
Holiday rentals in Church-Wellesley
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Church-Wellesley
Guests agree: these stays are highly rated for location, cleanliness and more.

Luxury One Bedroom In The Heart Of DT/Next To SubW
Enjoy a stylish experience at this centrally located place. Super central steps away from Wellesley Subway station. This renovated suite looks right onto Yonge St. With many restaurants and stores right outside the front door everything is within arms reach. Enjoy the cozy living room with a massive flat screen, with a queen size bed and a modern kitchen that is fully stocked for all your needs. Relax on 2 rooftop patios with natural gas BBQ’s and a rooftop gym, subway station next to you

Toronto Skyline view | Walk Everywhere
✨Just bring yourself – everything else is ready!✨ • Private Netflix zone🎬 –Lounge on a cozy daybed and enjoy your favorite shows with a beam projector • Separate dining area – Work, eat, or relax in a dedicated space • Cozy balcony with chairs – Sip your morning coffee or wind down at sunset • Comfy, clean beddings – Get the restful sleep you deserve • Thoughtful amenities provided: Toothbrush/paste, razor, comb, shampoo, conditioner, body wash • Welcome drinks & water – Ready upon arrival 💧

Beautiful Petit Gem Ap. In Downtown! Walk Anywhere
Welcome to our lovely petit aparment in heart of downtown Toronto! Our place has everything you might need in order to enjoy the city, work remotely and have a great time when the weather outside is not the best! Located right in downtown, you can basically walk anywere fast: Eaton Centre, Dundas Square, U Toronta, etc. Enjoy many of the high end stores located in the area and also some of the best restaurants! The entire place is sensitized using UV lights and COVID 19 cleaning solutions.

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!

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 :)

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.

Luxury Downtown Condo Welcomes You - Free Parking
Stunning, centrally located 1 bdrm PLUS den 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. Very large private balcony looking South lake view with stunning West views. 1 bdrm with Queen size bed plus office. Ensuite laundry. 24 hr grocery store downstairs. 55” TV w/ Netflix and high-speed internet. Outdoor pool* (see notes), large 24 hr gym, and bbq and lounge area.

Bright & Modern Stay in Cabbagetown
Relax in a private, thoughtfully designed condo located beside historic Cabbagetown. This stylish space is professionally cleaned between every stay, offering a comfortable and welcoming retreat. Stroll through charming Victorian streets, browse local boutiques, and enjoy cozy cafés, or explore nearby attractions like Riverdale Farm, Allan Gardens, and the Distillery District. A great choice for both quiet relaxation and city exploration.

Full Condo in Downtown Toronto
Stunning, centrally located 1-bedroom in downtown Toronto, steps to Yorkville, the Village, Yonge St, subway, U of T, TMU, Eaton Centre, Financial District and more. Bright space with private east-facing balcony and partial lake views. Queen bed + dedicated workspace, full bath, 55” TV, fast Wi-Fi, and 24hr grocery downstairs. Please note: strictly smoke-free building — no smoking in unit or on balcony.

City Views, Pool & Gym Access, Prime Location
- Admire skyline views & enjoy ultimate comfort in our chic urban retreat - Benefit from a fully equipped kitchen for homemade meals & balcony moments - Stay active with access to a well-maintained gym, pool, and relaxing hot tub - Easily explore vibrant locales with nearby transit, dining, & entertainment - Reserve now for an unforgettable stay where city excitement meets comfort!

Chic Yorkville Condo • Sleeps 3 • Prime Location
Experience upscale city living in the heart of Yorkville. This stylish brand-new 1-bedroom condo offers modern finishes, luxury Miele appliances, and a fully equipped kitchen — perfect for business travelers, couples, or small families. Nestled in one of Toronto’s most desirable new developments, you’ll be steps from world-class dining, high-end shopping, and the best of downtown.

Bright, Stunning Victorian Townhouse in the Annex
Newly renovated, 3 level, 2-bedroom sun-filled unit, situated in the Annex. Brick fireplace, central air conditioning and heating, wooden floors and exposed brick. Steps away from Bloor St, coffee shops, restaurants, shops, galleries, parks and much much more. Short walk to Bathurst and Spadina Subway, Casa Loma, Yorkville, University of Toronto, and museums.
Popular amenities for Church-Wellesley holiday rentals
Other great holiday rentals in Church-Wellesley

Luxury Condo w/ Pool, Parking, King Bed, Epic View

London Studio Designed by Architect

Luxury Townhouse in Downtown Toronto TH4

Comfortable Suite in Heart Downtown with 2 Beds

Yorkville, ROM, Upscale Restaurants & Shopping

2 beds+1 bath, downtown

Bay St Stay for FIFA 2026 | Pool, Gym & TTC Nearby

Yorkville Luxe Suite Near Yonge-Bloor & Mink Mile
When is the best time to visit Church-Wellesley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $115 SGD | $111 SGD | $124 SGD | $141 SGD | $146 SGD | $157 SGD | $169 SGD | $160 SGD | $146 SGD | $137 SGD | $132 SGD | $125 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 holiday rentals in Church-Wellesley

Total holiday rentals
Explore 350 holiday rentals in Church-Wellesley

Nightly prices starting at
Church-Wellesley holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 11,570 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Holiday rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wifi availability
340 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
- Rentals with a fireplace Church-Wellesley
- Rentals with a washing machine and dryer Church-Wellesley
- Pet-friendly rentals Church-Wellesley
- Flat rentals Church-Wellesley
- Rentals with a patio Church-Wellesley
- Fitness-friendly rentals Church-Wellesley
- Rentals with breakfast Church-Wellesley
- Apartment rentals Church-Wellesley
- House rentals Church-Wellesley
- Rentals with outdoor seating Church-Wellesley
- Rentals with a sauna Church-Wellesley
- Rentals with pools Church-Wellesley
- Family-friendly rentals Church-Wellesley
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Distillery District
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls State Park
- Downsview Park
- Financial District
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- York University
- Casino Niagara





