Family-friendly vacation rentals in Church-Wellesley

Guest suite in Downtown Toronto

4.96 out of 5 average rating, 107 reviews

Treetop Escape in Cabbagetown

This private, luxurious bedroom/living/dining and kitchen oasis is on the third floor of our century home with expansive views of the Toronto skyline . The space contains one bedroom with a Queen sized bed, a Double pull-out couch in the living area with a TempurPedic mattress. A dining area and a fully equipped kitchen with an adjacent modern bathroom. An outdoor balcony surrounded by greenery, ideal for al fresco dining. It’s a 3 minute walk to public transit, 20 minute walk to city centre.

4.88 out of 5 average rating, 162 reviews

Stylish and Modern 1BR Condo • Trendy King East

★ A perfect one bedroom condo has everything you need for a great stay: hardwood floors and loads of natural light; living area with relaxing oversized sofa and large flat screen TV; modern kitchen with stainless steel appliances; kitchen island to enjoy great meals; bedroom with comfortable queen size bed; pull out sofa that sleeps two extra guests; a full bathroom with shower/tub; high ceilings; balcony to great fresh air; high speed Internet; and washer/dryer included; wonderful view!

4.94 out of 5 average rating, 137 reviews

Modern Victorian

Modern stay in a Cabbagetown Victorian. Welcome to our renovated, self-contained basement apartment in the heart of Cabbagetown, Toronto. This chic space is ideal for solo travelers or couples. Our apartment is nestled in the charming Cabbagetown neighborhood, known for its Victorian houses, tree-lined streets, and vibrant atmosphere. Cafes, restaurants, and boutiques are within walking distance, and nearby parks offer tranquil escapes. Book now to experience the best of Toronto.

Superhost

Hotel room in Downtown Toronto

4.78 out of 5 average rating, 116 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

Home in Downtown Toronto

4.99 out of 5 average rating, 227 reviews

Stylish 1870s Home near Distillery District & Old Toronto

“Rated a Top 10 listing by BlogTO and frequently featured as a must-stay in Toronto. Love thoughtful details? You’ll find them here in this stylishly remodeled 1870s rowhouse. Start your day at St. Lawrence Market, wander through the pedestrian-friendly Distillery District, and explore nearby cafés, restaurants, and bars. In the evening, retreat to the plush, charcoal-hued bedroom and drift off under the glow of a tiered Restoration chandelier. The perfect Toronto stay awaits.”

4.92 out of 5 average rating, 180 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

4.93 out of 5 average rating, 562 reviews

Million Dollar City Views w/ Standup desk, monitor

Gaze at a seemingly unending city view through the floor to ceiling windows of this condo that sits high above the downtown hustle. The 46" HDTV has cable and full streaming, the kitchen is fully equipped with a Nespresso and full sized stove, oven and fridge. Easily work from home at the height adjustable standup desk with 19" external monitor, wireless keyboard and mouse. Perfect for a couple on a weekend getaway or an extended stay of up to 3 months.

5 out of 5 average rating, 16 reviews

Royal Retreat 1B Condo in Downtown Toronto Yorkvil

Luxurious modern 1 bedroom unit , at the heart of the city in between Yorkville and the Financial District. Located on the Bay St. Corridor, steps away from an assortment of shops, restaurants, hospitals, and venues. Hotspots under 10 mins! Transit and Bike friendly! Subway/Train (2 min walk) University of Toronto (5 min walk) Eaton Center (10 min walk) CN Tower (10 min drive) ScotiaBank Centre (10 min drive) Ryerson University (10 min walk)

4.94 out of 5 average rating, 103 reviews

Full Condo in Downtown Toronto

Stunning, centrally located 1 bdrm in Downtown, Toronto. Steps away from the Village, Yorkville, Yonge Street, metro and close to Ryerson, U of T, Eaton Centre, Financial District and more. Private balcony looking East with some slight lake views. 1 bdrm with Queen size bed plus office. Full bathroom with bath and shower. 24 hr grocery store downstairs. 55” TV and high-speed internet.

4.93 out of 5 average rating, 89 reviews

Eclectic Apartment in The Village near Yorkville

Entire apartment good for business travelers, couples, and solo adventurers. Close to the most convenient subway interchange Bloor-Yonge station, Yorkville Shopping, the ROM, University of Toronto, The Village, you'll love my décor and that this is an older building that used to be the Waldorf Astoria Hotel. The third guest needs to be short enough to sleep on the couch.

Superhost

4.84 out of 5 average rating, 43 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.