Family-friendly holiday rentals in North York

Lawrence Park | John Wanless | Cul de Sac Detached

Welcome to our stylish home in one of Toronto’s most desirable and family-friendly neighbourhoods! Situated in the prestigious Bedford Park area, you'll be surrounded by tree-lined streets, upscale homes, and a warm community vibe. Just a short walk to Yonge & Lawrence, enjoy easy access to boutique shopping, gourmet restaurants, cozy cafés, and the Lawrence TTC subway station for quick connections downtown. Garage parking for 2 standard cars included. Perfect for families & business travelers!

Midtown Penthouse - Toronto City Skyline View

Stunning one bedroom penthouse apartment in the heart of midtown Toronto (Yonge & Eglinton). 5 min walk to Eglinton Station, 15 min commute to downtown. Enjoy spacious 10 ft ceilings and a south-facing, fully unobstructed view of the CN Tower / city skyline. Free underground parking included. Building amenities include: gym, salt water pool, hot tub, sauna, steam room, outdoor patio + BBQs. There is Loblaws (grocery) and LCBO (liquor) on the main floor of the building. Great restaurants nearby.

Modern 2BR/2BA • Breathtaking Views • Parking Spot

Enjoy executive living in this stylish 2-bedroom, 2-bath condo with an open-concept layout and abundant natural light. Relax in the spacious living area with two sofas and a large flat-screen TV. The modern dining area seats four, and the sleek kitchen is fully equipped. The primary bedroom features a king-size bed, and the second offers a cozy queen. Includes in-suite laundry, a dedicated desk, high-speed Wi-Fi, and a large private balcony with stunning panoramic city views. Parking included.

*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

Modern 3-bedroom Villa in Toronto (Events & Stays)

Spacious 3-bedroom luxury home in prestigious Willowdale East with 5 beds, sleeping 8 guests. Enjoy a chef’s kitchen, big screen TV, and self check-in via smart lock. Huge backyard features a 20x20 ft deck, BBQ, and unobstructed garden views—perfect for gatherings (fees apply) such as birthdays, Christmas gatherings, baby showers, etc. located near Hwy 401, DVP, shops, parks and restaurants. Modern, stylish, and fully equipped for comfort. Only 5 minute bus drive to Finch Subway station.

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

The Suite at Yonge and Sheppard | 10/10 Walkscore

Experience elevated living at The Suite at Yonge and Sheppard—a serene, renovated stylish house in one of Toronto’s most desirable neighborhoods. This thoughtfully appointed space features an 11’ soaring high ceiling, a sleek kitchenette, in-suite laundry, high-speed Wi-Fi, and a 75” Samsung Frame TV. Just steps from the subway, the city is at your doorstep—no car required (parking available upon request!). Professionally hosted by Lotar and Steph, with care in every detail.

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.

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.