Holiday houses in Oakwood Village

Breathtaking Hot Tub Oasis 6 Guests 3BR 2WR Firepl

Relax and unwind in this downtown Toronto oasis. Trendy St. Clair West is a short 7 minute walk from your doorstep, and offers a wide range of excellent restaurants, bars, cafes, bespoke grocery stores, health food stores and shopping to suit every taste. On Saturdays, make your way to the bustling Wychwood Barns farmer's market for fresh goodies. Need a nature fix? A five minute walk brings you to Cedarvale Park, one of the city's best kept nature preserves. Bus stop located right outside.

Location · Family · Check-in

Renovated 2 Bed lower level apt- free parking

Welcome to this modern 2-bedroom basement apartment located in the vibrant Oakwood Village neighborhood. ideal for couples or small families. Located in one of Toronto’s most accessible pockets, steps from St. Clair Avenue West, featuring streetcar, local cafes, shops, parks, and grocery stores. Nearby amenities include Cedarvale Park, Oakwood Collegiate Institute, and the trendy Eglinton West dining strip, proximity to TTC bus routes, Yorkdale Mall, and easy access to Highway 401 via Allen Road

Location · Heating · Quiet

Free Parking | Transit | Quartz Kitchen | Laundry

Beautifully renovated Toronto home in Corso Italia. Close to downtown and BMO field where FIFA world cup games will be, cafes, and restaurants. This bright, modern space features an open living area, quartz counters and stainless steel appliances, fast Wi-Fi, Smart TV, and in-suite laundry. Located on a quiet residential street with easy access to parks and transit. Perfect for couples, business travelers, or small groups seeking comfort, style, and convenience during their Toronto stay.

Location · Value · Heating

1200 sq ft Private Space in Heart of Forest Hill

* 1200 sq ft of fully private space over 2 storeys * Upstairs: 1 bedroom (king bed), bathroom w/ 2 sinks, TV, desk, laundry * Downstairs: Pull out couch (full/double bed), bathroom w/ shower * 100” TV w/ surround sound Sonos speakers * Full kitchen, high end appliances * FREE parking * Ideal location: Steps from St Clair streetcar, short walk to Line 1 & Line 2 subways, in a famous, quiet neighbourhood in Toronto (Forest Hill), short walk to Spadina Village or shops on Yonge St

Family · Location · Cleanliness

Urban Retreat Steps to Transit, Dining, & Shops

Welcome to your modern urban retreat in Toronto’s vibrant St. Clair West neighborhood! This bright, stylish 1 bedroom apartment sits in a lively area surrounded by cozy cafes, restaurants, local boutiques, and parks. Enjoy being just steps from express transit for quick access downtown or sites across the city. Our space is perfect for business trips, solo travelers, couples, small groups, or families looking for a home base in one of Toronto’s most vibrant neighborhoods!

Value · Family · Kitchen

Charming 4BR for Groups | Parking and Patio

Step into a spacious century home blending historic charm with modern comforts, designed for gathering and relaxation. Comfortably fits 8 guests across four queen bedrooms and two full bathrooms. Steps from the cafés, bakeries, and energy of Corso Italia. A backyard patio with BBQ, bold and vibrant decor throughout, and free parking make this the perfect base for a family reunion, a friends' weekend, or a work trip. Big enough for a group. Comfortable enough to feel at home.

Location · Value · Comfort

Spacious & Vibrant

Stay comfortably in this spacious 2-apartment in vibrant Corso Italia, perfect for couples, friends or small groups of friends. Enjoy a bright and private second-floor unit with plenty of space to relax after exploring Toronto. Step outside to enjoy your private patio, or take advantage of convenient parking. With transit just steps away, you’ll have easy access to downtown, Toronto’s attractions, restaurants, and entertainment. Parking is available for up to 2 vehicles.

Family · Value · Access

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!

Location · Family · Comfort

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.

Value · Location · Condition

Stylish Queen Basement with Free Parking

Stay in this bright and newly updated basement suite in a quiet residential neighbourhood, ideal for solo travellers or couples and comfortably sleeps 3. Relax in the cozy Queen bed, with a sleeper sofa for an extra guest after a day exploring the city. Enjoy Smart TVs, complimentary WiFi, and an in-suite washer and dryer. Easy transit access connects you to downtown, dining, parks, and nearby highlights like Cedarvale Park and Corso Italia. Book your stay today!

Location · Value · Getting around

Casa del Jo | Boho 2BR + Parking + Workspace

☀️ Summer Stays in Toronto! Stylish boho 2BR main-floor suite in a quiet, walkable neighbourhood with easy access to downtown, the Entertainment District, and top Toronto attractions. Relax with fast WiFi, Smart TV, a newly renovated spa-like bathroom, dedicated workspace, and free parking. Featuring cozy king + queen beds, in-suite laundry, and thoughtful touches throughout. Perfect for couples, friends, professionals, remote workers, or longer stays.

Location · Family · Indoor spaces

Lovely Basement Suite

Enjoy your time at my centrally located private apartment. It's a very stylish basement apartment. It has all the amenities of a home with a kitchen, private entrance, laundry,and a full bathroom. It sleeps 4 with 1 double bed and a double pull out sofa bed. There is permit street parking available You will be close to many restaurants,grocery stores,bars etc Only 15 minutes to the downtown core whether by bus,street car, Uber or subway.

Location · Check-in · Comfort