
Vacation rentals with outdoor seating in Rosedale
Find and book unique accommodations with outdoor seating on Airbnb
Top-rated accommodations with outdoor seating in Rosedale
Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.

Upper Beaches Getaway - Private Suite w/bathroom
Welcome to our beautiful, art and music filled home perched on a hill - like an elegant and artistic treehouse oasis! Unwind in your private, thoughtfully designed suite featuring a modern bathroom and kitchenette. Enjoy coffee or a drink in our charming backyard or stroll to the stunning beaches in 10-15 minutes. A bus at the corner connects you to the subway or streetcar, with easy access to downtown and Toronto's best restaurants. Our friendly miniature dachshund & two cats may greet you too!

Modern 2BR/2BA • Breathtaking Views • Parking Spot
✦ Enjoy executive living in this stylish 2-bedroom, 2-bath condo with an open-concept layout and abundant natural light. Relax in the spacious living area with two sofas and a large flat-screen TV. The modern dining area seats four, and the sleek kitchen is fully equipped. The primary bedroom features a king-size bed, and the second offers a cozy queen. Includes in-suite laundry, a dedicated desk, high-speed Wi-Fi, and a large private balcony with stunning panoramic city views. Parking included!

Chez Chodat - Midtown Leaside near Sunnybrook
This renovated basement suite provides you with a stylish, comfortable living space. Located in historic mid-town Leaside, Chez Chodat offers easy access to Sunnybrook Hospital, the Don Valley trails and a 5 minute walk to popular Bayview & Laird Avenues, offering diverse restaurants and boutique retail stores. Easy access to downtown Toronto by car (15-20 minutes) or via public transportation (40 mins) Free street parking. Ideal for 2 people/Queen bed, pullout in living area is comfy.

Cozy One Bedroom Retreat
Kick back and relax in this calm, stylish home. Cottage feel in the heart of the city! This basement apartment walks out to a lush ravine, next door to a parkette. Newly renovated 1 bedroom with a queen bed and full size kitchen. Right off of one of Toronto’s main highways, walking distance to Greektown (the Danforth) with lively restaurants and bars. TTC access at your doorstep. 15 mins to downtown. 10 min walk to expansive cycling and walking trails through the Toronto Parks system.

King bed, Big kitchen, Free Parking, Central
Welcome to 9 Selby St. Downstairs Apartment. We genuinely hope that you have an enjoyable stay in our home and in our city. We know just how ideal our neighbourhood is for sightseeing, great walks in every direction and convenient stores across the street. One minute from subway/transit -Private apartment with own laundry -Spacious and bright kitchen -Smart tv, working desk, fast Wi-Fi -Cozy living room with a huge TV -Sleeping: Bedroom has luxury King bed, living room has 2 futons (full size)

Greek Town Gem w/Big City Charm
Located in East York just North of the vibrant Danforth District with it's restaurant and unique stores. The home is directly on the bus route with access to the stops directly in front and the Broadview subway within 1 km. The street is active with people and vehicles but turns into a peaceful and safe bedroom community. It is centrally located with access to all the major roads and highways to explore the entire city. If you choose to park the car explore the beauty of Toronto with transit.

4 BR, 3BA Modern Toronto Home | Offices, Espresso
Relax with the whole family at this cozy place to stay in Toronto. Although we are on a quiet tree-lined street, you will be only steps away from all the restaurants, cafes, shops, and bars in Toronto’s Leslieville neighborhood. The house offers 4 bedrooms and 2 fully equipped offices. Perfect for working from home!!! The house includes an incredible dining table, a chef kitchen, and a finished basement with a murphy bed + home theater. You won't find anything else like this ! 2 Car parking!

Private Coach House near the Bluffs
This separate, minimalist, self-contained coach house is a perfect quiet escape for one, and can also intimately accommodate two persons. Wake up in natural light with all the essential home comforts: a premium queen-size mattress, hypoallergenic, 100% cotton linens, a separate bathroom, toiletries and kitchen basics. Nearby options for prepared meals, groceries + delivery. No TV. No extra housekeeping fees. A 20-minute getaway from the downtown core near the lake in the east end.

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.

Toronto Island Cottage
This beautifully furnished, bright, and airy cottage is located just eight minutes south of the city, on the picturesque Toronto Island. This is a unique opportunity to experience all that the islands offer in a stylish setting. Perfect for a staycation or vacation, the cottage is well-equipped with everything you need to make the most of your time. The serene community is accessible only by ferry or water taxi. The view of the Toronto Harbour and skyline is absolutely epic – enjoy!

Newly Renovated House Sunnybrook Toronto 3parkings
Welcome to our beautiful renovated retreat, nestled in the heart of a vibrant neighborhood of Toronto! This charming 2 bedrooms, 1.5 bathrooms the whole house offers the comfort and style for your stay in the safe area. Conveniently located, easy access to downtown and is within walking distance of transit, restaurants, shops, parks, and pubs. Outside, the backyard offers a peaceful escape, with free front yard parkings .Guests will have full and private access to the whole house.

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.”
Popular amenities for Rosedale outdoor seating rentals
House rentals with outdoor seating

Luxe, Family Friendly Oasis in Trendy Leslieville!

Ask re: FALL Specials-Heated Pool-tub Open 365 Day

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

Incredible Modern 2BR Home with Spacious Terrace!

Welcome to Greenhills, a Charming Home w/ Parking

Charming Bungalow in Greektown!

Basement Apartment - New Build!

Urban Oasis: 2-Storey Townhouse with Parking
Apartment rentals with outdoor seating

St Lawrence Market | DT Toronto | Free Parking|Gym

Spacious Riverdale One Bedroom Garden Suite

Your home in Toronto

Charming one bedroom flat in historic Old Toronto

The Fort York Flat

Cute Private Apartment near University of Toronto

Bright, spacious luxury basement apartment

Toronto's Perfect View Apartment
Condo rentals with outdoor seating

Beautiful Petit Gem Ap. In Downtown! Walk Anywhere

Unwind on the Private Terrace of a Downtown Oasis

The Penty: Luxurious Penthouse with Pool, Hot Tub

Hidden gem in Humber bay shores Toronto w/ parking

Stylish Apartment in Toronto - Long term available

Large & Bright 2BR+Den in Midtown w/ Free Parking

Luxurious 1000 sq ft Private Terrace 2 Bed Condo

Stylish 1+1 Corner Suite |Steps to Lake&Downtown
Quick stats about vacation rentals with outdoor seating in Rosedale
Total vacation rentals
Explore 20 vacation rentals in Rosedale
Nightly prices starting at
Rosedale vacation rentals start at $70 CAD per night before taxes and fees
Verified guest reviews
Over 750 verified reviews to help you choose
Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 of Rosedale vacation rentals include wifi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Rosedale rentals
4.9 Average rating
Rosedale stays are highly rated by guests—averaging 4.9 out of 5!
Nearby attractions
Rosedale’s top spots, include Evergreen Brick Works, Bloor–Yonge Station, and Bay Station
Destinations to explore
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- Rentals with outdoor seating Toronto
- Rentals with outdoor seating Ontario
- Rentals with outdoor seating Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Exhibition Place
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- Clifton Hill
- The Danforth Music Hall
- Toronto Zoo
- Harbourfront Centre
- Financial District
- CF Toronto Eaton Centre
- Niagara Falls State Park
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara