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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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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, 117 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.

Guest favourite
The serene backyard features a stone pathway surrounded by lush green landscaping and autumn foliage. The three-floor home is set back, with large windows illuminated in warm light, enhancing the natural beauty of the evening atmosphere.
Home in Yonge-Eglinton
4.93 out of 5 average rating, 28 reviews

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.

Top Guest favourite
Condo in Davisville Village
5 out of 5 average rating, 38 reviews

City Gem at Yonge & Eglinton | Parking | Central

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

Top Guest favourite
The living room contains a comfortable gray sofa adorned with decorative pillows and a low coffee table. A large smart TV is positioned on a stand, while a light-filled window provides views of the neighborhood. Green plants add a touch of nature to the space.
Guest suite in Davisville Village
5 out of 5 average rating, 44 reviews

Perfect Midtown Pied-à-terre

Welcome to our cozy Midtown home! You have the entire main floor suite where you can relax and recharge. Enjoy the open plan living room with smart TV, dining nook, and full-size, fully equipped kitchen. Two bedrooms, one with a queen-sized bed and walk-in closet and one with a desk and double-size sofa bed, make this a perfect live/work space. You're in a neighbourhood with restaurants, grocery stores, pubs, bars, shopping, parks, and a movie theatre - all within 15 minutes' walking distance.

Top Guest favourite
A spacious studio is showcased, featuring a comfortable brown sofa beside a light-colored area rug. A sleek kitchen island with modern bar stools offers a casual dining space. Shelving units and a bed area contribute to the open layout, illuminated by recessed ceiling lights.
Guesthouse in Bathurst Manor
4.95 out of 5 average rating, 42 reviews

A Hidden Jewel in North York

Cozy, bright, furnished basement studio with high ceilings and private entrance—ideal for short-term visitors at Bathurst Manor area. This place includes a small kitchen, in-suite washer/dryer, full bath, TV, and Bell 5G internet. Netflix and Prime streaming available. Great location: 10 min to Hwy 401, groceries, restaurants, and easy access to Subway, Downtown, Pearson Airport, and and a 5-min ride to Rogers Stadium . Quiet, smoke-free, pet-free home. Sheppard & Bathurst intersection.

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
4.97 out of 5 average rating, 113 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 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, 40 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.

Guest favourite
A modern dining area is highlighted by a wooden table accompanied by four metal stools. Above, a stylish light fixture with multiple bulbs adds warmth to the space. A spacious living area with large windows can be seen in the background, offering an abundance of natural light.
Condo in North Toronto
4.81 out of 5 average rating, 69 reviews

Luxury Midtown Condo with Pool and Gym, Parking

We are hosting guests in this property for more than 2 years, however we had to create a new listing to comply with city regulations. You can find all of our reviews in our old listing: https://www.airbnb.ca/hosting/listings/editor/53566665/view-your-space Enjoy a stylish experience at this centrally located, large, and elegant unit in a brand new condominium with magnificent views. Free parking + pool gym + hot tub. This 1 bedroom + Den unit is located in the heart of midtown Toronto.

Top Guest favourite
An inviting living area is showcased with a modern design. A large wall-mounted television is displayed above a sleek, electric fireplace. A cozy sofa, accented with patterned cushions, faces a simple coffee table. Natural light floods in through wide windows, highlighting the tasteful decor.
Home in Bridle Path-Sunnybrook-York Mills
5 out of 5 average rating, 55 reviews

Newly Renovated House Sunnybrook Toronto-3parkings

Welcome to our beautiful renovated retreat, nestled in the heart of a vibrant neighborhood of Toronto! This charming 2 bedrooms, 1.5 bathrooms the whole house offers the comfort and style for your stay in the safe area. Conveniently located, easy access to downtown and is within walking distance of transit, restaurants, shops, parks, and pubs. Outside, the backyard offers a peaceful escape, with free front yard parkings .Guests will have full and private access to the whole house.

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, 157 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 bright bedroom features a queen-sized bed with soft linens, set against a large window that allows natural light to fill the space. A round mirror hangs on the wall above a sleek dresser, and a small plant adds a touch of greenery.
Condo in North Toronto
4.85 out of 5 average rating, 120 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
A comfortable living room is showcased with a gray sofa and a glass coffee table. A flat-screen TV is placed on a low black stand. Natural light filters through the partially closed blinds, creating a warm atmosphere. An artwork adorns the wall, adding a touch of elegance.
Condo in North Toronto
4.99 out of 5 average rating, 76 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

Popular amenities for Midtown holiday rentals

When is the best time to visit Midtown?

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Avg. price$144 NZD$140 NZD$146 NZD$159 NZD$168 NZD$189 NZD$192 NZD$194 NZD$185 NZD$179 NZD$185 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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