Holiday rentals with a fireplace in York

Ossington Rowhouse + Private Garden

Relax with a glass of wine in your own backyard garden at this romantic urban cottage—a 700 sq ft pied-à-terre on two private floors of a designer's 4-level townhouse just off the Ossington strip. This calm oasis is perfect for couples or business trips, with high-speed internet and flexible work spaces. Cook in the fully equipped kitchen, or discover Toronto's best bars and restaurants a few steps from home. Explore the city easily on foot, plus close transit with a stop right at your doorstep.

Loft-Style Private Studio Little Italy/Ossington

From the exposed brick, to original artwork, to massive private bathroom with double vanity, this basement suite in our home has been renovated and decorated to feel like a loft. The double bed is brand new with a 16" mattress sure to deliver an excellent night's sleep. You will find a brand new, 42" smart TV resting on a unique mantlepiece refashioned from an antique upright piano, as well as a kitchenette with convection oven/air fryer, Keurig coffeemaker, and stainless steel mini fridge.

New! Private 1BR in Toronto by Danforth, Sleeps 4

Welcome to our stunning, newly renovated home in Toronto’s Old East York neighborhood, just a two minute walk from trendy Danforth Avenue and Pape Subway Station. This bright and airy, coastal-inspired retreat blends the comfort of home with the soothing simplicity of Maritime charm. This private oasis spans 750 square feet and is ideal for those seeking a peaceful escape in East York, with easy access to the best of Toronto. We'd put our accommodations up against the hotels of Toronto!!!

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.

Bright and Airy Guest Suite with Pool

Large windows, high ceilings, fresh modern decor, cedar sauna, fitness room and backyard pool best describes our Garden Suite. Spoil yourself in everything this space has to offer. Featuring a comfy queen size bed sheeted with luxury cotton and down duvet. A large queen pull-out couch offers space for extra sleepers. Take some time to refine your culinary skills with the well appointed kitchen. Don't overpack, your in-unit washer and dryer will keep your clothes clean.

Backyard Oasis | Hot Tub & Playground | Near DT

Summer in Toronto starts here — a private fenced backyard with an all-season 6-person hot tub, fire pit, BBQ, and a playground the kids won't want to leave. Four bedrooms, three full bathrooms, sleeps 9 comfortably — 15–20 minutes from downtown. Need more space? Add the basement unit for up to 15 guests total. ★ "The backyard is AMAZING!!! The house is super close to the parade and it's walking distance to so many restaurants and shops." — Devon, Caribana 2025

Unique Home in Queen West w Sunroom and Backyard!

Stylish retreat in Toronto’s vibrant Queen West! This unique home features a sun-drenched sunroom, private backyard oasis, cozy bedrooms, and a fully equipped kitchen. Nestled in a trendy neighborhood filled with boutiques, cafes, art, and nightlife. Enjoy fast Wi-Fi, in-unit laundry, and a comfortable living space perfect for relaxing or entertaining. Easy access to transit makes exploring the city a breeze -your perfect home base in Toronto!

FIFA: 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 !

Cherry Blossom House - Overlooking Park

The Gardens Of Wendigo Way are truly unlike any other in the High Park/Bloor West Village Area. This property is on a quiet side street and the home almost sits directly inside High Park. We are tucked away in a valley with a short walk to the gardens ponds zoo and grenadier restaurant. An easy bike ride to the lake. Just steps from Bloor Street and minutes from the core by car. Ideally suited for a family visiting Toronto.

Cheerful Suite · Parking · Subway

A cheerful, one-of-a-kind basement suite bursting with personality in a quiet Swansea neighbourhood. Perfect for tourists, business travellers, and small families with little ones. It's the kind of space that makes you wish you'd booked longer. We live upstairs, go above and beyond, and can even arrange a meal during your stay. Four minutes to Jane subway station. Steps from High Park and the best of Bloor West. Parking included.

Luxury 4BR | World Cup | High Park & Beach

Luxury 4-bed, 4.5-bath home sleeping 8 in Toronto's vibrant west end. Steps from the cafes and restaurants of Roncesvalles Village, 10-min walk to Sunnyside Beach and High Park — Toronto's largest public park. BMO Field (World Cup 2026 venue) is a 30-min walk or quick rideshare away. Glimpses of Lake Ontario from the master terrace. Self check-in, high-end finishes throughout, fast WiFi, dedicated workspace, and pets welcome.

Stylish Private 2BDRM 3BED

This Hidden Gem is conveniently located in central Toronto. 10-15 minutes away from downtown Toronto, shopping malls, Airports, City Attractions, CN Tower, Roger Centre, Canada Wonderland and Scotia Bank Arena. This is a recently renovated 2BDRM. This private and modern space is equipped with Flat panel tvs in each room, Central AC and heat, and a furnished common outdoor bbq and patio area (Summer Use Only)