Holiday rentals 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
Apartment 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
A modern living area features a light-colored sofa with plush throw blankets. A low coffee table sits at the center, while large glass doors open to a small balcony. Natural light floods the space, highlighting the soft textures of a dark area rug.
Apartment 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 features a sleek exterior with a combination of wood and green siding. Symmetrical windows offer natural light, while a covered entryway with a wooden deck leads to two separate entrances. Lush greenery surrounds the home, enhancing its private setting.
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
Apartment 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
A rooftop pool area is showcased with a clear blue pool bordered by tiled edges. White lounge chairs are positioned nearby, and covered cabanas line the perimeter. Sky and city views are visible in the background, enhancing the open atmosphere.
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.
Flat 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 modern living area is featured with a sofa positioned beside two small tables. Large floor-to-ceiling windows allow natural light to fill the space, framed by light-colored curtains. The kitchen area is visible to one side, showcasing contemporary appliances and cabinetry.
Apartment 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
Flat 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
Flat 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
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.
Flat 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 £7 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    340 of Church-Wellesley holiday rentals include wifi 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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