
Vacation rentals with a pool in Richmond Hill
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Richmond Hill
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Richmond Hill rentals with a pool
House rentals with a pool

Luxury House with a Bright Sunroom & a heated pool
We had a wonderful stay. Everything was up to standard. House was clean and well set up.

Vacation Getaway with Heated Spa-Pool Open365 Days
I had an amazing experience staying at this beautiful home. The property was exactly as described, and even better in person! It was clean, spacious, and thoughtfully decorated, making it feel like a home away from home. The host was incredibly welcoming and responsive, ensuring that we had everything we needed for a comfortable stay. The location was perfect, with easy access to local attractions and amenities. I highly recommend this place to anyone looking for a relaxing and enjoyable stay. Can't wait to return!

10 Acre Farmhouse with Pool + 5 Bedrooms/3 Baths
This place was absolutley spotless and communication was amazing even though nothing was needed til checkout. Would love to have enjoyed pool but tough in January. Minimal amount of snow fell and they had someone come shovel and salt.

Luxe, Family-Friendly Oasis Home With Pool
Great place with all the amenities for a family of 5. Easy access from airport. Great host that was responsive throughout our stay. Would highly recommend.

Luxury 2bedroom Unit in the city/heated salt pool.
We had a great time at Bessa’s. The house was beautifully decorated. The pool and back yard were amazing. We will definitely be back. I would highly recommend staying here.

Lakeview Cottage in the City with Pool
We loved our stay at Maxim's place! We needed a longer-term stay (1-month+) due to renovations at our house and this house was great. We really enjoyed the sunrises from the master bedroom and our little one enjoyed the large jacuzzi tub! Thanks for taking us in during a time of need and for being flexible, Maxim!

King West Victorian Studio Gem
One of the best Airbnb stays! I love the character of the space, the location is fantastic, and the availability of amenities all around. The best part was the softness of the bed sheets! I value a good night sleep, and the bed was so comfortable. Wi-Fi was extremely fast and made working from home a breeze. The kitchen is well stocked with everything needed to make yourself at home. Thank you Kathleen. I'll definitely book again in the future.

Oakwood Haven
The house was beautiful, clean with lots of space and facilities. It's located a few houses up from the lake, and a very short walk from a park, shops and restaurants in Port Credit. The neighbourhood is quiet and felt very safe at night. It's around a 15 minute walk to the train station to get to down town Toronto within 30 minutes. The host was very helpful and available on messages and was flexible with check in/out which helped having later flights!
Condo rentals with a pool

Luxury Downtown 2Bed by ScotiaBank Arena + Parking
You cannot beat this location! The Airbnb exceeded our expectations. It was spacious with all the amenities you could want. An amazing space with spectacular views, and a patio to enjoy our time even more. Close to absolutely everything. We walked everywhere, took in a hockey game and felt like we were living in downtown Toronto. A perfect weekend getaway. Highly recommended!

Modern Downtown Condo Free Parking/ Walk to Lake
Jessica was one of the best Airbnb hosts I’ve had in a long time! I celebrated my three-year anniversary here with my partner, and it was absolutely perfect. Jessica went above and beyond by setting up the room beautifully with flowers, rose petals, and electric candles—my partner was overjoyed. She was incredibly accommodating, allowing us to check in early and responding quickly to all my requests. The space itself was spotless, smelled amazing, and was incredibly comfortable. As a same-sex couple, safety is always a consideration when booking accommodations, but this location felt extremely secure. My partner and I were out late at night and felt completely at ease. The apartment has a double lock for added security, and the building itself is well-monitored. On top of all that, the view of downtown and the CN Tower was stunning. I highly recommend this stay, especially for couples—10/10!

Luxury Waterfront Downtown Condo w/ Pool & Parking
We had a great stay. The place was clean and very nice. I love how parking was included with our stay. That was convenient. Highly recommend!

Lakeside Condo Studio In Downtown Toronto
Very clean and great locations for nights in downtown Toronto

3BR Rooftop Pool-Gym-Steps-MTCC-CN Tower-Parking
very clean apartment, walkable to everything, across the street from CN tower. Matthew was very proactive with communication. ours was kind of last minute reservation, but Matthew was very fast is getting back to us with confirmation and provided all the instructions for checkin. The apartment building has security and was fully gated, which made us feel very safe.

Stylish Downtown Toronto Condo with Free Parking
stayed here a few times, always a pleasure. host is so nice and place is just as pictured.

Entire 2BR Condo Downtown + Skyline View + Parking
Great condo in a great location. Lovely view of Toronto. Walking distance to all amenities.

Luxury Downtown Condo For 6 (Near CN Tower)
Clean, very conveniently located, and always quick communication before and during the trip from Bri and Mike! Great set up for our family (2 adults and 2 kids). Would definitely stay here again if returning to Toronto.
Quick stats about vacation rentals with a pool in Richmond Hill
Total rentals
70 properties
Total number of reviews
870 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
70 properties include access to wifi
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- Budweiser Stage
- Port Credit
- Horseshoe Resort
- University of Toronto
- Snow Valley Ski Resort
- CF Toronto Eaton Centre
- Toronto Zoo
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Exhibition Place
- Massey Hall
- Royal Woodbine Golf Club
- Yonge-Dundas Square
- Royal Ontario Museum
- Trinity Bellwoods Park
- Lakeridge Ski Resort
- Hockley Valley Resort - Golf, Spa and Ski
- Hockey Hall of Fame
- Toronto City Hall
- Royal Alexandra Theatre
- Harbourfront Centre