Holiday rentals in Church-Wellesley

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Top-rated holiday rentals in Church-Wellesley

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Guest favourite
A bright living room features a comfortable couch paired with an armchair and a coffee table displaying decorative elements. Natural light floods the space through wall-sized windows, offering views of downtown. A small dining table with chairs complements the cozy arrangement.
Apartment in Discovery District
4.94 out of 5 average rating, 16 reviews

Amazing View in High-rise Condo

You’ll love waking up to the CN Tower view right from the heart of downtown Toronto. Everything you need is just steps away; restaurants, bars, shops, and the Eaton Centre are around the corner. Bright, spotless unit that feels just like home. Guests mention smooth check-in, walkability, and how much they enjoy ending the day with that skyline view. It comes w fantastic amenities; gym, pool, sauna, hot tub, a pool table and table tennis. Perfect for professionals & travelers. +Free parking!

Top guest favourite
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.
Flat in Upper Jarvis
4.99 out of 5 average rating, 101 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 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
4.98 out of 5 average rating, 80 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 favourite
A modern bathroom features dual sinks situated on a sleek stone vanity. A freestanding soaker tub overlooks expansive windows with city views. Natural light is complemented by a decorative chandelier and a framed artwork on the wall, enhancing the serene atmosphere.
Flat in Saint James Town
5 out of 5 average rating, 33 reviews

2500 sqft of luxury high above the city- penthouse

Be greeted to spacious luxury in the heart of downtown. You'll be surrounded by a tasteful blend of traditional and high end decor - with some pieces dating to early 1900's Europe. Unwind after a long day in the deep soaker tub in front of the fire, while gazing at the city scape just outside the window. Feel at home especially if you desire a chef's kitchen, large and open entertaining spaces with 2 fireplaces, 2 bedrooms, 2.5 bathrooms & private home office. 1 underground parking space incl.

Top guest favourite
An open-concept living area is displayed with a spacious curved sectional sofa and two accent chairs. A glass coffee table sits at the center, while the kitchen features white cabinetry and modern appliances. Large windows provide ample natural light and city views.
Apartment in Upper Jarvis
4.92 out of 5 average rating, 49 reviews

Chic Downtown Condo w/ Private Patio + Parking

Welcome to this stunning, centrally-located 750 sq ft (60m2) one-bedroom sanctuary. This open-concept retreat is steps away from the Village, Yorkville, Yonge St, Ryerson, University of Toronto, and Eaton Centre (mall). Queen-size bed (2022 Endy mattress) Hunter Douglas blackout blinds Large sofa: sleep 1 adult or 2 small Coffee maker: drip and french press Laundry: Ensuite washer and dryer Parking: 1 underground spot WiFi included TVs have apps logged in Grocery store & coffee in building

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

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 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
4.73 out of 5 average rating, 185 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!

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, 199 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 favourite
Apartment 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

Top guest favourite
A modern living area is highlighted by a sleek sofa and a glass coffee table atop a zebra-patterned rug. An open layout reveals a kitchen area equipped with contemporary appliances. Art pieces adorn the walls, and a smart TV is mounted for entertainment.
Flat in Yorkville
5 out of 5 average rating, 73 reviews

The One in Yorkville-Previously Four Seasons Hotel

Our chic apartment in the heart of Yorkville is within a five-minutes-walk to ROM and Gardener museums, University of Toronto, libraries, theatre, bookstore, parks, subway stations, church, Whole Foods, and all retail stores, from Chanel, Dior, Holt Renfrew, to COS, Sephora, and Winners. Nestled among Park Hyatt and Hazelton Hotel, our building was previously the historic Four Seasons Hotel, and the upscale area around it is bustling with cafes, restaurants and art galleries.

Top guest favourite
Apartment in Discovery District
4.86 out of 5 average rating, 73 reviews

Bright Bay & College Condo w/Desk & Fast WiFi

Stay in a bright, cozy, and stylish downtown Toronto condo at Bay & College, conveniently located between two subway stations and steps from Eaton Centre, UofT, theaters, hospitals, restaurants, and cafés. Perfect for comfort-seeking travelers, couples, professionals, and small families. Enjoy a dedicated standing desk, monitor, and ultra-fast 1.5 Gb fiber internet, along with a private balcony, full kitchen, and thoughtfully designed space for a memorable stay.

Popular amenities for Church-Wellesley holiday rentals

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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 £15 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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