Family-friendly vacation rentals in Scarborough

4.94 out of 5 average rating, 111 reviews

A modern living area features a deep blue accent wall with geometric designs. A comfortable brown sofa faces a sleek coffee table, complemented by a nearby dining set. Large windows provide a bright view of the outdoors, allowing ample natural light to enter the space.

Condo in Scarborough

Spacious Luxury Condo w. Free Parking in Toronto!

Welcome To Tranquility in Toronto! A Sun-Filled Home with an Amazing View nestled beside a Toronto Golf Course! Walking distance to Walmart, grocery stores, Shoppers Drug Mart, LCBO/Beer Store and many restaurants. Highway and public transit within proximity to get you anywhere you need in the city! 55 inch TV in living room, along with 42 inch TV in the bedroom - both chromecast ready for all your favorite shows! Highspeed fibre optic internet also available for the duration of your stay!

Indoor spacesFamilyAccess

4.86 out of 5 average rating, 141 reviews

A cozy living area features a plush sectional sofa facing a flat-screen TV. Natural light filters through two large windows adorned with sheer curtains. A small armchair and a coffee table sit nearby, enhancing the comfortable space for relaxation or entertainment.

Home in Markham

New 3BR House, Free Parking, Family & Business

Welcome to your cozy home in Markham/Toronto East -bright, fully furnished 3 bedroom house designed for family comfort, and longer stays. Whether you’re visiting for family, work, or a peaceful break, you’ll find everything you need to settle in easily. - 2 comfortable workstations - Toddler-friendly: crib, high chairs, games - 2 parking spots (garage, driveway) - Close to stores, restaurants, parks, HWY 7/407/401, 15 min drive to Unionville and Toronto Zoo, downtown Toronto 30-40 min drive

Indoor spacesKitchenWifi

A bright living room is highlighted by large windows covered with shutters, allowing natural light to fill the space. A modern chandelier suspends from the ceiling, and a flat-screen TV is mounted on a stone wall. Comfortable seating includes a blue sofa and two yellow chairs, surrounding a glass coffee table.

4.92 out of 5 average rating, 101 reviews

Urban Haven | Entire Main floor | Indoor Parking

"Elysian Urban Haven" is a luxurious residence designed to cater to various categories of travelers, promising an extraordinary experience in the heart of midtown Toronto. This exquisite residence features three bedrooms, two washrooms, and a full kitchen, equipped with top-of-the-line appliances, ceramic countertops. The location is truly a gem with easy access to major highways and downtown. Whether guests plan to explore the city or attend important meetings, this ensures convenience.

KitchenFamilyParking

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.

5.0 out of 5 average rating, 121 reviews

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.

FamilyKitchenAmenities

4.92 out of 5 average rating, 217 reviews

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.

FamilyKitchenQuiet

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.

4.88 out of 5 average rating, 112 reviews

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

Enjoy this beautiful, 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. Fast Fibre Internet. Parking for multiple vehicles. EV Charger.

Indoor spacesFamilyValue

4.99 out of 5 average rating, 124 reviews

An expansive yard is showcased with a well-maintained lawn surrounding a pool. Two storage sheds are seen in the distance, and a wooden deck is positioned to the right, bordered by a paved area. Towering trees provide a natural backdrop.

Home in Scarborough

Top 1% Clean | 3BR 2BA Suite | 10m to TPASC & Zoo

Enjoy a clean, spacious, and highly rated 3-bedroom suite in a quiet Toronto neighbourhood—perfect for families, wedding guests, and small groups. ⚽ Convenient access to Toronto World Cup events and stadium area via GO Train 🛏 Comfortably sleeps up to 6 guests, 🚗Free parking for up to 4 vehicles 🔑 Easy self-check-in with smart lock ~~This bright garden-level suite features a private entrance, large windows, and abundant natural light. Access is via a short flight of stairs.~~

Indoor spacesKitchenCheckout

4.78 out of 5 average rating, 245 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

Located in Rouge National Urban Park, steps from a beautiful lake and beach(Note:beach was temporarily closed by government now).Enjoy hiking, kayaking, biking, and fishing nearby. Close to Toronto Zoo, Seaton Trail, highways, restaurants, shopping malls, and Rouge Hill GO Station. Bright ground-level suite with a private entrance, kitchen, dining area, TV, bathroom, and queen bedroom. Includes Wi-Fi and laundry. Perfect for a peaceful and convenient stay!

FamilyKitchenLayout

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 !

KitchenFamilyView

Guesthouse in Scarborough

A charming coach house is framed by lush greenery and flowering plants. A stone pathway leads to the entrance, flanked by potted plants. Outdoor seating areas feature vibrant blue fabrics, and a grill is positioned on the left, offering a welcoming outdoor space.

4.96 out of 5 average rating, 136 reviews

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.

KitchenFamilyHiking

4.93 out of 5 average rating, 70 reviews

A charming exterior of a spacious home is showcased, featuring a blend of stone and wood accents. Neatly trimmed hedges line a stone pathway that leads to the entrance. The well-maintained landscaping is complemented by a driveway and a garage.

Home in Scarborough

Private Pool Lakeview House

Enjoy a memorable visit when you stay in this unique place. Absolutely stunning waterfront cozy home near the Toronto bluffs beach. This is a gorgeous place in a classy neighbourhood with everything you need. Private pool and spacious yard with extraordinary views. Walking distance to the beach, Go transit, restaurants, grocery, pharmacy and more. You'll love it!

KitchenFamilyAccess

4.9 out of 5 average rating, 119 reviews

A spacious bed is featured with a dark decorative runner, complemented by two patterned pillows. Fresh white towels are neatly placed at the foot of the bed. A bedside table is visible, equipped with a remote control.

Home in Markham

Brand New 2B2B Basement Suite

Welcome to our spacious 2-bedroom, 2-bath basement suite with a private entrance. It’s clean and bright! You have the whole space to yourself. Parking is free on our driveway. This suite is located in a quiet neighborhood in the heart of Markham, minutes drive to supermarkets, restaurants, Costco, Markville Mall, and Pacific Mall.

FamilyIndoor spacesQuiet

Popular amenities for Scarborough family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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.

4.85 out of 5 average rating, 109 reviews

Toronto Pool Retreat

KitchenIndoor spacesHot tub

4.88 out of 5 average rating, 820 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!

KitchenIndoor spacesHiking

4.89 out of 5 average rating, 119 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 spacesLayout

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

KitchenFamilyAir conditioning

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.

4.93 out of 5 average rating, 121 reviews

Luxury Downtown Condo For 4 (CN Tower Views)

KitchenFamilyTV

4.98 out of 5 average rating, 103 reviews

An outdoor deck area features a hot tub beside a modern stainless steel barbecue grill. The warm wooden flooring is complemented by surrounding greenery, providing a natural setting for relaxation and outdoor cooking.

Home in East York

Hot Tub + Trampoline | Fun Backyard Escape

KitchenIndoor spacesLaundry

4.93 out of 5 average rating, 105 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

FamilyKitchenNearby

Apartment in Downtown Toronto

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, 179 reviews

Canadiana Downtown Condo w/King Bed + Free Parking

Indoor spacesKitchenCheck-in

Family- and pet-friendly home rentals

4.89 out of 5 average rating, 136 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 *

FamilyIndoor spacesParks

4.86 out of 5 average rating, 140 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.

Indoor spacesKitchenPets

4.86 out of 5 average rating, 115 reviews

A sandy beach is depicted under a clear blue sky, featuring a small lifeguard station with a red roof positioned to the right. Colorful beach chairs are arranged in a row, with calm waters stretching into the distance.

Apartment in The Beaches

Cute retro beach flat

KitchenFamilyTV

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

FamilyKitchenLayout

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

KitchenIndoor spacesSleep quality

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.

4.99 out of 5 average rating, 151 reviews

Private Bright "Beach Hill" Lower Guest Suite

KitchenIndoor spacesBackyard

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

Indoor spacesKitchenCleanliness

4.93 out of 5 average rating, 262 reviews

A cozy living area is presented with a grey sofa adorned with yellow cushions. A large TV is mounted on the wall, facing a white coffee table on a textured rug. A colorful abstract painting decorates one wall, complemented by a small indoor plant.

Apartment in Pickering

Lower Unit - Central location

KitchenIndoor spacesBeach

Family-friendly home rentals with a pool

Apartment in Downtown Toronto

4.92 out of 5 average rating, 159 reviews

Stunning Skyline View Condo, Steps to CN Tower

KitchenFamilyAccess

A modern living area is highlighted by large windows offering views of the outside. A spacious sectional sofa is complemented by decorative cushions. A sleek kitchen island with stone countertops provides ample space, and a dining area is visible, accented by natural light.

4.89 out of 5 average rating, 114 reviews

3BR Penthouse with Panoramic Views + Large Terrace

KitchenIndoor spacesCondition

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.

4.93 out of 5 average rating, 123 reviews

Stylish 1BR on Toronto’s Harbourfront

Indoor spacesFamilyAccess

A comfortable living area is highlighted by a plush sofa adorned with decorative pillows. A sleek television is positioned on a wooden media console, while a vibrant area rug adds warmth. Large windows offer natural light and views of the cityscape.

4.99 out of 5 average rating, 180 reviews

Artsy and Comfy Home with a View

KitchenFamilyHot tub

The kitchen features modern appliances and a sleek countertop, while a dining table with six chairs occupies the central space. A vibrant artwork adorns the wall, and large windows provide a view of the cityscape, letting in natural light.

4.95 out of 5 average rating, 152 reviews

“Amazing 2 Bedrooms Condo” in Downtown Toronto”

FamilyIndoor spacesAmenities

Apartment in Downtown Toronto

4.93 out of 5 average rating, 105 reviews

Private Cozy Downtown Condo

FamilyKitchenComfort

A modern living area features a dark couch adorned with decorative pillows, positioned beside a glass coffee table. A stylish bookshelf occupies the wall, displaying plants and decorative objects. A large flat-screen TV is mounted on the wall, enhancing the entertainment options.

4.95 out of 5 average rating, 159 reviews

Lakeside Condo /Pool/ Walking Trail/Parking/CNE

FamilyIndoor spacesNearby