
House holiday rentals in Church-Wellesley
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Top-rated house rentals in Church-Wellesley
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Welcome to Greenhills, a Charming Home w/ Parking
Clean Open Concept, Sun-Filled 2 Bedroom main floor home with PARKING; Can sleep up to 4 people. Featuring simple modern décor, queen size beds, big beautiful windows with room darkening curtains, closet storage. Dedicated office desks in bedrooms Full kitchen, with oil, seasoning spices, toaster, hot water kettle, Keurig Coffee Machine and complimentary coffee+tea. Clean bathroom with shampoo+conditioner+body wash+lotion SMART TV 60” Fast internet Wifi Check-In: 3PM Check-Out: 11AM

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.

Mid Century Modern 3 BR in Cabbagetown, TO
Welcome to our home! Located in Cabbagetown, a charming neighborhood in downtown Toronto, conveniently located near many restaurants, attractions, and local transit. This 3-bedroom 2 bath home is perfect for travelers, families, and businessmen/businesswomen. Our home is fully renovated with unlimited high-speed internet, laundry machines, and a well-equipped kitchen. This is your space to enjoy while you are here but we ask that you treat the area with respect. NO PARTIES/EVENTS.

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.

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.

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.

Stylish 1870s Home near Distillery District & Old Toronto
Steps from the Distillery District this Top 1% listing is a beautifully restored 1870s row-house that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located at the Distillery District, 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

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!

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.

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.

The Peony Loft - a Modern Take on the Victorian
Built in 1893, this classic Toronto Victorian home will be a relaxed introduction to city life. Enjoy the upper living space, laid out over two floors, with a gorgeous private, beautiful furnished sky deck with a view of Toronto's exciting skyline. Experience the restaurants, pubs & nightlife of Toronto's College St. neighbourhood of Little Italy, all within walking distance of your front door.
Popular amenities for house rentals in Church-Wellesley
House rentals with a pool

Walk-out Luxury basement with Gym & Theatre

Luxury House with a Bright Sunroom & a heated pool

Seraya Wellness Retreat

Award Winning Luxury Home with Heated Pool + Sauna

Vacation Spa Retreat! Sauna, pool, gym

Ravine Paradise ! heated pool and hot tub!

Comfortable &Stylish 4BD Stay Near Toronto Airport

private backyard SPA oasis in Toronto
Weekly house rentals

The Treehouse

John's Island House

Bellwoods Flat with Rooftop Patio & CN Tower View!

1200 sq ft Private Space in Heart of Forest Hill

Executive downtown townhouse

Peaceful Victorian in Queen West - Super Host

Kimchi Loft in Koreatown

Family-Friendly Modern 4-Bedroom Getaway in TO!
Private house rentals

2 level spacious apartment by the lake

Leslieville Luxury Home 4BR Entertainer's Dream

Stunning Luxury Home

Luxury Modern Downtown House

Luxe Forest Hill Retreat

Cozy Retreat: Arcade, Comfy Beds, Full Amenities!

Charming, Bright Victorian Townhouse in the Annex

Rare Victorian 3BR | private parking, jacuzzi tub
When is the best time to visit Church-Wellesley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $91 SGD | $91 SGD | $141 SGD | $174 SGD | $100 SGD | $100 SGD | $97 SGD | $95 SGD | $95 SGD | $97 SGD | $103 SGD | $95 SGD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
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 $38 SGD per night before taxes and fees

Verified guest reviews
Over 2,110 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
Destinations to explore
- Rentals with a hot tub Church-Wellesley
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- Flat rentals Church-Wellesley
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- Rentals with pools Church-Wellesley
- Apartment rentals Church-Wellesley
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- Rentals with a patio Church-Wellesley
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- Family-friendly rentals Church-Wellesley
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Distillery District
- Harbourfront Centre
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls State Park
- Financial District
- Massey Hall
- Downsview Park
- Casa Loma
- Dufferin Grove Park
- Casino Niagara
- Lakeridge Ski Resort




