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Holiday houses in Midtown

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Midtown

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

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Guest favourite
Apartment in Forest Hill North
5 out of 5 average rating, 6 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, 115 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 living space features large windows allowing natural light, with city views in the background. Comfortable seating arrangements include a grey sofa and an armchair. A wooden dining table with four chairs occupies the center, alongside a decorative plant enhancing the ambiance.
Condo in North Toronto
5 out of 5 average rating, 30 reviews

5-Star 2BR/2BA with Pool & Gym | Yonge & Eglinton

Welcome to your high-floor stylish 2-bedroom, 2-bathroom condo in the heart of Toronto! Now accepting bookings through December. Enjoy the indoor pool, gym, hot tub, sauna, steam room, and one free parking spot. Loblaws is downstairs, and GoodLife is across the street. Cafes, restaurants, and parks are within a 2-minute walk. The subway is steps away. The unit includes fast Wi-Fi, Netflix, full kitchen, and in-suite laundry — perfect for work trips, weekend getaways, or extended stays.

Superhost
The modern kitchen features sleek cabinetry and stainless-steel appliances, including a microwave and oven. A spacious island provides seating and workspace. The living area includes a sectional sofa and a coffee table, with large windows allowing natural light to fill the space.
Hotel room in Church-Wellesley
4.77 out of 5 average rating, 146 reviews

Town Inn Suites

Discover your urban retreat in this spacious 500-square-foot room in downtown Toronto, just a short walk from Yorkville. This suite features a king size bed, fully equipped kitchen, ideal for meals, along with a separate living area filled with natural light and a cozy dining space. Enjoy the privacy of a separate bedroom and a well-appointed bathroom. This is the perfect place for extended stays, just a 5-minute walk to the Yonge-Bloor subway station—ideal for exploring the city!

Guest favourite
A cozy living space is highlighted by a flat-screen television on a light wood media console. An armchair and a small side table are positioned nearby, with a floor lamp providing soft illumination. Natural light enters through a small window, complementing the neutral wall color.
Guest suite in Parkview Hills
4.96 out of 5 average rating, 69 reviews

Fabulous home in Toronto

Welcome Home! We are delighted to open our doors and hearts to you, inviting you to experience a stay that combines the warmth of home with the luxury of a dreamy getaway. Nestled in the heart of Toronto/East York, our charming basement apartment offers a unique blend of modern convenience and homely comfort. Whether you are traveling for business, planning a romantic escape, or embarking on a family adventure, our carefully curated space is designed to cater to all your needs.

Top Guest favourite
A stylish living room is filled with various plants and natural light. A comfortable sofa is flanked by two chairs, with a small coffee table in front. A large artwork is displayed on the wall, and a decorative rug is laid on the floor.
Apartment in Annex
5 out of 5 average rating, 42 reviews

Grande Victorian Retreat

Enjoy a stylish, luxury experience at this centrally located apartment on the main floor of a Victorian home. Walking distance to CasaLoma, Royal Ontario Museum, University of Toronto, Yorkville Village Shopping! Only a 2 minute walk to the TTC. The space Living Room: Smart TV and High-speed internet. Bedroom: Queen-sized bed, large walk-in closet, Smart TV. Kitchen: Fully-stocked to make your extended stay feel like home. Bathroom: Large walk-in shower, Washer dryer unit.

Top Guest favourite
The living area is furnished with a gray sofa facing a black coffee table and wall-mounted flat-screen TV. Large sliding glass doors allow natural light and provide access to a balcony. A bedroom is visible in the background, showcasing a neatly made bed.
Condo in Yorkdale
5 out of 5 average rating, 13 reviews

Luxury Condo w. Pool @ Yorkdale, Free Parking!

No 3rd party booking! No parties! No visitors staying overnight! ARRIVING W/ EXTRA GUEST WILL GET CHARGED DOUBLE! Smokers are not welcome! Designer one-bedroom plus den condo with Alexa smart home and lighting control. Features a queen pillow-top bed, dedicated office, fully equipped kitchen, Keurig coffee, spa shower, and soaker tub. Includes 1Gbps high-speed WiFi and smart TV. 5-min drive to Yorkdale Mall, Lawrence West Subway, 20-min drive to downtown or the airport.

A modern living area showcases a plush sofa with red and neutral accents. A wooden coffee table sits in the center, complemented by a vibrant piece of wall art. The open layout connects to the dining area and kitchen, enhancing the spacious feel.
Condo in Davisville Village
4.85 out of 5 average rating, 34 reviews

Modern Luxury condo 2B+2B at Yonge and Eglinton

Welcome to our modern 2-bedroom, 2-bathroom apartment with a den in Midtown Toronto - an ideal space for remote work. Stylish and well-equipped, it offers a comfortable home office setup, high speed Bell Fibe Wi-Fi, and easy access to the vibrant city. Perfect for professionals, couples, young families. Enjoy the best urban living with the convenience of a cozy retreat. Fully furnished with two queen size beds, marble kitchen table, large oak wood office desk

Guest favourite
A light-filled living area features a comfortable sofa and a bright yellow accent chair. A wall-mounted TV displays the Netflix logo. Large windows provide views of a balcony and the surrounding area. A dining table and kitchenette are visible in the background.
Condo in North Toronto
4.95 out of 5 average rating, 19 reviews

Stylish Condo-Yonge & Eglinton/Midtown Toronto

Stay in the heart of Midtown Toronto! This bright, modern condo is steps from Eglinton Station, groceries, shops, and restaurants. Enjoy a sleek kitchen with stone counters and stainless steel appliances, ensuite bathrooms, and a private balcony with city views. Relax with resort-style amenities: indoor pool, hot tub, sauna, gym, BBQ patio, and a Zen garden. Perfect for business or leisure—comfort, style, and convenience all in one place.

Top Guest favourite
A modern dining area features a glass table surrounded by two plush chairs with soft, muted upholstery. A large floor lamp illuminates the space, while a decorative vase with dried flowers adds an element of style. Floor-to-ceiling windows offer views of the exterior.
Apartment in Yonge-Eglinton
5 out of 5 average rating, 28 reviews

Luxury City Vacation Getaway

Hello fellow travellers! This spacious condo will be your dream home away from home! It’s in a prime location in Toronto, right on the Yonge line! Fabulous attractions and activities are either a few steps or a short subway ride away. The kitchen is fully stocked, and the washer, dryer and dishwasher are all available for use. Please don’t hesitate to reach out with any questions! We look forward to hosting your stay!

Top Guest favourite
Condo in North Toronto
4.96 out of 5 average rating, 24 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.

Top Guest favourite
A bright living area features a spacious seating arrangement, a glass coffee table, and a dining table with chairs. In the corner, a kitchenette showcases a mini fridge and compact appliances. Light pours in through large windows, enhancing the neutral palette of the room.
Guest suite in Davisville Village
4.92 out of 5 average rating, 65 reviews

Cozy Walkout Suite in Midtown

Our walkout suite in the heart of midtown is a cozy place to spend a night and explore what Toronto has to offer. 7-12 minutes walk to subway station, 10 min ride to downtown with car. Shops, supermarkets & restaurants at your foot steps. This is a private walkout basement unit and it is self contained. Full kitchen/stove is not included. Your host lives upstairs.

Popular amenities for Midtown holiday rentals

When is the best time to visit Midtown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$144 NZD$141 NZD$146 NZD$160 NZD$168 NZD$189 NZD$189 NZD$194 NZD$193 NZD$180 NZD$186 NZD$158 NZD
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Quick stats about holiday rentals in Midtown

  • Total holiday rentals

    Explore 2,870 holiday rentals in Midtown

  • Verified guest reviews

    Over 75,420 verified reviews to help you choose

  • Family-friendly holiday rentals

    850 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 530 rentals that welcome pets

  • Holiday rentals with a pool

    340 properties feature pools

  • Rentals with dedicated workspaces

    1,530 properties have a dedicated workspace

  • Wi-Fi availability

    2,810 of Midtown holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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 Casa Loma, Royal Ontario Museum, and Christie Pits Park

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