Vacation rentals in Church-Wellesley

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Top-rated vacation rentals in Church-Wellesley

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Top guest favorite
Apartment in Discovery District
4.86 out of 5 average rating, 28 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 favorite
Apartment in Church-Wellesley
4.89 out of 5 average rating, 104 reviews

Downtown, bright, boutique condo

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.

Top guest favorite
A spacious living area is highlighted by dark wood floors and abundant natural light. A large, comfortable couch is positioned next to a dining table with four chairs. A decorative console table is visible, enhancing the room's aesthetic with artwork adorning the walls.
Condo in Church-Wellesley
4.9 out of 5 average rating, 68 reviews

2 Bedroom Bright Luxury Condo Best Location + Gym!

This Charming 1050 Sq Ft 2 Bed/ Bath condo sits on the 3rd floor of a 10 story building in the heart of DT. This home features a cozy warm atmosphere with a dining table for 4, oversized couch and 90 inch flat screen TV with sonos speaker. Beautiful Dark wood floors, a modern kitchen, very spacious master suite with private bathroom and in suite laundry. With 11.5 Ft Ceilings throughout, you will certainly not feel cramped. Subway right next door and everything you need within a few steps!

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, 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!

Top guest favorite
A modern living area is furnished with a light gray sectional sofa adorned with a soft blue throw blanket. Two round coffee tables with intricate metal bases are positioned on a circular area rug. A large flat-screen TV is mounted on the wall, complemented by tasteful decorative accents.
Apartment in Church-Wellesley
4.97 out of 5 average rating, 34 reviews

Clean and Bright 2 Bed w/Parking & Gym

Stay close to everything that makes Toronto great in the heart of downtown. This 2 bed, 1 bath offers an abundance of light to greet you each day + great amenities. I stay here with my infant daughter from time to time so this unit is CLEAN CLEAN CLEAN. Small collapsible baby bathtub and baby doc cushion for your use if travelling with an infant. Take advantage of the city’s public transportation one minute from your doorstep . Access to the condo gym. Garage parking on the property.

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, 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.

Guest favorite
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 Upper Jarvis
4.87 out of 5 average rating, 94 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.

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
4.76 out of 5 average rating, 170 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 favorite
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.
Apartment in Church-Wellesley
5 out of 5 average rating, 29 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 favorite
Apartment in Toronto
4.89 out of 5 average rating, 9 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, 137 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
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.
Apartment in Downtown Toronto
4.89 out of 5 average rating, 47 reviews

Explore City Life, Pool, Gym, Patio

- Embrace urban living with this modern space featuring a large, scenic patio. - Located steps away from restaurants, shops, and public transportation access. - Amenities include gym, pool, sauna, and high-speed WiFi for work or leisure. - Enjoy seamless check-in/out with a responsive host for ultimate convenience. - Reserve now for a comfortable stay in this stylish and convenient location!

Popular amenities for Church-Wellesley vacation rentals

When is the best time to visit Church-Wellesley?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$18,843 GYDG$18,215 GYDG$20,309 GYDG$23,030 GYDG$23,868 GYDG$25,752 GYDG$27,636 GYDG$26,171 GYDG$23,868 GYDG$25,333 GYDG$26,799 GYDG$19,471 GYD
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Quick stats about vacation rentals in Church-Wellesley

  • Total vacation rentals

    Explore 350 vacation rentals in Church-Wellesley

  • Nightly prices starting at

    Church-Wellesley vacation rentals start at G$4,187 GYD per night before taxes and fees

  • Verified guest reviews

    Over 11,410 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

    80 properties feature pools

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wi-Fi availability

    340 of Church-Wellesley vacation 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!

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