House holiday rentals in Church-Wellesley

Artist's Lovely Cabbagetown Century Home Downtown

*****Please note this is not an ENTIRE HOME but a private unit on two floors within the house. (Airbnb has no category that reflects this.) Located in a peaceful historic neighbourhood, you'll feel right at home in this Arts&Crafts residence featuring authentic finishes, hardwood floors, courtyard garden, and deck. A cottage-like gem filled with the artist's original works. Fast hi-speed Wi-Fi, premium cable. One block from public transit. Award-winning restaurants, jazz, and gourmet shops.

Cozy 5BR | 4 Bath | 10 Min to DT | Free Parking

Luxurious 5BR/4BA home just 10 mins to downtown Toronto-perfect for family reunions, wedding groups, and large gatherings! Sleeps 12 in comfort with open-concept living, a fully equipped kitchen, 4 Smart TV's, fast Wi-Fi, and a cozy bar area. Enjoy a spacious backyard w/large deck, BBQ, books, board and card games for relaxing nights. Includes free driveway parking, 2 in-unit laundries, keyless self check-in, refined finishes, hotel-quality bedding, and plush towels. Luxury. Comfort. Together.

The Downtown Victorian - 5BR - Private Yard ~ BBQ

Welcome to our professionally-cleaned home in the heart of downtown Toronto, featuring: ✓ 5 bedrooms with comfortable bedding ✓ 2 FULL kitchens with stove + oven ✓ Large urban backyard with BBQ and seating for 6 ✓ 3 full levels of access for your exclusive use ✓ Fast, whole-home Wi-Fi ✓ Paid street parking available You will be a few minutes walk away from everything, incl.: ✓ Yonge Subway Line ✓ Huge selection of dining options ✓ Groceries, pharmacies, and entertainment ✓ Eaton Centre Mall

Private 2BR Home Sleeps 6 Near Subway

Welcome to The Laneway Suite! A 1000 sq ft, 2 storey, detached laneway house. Private entrances, Smart Lock, full kitchen with island and all amenities, 1.5 bathrooms, washer/dryer, 2 Queen bedrooms with 32” Smart TV, a living room with a comfy Queen size pull-out couch and 65” Smart TV, a dining room, and a private backyard patio. Whether you’re travelling with your family, your friends, by yourself or on a business trip, this is your perfect getaway! Also suitable for long term stays!

Historic Victorian 3BR | Garden BBQ & Free Parking

Spacious and full of character, our beautifully restored Victorian home features a master bedroom, plus a room with an attached nursery that converts into a third bedroom. A rare downtown house that features a garage, jacuzzi tub, fenced backyard with BBQ and patio. Our open concept living room and kitchen is perfect for intimate get together with family and friends. Located in one of Toronto's charming historic neighbourhoods, boasting its quaint streets and diverse local food scene.

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 :)

Comfy Oasis In Historic Downtown Neighborhood

According to Airbnb, we are "One of the most beloved homes on Airbnb". Now in the top 5% of all listings on AIRBNB. Superhosts for 10 years! This renovated guest house features an open-plan kitchen, a spiral staircase to a beautiful and open loft suite, with custom furniture and decorating accessories (1 bed + 1 sofabed). Enjoy the beautiful garden in the summer, and sip any of the more than 15 different complimentary teas and coffees we offer. This guest house is FULLY equipped.

Stylish 1870s Home near Distillery District & Old Toronto

Stop here...Steps from the Distillery District downtown, this Top rated listing is a beautifully restored 1870s row-house (townhouse) that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown also close to St. Lawrence Market, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

Private 3BR Whole Home for Groups Near Subway

A newly built, private 3-bedroom, 3-bath home on a quiet laneway in Toronto’s Annex West, just a 3-minute walk to the subway. Bright, modern, and thoughtfully laid out, this entire home is ideal for families or groups traveling together who want to stay in one shared space. Enjoy a full kitchen, heated floors, unlimited hot water, and fast Wi-Fi. Steps from restaurants, parks, and shops, yet calm and private inside. Best suited for guests with confirmed travel plans.

Downtown Gem! Free Park + Roof Deck + Backyard BBQ

Prime location with a 99 Walk Score, 98 Transit Score & 99 Bike Score—steps from restaurants, shops, and transit, yet tucked on a quiet street for peaceful sleep 😴 Sparkling clean with comfy beds, in-home laundry, and flexible early check-in/late check-out when available. Dedicated quiet work/study space for 4. Enjoy free garage pad parking, rooftop deck, gas BBQ, treed backyard, and complimentary coffee/tea. Comfort, convenience, and thoughtful touches await!

Luxury 4BR: 365 Days Open- Heated Pool & Hot Tub

A Private Luxury Getaway in Toronto’s Most Coveted Neighbourhood Escape to an extraordinary 4-bedroom luxury home in Toronto’s iconic Beaches, where sophisticated design meets relaxed lakeside living. This top 1% rated Airbnb property offers an unforgettable weekend experience—perfect for families, couples, or a curated group of friends seeking both comfort and wow-factor. A year round private heated pool and hot tub are yours to enjoy !

The Robert House: Masterpiece in Harbord Village

The Robert House is a beautiful stylish home in the heart of the city. Located just south of the Annex neighbourhood, east of Toronto’s Little Italy and a stone’s throw from Kensington Market and Chinatown. Enjoy this remarkable home - steps to subway, landmarks, parks, markets, cafes, restaurants, bars & shops. You will remember your stay in this bright & spacious 3+1 bed, 2.5 bath with soaring 10 foot ceilings and high-end finishings.