Family-friendly holiday rentals in North York

Spacious Downtown (midtown) 2bed 2 bath free parki

In the heart of Midtown (close to downtown), this is a modern 2 Bedroom, 2 Bathroom, 900 square foot loft, in a high rise building. My place is perfect for couples, solo adventurers, business travelers, families (with kids), big groups, and furry friends (pets) are welcome too! The condo is in pristine condition with a fully equipped kitchen, living area, two comfy beds, two full piece washrooms and a balcony with all the luxuries and amenities you need. My spot is close to Underground Subway Train Station - Yellow Line, 24/7 Bus Accessible, Yonge Street, 24 hour restaurants, 24 hour grocery store, Bars, Clubs, Restaurants, Movies, Highway 401. There is no shortage of things to do around here. Thank you for considering staying with me during your visit to Toronto. Whether you're coming for business, pleasure, or to visit family, I think you will tremendously enjoy my suite and my neighborhood.

Luxury Toronto Stay | BBQ, Gazebo, Games & Parking

Experience a luxurious stay in one of Toronto's most desirable North York neighborhoods. This spacious 3-bedroom, 2-bath home features a gazebo, BBQ, games room, free parking, high-speed Wi-Fi and stylish living spaces perfect for families, friends, and business travelers. Located near Bathurst & Finch, you're minutes from shopping, restaurants, transit, parks, and major highways, making it easy to explore everything Toronto has to offer while enjoying the comfort of a quiet residential retreat.

6ix Nest: Entire Modern Home - TTC & FREE Parking

Experience this Private, Modern, Cozy, Smart integrated, 2-bed, townhouse that accommodates up to 7, in North Toronto. Beautiful Equipped Kitchen, Dinning and Living room. 2+ Free, secure, parking spots. Walkable, to subway, shops, dining, parks, 24/7 amenities. Your stay includes a balcony/BBQ, family area with reclining couch & a 70” Smart TV, high-speed internet, speakers, and board games, Lower level with full laundry, shower bathroom, main bedroom w/ en-suite, 2nd bedroom and ample storage.

Charming Urban Escape!

Welcome to Your Charming 2-Bedroom Retreat in North York! Experience comfort and convenience in this beautifully appointed 2-bdrm home located on Powell Road. Just steps away from the brand-new Budweiser Stage, and minutes from popular destinations like Home Depot, Costco, and a variety of shops, restaurants, and everyday essentials. Whether you’re here for business or leisure, this cozy and stylish space offers everything you need for a relaxing stay in the city. 7 Years super host in a row!

*New* Modern Home Toronto, 5-min walk to Metro

Step into this modern 2-bed 2.5-bath house for your next cozy yet luxe home away from home! You’ll be located in up-town Toronto. You’re one train away from the CN Tower and the downtown core. You'll be situated close to Pearson Airport, shopping malls, stores, and an array of trendy restaurants. The home is equipped for all your needs, including a full kitchen with all the right appliances, high-speed Wi-Fi, and free parking. My goal is for you to feel at home - when you’re away from home.

The Penty: Luxurious Penthouse with Pool, Hot Tub

Welcome to our modern & luxurious corner penthouse! Stylishly designed with lush greenery and upscale touches, this bright space offers comfort, elegance, and a relaxed tropical vibe. Take in stunning panoramic city views and unwind with premium amenities including an outdoor pool, hot tub, and steam room sauna. Just a 15-min drive to downtown. Public transit at the doorstep. 10-min drive to Rogers Stadium. Perfect for discerning guests seeking an elevated stay in Toronto’s vibrant urban core

Beautiful Modern Home, Heart of Bayview Village

Stay with confidence at a 6-year Airbnb Superhost home known for exceptional cleanliness and care. This bright 3-bedroom, 2-bath unit offers far more space than a typical hotel or condo, plus a private backyard, a rare city retreat to relax, enjoy a morning coffee, or unwind after a day out. Located minutes from Bayview Village, it features up to 2 dedicated parking spots, a comfortable layout, private bedrooms, and inviting living areas, ideal for families, professionals, and longer stays.

Welcome to Greenhills, a Charming Home w/ Parking

Clean Open Concept, Sun-Filled 2 Bedroom main floor home with PARKING; Can sleep up to 4 people. Featuring simple modern décor, queen size beds, big beautiful windows with room darkening curtains, closet storage. Dedicated office desks in bedrooms Full kitchen, with oil, seasoning spices, toaster, hot water kettle, Keurig Coffee Machine and complimentary coffee+tea. Clean bathroom with shampoo+conditioner+body wash+lotion SMART TV 60” Fast internet Wifi Check-In: 3PM Check-Out: 11AM

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.

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!

Luxury 2BR - Subway/Pool/Gym/Sauna + Free Parking

Our space is professionally designed with all new furniture, located in the heart of North York, right above the subway entrance. The unit is perfect for international visitors, families, and business travellers. About the unit: ➜ Located right above Sheppard/Yonge Subway station. ➜ Free secured parking for 1 car ➜ Keyless 24HR self check-in ➜ Over 920 ft² / 85m² of space ➜ Walk score of 98 - Excellent! ➜ Transit score of 100 - Excellent!

New Build Suite Near Yonge St

A condo style basement suite that feels brand new from top to bottom, built for professionals, couples and students who want comfort without compromise. The private, above ground walkout entrance means the whole space feels entirely your own, no shared hallways, no compromise on privacy. Bright, modern, and quiet, just a short walk from Yonge Street near Sheppard, with the subway, cafés, and groceries all within easy reach.