
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.

Luxe Forest Hill Retreat
Experience luxury in this Forest Hill home by renowned architect Richard Wengle. Featuring 4 spacious bedrooms (1 king, 3 queens) and 3.5 modern bathrooms, including a spa-like tub, it's perfect for families or groups. Enjoy a home gym, PS 5, Disney+, and Prime Video. Free driveway parking 2 SUVs, Tesla charger, towels, and toiletries included. Just a 10-minute walk to public transit & 15 minutes to downtown. Steps from top dining and shopping, this elegant retreat blends style and convenience.

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.

Cute Private Apartment near University of Toronto
This cozy main floor apartment with private walk out patio, located on a quiet street in the beautiful Annex neighbourhood. Free parking Laundry in building Shared backyard 5 minute walk to subway (Christie Station) 5 minute walk to Bloor Street, the restaurants and bars of Korea Town, and historic Christie Pits Park. Walking distance to University of Toronto and George Brown College Casa Loma campus. There are a lot of great restaurants, bars and local grocery stores within a short walk.

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)

Penthouse * Rare * Stunning Views * 2500 sq ft
Be greeted to spacious luxury in the heart of downtown. You'll be surrounded by a tasteful blend of traditional and high end decor - with some pieces dating to early 1900's Europe. Unwind after a long day in the deep soaker tub in front of the fire, while gazing at the city scape just outside the window. Feel at home especially if you desire a chef's kitchen, large and open entertaining spaces with 2 fireplaces, 2 bedrooms, 2.5 bathrooms & private home office. 1 underground parking space incl.

2 level spacious apartment by the lake
Beautiful, newly renovated 1 bedroom apartment in the Beaches neighbourhood of Toronto with free parking. Very spacious, with two levels of living space over the main floor and basement of a three storey century home. Close to Lake Ontario, boardwalk, Woodbine Beach, cycling and walking trails by the lake, and Queen St. The apartment is conveniently located between the Beaches and Leslieville. Getting downtown is very simple, with the Queen streetcar being only a block away from the house.

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.

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!

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.”

Midtown modern 1 bedroom suite
Located in the heart of Midtown, Davisville Village. Very close to public transit, grocery stores and trendy restaurants. New property, modern look, high-end new appliances (incl. washer & dryer), modern comfortable furniture. Highest standards of cleaning, including proper disinfection of all high-touch areas. All kitchen, bathroom and bedroom supplies for comfortable stay provided. On-site parking is available for a separate fee. High-speed Wi-Fi access, Netflix, cable TV.

Spacious Riverdale One Bedroom Garden Suite
This freshly renovated garden suite has everything you need while you enjoy your time in Toronto. Bright and stylishly designed in a classic Toronto Edwardian. The street car is just a few minutes away for a short ride to downtown or the subway. Our guest suite offers a full kitchen, washer and dryer, luxurious bed linens, a Casper queen bed, and a pullout sofa. The private entrance is just five steps down from the shared patio and garden.
Popular amenities for Rosedale outdoor seating rentals
Holiday 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

Comfy Oasis In Historic Downtown Neighborhood

Homely 3BR-4Beds Garden Retreat w/BBQ & Parking

Office | Chef Kitchen | 2 Fireplaces | 4 floors

Chic 3-Bedroom Escape | Artful Elegance & Comfort

NEW! Chic 4BR - Free Parking - 10 Min to Downtown
Apartment rentals with outdoor seating

St Lawrence Market | DT Toronto | Free Parking|Gym

Almost perfect: 78/79 five-star reviews!

Colourful and Quiet in Midtown

Sundrenched 1BR Downtwn Apt-Views & Free O/N Prkng

Condo in Heart of Mississauga

Bright Beaches Apt & Garden

One bedroom vacation rental at The Beaches

Stylish Retreat Near Waterfront + 1 Free Parking
Condo rentals with outdoor seating

Bright & Stylish 1 Bedroom Condo in King West

Beautiful Petit Gem Ap. In Downtown! Walk Anywhere

The Penty: Luxurious Penthouse with Pool, Hot Tub

1 Bedroom Suite - DT Core (Office/Bidet/Balcony)

Hidden gem in Humber bay shores Toronto w/ parking

Luxury Entire Condo At Downtown+parking

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

❤️Hidden Gem fully equipped 2BR w/ free parking
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 $88 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
- Family-friendly rentals Rosedale
- Rentals with a patio Rosedale
- Pet-friendly rentals Rosedale
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- Rentals with a fireplace 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
- Toronto Zoo
- CF Toronto Eaton Centre
- Financial District
- Trinity Bellwoods Park
- BMO Field
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara
- Royal Ontario Museum




