Holiday houses in Midtown Toronto, Old Toronto

5 out of 5 average rating, 14 reviews

Home in Midtown

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.

4.92 out of 5 average rating, 61 reviews

Condo in Yonge-Eglinton

Modern Midtown Toronto Retreat at Yonge & Eg

Welcome to your modern midtown luxury retreat! Brand new high-end skyrise located in the heart of Toronto's vibrant Yonge & Eg neighborhood. Perfect for professionals and families looking for a central location with easy access to anywhere in Toronto. Situated right at the intersection of Yonge & Eglinton with instant access to subway, restaurants, cafes, shopping malls, grocery stores, and public parking. No expense spared as this suite is packed with all the modern amenities & 1-GB WIFI speed.

4.94 out of 5 average rating, 35 reviews

Guest suite in Toronto

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.

Superhost

4.84 out of 5 average rating, 50 reviews

Gorgeous Midtown 2Br/2Ba Condo

Stay at this beautiful 2bed/2bath condo at Yonge & Eglinton - Super prime location in the heart of mid-town! This stunning corner unit has a wrap-around balcony for alfresco breakfast with beautiful city views! Enjoy the access to Loblaws & LCBO from the building! Walk To subway, shopping malls, theaters , bars and restaurants! It's only a 15 min subway to downtown! The building is modern and loaded with amenities including indoor pool, 2-Level gym, sauna. Large discount for long term stay!

5 out of 5 average rating, 15 reviews

Designer Yonge & Eglinton Gem | Parking | 65" TV

This one-of-a-kind Midtown retreat is the perfect haven for business and leisure travelers alike. Crafted by one of Toronto’s most celebrated designers, it showcases high-end Miele appliances, elegant finishes, and striking decor elements. ✓ Hassle-free check-in and 5-star cleaning ✓ 5-minute walk to Eglinton Station for easy transit ✓ Close to Loblaws, Farm Boy, and Shoppers Drug Mart ✓ Free private parking with on-site car wash ✓ Home theatre with 65” Samsung OLED TV and Sonos sound bar

4.93 out of 5 average rating, 268 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.

5 out of 5 average rating, 11 reviews

Modern 1-Bedroom in Midtown TO - 4 min Eglinton ST

Welcome to your ideal retreat in Midtown Toronto 👋🏻 , a sophisticated and inviting stay nestled near the vibrant Eglinton Station (🚶🏻4 min walk). This prime location offers guests unparalleled access to a dynamic neighborhood teeming with exceptional dining, cozy cafés, and a plethora of entertainment options. Whether you’re visiting for business, a weekend getaway, or an extended stay, this stylish rental provides the perfect blend of comfort, convenience, and urban excitement.

Apartment in Davisville Village

4.94 out of 5 average rating, 139 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.

Apartment in Downtown Toronto

5 out of 5 average rating, 48 reviews

The One in Yorkville-Previously Four Seasons Hotel

Our chic apartment in the heart of Yorkville is within a five-minutes-walk to ROM and Gardener museums, University of Toronto, libraries, theatre, bookstore, parks, subway stations, church, Whole Foods, and all retail stores, from Chanel, Dior, Holt Renfrew, to COS, Sephora, and Winners. Nestled among Park Hyatt and Hazelton Hotel, our building was previously the historic Four Seasons Hotel, and the upscale area around it is bustling with cafes, restaurants and art galleries.

4.98 out of 5 average rating, 57 reviews

Midtown Toronto Condo!

This vibrant midtown building is surrounded by diverse dining options, from restaurants to pubs, all within 1-10 minutes’ walk. The subway is just 5 minutes away, offering quick access to Rogers Centre (15 km) and Scotiabank Arena. A nearby bus stop connects you to the rest of the city. Conveniently, the building provides direct access to a Loblaws supermarket and LCBO through the parking garage. Registration number: STR-2406-HTPBPY

Home in Davisville Village

4.97 out of 5 average rating, 62 reviews

Midtown Toronto Home with Free Parking

Make yourself at home in this newly renovated, family-friendly 3-bedroom house in one of Toronto’s top neighborhoods. Enjoy a modern kitchen, open-concept living/dining, laundry, and free parking. Walk to parks, playgrounds, shops, and transit. Easy access to downtown makes it ideal for family vacations, visiting relatives, or work trips. Guest Favorite with consistent 5-star reviews — comfort and convenience await!

4.97 out of 5 average rating, 67 reviews

Apartment in Midtown

Renovated Modern 2 Bedroom Suite w/ City Views

Experience the city like a local in this newly renovated two-bedroom suite. This ample, bright, airy space has beautiful city line views. We are centrally located (steps away from Casa Loma and downtown) with plenty of options for food, drinks, and local shops. The area has excellent walkability and great transit access. 24km from/to Pearson Airport and 6km from/to Billy Bishop Airport

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Popular amenities for Midtown Toronto, Old Toronto holiday rentals

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Pool

Free parking on premises

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Stay near Midtown Toronto, Old Toronto's top sights

University of Toronto32 locals recommend

Toronto Eaton Centre391 locals recommend

Little Italy68 locals recommend

Royal Ontario Museum511 locals recommend

Art Gallery of Ontario354 locals recommend

Casa Loma275 locals recommend

Other great holiday rentals in Midtown Toronto, Old Toronto

Private room in East York

4.97 out of 5 average rating, 91 reviews

Girls Only, Central, Charming

HanaRating, 5 stars4 weeks ago

Beverly's place was perfect for my quick trip! She met me at check in and made sure I had everything I needed for a great stay :)

Private room in North York

5 out of 5 average rating, 8 reviews

Mio - For solo travellers near Finch West Subway

FurtunaRating, 5 stars3 weeks ago

This place is great for solo travelers. The host is great, very proactive and responsive. It’s also convenient.

4.92 out of 5 average rating, 73 reviews

Private room in Toronto

Sunny Comfy Bedroom in Junction

AilísRating, 5 stars1 day ago

MJ is a wonderful host with a lovely home. She was friendly and available with quick responses and clear instructions. The room was clean and comfortable. It is a 10-15 min walk to the subway and the UP train (or you could bus to the stations). I would definitely stay here again!

Superhost

Private room in Midtown

4.89 out of 5 average rating, 66 reviews

Large private room in midtown near subway

TraianRating, 5 stars2 months ago

Great place, clean, quiet - peacefull. definitely recommend.

Superhost

Private room in Yonge-Eglinton

4.88 out of 5 average rating, 64 reviews

Cozy Stay in Midtown TO 2!

FelipeRating, 5 stars1 week ago

Le was a fantastic host — communication was fast, clear, and friendly at all times. The place was exactly as described (if not better), very clean and cozy, and it truly felt like a home. I especially appreciated having a private bathroom and how comfortable everything was. It’s a peaceful, welcoming space, and I would 100% recommend staying here. Thank you, Le!

Private room in Davisville Village

4.97 out of 5 average rating, 34 reviews

Luxury 1 bedroom guest suite

JackieRating, 5 stars1 month ago

Valary and Valantyna have an EXCEPTIONALLY beautiful place. The craftsmanship is second to none (according to my carpenter husband)! The accommodations were cozy and had everything we needed. The location is walkable (@5kms to Dundas square) and is on the subway line which was perfect. Both Valary and Valantyna were so accommodating to us and very friendly; we loved chatting with them! Thanks to both of them for allowing us to be guests in their home away from home!