Pet-friendly holiday rentals in Oakwood Village

Bright and Sunny Two-storey Loft walk to FIFA

Welcome to our two-storey loft in the heart of entertainment! You have the place to yourself, and location strikes the perfect balance of quiet, yet close to the action. Most popular booking reasons: access to concert venues, conference centres, downtown core, waterfront and all professional sports. Work from home is ideal with a dedicated work space. The balcony gets lots of sun light; it's a cozy place to relax, have a drink and read a book. Make yourself at home and enjoy the area!

2-storey Penthouse w/2 parking and lake/city views

Stunning Two-Story Downtown Toronto Penthouse Stay in a luxury high-floor, two-story penthouse in the heart of CityPlace. This spacious condo features 3 bedrooms, 7 beds, and 4 bathrooms, perfect for families or groups. Enjoy beautiful lake and city views and an unbeatable location just steps from the CN Tower, waterfront, Rogers Centre, and top downtown attractions. Bright, modern, and centrally located—this penthouse is the perfect home base for exploring Toronto in comfort and style.

Large Artsy Loft w 30ft Ceilings and Natural Light

Welcome to one of the last surviving historic live/work lofts in the city! Live the Toronto artist's dream in this 1000 sq ft, 30ft ceiling, 3-level, artistic and spacious pad in the Junction Triangle! Enjoy a light-filled space sandwiched between the hippest neighborhoods of Toronto West - with Bloordale, Roncesvailles and Brockton Village as neighbours you’re only steps away from some of the city’s coolest restaurants, coffee shops, vintage and galleries! Right on the UP express line!

Toronto Island Wonderland View

Toronto Islands are a 10 minute ferry ride away from downtown Toronto. Switch from the hustle and bustle of the city to the tranquillity of one of Toronto's most coveted parks. Unique to any other metropolitan city, Toronto Island has limited vehicle access. This car free area boasts 6 kilometres of nature walks, children and pet friendly access to beaches, Centre island amusement park, artist exhibitions, restaurants and even a nude beach. A perfect getway for the hybrid vacationer.

Admire City Views from Bed at this Chic Apartment

The critics have spoken! This five-star rated, professionally designed unit offers a fresh, functional, and beautifully curated living experience. Every piece of artwork and each accessory has been thoughtfully selected to enhance comfort, style, and positive energy throughout the space. This spacious one-bedroom, one-bathroom suite features a fully equipped kitchen, open living and dining areas, and a versatile den — perfect for working remotely or relaxing after a day in the city.

Charming Apartment with Patio in Midtown Toronto

Beautifully renovated 1-bedroom in a quiet, secure building at Oriole Parkway. Features a brand-new kitchen, modern bathroom, fresh paint, and a spacious private patio perfect for relaxing or entertaining. Steps from Yonge & Eglinton, Eglinton Park, cafés, shops, and transit. Enjoy peaceful living with city convenience - ideal for professionals or couples seeking comfort, style, and location in one of Toronto’s best neighbourhoods. 1 parking spot is available at the property.

Spacious Mid Century w/Patio

Adorable Historic Home with Private Patio & BBQ. ♡ 3 bedroom & 1.5 bath (1 King & 2 Queens) ♡ Hotel Inspired Home with Super Fast WIFI ♡ Automated Check in & Check Out ♡ Steps from St. Clair transit line / connects to Subway ♡ 90/100 Walk Score ♡ 100/100 Transit Score ♡ Walking distance to Casa Loma | Rated #1 by BlogTO of Places to Visit in Toronto ♡ Flexible Check in Check out - Message for Details ♡ A/C ♡ Laundry ♡ BBQ & Fully Equipped Kitchen ❤ Book today!

Great Davenport Hillcrest House

A beautiful designer's house on a quiet, kid & pet friendly street that is full of features and charm. Enjoy and discover this central neighbourhood that is accessible to downtown, uptown, or out of town; parks, restaurants, cafes, shopping, cultural centres and Universities & Colleges like UofT & George Brown. Wychwood Arts Barns Farmers Market is one block away. Chef’sStainless Kitchen, Reno’d Bathrooms, Parking, AC, W/D, DW, MW, Jet-bath, Fireplace, RO Water System.

Sleeps 4 • World Cup Ready • Quick Ride to Stadium

Stay comfortably in this spacious Toronto 1-bedroom apartment that sleeps up to 4 guests—perfect for couples, friends, or World Cup visitors. Located in vibrant Corso Italia, you’re just steps from transit with easy access to downtown and stadium events. Enjoy a bright, private upstairs unit with plenty of space to relax after a day exploring the city . This unit comfortably sleeps 2–4 guests. A second queen bed is set up. Parking available for up to 2 vehicles.

Stylish Apartment in Toronto - Long term available

Stay at our modern 1-bdrm in Toronto’s downtown west end. This private apartment in a classic brick home was recently renovated and features a spacious patio for summer evenings. Inside, modern design mixes with eclectic details, plus a full kitchen and laundry. Local transit is just steps away for exploring the city. Note: Guests must have reviews. We cannot host stays with young children (no stair gate, outlet covers, etc.)

Cozy 2 Bed w/Free Parking

Stay in my relaxing two bedroom lower townhome located walking distance to the Junction and St Clair West. The street is quiet and the St Clair street car and Lansdowne bus is 3 min walking distance. You are in the heart of amazing restaurants, bars, coffee shops, parks and bakeries! 20 min from airport and downtown. This space has lots of natural light and storage, and will feel like home from the moment you step in the door!

Backyard Oasis | Hot Tub & Playground

Spacious and family-friendly 4-bedroom home with a private fenced backyard featuring a hot tub, playground, fire pit, and BBQ. Close to downtown Toronto, yet perfect for a relaxing getaway. - Sleeps up to 9 guests - 4 bedrooms, 3 full bathrooms - Free parking and EV charger - Pet-friendly - Crib, high chair, and baby essentials included Need more space? Add our basement suite to accommodate up to 15 guests total.