Vacation rentals in Midtown Toronto, Old Toronto

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Top-rated vacation rentals in Midtown Toronto, Old Toronto

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Guest favorite

Guest suite in Davisville Village

4.9 out of 5 average rating, 279 reviews

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

Guest favorite

Guest suite in East York

4.86 out of 5 average rating, 151 reviews

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.

Guest favorite

Guest suite in York

4.96 out of 5 average rating, 133 reviews

Midtown Mid-Mod

Bright, clean and spacious lower-level guest suite located in Mid-Town’s trendy St. Clair West neighbourhood. Our suite is best suited for adults who want to explore the city and take in the sites, business travelers who want privacy and a comfortable workspace or families visiting relatives. We offer the amenities you’d need and some you wouldn’t expect. Mid-mod inspired bedroom with Queen bed makes for a great place to rest your head after a visiting one of our many trendy local restaurants.

Guest favorite

Home in Midtown

4.96 out of 5 average rating, 110 reviews

Amazing 1BR Suite Near Downtown!

A private one bedroom luxury basement suite in popular Wychwood has it all: amazing kitchen; open living area with oversized sofa - watch Netflix or cable on the wide-screen TV; dine at a reclaimed wood table; sleep great on a queen size Sealy Posturepedic mattress in the bedroom, 8ft ceilings, private entrance; new washer/dryer! Public transit is steps away. Visit famous Wychwood Barns or shop on St. Clair West - less than 10 min walking. High speed unlimited wifi, premium cable TV, and more!

Guest favorite

Guest suite in Toronto

5 out of 5 average rating, 23 reviews

Bedford Park 1BD Suite/Separate Entrance

Our Beautiful Home is conveniently located in thought after neighbourhood of Bedford Park in Mid town Toronto. Close to Downtown. Easy access to both TTC bus /200m/2 min walk and Subway Lawrence/Yonge lines /1km/12 min walk. Easy walking distance to great restaurants and coffee shops, upscale Pusateris gourmet grocery store within 2min walk. Large parks and ravines nearby, family-friendly activities. You will be staying in lower floor of the house. Ceiling height is 12Ft. Full size windows.

Guest favorite

Guest suite in York

4.92 out of 5 average rating, 110 reviews

A cozy suite in transit friendly Corso Italia.

A newly, hotel inspired, renovated cozy basement suite in the transit-friendly neighbourhood of Corso Italia. The suite includes an open-concept living, kitchenette, high-speed internet and everything you need for a perfect stay in Toronto. Less than a 10 minute walk from a variety of restaurants, a park, and shops on St. Claire avenue. With public transportation steps away( 1 minute to a bus stop), it's a perfect base for exploring the neighbourhood and the city. Parking is available!

Guest favorite

Home in Midtown

4.94 out of 5 average rating, 36 reviews

Your Own Castle Near Casa Loma

This charming one bedroom, one bathroom townhouse is located in a quiet mid-town neighbourhood with convenient public transit, tasty restaurants, eclectic cafes and close proximity to downtown Toronto. A 10 minute walk takes you to Toronto's only castle, Casa Loma. Enjoy your own majestic experience with cherry wood floors, a fireplace for the winter and air con in the summer. Relax on the spacious roof top patio and pamper yourself with a soak in the clawfoot bathtub - Live Like Royalty!

Guest favorite

Home in North York

4.9 out of 5 average rating, 156 reviews

Uptown Separate Bright Suite ( Free Parking )

Great private and quiet bright furnished basement suite(just 6 steps under street level) with separate entrance in a classy and safe Bedford Park neighborhood in central Toronto,12 min walk to Lawrence subway station,2 min to bus station,3 min to Loblaws(best Canadian grocery store), 2 min walk to Yonge street with shops, bars and the best restaurants ,18 min drive to Pearson int airport and tennis courts nearby. Our place is perfect for couples, solo adventurers and business travelers.

Guest favorite

Condo in Davisville Village

4.93 out of 5 average rating, 252 reviews

SpectacularPenthouse VIEWS/ POOL /free Parking

Sparkling clean, lovely Penthouse Unit with panoramic city view. Lots of amenities, great neighbourhood. The building is 2 mins from subway-which leads you to Downtown Toronto- in ten minutes. Lots of amazing restaurants and pubs in the area for your enjoyment and entertainment. There is a gym, salt water pool and sauna on the 4th floor and 24 hour security; a secured parking garage with a spot for guests to park free; and there is additional paid public parking in the underground.

Guest favorite

Rental unit in Davisville Village

4.94 out of 5 average rating, 124 reviews

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.

Guest favorite

Condo in Downtown Toronto

4.91 out of 5 average rating, 144 reviews

Boutique condo in Annex - near everything

Enjoy a stylish experience at this centrally located boutique building. In the heart of the Annex. Easy walking to city landmarks - ROM, U of T, Yorkville, Queen’s Park, Hospitals, AGO, Queen West, Casa Loma. Next to major transit station. Great for exploring the city for a couple days, a weekend or more. Workspace in the unit and more in the building. Perfect for residency, work abroad, school program, work trip and vacation. Limited parking available upon request only.

Guest favorite

Guesthouse in Midtown

5 out of 5 average rating, 40 reviews

Cozy Retreat on Chaplin

Welcome to our brand new cozy basement suite! This charming space offers a comfortable retreat for your stay. With a private entrance and all the essentials provided, including a comfy bed, a living area , workstation and a clean bathroom, you'll feel right at home. Conveniently located near attractions and amenities, it's the perfect spot for your next getaway. Come relax and make yourself at home in our lovely basement suite!