House holiday rentals in Yorkville, Old Toronto

4.91 out of 5 average rating, 32 reviews

Home in Yorkville

Office | Chef Kitchen | 2 Fireplaces | 4 floors

Tucked away on a tranquil street in Yorkville , this 19th-century gem places you steps from the city's most exclusive dining, shopping, and art galleries. Meticulously renovated, you'll enjoy high-end finishes --a Wolf range, Miele appliances, deep soaker tub and custom furniture. The spacious layout features 1 bedroom per floor for ultimate privacy. The home office ensures effortless remote work. When it's time to close your laptop, unwind on 1 of 3 patios, savoring serene city skyline views.

4.95 out of 5 average rating, 109 reviews

Home in Scarborough

Modern Custom Home w/ Pool, Games & Parking

Welcome to our brand new, luxury modrn unit located in a quiet, family-friendly neighborhood only min from HWY401,407,DVP, TTC & countless amenities! Newly & lovingly modern space with luxury finishes throughout. Enjoy comfortable living quarters, brand new kitchen appliances, bright rooms, large windows, a dedicated workspace, in-unit washer/dryer, free WIFI, Netflix, Prime & free parking. This upscale oasis is truly the perfect space for business travelers, young professionals & couples alike!

4.94 out of 5 average rating, 562 reviews

Comfy Oasis In Historic Downtown Neighborhood

According to Airbnb, we are "One of the most beloved homes on Airbnb". Now in the top 5% of all listings on AIRBNB. Superhosts for 9 years! This renovated guest house features an open-plan kitchen, a spiral staircase to a beautiful and open loft suite, with custom furniture and decorating accessories (1 bed + 1 sofabed). Enjoy the beautiful garden in the summer, and sip any of the more than 15 different complimentary teas and coffees we offer. This guest house is FULLY equipped.

4.99 out of 5 average rating, 148 reviews

Home in The Beaches

Heated Pool-tub Open 365 Days

Welcome to the Toronto Beach. We are right next to the lake and have a HEATED private pool and spa that are both open year round. Explore local shops on the high street and swim, kayak (provided), volleyball, basketball and tennis courts right beside us. In winter, an outdoor ice rink (skates provided), cross-country ski trails, and lots of walking to be had. We decorate for the holidays, and the house has a real wood burning fireplace. **note quiet hours are 11:00 pm to 7:00AM

4.99 out of 5 average rating, 221 reviews

Stylish 1870s Home near Distillery District & Old Toronto

“Rated a Top 10 listing by BlogTO and frequently featured as a must-stay in Toronto. Love thoughtful details? You’ll find them here in this stylishly remodeled 1870s rowhouse. Start your day at St. Lawrence Market, wander through the pedestrian-friendly Distillery District, and explore nearby cafés, restaurants, and bars. In the evening, retreat to the plush, charcoal-hued bedroom and drift off under the glow of a tiered Restoration chandelier. The perfect Toronto stay awaits.”

5 out of 5 average rating, 42 reviews

Luxury House In Historic Downtown Neighbourhood

Make yourself at home - Big bright and airy rooms, with warm woods, soft lighting and cozy textiles. I spared no expense making my home feel luxurious. Walk to brunch, cute shops, and coffee. Stroll south to the Distillery District or northwest to Bloor Street shops in Yorkville. Two blocks to Park Snacks @ Riverdale Park West & Riverdale Farm - a free city farm with animals. Bike share. Easy Streetcar and TTC Subway nearby. Trails & walking paths - You'll love staying here!

5 out of 5 average rating, 28 reviews

Home in Leslieville

Stunning Designer Home Toronto + Free Parking

Welcome! Our professionally decorated, bright and spacious 2+1 BR 2.5 BA home with 3 outdoor areas + parking in the perfect Leslieville location! Steps from popular restaurants, cafés, brunch, bars & mins from parks & beach! Right off Queen St E with convenient access to transit or short bike ride into the city. NY Times called Leslieville one of Toronto's hippest places to dine, drink, shop and live! This home is for you if want a stunning & cozy place to stay for a while.

4.87 out of 5 average rating, 38 reviews

4 Bedroom Downtown Home Toronto

Experience contemporary luxury in Downtown Toronto with this new upscale residence. Offering 4 bedrooms and 3.5 bathrooms, this home boasts elegance and convenience. Nestled among restaurants, bars, and transit options, it features premium finishes, an open-concept layout, a private backyard, and two rooftop terraces with city views. Enjoy modern living with high-speed internet, office space, and Smart TVs. A TTC subway station nearby ensures seamless connectivity.

5 out of 5 average rating, 18 reviews

Upscale 4BR - 3 min walk to Subway - Downtown

Our space is located in the heart of downtown Toronto and close to all major attractions. The unit is perfect for international visitors, families, and business travellers. About the unit: ➜ Located 3 minute walk from Wellesley subway station ➜ Close to dining, groceries, pharmacies, and entertainment, Yorkville & Eaton Centre ➜ Keyless 24HR self check-in ➜ Over 2500 ft² / 85m² of space ➜ Walk score of 99 - Excellent! ➜ Transit score of 98 - Excellent!

4.92 out of 5 average rating, 106 reviews

The Robert House: Masterpiece in Harbord Village

The Robert House is a beautiful stylish home in the heart of the city. Located just south of the Annex neighbourhood, east of Toronto’s Little Italy and a stone’s throw from Kensington Market and Chinatown. Enjoy this remarkable home - steps to subway, landmarks, parks, markets, cafes, restaurants, bars & shops. You will remember your stay in this bright & spacious 3+1 bed, 2.5 bath with soaring 10 foot ceilings and high-end finishings.

4.93 out of 5 average rating, 122 reviews

Artist's Lovely Cabbagetown Century Home Downtown

Bring the past back to life in this re-imagined vintage space. The heritage Arts and Crafts residence features original finishes, architectural brick masonry, Georgia pine floors, a shaded walled private courtyard garden, and a cedar deck. This peaceful home is a quaint gem filled with the artist's original works, culture and history. Hi speed Wi-Fi, and premium cable to ensure you'll feel right at home.