Family-friendly holiday rentals in North York

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.

*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

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.

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

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE, this private loft includes your own sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

Designer Sunset view unit | sleep 4 | free parking

Enjoy a stylish experience at this centrally located brand new place. ⭐️ Amazing and spacious 1 Bedroom (queen size bed) ⭐️ Queen size sofa bed/pull out couch (can sleep 2) ⭐️ Big 3 piece bathroom with tub. ⭐️ High floor with unobstructed sunset view of Toronto ⭐️ huge balcony with seatings (chairs and tables) ⭐️ In unit laundry ⭐️ 2-4 minutes Walking distance to Metro and public transit (North York station) ⭐️ surrounded by many restaurants and bar ⭐️ 1 indoor parking in garage

Spa Retreat | Sauna & Cold Plunge | Subway to FIFA

FIFA 2026 host city. 10-min walk to Sheppard-Yonge Station — subway to Downtown & BMO Field in less than an hour. After a day out exploring, come home to your own 24/7 hot tub, cold plunge, sauna & steam room. Not a hotel perk. Yours every night. This is quiet, park-facing North York. Spotless. Queen bed + pullout sofa sleeps 4. Fully stocked kitchen, welcome snacks, private balcony, free parking, in-suite laundry, and baby-friendly. Toronto's energy. None of the chaos.

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!

Bright Mid-Mod Stay

Stylish 2BR walk-up basement suite in uptown Willowdale! Mid-century modern charm with vibrant decor, natural light, and cozy comfort. Features 2 baths, a kitchenette, laundry, a fireplace, WiFi, TV, and free parking. Pet-friendly with backyard access. Just a 15-min walk to the subway, 2 mins to the bus, restaurants & groceries. Quiet, safe neighbourhood—perfect for solo travellers & professionals. Just peace, style, & sweet city access.