restaurants. It’s closed to go station(1 kms). Easy access to Walmart (3kms),winners,Dollarama(1kms ) and no frills(2.5kms), Costco.Hillcrest mall

FamilyIndoor spacesCheck-in

4.95 out of 5 average rating, 165 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.

Indoor spacesKitchenTV

4.97 out of 5 average rating, 208 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

Indoor spacesKitchenLaundry

4.91 out of 5 average rating, 150 reviews

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

FamilyIndoor spacesNearby

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.

4.88 out of 5 average rating, 198 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

Indoor spacesKitchenWifi

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, 443 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.

KitchenIndoor spacesQuiet

4.92 out of 5 average rating, 253 reviews

King Bed! 2 Parking! 55"TV! Side Entr! Private!

Enjoy total privacy in Richmond Hill’s Historic Heritage district! This suite features a private side-door entrance and a massive King Bed. A rare highlight is the dedicated massage room for relaxation. This bright lower-level retreat includes a 55” Smart TV (Netflix/YouTube), fast WiFi, a kitchen with a big fridge, and openable windows for fresh air. Steps from restaurants, cafés, and transit, with 2 FREE parking spots. A private sanctuary in a prime spot. Book your stay!

KitchenFamilyNearby

4.78 out of 5 average rating, 117 reviews

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.

Indoor spacesFamilyTV

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, 112 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.

Indoor spacesFamilyTV

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.

4.93 out of 5 average rating, 107 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!

KitchenIndoor spacesLaundry

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

4.99 out of 5 average rating, 185 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

Indoor spacesKitchenBathroom

4.92 out of 5 average rating, 118 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!

KitchenIndoor spacesPets

4.86 out of 5 average rating, 108 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

Indoor spacesFamilyHospitality

4.86 out of 5 average rating, 140 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

KitchenFamilyGrill

4.9 out of 5 average rating, 114 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)

FamilyIndoor spacesWalkability

5 out of 5 average rating, 142 reviews

The exterior of a two-story home is displayed, featuring a brick facade and large windows. A well-maintained lawn surrounds a decorative fountain at the front. Two garage doors are visible on the left, with flower pots adorning the window ledges and entrance area.

Guest suite in Newmarket

Bed of Roses Airbnb. Hot tub! 45 mins N of Toronto

KitchenIndoor spacesCheckout

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, 140 reviews

Lakefront getaway for two on Musselman's Lake

Indoor spacesKitchenView

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

FamilyKitchenValue

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 353 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

FamilyKitchenBreakfast

4.9 out of 5 average rating, 266 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

Indoor spacesFamilyAccess

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, 111 reviews

Tranquil Ambience with a Private Washroom

KitchenIndoor spacesComfort

An open living area features a stylish fireplace, a yellow sectional sofa, and a modern TV unit. The kitchen includes sleek cabinetry and stainless steel appliances. Soft lighting and neutral tones create a bright and inviting design, complemented by a plush area rug underfoot.

4.96 out of 5 average rating, 76 reviews

Newly Renovated Bright Suit with Free Parking

Indoor spacesKitchenView

4.89 out of 5 average rating, 141 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

FamilyKitchenValue

4.83 out of 5 average rating, 121 reviews

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

FamilyKitchenBackyard

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.

4.87 out of 5 average rating, 31 reviews

5-Star Designer Home | 3BD + Theme LOFT

KitchenIndoor spacesAccuracy

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.

4.83 out of 5 average rating, 102 reviews

Modern Private 2br Unit Minutes Walk to Yonge St

Indoor spacesKitchenPets

Family-friendly home rentals with a pool

5 out of 5 average rating, 36 reviews

Apartment in King City

The King's Rest

FamilyIndoor spacesHospitality

5 out of 5 average rating, 203 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

Indoor spacesFamilyHot tub

4.96 out of 5 average rating, 97 reviews

The living area features a comfortable gray sofa adorned with decorative pillows, complemented by a sleek coffee table. A large black screen provides an entertainment option, while a floor lamp offers additional lighting. Expansive windows frame outdoor views, illuminating the space with natural light.

Condo in Unionville

Cozy Suite in DT Markham Core

Indoor spacesKitchenLong stay

4.96 out of 5 average rating, 119 reviews

Home in Erin Mills

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

FamilyIndoor spacesPool

4.67 out of 5 average rating, 9 reviews

Condo in Richmond Hill

Warm, spacious condominium with a view!

KitchenNearbyWalkability

5 out of 5 average rating, 158 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

FamilyKitchenBathroom

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, 496 reviews

Four season glamping dome under the stars

Indoor spacesKitchenQuiet

A spacious living area features a modern sofa contrasting with warm wood flooring. Large glass doors invite natural light and provide access to a balcony, while a low table displays decorative items. A serene view of the outdoors complements the bright atmosphere.