Family-friendly vacation rentals in Scarborough

4.88 out of 5 average rating, 827 reviews

A cozy living area features a brick fireplace with a warm flame, complemented by soft lighting from decorative lanterns. A coffee table is adorned with candles and a chilled bottle of champagne, while comfortable seating invites relaxation.

Guest suite in Pickering

* HOT TUB* Guest Suite - Minutes to the Beach!

Welcome to the Hidden Gem - Romanic Zen Den! Your separate entrance will lead you to your lower level of the bungalow and is the perfect place to find your inner zen after enjoying the beautiful outdoors of Pickering. Elevate your experience with add-on packages! *there is another guest unit on the main floor. You will hear signs of life from above *9 pm pls no loud noise outside 4 min walk to Beach 12 min Casino 11 min Zoo 7 min Mall/Movies 18 min Thermea Spa 30 min Dwntwn Toronto

KitchenFamilyBeach

4.93 out of 5 average rating, 122 reviews

A bright living space is showcased with comfortable seating and a large wall-mounted TV. A window allows natural light to fill the room, highlighting modern decor elements like framed art. The area is clean and inviting, creating a welcoming atmosphere for guests.

Home in Scarborough

Our Home -3 bedrms, for 1 to 5 to stay

This is the place for your next stay in Toronto. Step into this modern, cozy ground-floor private suite, tastefully adorned and nestled in an upscale neighborhood of Scarborough, Ontario. Whether you're a traveler, student, professional, or just seeking a spot, this is it. Relax alone or with loved ones here. There is a Kitchenette with with a single burner, Air Fryer, Toaster, Kettle, Microwave and BBQ. Please note that host occupies upper level of home and there is no full kitchen avail.

FamilyIndoor spacesQuiet

4.85 out of 5 average rating, 107 reviews

Home in Pickering

Luxury & Stylish 3BD | Chefs Kitchen & Cozy

Discover the charm of our inviting 3-bedroom house in the heart of Pickering's family friendly neighbourhood, West Shore. Featuring a newly renovated luxurious chef's kitchen, comfortable living space, and a tranquil layout, our home offers the perfect blend of relaxation and convenience. With Frenchman's Bay just minutes away, you'll have easy access to the best of the beautiful lake. Convenient Location - Minutes to Go Station, Pickering Town Centre and HWY 401! 25 Min. to UNION STN Via GO

FamilyIndoor spacesCheck-in

Guest suite in Scarborough

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.

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

Enjoy this sun-filled, private suite with a large pool and secluded, fenced yard in a safe, upscale and serene forested neighbourhood where deer and other wildlife are often spotted. A short walk to public transit (TTC, GO Trains), shopping, restaurants, parks and scenic trails to the top of the Bluffs, with breathtaking views of Lake Ontario. Hike down to the waterfront trail to Bluffers Park Beach and Marina. 1063 Mbps Fibre Internet. Parking for multiple vehicles. EV Charger. Pets welcome.

FamilyIndoor spacesWifi

4.89 out of 5 average rating, 114 reviews

4.81 out of 5 average rating, 137 reviews

A cozy living area is presented with a light-colored couch adorned with throw pillows, facing a circular coffee table. Two armchairs are placed on a soft area rug. An accent mirror reflects the space, while a plant adds a touch of greenery to the corner.

Home in Pickering

Family Friendly Basement with Separate Entrance!

Open concept basement apartment (No walls separating rooms) 1 Queen bed and a Futon folds out into a Double bed . Accommodates Family of 4, NOT 4 Adults (2Adults/2children) . Separate entrance/ONE prkg spot. Located in a quiet neighbourhood in Pickering. Family friendly, NO parties/gatherings. Close to public Transit. 5 minutes drive from U Of T (Scarborough) Close to Toronto Zoo, PanAm Center, Go Stn and Hwy- 30 mins to Downtown Toronto. PLEASE read ALL house rules prior to booking.

FamilyIndoor spacesAccuracy

5.0 out of 5 average rating, 125 reviews

A cozy living room is illuminated by natural light, featuring a modular grey sofa with vibrant orange and white accents. A modern gas fireplace provides warmth against a textured wall, while shelves display books and decor. A flat-screen television is mounted above the fireplace.

Home in Toronto

Bright & Spacious 3BR Family Home | Walk to Subway

Stay in a bright & spacious 3 BR home just steps from Coxwell Subway, with direct access to downtown Toronto in 10 minutes. Perfect for families, small groups, or business stays, this home combines space, comfort, and unbeatable transit access in one of Toronto’s best walkable neighbourhoods. This family friendly home is full of natural light and features a spacious kitchen, cozy gas fireplace and a sunroom that opens onto a patio. Unwind in the spa bathroom with a soothing soaker tub.

Indoor spacesKitchenSleep quality

4.87 out of 5 average rating, 142 reviews

A warm living area features a large leather sofa paired with a circular chair. A rustic wooden coffee table is positioned in front. Natural light filters through sheer curtains, illuminating the space with a cozy ambiance. A wood-burning fireplace is framed by vertical wood paneling.

Home in Pickering

Cosy 3-Bedroom Home in Quiet Cul-de-Sac.

Contemporary 3 bed, 2 bath home w/ a European-feel. Centrally located on a low traffic court. Spacious, clean & bright! Featuring a large walk-out family room, high ceilings and wood-burning fireplace. Renovated w/ wood floors throughout. Large sunny west-facing backyard + 6 car-park on the driveway. Enjoy many unique amenities like our chromo-therapy steam room & outdoor Brazilian hammock. Walking distance to strip plaza, restaurants & parks. A comfortable home away from home!

FamilyIndoor spacesCheckout

4.86 out of 5 average rating, 158 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

Escape to a luxury geodesic dome on our scenic farm, nestled at the edge of the forest. Fully equipped with heating, cooling, a private washroom, deck, and hot tub, it’s the perfect blend of comfort and nature. Explore the farm, meet our sheep, chickens, and livestock guardian dog, or hike over 100 acres of connected regional forest. Whether you’re relaxing under the stars or adventuring outdoors, this unique glamping retreat promises an unforgettable experience.

Indoor spacesKitchenHeating

4.87 out of 5 average rating, 178 reviews

A comfortable lounge area features a dark sectional sofa adorned with decorative pillows. A soft ottoman complements the seating arrangement. A lamp provides subtle lighting, while a vase with decorative branches adds a touch of elegance to the space.

Home in Markham

Cozy basement in Markham

Cozy 1 bedroom basement apartment for 2 with separate entrance at the heart of Markham. This accommodation boasts a very central location in Markham. Walking distance to Pacific Mall, 7 minutes drive to Markville Mall, 4 minutes drive to Denison Centre, quick access to Highway 407 and many more. It is also a few steps away from Denison park. Spacious bedroom with queen bed, fully equipped kitchen, lounge with TV, a spacious modern bathroom and dining area.

KitchenFamilyBathroom

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

A Private Luxury Getaway in Toronto’s Most Coveted Neighbourhood Escape to an extraordinary 4-bedroom luxury home in Toronto’s iconic Beaches, where sophisticated design meets relaxed lakeside living. This top 1% rated Airbnb property offers an unforgettable weekend experience—perfect for families, couples, or a curated group of friends seeking both comfort and wow-factor. A year round private heated pool and hot tub are yours to enjoy !

Indoor spacesFamilyPets

Guesthouse in Scarborough

Private Coach House near the Bluffs

This separate, minimalist, self-contained space is a perfect escape for one, and can intimately accommodate two. Wake up in natural light with the essential of home: premium queen mattress, hypoallergenic, 100% cotton linens, private bathroom, toiletries and meal preparation basics. No kitchen. Prepared meals, groceries + delivery close by. No TV. No housekeeping fees. 20-minute getaway from the downtown core, east end near the lake.

FamilyIndoor spacesHeating

4.96 out of 5 average rating, 138 reviews

4.86 out of 5 average rating, 111 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

Spacious and private family home with 5 bedrooms, sleeping up to 10 guests. Enjoy a seasonal pool open May to September (not heated), an all-season hot tub, large backyard, and games area with ping pong, air hockey, and foosball. Includes a fully equipped kitchen, multiple living spaces, and 3.5 bathrooms. Conveniently near Hwy 401, DVP/404, shopping, and supermarkets. Respectful family and group stays only — no parties.

Indoor spacesKitchenGetting around

Popular amenities for Scarborough family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Condo in Downtown Toronto

A comfortable living area is presented with a light-colored sectional sofa and a brown leather armchair. A modern entertainment unit displays a flat-screen television, complemented by framed artwork on the walls. A soft area rug partially covers the wooden floor, enhancing the inviting atmosphere.

Luxury Downtown Condo For 4 (CN Tower Views)

KitchenFamilyCondition

4.94 out of 5 average rating, 130 reviews

4.9 out of 5 average rating, 124 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)

Indoor spacesKitchenPets

4.94 out of 5 average rating, 109 reviews

A spacious back deck features a hot tub and seating area, surrounded by greenery. Large glass doors provide a view into the living room, while a cooking area and dining table are positioned outdoors. A metal container holds beverages, inviting relaxation.

Home in Ajax

Luxury Kitchen/King Beds/Hot Tub Table+Beds for 24

Indoor spacesKitchenOutdoor spaces

Condo in Downtown Toronto

A bright living space showcases a comfortable sofa beside a round glass table. A large TV is mounted on a textured wall. Natural light floods in from floor-to-ceiling windows, revealing city views, while a cozy bedroom is visible through an open doorway.

Stylish 1BR on Toronto’s Harbourfront

FamilyIndoor spacesWalkability

4.93 out of 5 average rating, 126 reviews

A bright bedroom features a spacious bed with striped pillows and a soft, draped throw. Two framed artworks adorn the white wall above the bed. A small plant is positioned next to a bedside table, enhancing the tranquil ambiance of the space.

4.95 out of 5 average rating, 114 reviews

Modern Condo in Downtown Core

KitchenIndoor spacesGetting around

4.94 out of 5 average rating, 108 reviews

Private Cozy Downtown Condo

KitchenIndoor spacesDecor

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.

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

Indoor spacesKitchenOutdoor spaces

4.89 out of 5 average rating, 116 reviews

4.91 out of 5 average rating, 330 reviews

Apartment in The Beaches

Honey House in the Beach City reg# str-2209gvsrvh

FamilyIndoor spacesWalkability

Family- and pet-friendly home rentals

4.86 out of 5 average rating, 138 reviews

A bright sleeping area features a spacious bed adorned with crisp white linens and a soft gray throw. A large wall clock adds a focal point, while light fixtures enhance the ambiance. A small window allows natural light in, complemented by a leafy plant.

Home in Scarborough

* Private Unit: Bright, Spacious Lakeside Suite *

KitchenFamilyLong stay

4.78 out of 5 average rating, 250 reviews

A serene landscape of golden grasses and vibrant trees reflects in calm water. The scene captures a natural environment, inviting contemplation and enjoyment of the surrounding flora and fauna.

Guest suite in Pickering

Muskoka on the City

FamilyKitchenRiver

4.89 out of 5 average rating, 147 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

FamilyIndoor spacesLong stay

4.91 out of 5 average rating, 107 reviews

A swimming pool is featured in a serene outdoor space, surrounded by lush greenery and tall trees. The circular pool is complemented by a stone wall background. A shaded seating area with a table and chairs is nearby, promoting relaxation and enjoyment.

Home in Don Mills

Casa Meya - Toronto Poolhouse Villa

KitchenFamilyBathroom

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.

New Custom-Built | Marble Pool + BBQ | Toronto

Indoor spacesKitchenGrill

4.91 out of 5 average rating, 149 reviews

4.94 out of 5 average rating, 209 reviews

A comfortable sofa in a neutral brown tone is positioned in the living room, complemented by a decorative blanket. In the background, a modern kitchen with bar stools and a light-colored counter is visible, along with a window allowing natural light into the space.

Apartment in Pickering

2 Plush Queen Beds + 1 Sofa-bed - Sleeps 6 - Apt

Indoor spacesKitchenDecor

4.99 out of 5 average rating, 156 reviews

The living area features a gray sofa adorned with decorative cushions, accompanied by a glass coffee table displaying natural accents. A dining table sits nearby, complemented by a piece of vibrant wall art. Soft lighting and polished concrete floors enhance the airy atmosphere.

Home in Toronto

Private Bright "Beach Hill" Lower Guest Suite

Indoor spacesKitchenBiking

4.79 out of 5 average rating, 298 reviews

Guest suite in Pickering

Rouge Basement · Sleeps 6 & Free Parking

KitchenIndoor spacesDecor

Family-friendly home rentals with a pool

4.92 out of 5 average rating, 168 reviews

Skyline Condo | Free Parking | Steps to CN Tower

KitchenIndoor spacesDecor

4.85 out of 5 average rating, 142 reviews

Good Looking Condo Across from CN TOWER & MTCC

Indoor spacesKitchenLocation

4.99 out of 5 average rating, 169 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 spacesFamilyCondition

4.9 out of 5 average rating, 170 reviews

A modern condominium building is showcased from a street view, highlighting two tall, sleek towers with an expansive glass façade. The ground level features a multi-story section with large windows and contemporary architectural elements, set against a clear blue sky.

Condo in Mississauga

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1

Indoor spacesKitchenComfort

4.89 out of 5 average rating, 124 reviews

A spacious open concept living area features light wooden flooring and modern furnishings. The kitchen is equipped with stainless steel appliances and a large island. Natural light floods in through floor-to-ceiling windows, highlighting a stylish area rug with circular patterns and a cozy seating arrangement.

Loft in Downtown Toronto

Modern Downtown Loft with Private Garden

FamilyIndoor spacesWalkability

A round marble dining table is featured in the center, surrounded by wooden chairs. Above hangs a stylish light fixture. A decorative hockey-themed wall art is displayed, reflecting local culture. The open kitchen area includes modern appliances and a neutral color scheme, enhancing the inviting space.

4.92 out of 5 average rating, 185 reviews

Canadiana Downtown Condo w/King Bed + Free Parking

KitchenFamilyAccess

4.96 out of 5 average rating, 123 reviews

Home in Erin Mills

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

KitchenFamilyAir conditioning