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
Apartment in Discovery District
4.88 out of 5 average rating, 33 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.

Top guest favorite
A bright kitchen area features a central island with seating for three. Modern cabinetry and appliances are visible, including a microwave and coffee maker. Warm wooden floors and recessed lighting enhance the inviting space.
Apartment in Upper Jarvis
4.99 out of 5 average rating, 100 reviews

King bed, Big kitchen, Free Parking, Central

Welcome to 9 Selby St. Downstairs Apartment. We genuinely hope that you have an enjoyable stay in our home and in our city. We know just how ideal our neighbourhood is for sightseeing, great walks in every direction and convenient stores across the street. One minute from subway/transit -Private apartment with own laundry -Spacious and bright kitchen -Smart tv, working desk, fast Wi-Fi -Cozy living room with a huge TV -Sleeping: Bedroom has luxury King bed, living room has 2 futons (full size)

Guest favorite
A modern living area features a plush brown leather sofa and stylish round coffee table. Large windows provide a view of the city skyline, while greenery adds a touch of nature. A circular cutout leads to the kitchen, creating an open and inviting layout.
Condo in Entertainment District
4.96 out of 5 average rating, 28 reviews

Lux Condo w/ Free Parking, King Bed, Clean, Quiet

Free underground parking! (Very hard to find in downtown Toronto) Renovated condo great for business travelers, remote workers, and arguably the best location for tourists in the city. One of Toronto’s top luxury, Airbnb-friendly buildings. 300 Front Street West sits directly across from the CN Tower and Blue Jays Stadium, just a 3-minute walk to the Rogers Centre, and in the heart of the city's best restaurants and nightlife. Despite its central location, it stays wonderfully quiet at night.

Guest favorite
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.
Apartment in Saint James Town
4.97 out of 5 average rating, 79 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 favorite
Apartment in Downtown Toronto
5 out of 5 average rating, 29 reviews

Pleasant 1BR + Trundle Bed Close to UofT!

Welcome to our modern urban retreat in the heart of downtown Toronto, situated next to the lively Yorkville area and the esteemed University of Toronto. Experience the ideal mix of luxury and convenience in our elegantly furnished apartment, featuring breathtaking city views. Discover world-class shopping, dining, and cultural attractions just moments away. Our space comfortably accommodates three guests, offering a plush Queen bed in the bedroom and a pullout sofa bed for an additional guest

Guest favorite
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.
Apartment in Yorkville
4.92 out of 5 average rating, 26 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.

Guest favorite
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, 197 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.

Top guest favorite
Condo in Upper Jarvis
5 out of 5 average rating, 43 reviews

Boutique 1BR | Parking•Walk to Subway | Gym•Sauna

🌇 Discover refined comfort and effortless convenience in your exclusive urban retreat in downtown Toronto: • Steps from two subway lines – seamless access to the city • Exclusive amenities – gym, outdoor pool, hot tub, and summer BBQ terrace • Fully furnished with all essentials – simply arrive with your suitcase • Prime location – minutes from Yonge Street, the Village, Eaton Centre & more • Ideal for extended stays – perfect for professionals, students, or long-term guests

Superhost
Apartment in Downtown Toronto
4.92 out of 5 average rating, 12 reviews

London Studio Designed by Architect

Live Work Studio in heart of downtown Toronto with everything at your door step. This Studio is a gem, designed by an Architect to create the perfect live work environment. This space will inspire you to work with a large work station surrounded with natural light and coffee brewing in a clean built-in kitchen. It's also cozy if you want to relax, pull down the Murphy bed and you literally have everything within arms reach.

Guest favorite
Apartment in Toronto
4.84 out of 5 average rating, 19 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.

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 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.

Guest favorite
Apartment in Toronto
4.96 out of 5 average rating, 23 reviews

Cozy 1BR Getaway - Steps to Bay St & Downtown core

Experience modern downtown living in this stylish condo located in Toronto’s vibrant Bay Street neighbourhood. The home features elegant wooden panel accents in both the bedroom and living room. Surrounded by top restaurants, shops, and attractions, this condo offers the perfect blend of comfort and city convenience.

Popular amenities for Church-Wellesley vacation rentals

When is the best time to visit Church-Wellesley?

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Avg. priceG$18,815 GYDG$18,188 GYDG$20,279 GYDG$22,996 GYDG$23,833 GYDG$25,714 GYDG$27,596 GYDG$26,132 GYDG$23,833 GYDG$22,369 GYDG$21,533 GYDG$20,488 GYD
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Quick stats about vacation rentals in Church-Wellesley

  • Total vacation rentals

    Explore 370 vacation rentals in Church-Wellesley

  • Nightly prices starting at

    Church-Wellesley vacation rentals start at G$4,181 GYD per night before taxes and fees

  • Verified guest reviews

    Over 11,430 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Vacation rentals with a pool

    90 properties feature pools

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wi-Fi availability

    360 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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