
Holiday rentals with a pool in Church-Wellesley
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Top-rated rentals with a pool in Church-Wellesley
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

The Farmer's Cottage
Welcome to The Farmer's Cottage! This 22nd-floor, 2-bedroom (king, double & pull-out couch) corner unit offers stunning views of Toronto. Steps from Trillium Park, Exhibition Place & Budweiser Stage. Close to CN Tower, Rogers Centre & Fort York. Features a full kitchen, dining table for 4, living room with tv, in-unit laundry & a 4-piece bathroom. Building amenities include an indoor pool, gym, rooftop BBQ area, hot tub, & parking for 1 vehicle. Perfect for city adventures or relaxing stays!

Modern Downtown Loft with Private Garden
Welcome to this modern and spacious (765 square feet / 71 square meters) one bedroom condo loft in the prestigious Verve Residences and Lofts located minutes away from Yonge & Bloor, Yorkville, the Village, Yonge & Dundas Square, the University of Toronto, two Subway lines and countless other Toronto landmarks, museums and restaurants. This condo loft features luxurious finishes & decor, a king size bed, as well as a rarely found private entrance and garden in the centre of the city.

Corner Unit in Liberty Village (Parking + Balcony)
Free parking available+ Close proximity to Budweiser Stage. Located in Liberty Village - one of Toronto’s most sought-after neighborhoods - this corner unit is a place to live, work, & play. The spacious, 700 sq ft layout offers 270-degree views of the city and Lake Ontario. With floor-to-ceiling windows, this 1 Bedroom + Den is flooded with natural light and zero wasted space. Enjoy a morning coffee or watch the sunset over cocktails on either of the two walk-out balconies.

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.

Canadiana Downtown Condo w/King Bed + Free Parking
We pride ourselves on delivering a 5 star hotel-like experience!! Condo offers FREE PARKING inside of the building. Whether you're in town for a concert, sporting event, business trip or just to catch some local touristic hotspots, you'll be within 8min walk of your destination. Condo is attached to Scotiabank Arena + Union. The condo has a King Bed and 2 Queens to comfortably accomodate your large group. Book now there's a surprise waiting inside!

The Fort York Flat
Welcome to the Fort York Flat! This 2 Bedroom, 1 Bathroom space has been thoughtfully renovated using a mixture of modern and contemporary decor to create a relaxing, upscale place to kick back while enjoying everything Downtown Toronto has to offer. Our location and smart lockbox located at the front doors makes checking into the flat easier than ever, no need to worry about fussing with the front desk staff or waiting for elevators.

Luxury 2 Bdrm, CNTower/Lake View +Parking+Pool+Gym
A Luxury 2-bedroom overlooking the city! Open concept living space with a modern flare and stainless steel appliances, encompassing the city life. Bedrooms have comfy queen beds and loads of closet space. Stunning CN Tower and lake views. Parking, Pool, Spa, Sauna, and gym access. Walking distance to BMO Field, CN Tower, Rogers Center, Harbourfront, Exhibition Place, Budweiser stage, and all the best restaurants, bars, and nightlife.

London Studio Designed by Architect
Live Work Studio in heart of downtown Toronto with everything at your door step. This Studio is a gem, designed by an Architect to create the perfect live work environment. This space will inspire you to work with a large work station surrounded with natural light and coffee brewing in a clean built-in kitchen. It's also cozy if you want to relax, pull down the Murphy bed and you literally have everything within arms reach.

Elegant King Suite w/ Skyline Views, Pool & Gym
- Indulge in the comfort of a king bed with premium bedding and natural lighting - Access amenities like pool, gym, and stunning views from the city-facing balcony - Stroll to shopping, dining, and iconic sights; perfect for exploring energetic life - Equipped kitchen with essentials; ideal for travelers needing a home-like experience - Make your reservation today and enjoy a seamless stay full of luxury and convenience!

Entire Unit - Modern 2 BR Condo near CN Tower
PLEASE SEND ME A MESSAGE FIRST BEFORE MAKING ANY BOOKING REQUESTS. Welcome to our modern 1+1 bedroom (den is open-concept but well secluded) 1 bath condo. Enjoy a stylish experience at this centrally located place! The suite is located right across CN Tower, Rogers Centre, Metro Convention, and Ripley's Aquarium. The prime location will help you maximize your stay to explore Toronto within walking distance.

City-Centric Stay: Relax in Pool, Sauna & Hot Tub
- Unwind in stylish interiors with high-end finishes and abundant natural light - Access top-tier amenities: gym, pool, hot tub, and sauna for ultimate relaxation - Situated near vibrant eateries and attractions, just minutes from transit links - Experience hassle-free check-in with a lockbox and attentive host service - Book now to explore city vibes and enjoy a relaxed, luxurious stay!

CENTRAL DOWNTOWN LUXURY APT STEPS TO CN TOWER/LAKE
This beautiful modern 1 bed & q bath suite is located in the heart of downtown Toronto's Entertainment & Financial District - in the prestigious 300 Front Street building in the core of the city. Enjoy a nice dinner on the balcony with a lake and CN Tower view! The building has a fully equiped Fitness center, Outdoor Pool with a 360 degree of the whole city, Steamroom, Whirlpool BBQ
Popular amenities for Church-Wellesley rentals with a pool
House rentals with a pool

Newly renovated, close to airport, washer/dryer

Cozy 2 bed Condo Near Scotiabank/Rogers/Union

Seraya Wellness Retreat

Luxury Spa Escape with Pool & Jacuzzi

Modern Custom Built Walkout to Marble Pool Game RM

Chic King West Studio – TIFF & FIFA at Your Door

Casa Meya – Toronto Poolhouse Villa

Stylish Condo in Downtown TO
Condo rentals with a pool

Luxury Downtown 2Bed by ScotiaBank Arena + Parking

Beautiful Condo Across CN Tower and MTCC

Lakeside Condo Studio In Downtown Toronto

Luxury Condo with FreeParking. CN Tower Lake View

Luxury Downtown Condo For 4 (CN Tower Views)

Charming Condo w Parking, CN Tower View & Pool

Stylish 1+1 Corner Suite |Steps to Lake&Downtown

Closest condo to Rogers Centre/CN tower in Toronto
Other holiday rentals with a pool

COMFY 1BR - FREE Parking - Downtown - Pool - Gym

Yorkville Skycrest Penthouse | King Bed | Gym+Pool

Luxury condo 2+2 /free parking on Bay Street

Amazing View in High-rise Condo

Exceptional DT 2Bedrm+2Bath High floor w/ Pool!

Condo in Yorkville - Newly Furnished Luxury Unit

Chic Downtown Condo w/ Private Patio + Parking

Beachside 2BR | CN Tower and lake View + Parking
When is the best time to visit Church-Wellesley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $131 NZD | $127 NZD | $143 NZD | $146 NZD | $175 NZD | $148 NZD | $189 NZD | $148 NZD | $146 NZD | $126 NZD | $126 NZD | $139 NZD |
| 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 with a pool in Church-Wellesley

Total holiday rentals
Explore 90 holiday rentals in Church-Wellesley

Nightly prices starting at
Church-Wellesley holiday rentals start at $34 NZD per night before taxes and fees

Verified guest reviews
Over 850 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
80 of Church-Wellesley holiday rentals include Wi-Fi 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
- Pet-friendly rentals Church-Wellesley
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- Family-friendly rentals Church-Wellesley
- Rentals with a hot tub Church-Wellesley
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- Apartment rentals Church-Wellesley
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- Rentals with pools Toronto
- Rentals with pools Ontario
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Port Credit
- Distillery District
- The Danforth Music Hall
- BMO Field
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Massey Hall
- Niagara Falls State Park
- Financial District
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Downsview Park
- Toronto City Hall




