House holiday rentals in Church-Wellesley

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Top-rated house rentals in Church-Wellesley

Guests agree: these houses are highly rated for location, cleanliness and more.

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Top guest favourite
The exterior of the duplex house is shown, featuring a well-maintained front lawn with blooming flowers. The building has a brick façade with large windows framed by vibrant greenery. A small balcony is visible on the upper floor, adorned with potted plants.
Home in Midtown
4.97 out of 5 average rating, 119 reviews

2-Bedroom House In Deer Park

Welcome to our charming 2-bedroom duplex house nestled in the beautiful Deer Park neighbourhood of Toronto! This cozy Airbnb is the perfect home away from home for your stay in the heart of the city, with subway, shops and parks within 10 minutes' walk. This newly renovated house is on the ground floor of a duplex and boasts an amazing sun-room, beautifully furnished living and dining rooms, a fully equipped modern kitchen and 2 comfortable bedrooms. Parking and laundry is available on request.

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, 140 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 :)

Top guest favourite
An outdoor seating area is showcased, featuring a comfortable couch adorned with patterned cushions. Flanking the couch, two red chairs face a wooden fence, while a decorative lantern and potted plants add touches of greenery, highlighting the inviting atmosphere of this private space.
Home in Cabbagetown
4.94 out of 5 average rating, 594 reviews

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.

Top guest favourite
Home in Corktown
4.99 out of 5 average rating, 242 reviews

Stylish 1870s Home near Distillery District & Old Toronto

Named a Top 1% by Airbnb, former Plus listing & top 10 Toronto stay by BlogTO, this beautifully restored 1870s rowhouse blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown steps from St. Lawrence Market, the Distillery District, 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

Top guest favourite
The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.
Home in The Beaches
4.99 out of 5 average rating, 170 reviews

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub

Unwind in style at our year-round heated pool & soothing hot tub—the heart of this luxury 4-bed family oasis. Inside you’ll find plush beds, smart TVs, speedy Wi-Fi and a fully stocked chef’s kitchen. Outside, enjoy the fenced backyard with BBQ, lounge seating and night lighting. Pool & hot tub open 365 days Baby gear: crib, high-chair, safety gates Games galore: board games, books & playroom Seconds to beaches, shops and dining—yet peaceful enough for stargazing.

Superhost
A decorative pillow with a geometric pattern rests against a headboard on a neatly made bed. A small card reading 'Sweet Dreams' is placed beside a teal-colored item on the white bedding. Natural light filters through a nearby window.
Home in Downtown Toronto
4.88 out of 5 average rating, 131 reviews

Elegant Private House - Heart of Downtown

3-storey house on a quiet street in the heart of downtown Toronto! A serene oasis yet just minutes away from subway station, streetcars, restaurants, bars, parks, shops and major tourist attractions. There are three bedrooms, including a master suite with a huge rooftop patio. Each room has a hotel-style bed and a smart TV. There are two full bathrooms and a powder room. The house also has a home gym, a beautiful backyard, and a private driveway for parking.

Guest favourite
Home in Downtown Toronto
4.97 out of 5 average rating, 106 reviews

Pembroke Hideaway

Pembroke hideaway is your prime downtown privacy with high end finishes, full kitchen with fridge, stove, microwave, dishwasher and all the essentials. Full walk-in bathroom and shower with laundry facilities in the suite. Ultimate privacy with a separate entrance in a secure property. Walking distance to practically anything in the city. Brand new renovation top to bottom in 2022. Comfort, convenience and Luxury!

Top guest favourite
A spacious open-concept living area is presented, featuring a cozy couch and two armchairs arranged around a round coffee table. A large TV is mounted on the wall, and a rug with black and white stripes adds a touch of style. Plants and decorative art complete the inviting ambiance.
Home in East York
4.97 out of 5 average rating, 219 reviews

Modern and bright private suite.

Enjoy a newly built, professionally designed, roomy 1-bedroom basement apartment in East York Toronto. Conveniently located near the Danforth, Woodbine Beach, parks, and trails, the apartment is a short bus/subway ride or a 15 min drive from Downtown Toronto. Self-contained and spacious, it offers a fully equipped kitchen, new laundry facilities, a queen-sized bed, ample storage, and plenty of natural light.

Top guest favourite
A cozy living room is presented with a large floral artwork adorning one wall. A comfortable sofa with decorative cushions faces a television, while a wooden coffee table is positioned in the center. Light filters softly through the lace curtains, illuminating the space.
Home in Cabbagetown
4.94 out of 5 average rating, 129 reviews

Artist's Lovely Cabbagetown Century Home Downtown

Bring the past back to life in this re-imagined vintage space. The heritage Arts and Crafts residence features original finishes, architectural brick masonry, Georgia pine floors, a shaded walled private courtyard garden, and a cedar deck. This peaceful home is a quaint gem filled with the artist's original works, culture and history. Hi speed Wi-Fi, and premium cable to ensure you'll feel right at home.

Guest favourite
A modern kitchen space is complemented by sleek white cabinetry and stainless steel appliances. A comfortable seating area features a gray sofa facing a wall-mounted television. Natural light enters through two windows, illuminating the light wood flooring and decorative houseplant.
Home in Little Portugal
4.78 out of 5 average rating, 122 reviews

Luxurious 1 bedroom with FREE parking and Wifi.

Step into our bright 1-bedroom upper-floor apartment in Downtown Toronto. Enjoy a cozy bedroom, sunlit living area, fully equipped kitchen, modern bathroom, fast Wi-Fi, Free Parking, and private entrance. Steps from restaurants, shops, entertainment, and sports venues. Perfect for short or extended stays—experience Toronto like a local with comfort and convenience.

Top guest favourite
A spacious entryway leads to a bright living area featuring a large seating arrangement. Natural light filters through windows, illuminating the artful decor. A staircase with wooden banisters provides access to upper levels, while a display cabinet showcases various decorative items.
Home in Downtown Toronto
4.96 out of 5 average rating, 156 reviews

Downtown Toronto Heritage Home

This fully renovated heritage home in the heart of downtown Toronto, minutes from the Eaton Centre, is spacious (2800 sq. ft.), bright with high ceilings and large principal rooms. Fully equipped kitchen, 4BR, 2 living rooms and a 3rd floor deck. Once you are home after a long day out, you will enjoy luxury accommodation that provides peace, quiet and privacy.

Top guest favourite
The living space features a modern sofa accompanied by a vibrant area rug. A small dining table with four chairs is positioned near large windows that allow natural light. Wall art and a stylish light fixture enhance the contemporary design.
Home in Trinity-Bellwoods
4.92 out of 5 average rating, 372 reviews

Garden Home @ Trinity Bellwoods Park

Enjoy the amazing Trinity Bellwoods area in my modern 2 bed/1 bath apartment. Start the AM under the tree on the deck with coffee provided. Cable/Netflix avail. Check-In 3PM-Out 11AM. Street parking permits can setup. NOTE: stairs are narrow to the lower level/ bathroom, laundry & 2nd bedroom area. This bedroom has a 6 ft-2in ceiling height.

Popular amenities for house rentals in Church-Wellesley

When is the best time to visit Church-Wellesley?

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Avg. price$92 SGD$92 SGD$142 SGD$175 SGD$101 SGD$101 SGD$97 SGD$96 SGD$96 SGD$97 SGD$104 SGD$96 SGD
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Quick stats about house rentals in Church-Wellesley

  • Total holiday rentals

    Explore 40 holiday rentals in Church-Wellesley

  • Nightly prices starting at

    Church-Wellesley holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,020 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 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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