Holiday houses in Church-Wellesley

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Quick stats about holiday rentals in Church-Wellesley

  • Total holiday rentals

    Explore 340 holiday rentals in Church-Wellesley

  • Nightly prices starting at

    Church-Wellesley holiday rentals start at $17 NZD per night before taxes and fees

  • Verified guest reviews

    Over 12,100 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

    70 properties feature pools

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wi-Fi availability

    330 of Church-Wellesley holiday rentals include Wi-Fi access

  • Popular amenities for guests

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

  • 4.8 Average rating

    Church-Wellesley stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated holiday rentals in Church-Wellesley

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

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Top 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 Downtown Toronto
4.96 out of 5 average rating, 181 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
Apartment in Downtown Toronto
4.88 out of 5 average rating, 120 reviews

Spacious boutique condo beside subway station

Located in the heart of Toronto's downtown core, this fabulous 2 bedroom, 2 bathroom condo is bathed in natural light as it features 10-foot ceilings, floor-to-ceiling windows, a cozy gas fireplace, a great kitchen w/ granite counters, and overlooks Yonge St. With a 24/7 concierge-security. Walking distance to many attractions and steps from the Wellesley subway station there is easy access to all over Toronto. We look forward to hosting you in our well kept, stylish and friendly Toronto Condo.

Guest favourite
Condo in Downtown Toronto
4.95 out of 5 average rating, 173 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
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, 151 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 spacious open concept living area features light wooden flooring and modern furnishings. The kitchen is equipped with stainless steel appliances and a large island. Natural light floods in through floor-to-ceiling windows, highlighting a stylish area rug with circular patterns and a cozy seating arrangement.
Loft in Downtown Toronto
4.88 out of 5 average rating, 112 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
Condo in Downtown Toronto
4.81 out of 5 average rating, 57 reviews

Cozy 1 BR @Bloor/Yonge by subway

Experience downtown Toronto at its finest in this bright unit located in a Yorkville condo. Situated across from the prestigious W Hotel, convenience is at your doorstep. Enjoy the upscale shopping of Bloor Street's Mink Mile and the diverse dining options on Yonge Street. The Bloor/Yonge subway station is a short walk away, providing easy access to the rest of Toronto. This unit boasts a 100% walk and transit score. Experience the best of Toronto in this centrally located unit.

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 Downtown Toronto
5 out of 5 average rating, 62 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 visit with family and friends, this is your city retreat.

Guest favourite
Apartment in Yorkville
4.9 out of 5 average rating, 21 reviews

Elegant Yorkville Stay Luxury, Shopping & Dining

Immerse yourself in Toronto’s most prestigious enclave. This sleek 1-bedroom condo in Yorkville comfortably sleeps 4 guests, featuring a plush queen bed and a modern sofa bed. Enjoy a 55-inch TV and a chef-ready, fully stocked kitchen. Located steps from the Mink Mile’s luxury boutiques, the ROM, and top-tier dining, this is the ultimate urban sanctuary. Please note: this unit has no balcony and no on-site parking. Paid public parking is available nearby.

Guest favourite
Condo in Downtown Toronto
4.91 out of 5 average rating, 56 reviews

City Views, Prime Location, Dedicated Workspace

Bay/Wellesley 1-bedroom with a private balcony overlooking the Toronto skyline and Lake Ontario. Pet-friendly with an in-unit washer and dryer. Walk to the University of Toronto, subway, restaurants, and bars. Built for business travelers, students, and extended stays who want comfort and walkable access to the best of downtown Toronto.

Superhost
Apartment in Downtown Toronto
4.62 out of 5 average rating, 196 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
4.94 out of 5 average rating, 36 reviews

City Skyline King Suite Near Eaton Centre

Downtown Toronto condo in the Bay/Wellesley neighbourhood with a private balcony overlooking the city skyline. The unit allows pets and offers elevator access to all floors. Built for professionals, couples, and extended-stay guests who want walkable access to Yorkville, the subway, and downtown restaurants.

Guest favourite
An open living area features modern leather sofas positioned around a dark wooden coffee table. Large windows allow natural light to fill the space, highlighting a cozy fireplace and a decorative plant in the corner. Soft lighting enhances the room's ambiance.
Apartment in Downtown Toronto
4.83 out of 5 average rating, 58 reviews

2 Bed/2 Bath Loft near Wellesley Subway w Parking

Welcome to our spacious and stylish 2 bed/2bath loft located right next to Wellesley subway station in a vibrant downtown neighborhood. This loft is the perfect blend of modern comfort and urban convenience, offering a cozy fireplace, ample living space, and all the amenities you need for a comfortable stay.

Popular amenities for Church-Wellesley holiday rentals