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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Top guest favourite
Flat in Discovery District
4.87 out of 5 average rating, 31 reviews

Luxe Cozy Downtown 1BR Condo w/Views

Welcome to your 1-bedroom luxurious high-floor retreat in the heart of downtown Toronto! All just steps from Bay & College What You’ll Love: • High floor with city skyline views • Extra tall ceilings & full-height windows • Bright and airy space with abundant natural light • Fully equipped kitchen & in-unit laundry • High-speed Wi-Fi&Smart TV • Walk Score 99 – subway, U of T, Eaton, Restaurant all within minutes Perfect for couples, or solo traveler who want premium comfort in a prime location.

Guest favourite
An open-concept living space is highlighted by large windows and high ceilings. A dining table with blue chairs sits beside a stylish kitchen. A comfortable sectional couch is visible in the living area, while an eye-catching artwork adorns the wall. Stairs lead to the lofted bedroom.
Flat in Saint James Town
4.97 out of 5 average rating, 78 reviews

Bright Two Story Loft, Downtown TO, FREE Parking

Enjoy a STYLISH experience at Andre's CENTRALLY located home. A statuesque highrise tower with attached suites & lofts. This is your urban address overlooking a European style park, a short walk to the University of Toronto, Metropolitan University and Yorkville. Located in the heart of the city, steps from transit and grocery stores. Minutes from the financial and entertainment districts. A short walk to the Village and its nightlife. You'll have Toronto at your feet. FREE PARKING for 1 car!

Guest favourite
A spacious room features a comfortable bed and a sitting area with elegant leather chairs. A desk is positioned by the window, offering natural light. Light hardwood flooring complements the room's neutral color scheme, while a piece of artwork adds a touch of color.
Flat in Yorkville
4.92 out of 5 average rating, 25 reviews

Centrally Located Haven

Quick access to all downtown venues from this perfectly located unit - entire apartment to yourself :) Enjoy Yorkville, Church & Yonge streets, the distillery district etc. Restaurants, groceries, and a subway station all within walking distance. The world's at your fingertips. ! Perfect WFH space with high speed internet Welcoming respectful guests who will be on the quieter side and won't disturb my neighbors. Building amenities (exercise room, laundry, etc) available upon request.

Superhost
Flat in Garden District
4.8 out of 5 average rating, 30 reviews

Modern & Stylish Entire Unit in Downtown Toronto

Welcome! We are located just a 5-minutes walk from downtown station and steps from the street car. Simply arrive — everything’s here • 50' Smart TV for Netflix, Youtube, Disney+ and more • A dedicated workspace for business travelers with high-speed internet • Comfy bed with fresh linens • Fully equipped kitchen for home-cooked meals • Your own clean and private bathroom • Disposable items for your nights: Including razors, Hair brush, Toothbrush/paste, Shampoo/conditioner/body wash

Superhost
The modern kitchen features sleek cabinetry and stainless-steel appliances, including a microwave and oven. A spacious island provides seating and workspace. The living area includes a sectional sofa and a coffee table, with large windows allowing natural light to fill the space.
Hotel room in Church-Wellesley
4.75 out of 5 average rating, 176 reviews

Town Inn Suites

Discover your urban retreat in this spacious 500-square-foot room in downtown Toronto, just a short walk from Yorkville. This suite features a king size bed, fully equipped kitchen, ideal for meals, along with a separate living area filled with natural light and a cozy dining space. Enjoy the privacy of a separate bedroom and a well-appointed bathroom. This is the perfect place for extended stays, just a 5-minute walk to the Yonge-Bloor subway station—ideal for exploring the city!

Top guest favourite
A vibrant collage showcases stunning views of Lake Ontario and downtown Toronto. The living area includes a cozy couch and a coffee table, while the bedroom features layered bedding. Amenities like a pool and fitness area are highlighted along with local attractions, emphasizing city living.
Flat in Church-Wellesley
5 out of 5 average rating, 30 reviews

Lake Views | TMU | UofT | Pool | Gym & Parking

Enjoy the best of downtown Toronto in this stylish condo located near Yonge and Wellesley. Perched on a high floor, this unit offers breathtaking views of Lake Ontario and boasts top-tier amenities, including a pool, fully-equipped gym, and a relaxation room, so you can unwind in style. Indulge in renowned spots like Hey Tea and Japadog, right at your doorstep! Enjoy the comfort of living near UofT and TMU, a short 10 minute walk away. Experience downtown living at its finest!

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.
Apartment in Yorkville
4.93 out of 5 average rating, 196 reviews

Beautiful 1 Bedroom Yorkville Condo (IG-hotspot)

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.

Superhost
Flat in Church-Wellesley
5 out of 5 average rating, 4 reviews

Executive 2B/2B Penthouse Yorkville w/Free PKG

Spacious designer furnished 1200 sq ft bright corner Penthouse Suite in a quiet boutique building just steps from Yorkville with free private underground parking! Settle into the heart of downtown with Wellesley subway station right at your doorstep. Enjoy this unique spacious modern space in the center of it all. Indulge in building amenities such as a gym and a rooftop BBQ patio (seasonal). Your urban retreat awaits in the heart of the city!

Guest favourite
Flat in Toronto
4.92 out of 5 average rating, 12 reviews

Modern & Sleek Condo Near Everything + 1 Parking

Located in Toronto’s historic Cabbagetown, this chic condo is the perfect spot for those looking to enjoy both the tranquility of green spaces and the excitement of downtown. Explore nearby attractions like the Distillery District and Allan Gardens, or relax in this professionally decorated, private condo. With no shared spaces and professional cleaning between each guest, your stay will be both comfortable and effortless.

Guest favourite
Apartment in Downtown Toronto
4.95 out of 5 average rating, 21 reviews

Modern King Suite with Pool, Gym & City Views

- Stay in a luxurious condo centrally located for exploring all of downtown. - Enjoy the comfort of a pillow-top king bed and all-inclusive modern amenities. - Close walking distance to top shops, dining & iconic attractions like the CN Tower. - Relax on the balcony with skyline views, or unwind by the building's pool & sauna. - Reserve now to experience vibrant city life and seamless convenience firsthand!

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
4.92 out of 5 average rating, 138 reviews

Heritage House all to Yourself! 1BR 3BA 2 Liv Rms

Beautiful detached heritage home on tree lined street in downtown Toronto. Wellesley Subway half block away. 1 bedroom w/ensuite, formal dining room, living room, kitchen w/breakfast room, separate TV room, and about a gajillion books to read :) We also have no hidden cleaning fees (don’t you hate those??) and our house keeper takes care of sheets, towels, garbage, cleaning etc when you leave.

Superhost
A modern living area features a light, neutral color palette with two sofas and a coffee table. Large windows provide natural light, while a television is positioned on an elegant cabinet. Potted plants add freshness, enhancing the inviting, spacious layout.
Apartment in Downtown Toronto
4.84 out of 5 average rating, 57 reviews

City Vibes: Balcony, Pool, Gym & Sauna Access

- City views and natural light in a stylish, fully-equipped high-rise apartment. - Indulge in leisure with pool, gym, sauna, and more; unwind in modern elegance - Nearby eateries, stores, and transit offer convenience at your doorstep - Perfect for business or leisure stays with thoughtful in-home amenities - Reserve today to secure your serene city escape!

Popular amenities for Church-Wellesley holiday rentals

When is the best time to visit Church-Wellesley?

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Avg. price$116 SGD$112 SGD$125 SGD$142 SGD$147 SGD$158 SGD$170 SGD$161 SGD$147 SGD$156 SGD$165 SGD$120 SGD
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Quick stats about holiday rentals in Church-Wellesley

  • Total holiday rentals

    Explore 370 holiday rentals in Church-Wellesley

  • Nightly prices starting at

    Church-Wellesley holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 11,430 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    90 properties feature pools

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wifi availability

    360 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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