Holiday rentals in Midtown

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Top-rated holiday rentals in Midtown

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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
4.96 out of 5 average rating, 112 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 spacious living area features two comfortable sofas positioned around a wooden coffee table. Large windows allow natural light to fill the room, offering views of the city. A sleek kitchen is visible in the background, highlighting modern design and functionality.
Apartment in North Toronto
5 out of 5 average rating, 16 reviews

Modern 2BR/2BA • Breathtaking Views • Parking Spot

✦ Enjoy executive living in this stylish 2-bedroom, 2-bath condo with an open-concept layout and abundant natural light. Relax in the spacious living area with two sofas and a large flat-screen TV. The modern dining area seats four, and the sleek kitchen is fully equipped. The primary bedroom features a king-size bed, and the second offers a cozy queen. Includes in-suite laundry, a dedicated desk, high-speed Wi-Fi, and a large private balcony with stunning panoramic city views. Parking included!

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 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.
Apartment in North Toronto
4.97 out of 5 average rating, 107 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.
Apartment in North Toronto
5 out of 5 average rating, 27 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
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.
Apartment in North Toronto
4.9 out of 5 average rating, 40 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
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, 49 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
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.
Flat in Annex
5 out of 5 average rating, 41 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
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.
Townhouse in Bathurst Manor
4.97 out of 5 average rating, 29 reviews

A Hidden Jewel in North York

Cozy, bright, furnished basement studio with high ceilings and private entrance—ideal for short-term visitors. 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 Downtown, Pearson Airport, and Toronto Convention Centre and a short ride to Rogers Stadium . Quiet, smoke-free, pet-free home. Sheppard & Bathurst

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.
Flat 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
A cozy living room features a red sofa and a decorative black chair on a patterned rug. A television is mounted on the wall opposite a light-colored coffee table, surrounded by natural light from large windows with blinds, creating an inviting space.
Apartment in North Toronto
4.95 out of 5 average rating, 22 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.

Guest favourite
A cozy bedroom is presented, featuring a queen size bed with a light-colored blanket draped across. An art piece adorns the wall above the bed. A small side table stands next to the bed, and a fireplace with a decorative brick surround is visible.
Home in North York
4.91 out of 5 average rating, 100 reviews

Private Midtown Suite 5 min walk to Subway Station

This cozy basement guest suite is located in a safe, family-oriented neighborhood and a 5 minute walk to Glencairn Subway Station connecting you to the hustle and bustle of downtown Toronto in 15-20 min. For drivers, it’s a quick connection to highway 401 with free parking in the driveway. You will appreciate the comfortable queen size bed after a day of exploring. I live upstairs if you should need anything.

Popular amenities for Midtown holiday rentals

Quick stats about holiday rentals in Midtown

  • Total rentals

    2.9K properties

  • Total number of reviews

    75K reviews

  • Family-friendly rentals

    850 properties are a good fit for families

  • Pet-friendly rentals

    530 properties allow pets

  • Rentals with a pool

    340 properties have a pool

  • Rentals with dedicated workspaces

    1.5K properties have a dedicated workspace

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