Vacation rentals in Church-Wellesley

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Top-rated vacation rentals in Church-Wellesley

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

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Top guest favorite
A modern kitchen area is presented, featuring sleek cabinetry and stainless-steel appliances. Three bar stools are positioned at the kitchen island, while a cozy living space includes a comfortable sofa and a wooden coffee table atop a plush area rug.
Condo in Downtown Toronto
4.96 out of 5 average rating, 171 reviews

Luxury One Bedroom In The Heart Of DT/Next To SubW

Enjoy a stylish experience at this centrally located place. Super central steps away from Wellesley Subway station. This renovated suite looks right onto Yonge St. With many restaurants and stores right outside the front door everything is within arms reach. Enjoy the cozy living room with a massive flat screen, with a queen size bed and a modern kitchen that is fully stocked for all your needs. Relax on 2 rooftop patios with natural gas BBQ’s and a rooftop gym, subway station next to you

Guest favorite
A comfortable living area features a gray sofa positioned adjacent to a sleek kitchen with modern appliances. Large windows allow natural light to fill the space, showcasing city views through sheer curtains. A small dining table is visible in the foreground, enhancing functionality.
Apartment in Downtown Toronto
4.91 out of 5 average rating, 57 reviews

Cozy Full Unit near UofT+Yorkville+Subway w Views!

PERFECT FOR FIFA 2026 10 minutes to Union Station by subway! This stylish 1BR offers stunning city views and unbeatable convenience—steps from the University of Toronto, Yorkville’s luxury shopping, and the subway for city access. Whether you're visiting family on campus, here for business, enjoying a staycation, or exploring Toronto’s attractions, this space is designed for comfort. Walk to Yonge St.'s best restaurants, Financial District, and Bloor st. Experience Toronto with ease. + Fast Wifi

Guest favorite
An open living space is visible, featuring light-colored walls and wooden flooring. A large moose head mount decorates the wall, adding a unique focal point. Two barstools are positioned at a kitchen counter, with kitchen appliances discreetly arranged in the background.
Condo in Downtown Toronto
4.96 out of 5 average rating, 168 reviews

Beautiful Petit Gem Ap. In Downtown! Walk Anywhere

Welcome to our lovely petit aparment in heart of downtown Toronto! Our place has everything you might need in order to enjoy the city, work remotely and have a great time when the weather outside is not the best! Located right in downtown, you can basically walk anywere fast: Eaton Centre, Dundas Square, U Toronta, etc. Enjoy many of the high end stores located in the area and also some of the best restaurants! The entire place is sensitized using UV lights and COVID 19 cleaning solutions.

Top guest favorite
A bright living area is furnished with a spacious sofa, armchair, and coffee table. A dining table is set for two with a bowl of oranges. Natural light fills the room through large windows, enhancing the neutral tones of the decor.
Condo in Downtown Toronto
5 out of 5 average rating, 56 reviews

Boutique 1BR Downtown | Pool•Hot Tub•Sauna•Parking

Top Guest Favorite — a thoughtfully designed boutique retreat with a calm atmosphere. Just a 7–9 min walk to Wellesley and Sherbourne subway stations for easy access to downtown Toronto. Enjoy a private balcony with skyline views, a full kitchen, in-suite laundry, plus amenities including an outdoor pool, hot tub, sauna, gym, rooftop patio, and complimentary parking. Whether for a weekend getaway, work stay, or a FIFA World Cup match at BMO Field (~25 min by car), this is your city retreat.

Top guest favorite
The exterior of a detached heritage home is showcased, featuring a brick façade and large windows. The entrance is framed by vibrant orange flowers and lush greenery. A yellow awning extends over the front door, adding a cheerful touch to the welcoming ambiance.
Home in Downtown Toronto
4.93 out of 5 average rating, 148 reviews

Entire Heritage House for Two! 1BR 3BA 2 Liv Rms

Beautiful detached heritage home on a quiet, tree-lined street in the heart of downtown Toronto. Wellesley Subway Station is just half a block. We offer one spacious bedroom with ensuite bathroom, formal dining room, living room, modern kitchen with bright breakfast area, and tv room. You’ll also find an extensive library throughout the home — perfect for curling up with a book during your stay. Our pricing is transparent, with a modest cleaning fee and no surprises at checkout :)

Superhost
The image displays a busy urban street scene in downtown Toronto, featuring pedestrians walking along the sidewalk and vehicles navigating the roadway. Tall buildings in the background highlight the vibrant city atmosphere, while a large advertisement is mounted on an adjacent structure.
Condo in Downtown Toronto
4.96 out of 5 average rating, 56 reviews

Million$Views: High-Rise Condo w/Parking

Heart of Downtown Location! Enjoy your stay in a bright & spacious unit with 1 Free Car Parking. Comfortable bedding & floor-to-ceiling windows with skyscraper views. More information: -College Park Location is perfect for exploration with 24/7 transit, Grocery stores, fast food joints & many shops. -Enjoy indoor building amenities such as Gym -1 free parking spot -Please respect the check-in & check-out times. Read the entire description before booking including house rules.

Guest favorite
Apartment in Downtown Toronto
5 out of 5 average rating, 13 reviews

Warm 1BR Suite Steps to Subway City Views!

Elevate your Toronto stay in this sanctuary at the prestigious Teahouse Condos. This modern 1-bedroom suite comfortably sleeps 4 guests, featuring a plush queen bed and a high-quality sofa bed. Experience the perfect blend of Japanese-inspired serenity and urban energy with a private balcony overlooking the skyline, a 55-inch TV, and a chef-ready kitchen. Located steps from the subway and Yonge-Dundas Square, you are at the heart of everything. Note: No free parking on-site.

Top guest favorite
A modern living area is highlighted by a sleek sofa and a glass coffee table atop a zebra-patterned rug. An open layout reveals a kitchen area equipped with contemporary appliances. Art pieces adorn the walls, and a smart TV is mounted for entertainment.
Apartment in Yorkville
5 out of 5 average rating, 83 reviews

The One in Yorkville-Previously Four Seasons Hotel

Our 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.

Guest favorite
Condo in Downtown Toronto
4.97 out of 5 average rating, 31 reviews

Near TTC to FIFA 2026 | Private Balcony & Views

Downtown Toronto condo with a private balcony showcasing panoramic skyline and views. Steps from transit, shopping, dining, and top city attractions. Features a king-size bed, Smart TV, fully equipped kitchen, and in-unit washer and dryer. Ideal for couples, professionals, and extended stays seeking comfort, convenience, and walkable access to everything downtown Toronto has to offer. Secure your stay and experience Toronto during the excitement of FIFA World Cup 2026

Guest favorite
A modern living area features a grey sofa with orange accent pillows and a flat-screen television on a sleek black cabinet. Natural light fills the space through large windows, complemented by potted greenery and a circular dining table with a simple wooden chair.
Apartment in Downtown Toronto
4.9 out of 5 average rating, 58 reviews

Private Balcony, Near CN Tower and Subway

This Toronto one-bedroom features a private balcony with outdoor dining and BBQ grill. Single-level unit with elevator, in-unit washer and dryer, and private entrance. Walk to University of Toronto, Eaton Center, and CN Tower, built for business travelers and urban explorers who want amenities without sacrificing location. Reserve your stay and enjoy easy access to FIFA events and fan zones.

Superhost
Apartment in Downtown Toronto
4.61 out of 5 average rating, 193 reviews

renovated cozy bachelor downtown Toronto

This cozy bachelor apartment is just one block from Church Street, right in the heart of the Village! It features a brand new 10,000 BTU AC unit to keep you cool during the summer. It’s the perfect spot to stay while you’re in town — clean, comfortable, and in an unbeatable location. You’re sure to have a great time!

Superhost
Condo in Downtown Toronto
4.89 out of 5 average rating, 9 reviews

Chic Downtown Hideaway 2B Condo

Escape to this charming and peaceful home, perfect for couples or solo travelers. Enjoy a fully equipped kitchen, comfy queen bed, and a private patio for morning coffee or evening wine. **Ontario sales tax (HST: 13%) is applicable on stays of less than 31 nights. Book for 31 nights or more to be exempt from HST

Popular amenities for Church-Wellesley vacation rentals

Quick stats about vacation rentals in Church-Wellesley

  • Total vacation rentals

    Explore 350 vacation rentals in Church-Wellesley

  • Nightly prices starting at

    Church-Wellesley vacation rentals start at G$2,088 GYD per night before taxes and fees

  • Verified guest reviews

    Over 11,570 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Vacation rentals with a pool

    80 properties feature pools

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wi-Fi availability

    340 of Church-Wellesley vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Church-Wellesley rentals

  • 4.7 Average rating

    Church-Wellesley stays receive an average rating of 4.7 out of 5 from guests

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