Holiday houses in Midtown

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Top-rated holiday rentals in Midtown

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A modern entryway features a sleek bench against a wall, complemented by a large mirror. Natural light fills the space, leading towards an open living area with tall windows and wooden flooring, creating a welcoming transition to the main living space.
Loft in Church-Wellesley
4.74 out of 5 average rating, 155 reviews

Huge 2 Storey Loft W designer furniture and art

This one of a kind penthouse in downtown Toronto has 18ft high ceilings and furnished with designer furniture and art. No parties or loud gatherings are allowed here they will get cancelled. Only 4 people are allowed up to the unit total and is monitored by 24h concierge, they will check in each guest and only allow 4 up. 3 bedrooms one upstairs just a bed 1 king bed and one queen bed upstairs. The couch could sleep 1 ontop as well but is not a bed. Fire place and true luxury art with a 75" TV

Guest favourite
Apartment in Toronto
4.91 out of 5 average rating, 11 reviews

Stylish Loft in Midtown Toronto

This beautifully maintained loft features a modern open-concept layout with high ceilings and large windows that fill the space with natural light. The interior design combines contemporary touches with warm, homey elements to create a truly inviting atmosphere. Each of the two bedrooms is comfortably furnished with cozy beds, high-quality linens, and ample storage space. The updated bathroom is clean and modern, stocked with fresh towels and essentials for your stay. 7 Years Super host in a row

Top Guest favourite
The exterior of the duplex house is shown, featuring a well-maintained front lawn with blooming flowers. The building has a brick façade with large windows framed by vibrant greenery. A small balcony is visible on the upper floor, adorned with potted plants.
Home in Deer Park
4.97 out of 5 average rating, 121 reviews

2-Bedroom House In Deer Park

Welcome to our charming 2-bedroom duplex house nestled in the beautiful Deer Park neighbourhood of Toronto! This cozy Airbnb is the perfect home away from home for your stay in the heart of the city, with subway, shops and parks within 10 minutes' walk. This newly renovated house is on the ground floor of a duplex and boasts an amazing sun-room, beautifully furnished living and dining rooms, a fully equipped modern kitchen and 2 comfortable bedrooms. Parking and laundry is available on request.

Top Guest favourite
A modern suite features a spacious bed with a tufted headboard, complemented by light-colored bedding. A glass partition delineates the living area, which includes a round dining table and comfortable seating beneath large windows. A sleek workspace with a printer is also present.
Condo in Yorkville
4.9 out of 5 average rating, 313 reviews

Luxury Yorkville Escape | Condo in Prime Location

Discover refined living in this beautifully furnished apartment in Yorkville Toronto’s most glamorous & exclusive neighborhood. With new furniture & modern appliances, this space blends comfort with sophistication. Step outside and find yourself surrounded by luxury boutiques, acclaimed restaurants, chic cafes, & world-class art galleries. With Bay subway station just a 3 minute walk away, the entire city is at your fingertips. Elevate your lifestyle in a place where elegance meets convenience.

Guest favourite
A modern kitchen area is showcased with sleek cabinetry and high-end appliances. A dining table with four chairs is positioned beside the kitchen. A large TV sits on a console, complementing the open layout and bright, welcoming atmosphere.
Condo in Yonge-Eglinton
4.91 out of 5 average rating, 70 reviews

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.

Top Guest favourite
A comfortable living area features a spacious sectional couch adorned with orange and white cushions. A dark coffee table is positioned in front, displaying a few decorative items, while a large television is mounted on the wall. Natural light floods through the glass doors leading to the terrace.
Condo in North Toronto
4.98 out of 5 average rating, 121 reviews

Luxury Toronto Condo with Private Terrace & BBQ

Our 2 bed 2 bath condo is located in the heart of midtown Toronto in the Yonge & Eglinton area. The condo is steps away from Eglinton subway station and within walking distance to several shops and restaurants. There is a Loblaws and LCBO located on the main floor of the building. The condo has 24 hour security, underground paid visitor parking, and plenty of street parking nearby. The suite is fully equipped with everything you need and includes a private 300 sq.ft terrace with a BBQ!

Top Guest favourite
A bright bedroom features a spacious bed adorned with plush pillows in pink stripes. Large windows provide stunning views of the cityscape, while dark curtains offer options for privacy and light control.
Condo in Yorkville
4.99 out of 5 average rating, 196 reviews

Admire City Views from Bed at this Chic Apartment

The critics have spoken! This five-star rated, professionally designed unit offers a fresh, functional, and beautifully curated living experience. Every piece of artwork and each accessory has been thoughtfully selected to enhance comfort, style, and positive energy throughout the space. This spacious one-bedroom, one-bathroom suite features a fully equipped kitchen, open living and dining areas, and a versatile den — perfect for working remotely or relaxing after a day in the city.

Guest favourite
A view from the kitchen showcases a modern living space filled with natural light. A granite countertop highlights sleek appliances, while the background reveals a cozy seating area and a large window with city views. A TV and decorative plant enhance the inviting environment.
Condo in North Toronto
4.91 out of 5 average rating, 44 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.

Top Guest favourite
The open-space living area features a large leather sofa facing a flat-screen TV, with a dining table and chairs nearby. A modern kitchen with high-end appliances is visible in the background, complemented by bright, recessed lighting throughout the space.
Apartment in Davisville Village
4.95 out of 5 average rating, 163 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 favourite
A modern living space features a spacious seating area with a gray sofa and a bright orange accent chair. A dining table with plants stands nearby. Natural light floods the room through a glass sliding door leading to a balcony, offering views of the city skyline.
Condo in North Toronto
4.86 out of 5 average rating, 132 reviews

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

1,Welcome to my home in the heart of midtown Toronto in the Yonge & Eglinton area! It sleeps three guests comfortably and is an excellent base for your Toronto adventures! 2,With excellent access to public transportation, you can be in downtown within 15 minutes; you are a 5-minute walk from Eglinton Subway Station, 2 mins from TTC, and within walking distance to tons of shops and restaurants. 3,Loblaws (grocery) & LCBO (liquor) on the main floor of the building.

Top Guest favourite
Condo in North Toronto
4.99 out of 5 average rating, 80 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

Top Guest favourite
Condo in North Toronto
4.97 out of 5 average rating, 39 reviews

1Bd+ Den Cozying Apartment in Midtown Toronto

Cozy one bedroom plus a Den apartment in the heart of midtown Toronto (Yonge & Eglinton). 5 min walk to Eglinton subway Station, 15 min commute to downtown. Free underground parking included. Building amenities include: gym, salt water pool, hot tub, sauna, steam room, outdoor patio + BBQs. There is Loblaws (grocery) and LCBO (liquor) at the main floor with direct access to the building. Great restaurants nearby.

Popular amenities for Midtown holiday rentals

When is the best time to visit Midtown?

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Avg. price$140 NZD$137 NZD$142 NZD$156 NZD$164 NZD$184 NZD$188 NZD$189 NZD$181 NZD$169 NZD$154 NZD$156 NZD
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Quick stats about holiday rentals in Midtown

  • Total holiday rentals

    Explore 2,800 holiday rentals in Midtown

  • Verified guest reviews

    Over 77,630 verified reviews to help you choose

  • Family-friendly holiday rentals

    960 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 570 rentals that welcome pets

  • Holiday rentals with a pool

    350 properties feature pools

  • Rentals with dedicated workspaces

    1,520 properties have a dedicated workspace

  • Wi-Fi availability

    2,770 of Midtown holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Midtown rentals

  • 4.8 Average rating

    Midtown stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Midtown's top spots, include Royal Ontario Museum, Casa Loma, and Evergreen Brick Works

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