Holiday houses in Church-Wellesley

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Top-rated holiday rentals in Church-Wellesley

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

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Guest favourite
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 Church-Wellesley
4.96 out of 5 average rating, 166 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 favourite
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 Church-Wellesley
4.96 out of 5 average rating, 165 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 favourite
A modern two-story cottage is surrounded by lush greenery and trees. The exterior features a combination of natural wood and dark green siding. A covered porch is visible with a personal entrance and outdoor seating. Bicycles are parked nearby, enhancing the outdoor activities available.
Guest suite in Toronto
4.95 out of 5 average rating, 220 reviews

Cozy small newly built Toronto Islands getaway

Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

Top Guest favourite
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 Upper Jarvis
5 out of 5 average rating, 53 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 favourite
Home in Corktown
4.99 out of 5 average rating, 249 reviews

Stylish 1870s Home near Distillery District & Old Toronto

Visiting for fifa? Stop here...Steps from the Distillery District downtown, this Top rated listing is a beautifully restored 1870s row-house (townhouse) that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown also close to St. Lawrence Market, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

Top Guest favourite
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 Church-Wellesley
4.93 out of 5 average rating, 147 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 :)

Guest favourite
The kitchen features modern dark wood cabinetry and a large island with seating. Stainless steel appliances, including a refrigerator and microwave, are present. Light-colored hardwood flooring and large windows provide ample natural light and a view of the private garden.
Loft in Upper Jarvis
4.88 out of 5 average rating, 103 reviews

Modern Downtown Loft with Private Garden

Welcome to this modern and spacious (765 square feet / 71 square meters) one bedroom condo loft in the prestigious Verve Residences and Lofts located minutes away from Yonge & Bloor, Yorkville, the Village, Yonge & Dundas Square, the University of Toronto, two Subway lines and countless other Toronto landmarks, museums and restaurants. This condo loft features luxurious finishes & decor, a king size bed, as well as a rarely found private entrance and garden in the centre of the city.

Guest favourite
A spacious sleeping area is furnished with a large bed covered in a white quilt, accompanied by neatly arranged towels. A desk with a computer is positioned nearby, while a decorative rug adds texture to the polished concrete floor. Exposed brick walls provide a touch of character.
Apartment in Cabbagetown
4.94 out of 5 average rating, 187 reviews

Modern Victorian

Modern stay in a Cabbagetown Victorian. Welcome to our renovated, self-contained basement apartment in the heart of Cabbagetown, Toronto. This chic space is ideal for solo travelers or couples. Our apartment is nestled in the charming Cabbagetown neighborhood, known for its Victorian houses, tree-lined streets, and vibrant atmosphere. Cafes, restaurants, and boutiques are within walking distance, and nearby parks offer tranquil escapes. Book now to experience the best of Toronto.

Guest favourite
A stylish living space features an eye-catching geometric wallpaper, complemented by a contemporary wooden sideboard and a gray sectional sofa. A small round table and a two-person bar table are positioned near large windows that offer expansive city views.
Condo in Yorkville
4.93 out of 5 average rating, 208 reviews

Beautiful 1 Bedroom Yorkville Condo w/ Parking

Pamper yourself with everything Yorkville has to offer with this professionally decorated, NYC inspired condo at the heart of Toronto's most exclusive address with complimentary valet parking. Queen size bed, sofa bed in living room, 2 person bar table, work station and a 55" Smart TV to accommodate all your needs. Contemporary art by local artist throughout with high end furniture and Miele appliances. South facing lake/city views through expansive floor to ceiling windows.

Guest favourite
Apartment in Toronto
5 out of 5 average rating, 6 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.

Superhost
Apartment in Church-Wellesley
4.74 out of 5 average rating, 46 reviews

Urban Gem, 3 Mins to Wellesley Station, Balcony

- Experience comfort and modernity steps from vibrant attractions and eateries., - Enjoy high-speed WiFi, dedicated workspace, and a cozy living area for relaxation., - Access luxurious amenities like a pool, sauna, and gym to unwind after busy days., - Discover nearby parks, museums, and culture in a welcoming neighborhood., - Plan your perfect getaway; book now to explore the best of city living!

Guest favourite
Apartment in Downtown Toronto
4.88 out of 5 average rating, 57 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.

Popular amenities for Church-Wellesley holiday rentals

Quick stats about holiday rentals in Church-Wellesley

  • Total holiday rentals

    Explore 350 holiday rentals in Church-Wellesley

  • Nightly prices starting at

    Church-Wellesley holiday rentals start at $14 AUD per night before taxes and fees

  • Verified guest reviews

    Over 11,570 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Holiday 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 holiday 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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