
Holiday houses in Old Toronto
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Top-rated holiday rentals in Old Toronto
Guests agree: these stays are highly rated for location, cleanliness and more.

Huge 2 Storey Loft W designer furniture and art
This one of a kind penthouse in downtown Toronto has 18ft high ceilings and furnished with designer furniture and art. No parties or loud gatherings are allowed here they will get cancelled. Only 4 people are allowed up to the unit total and is monitored by 24h concierge, they will check in each guest and only allow 4 up. 3 bedrooms one upstairs just a bed 1 king bed and one queen bed upstairs. The couch could sleep 1 ontop as well but is not a bed. Fire place and true luxury art with a 75" TV

Cozy small newly built Toronto Islands getaway
Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

Luxurious Annex/Yorkville 1300 Sq Ft & Parking
Beautifully appointed, top quality furnishings & amenities , spacious Yorkville/Annex rental. Full 1300 sq foot. apartment located within a Heritage Victorian Brownstone! Exceptionally located, walking distance to subway, restaurants and all the sights! Walk to Casa Loma, Royal Ontario Museum & Yorkville. Parking, Wifi, Chromcast, Fibe TV, Local High Def TV included. Fully equipped gourmet kitchen. Air Conditioned. Digital safe for valuables. Treat yourself to pantry snacks, coffee & tea.

Stylish Home in Downtown Toronto, Walkable area
Discover Toronto from our newly renovated, spacious apartment with a private balcony on Queen Street W! Steps to trendy spots (bars, restaurants, attractions, groceries, LCBO) and easy streetcar access for city exploration. Enjoy morning Nespresso™ coffee with CN Tower views on the balcony. Key Locations: 2 mins walk to Queen St W and Portland St 8 mins walk to King St W and Portland St 13 mins walk to Trinity Bellwoods Park 13 mins walk to Art Gallery of Ontario 10 mins drive to CN Tower

Stunning Skyline View Condo, Steps to CN Tower
Stay in the heart of downtown Toronto in this modern one-bedroom condo just steps from the CN Tower, Rogers Centre, and the waterfront. The unit features a comfortable queen bed in the bedroom and a sofa bed in the living room, perfect for couples or small groups. Enjoy skyline views through floor-to-ceiling windows or relax on the private balcony. The condo includes a full kitchen, smart TV, high-speed Wi-Fi, and in-suite washer and dryer. Guests also have access to a gym and outdoor pool .

Toronto style condo
Welcome to Toronto! This spot is located in a prime location for all your travel needs. Great for a business or leisurely trip. We are located 5 minutes from the Rogers Centre/CN Tower, TIFF, and much more! BTW, Toronto's Nobu is next door! The bathroom is fully equipped, and the kitchen is fully stocked with everything you'd need to cook/bake for your and your family. We are close to public Transportation such as Streetcars & Subways outdoor/ indoor dining in the Entertainment District.

Luxury modern Victorian - private parking included
This recently renovated gem has all of the comforts of home, with a fully appointed kitchen that has everything you need to cook a great meal. Nespresso coffee and a selection of teas are also included. Two Smart TVs and a Bluetooth speaker for entertainment. Two comfortable beds and a spacious spa bathroom will make your stay feel like home. A work remote work set up is available for those who require it. The private backyard includes a gas BBQ and private parking is included.

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.

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 10 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.

Modern Victorian
Modern stay in a Cabbagetown Victorian. Welcome to our renovated, self-contained basement apartment in the heart of Cabbagetown, Toronto. This chic space is ideal for solo travelers or couples. Our apartment is nestled in the charming Cabbagetown neighborhood, known for its Victorian houses, tree-lined streets, and vibrant atmosphere. Cafes, restaurants, and boutiques are within walking distance, and nearby parks offer tranquil escapes. Book now to experience the best of Toronto.

Amazing 2 Storey Loft 3 BED In Central Downtown
This unique 2 storey loft is super stylish and a rare find in downtown Toronto. This two storey loft has amazing 9 foot high ceilings finished fully modern kitchen and bathrooms. This super luxurious loft is perfect for nights out or gatherings. Ottoman in the living room is a pullout as well as the chair upstairs in the bedroom, just inform if you want setup and the air bed in the master upstairs is also a twin Equipped with a balcony.

Stylish 1870s Home near Distillery District & Old Toronto
Steps from the Distillery District this Top 1% listing is a beautifully restored 1870s row-house that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located at the Distillery District, St. Lawrence Market, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits
Popular amenities for Old Toronto holiday rentals
Other great holiday rentals in Old Toronto

Townhome with Private Rooftop Terrace

Cozy modern 1-bedroom suite

Rosedale Garden Suite

The Treehouse

The Wanderly Suite

1200 sq ft Private Space in Heart of Forest Hill

Stunning Historic Upscale Toronto Home

Entire Unit | Walk Everywhere
When is the best time to visit Old Toronto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $147 NZD | $147 NZD | $156 NZD | $166 NZD | $181 NZD | $197 NZD | $205 NZD | $210 NZD | $198 NZD | $183 NZD | $169 NZD | $166 NZD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about holiday rentals in Old Toronto

Total holiday rentals
Explore 16,850 holiday rentals in Old Toronto

Verified guest reviews
Over 538,960 verified reviews to help you choose

Family-friendly holiday rentals
5,610 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 3,230 rentals that welcome pets

Holiday rentals with a pool
2,620 properties feature pools

Rentals with dedicated workspaces
9,230 properties have a dedicated workspace

Wi-Fi availability
16,570 of Old Toronto holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Old Toronto rentals

4.8 Average rating
Old Toronto stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Old Toronto's top spots, include CN Tower, Rogers Centre, and Scotiabank Arena
Destinations to explore
- Rentals with a fire pit Old Toronto
- Private suite rentals Old Toronto
- Rentals with a fireplace Old Toronto
- Rentals with a home theatre Old Toronto
- Beachfront rentals Old Toronto
- Waterfront rentals Old Toronto
- Family-friendly rentals Old Toronto
- Rentals with lake access Old Toronto
- Rentals with an EV charger Old Toronto
- Rentals with an accessible height bed Old Toronto
- Aparthotel rentals Old Toronto
- Bed and breakfasts Old Toronto
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- House rentals Old Toronto
- Serviced apartment rentals Old Toronto
- Condo rentals Old Toronto
- Townhouse rentals Old Toronto
- Rentals with a kayak Old Toronto
- Rentals with a patio Old Toronto
- Rentals with beach access Old Toronto
- Rentals with a hot tub Old Toronto
- Boutique hotels Old Toronto
- Hotel rooms Old Toronto
- Rentals with outdoor seating Old Toronto
- Fitness-friendly rentals Old Toronto
- Rentals with a washing machine and dryer Old Toronto
- Rentals with pools Old Toronto
- Rentals with an accessible height toilet Old Toronto
- Loft rentals Old Toronto
- Rentals with a sauna Old Toronto
- Pet-friendly rentals Old Toronto
- Luxury rentals Old Toronto
- Apartment rentals Old Toronto
- Rentals with breakfast Old Toronto
- Ski-in/ski-out rentals Old Toronto
- Smoking-friendly rentals Old Toronto
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Distillery District
- Harbourfront Centre
- Nike Square One Shopping Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls State Park
- Financial District
- Massey Hall
- Casa Loma
- Downsview Park
- Dufferin Grove Park
- Lakeridge Ski Resort
- Casino Niagara
- Things to do Old Toronto
- Things to do Toronto
- Food and drink Toronto
- Art and culture Toronto
- Nature and outdoors Toronto
- Sightseeing Toronto
- Sports activities Toronto
- Tours Toronto
- Things to do Ontario
- Food and drink Ontario
- Tours Ontario
- Art and culture Ontario
- Nature and outdoors Ontario
- Sightseeing Ontario
- Sports activities Ontario
- Entertainment Ontario
- Things to do Canada
- Art and culture Canada
- Entertainment Canada
- Food and drink Canada
- Sightseeing Canada
- Tours Canada
- Nature and outdoors Canada
- Sports activities Canada




