
Holiday rentals with outdoor seating in Rosedale
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Rosedale
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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.

Mid-town T.O. getaway - conveniently located
Bright and spacious lower guest suite for singles or couples. Very safe family neighbourhood, close to public transit (TTC), restaurants, theatres, Sunnybrook Hospital for medical staff or patient visitors. Queen-size bed, couch, TV (with Netflix, AppleTV, Prime Video, no cable), private full kitchen and bathroom. All towels and linens provided. Shared laundry machine. 12 min walk to Yonge St. and Subway, 2 min walk to bus stop (6 mins to Yonge by bus), 25 mins from downtown on public transit

Large & Loungy Private 2 Bedroom - Private Suite
Private Suite Separate Entrance. Large Loungy Private 2 bedrooms, living room, kitchen with hot plate fridge, dining area, bathroom, laundry room, EXCLUSIVE FOR GUESTS ONLY NO SHARED SPACES. A newly renovated and beautiful space. Luxurious linens and extra soft towels, dining and living room are open concept, and are available exclusively for guests - no shared spaces. Coffee - Tea bar area, books, magazines & board games. Full size washer & dryer. Free Private Parking in driveway. EV charger

Perfect Midtown Pied-à-terre
Welcome to our cozy Midtown home! You have the entire main floor suite where you can relax and recharge. Enjoy the open plan living room with smart TV, dining nook, and full-size, fully equipped kitchen. Two bedrooms, one with a queen-sized bed and walk-in closet and one with a desk and double-size sofa bed, make this a perfect live/work space. You're in a neighbourhood with restaurants, grocery stores, pubs, bars, shopping, parks, and a movie theatre - all within 15 minutes' walking distance.

Bright Two Story Loft, Downtown TO, FREE Parking
Enjoy a STYLISH experience at Andre's CENTRALLY located home. A statuesque highrise tower with attached suites & lofts. This is your urban address overlooking a European style park, a short walk to the University of Toronto, Metropolitan University and Yorkville. Located in the heart of the city, steps from transit and grocery stores. Minutes from the financial and entertainment districts. A short walk to the Village and its nightlife. You'll have Toronto at your feet. FREE PARKING for 1 car!

4 BR, 3BA Modern Toronto Home | Espresso, Music
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!

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.

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.

Stunning Historic Upscale Toronto Home
Stunning Victorian home w/ huge windows (very bright) & 10 foot ceilings. 1300 SQ feet + basement. Located in prime upscale Summerhill district. Toronto skyline views. Walking distance to Toronto's finest: - 10 mins to Bloor Street (Toronto's 5th avenue) which boasts many designer boutiques, restaurants and galleries' - 2 mins to Summerhill subway station - 2 mins to wine bars, coffee shops and a variety of upscale restaurants - 2 mins to parks - 5 mins to ravine walks

Year-Round Heated Pool & Hot Tub Family Oasis
Enjoy your own private, year-round heated pool and spa just steps from the lake. Kayaks, volleyball, tennis, and basketball gear are ready for you whenever adventure calls - and when winter arrives, lace up your skates or explore nearby ski trails. Inside, a gourmet kitchen, wood-burning fireplace, and four inviting bedrooms offer a cozy retreat for your entire group. The pool and hot tub are heated to a comfortable 87–102°F, every single day of the year.

Stylish 1870s Home near Distillery District & Old Toronto
Named a Top 10 Toronto stay by BlogTO, this beautifully restored 1870s rowhouse blends historic charm with modern refinement. Thoughtfully designed throughout, it’s steps from St. Lawrence Market, the Distillery District, 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

Heritage House all to Yourself! 1BR 3BA 2 Liv Rms
Beautiful detached heritage home on tree lined street in downtown Toronto. Wellesley Subway half block away. 1 bedroom w/ensuite, formal dining room, living room, kitchen w/breakfast room, separate TV room, and about a gajillion books to read :) We also have no hidden cleaning fees (don’t you hate those??) and our house keeper takes care of sheets, towels, garbage, cleaning etc when you leave.
Popular amenities for Rosedale outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Luxe Private Family Home Near Downtown Toronto

Modern Comfort near Casa Loma

Newly Renovated House Sunnybrook Toronto 3parkings

Designer 6 Bedroom Sanctuary in Davisville

Cozy One Bedroom Retreat

Prestigious Private Forest Hill Estate

Luxury Haven in Little Tibet

Chic 3-Bedroom Escape | Artful Elegance & Comfort
Apartment rentals with outdoor seating

Luxury CN Tower and Lake View Penthouse Sleeps 10

Highland Condo Downtown Toronto

Spacious Riverdale One Bedroom Garden Suite

Cute Private Apartment near University of Toronto

Downtown Condo With a View! - Casa di Leo

The Fort York Flat

Toronto's Perfect View Apartment

Condo in Heart of Mississauga
Condo rentals with outdoor seating

Bright & Stylish 1 Bedroom Condo in King West

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

Beautiful Petit Gem Ap. In Downtown! Walk Anywhere

Lux Spacious 3 Beds w CN Tower View (Free Parking)

The Penty: Luxurious Penthouse with Pool, Hot Tub

Unwind on the Private Terrace of a Downtown Oasis

Chic 1 Bed DT Toronto w/ Parking & Balcony

Spacious 2 BRs + 2 Bath - Heart of City- VIDEO
Quick stats about holiday rentals with outdoor seating in Rosedale

Total holiday rentals
Explore 20 holiday rentals in Rosedale

Nightly prices starting at
Rosedale holiday rentals start at $87 NZD per night before taxes and fees

Verified guest reviews
Over 750 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Rosedale holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Apartment rentals Rosedale
- Family-friendly rentals Rosedale
- Rentals with a washing machine and dryer Rosedale
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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
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- BMO Field
- Toronto Zoo
- Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Toronto City Hall
- Casino Niagara
- Rouge National Urban Park




