Holiday 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.

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Guest favourite

Dome in Bradford West Gwillimbury

4.98 out of 5 average rating, 213 reviews

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

19–26 Nov

$229 NZD per night

Superhost

Apartment in Richmond Hill

5.0 out of 5 average rating, 3 reviews

Modern 2-bedroom Condo

Here are a few reasons why our place stands out: 1. Location: It's in the heart of the city of Richmond Hill. Guests can easily access popular restaurants and shopping malls. 2. Unique Design: Our suite is modern, cozy and we aim to create a space that appeals to different tastes, provides a sense of comfort and relaxation. 3. Amenities: From bedding, towels to fully equipped kitchen and high-speed internet, we strive to make our guests' experience as comfortable and convenient as possible.

28 Oct – 4 Nov

$327 NZD per night

Guest favourite

Guest suite in Mississauga

4.92 out of 5 average rating, 132 reviews

Full apt on Upper floor near HWY - S Mississauga

Get the privacy & convenience of a hotel and comfort of a home. In the heart of Lorne Park in S. Mississauga, the apartment is built on the upper floor of a house with a separate entrance from the rear. One minute to the QEW, 17 minutes from the airport, & 20 minutes to downtown Toronto, this spacious apartment is self-sufficient with a new, full kitchen with appliances, bathroom, laundry & parking. Ideal for all types of stays. Swimming pool is closed for the season. No smoking property.

1–8 Oct

$244 NZD per night

Guest favourite

Condo in Toronto

4.93 out of 5 average rating, 230 reviews

SpectacularPenthouse VIEWS/ POOL /free Parking

Sparkling clean, lovely Penthouse Unit with panoramic city view. Lots of amenities, great neighbourhood. The building is 2 mins from subway-which leads you to Downtown Toronto- in ten minutes. Lots of amazing restaurants and pubs in the area for your enjoyment and entertainment. There is a gym, salt water pool and sauna on the 4th floor and 24 hour security; a secured parking garage with a spot for guests to park free; and there is additional paid public parking in the underground.

26 Aug – 2 Sep

$450 NZD per night

Guest favourite

Farm stay in Essa

5.0 out of 5 average rating, 118 reviews

The Schoolhouse

Kick back and relax in this calm, stylish space. This school portable turned into a modern guest home is situated on acreage boasting with gorgeous views of forests, fields, grazing animals and sunsets. In warmer months, cool off in the stock tank pool, play on the volleyball court, and enjoy meals on the deck accessed from the bedroom and main entry. Relax by the campfire, walk nearby trails, visit restaurants, markets and shops. Planning your wedding? Ask about our wedding package!

18–25 Oct

$297 NZD per night

Guest favourite

Condo in Markham

4.98 out of 5 average rating, 60 reviews

Luxury Suite in DT Markham Core

One of a kind, luxurious entire condo suite with unobstructed views located in the heart of Downtown Markham. First and only condo with underground access to Marriott Hotel amenities. Unwind with some soft bed sheets, fresh towels, toiletries, shared pool and jacuzzi. This suite includes one private parking space and an office den with high speed internet. Close to bus routes, GO Station, HWY 407 and 404. Steps to VIP Cineplex Theatre, restaurants, bars, parks and more!

31 Oct – 7 Nov

$238 NZD per night

Superhost

Condo in Mississauga

4.78 out of 5 average rating, 189 reviews

Benetton Suite - Square One - 1 BR+Den+1 Parking

The Benetton Suite - Square One - 1 BR + Den + 1 Parking located in the heart of Mississauga, 600m from Square One Mall and 300m from Living Arts Centre. This centrally air-conditioned apartment. includes complimentary high speed wi-fi and 1 private parking free on site. Furnished in top quality style, the apartment has 2 bedrooms, a flat screen TV (with Netflix!), a fully equipped kitchen, dishwasher, microwave, washing machine, dryer with 1 bathroom with a bath.

13–20 Feb

$264 NZD per night

Guest favourite

Home in Toronto

4.91 out of 5 average rating, 264 reviews

King West Victorian Studio Gem

Victorian Century Home Quiet Residential Street in the Heart of Downtown Toronto Overlooks Park + Outdoor Public Pool Open Concept 735 sq ft Sunny, Exposed Brick, Chandeliers Hardwood Floors Throughout Soaring 11' Ceilings Fully Equipped Eat-in Kitchen Private Laundry Private Backyard/Garden Business Traveler Ready Steps to King Streetcar Minutes to Queen & King West Nightlife, Shops, Cafes + Restaurants & King West Theatre District Street Permit Parking

17–24 Jul

$326 NZD per night

Guest favourite

Apartment in Newmarket

5.0 out of 5 average rating, 140 reviews

The Hilton BnB Adult Luxury Suite

A beautifully decorated open concept walkout suite in an elegant 2-story home with all the amenities, accommodates 1-2 adult guests, in Newmarket’s prestigious Stonehaven Estates. The Hilton BnB is located just 30 minutes from downtown Toronto. Dine by the warmth of a fireplace in the winter or relax and have a BBQ poolside in the summer. The suite is spacious and the grounds are breathtaking. Uniquely designed with luxury in mind!

13–20 Aug

$235 NZD per night

Superhost

Condo in Toronto

4.86 out of 5 average rating, 178 reviews

Best View in Downtown 5 Star Luxury 1+1 w/office

Experience truly gorgeous view of Lake Ontario and the city from this spacious luxury condo with one of only a few unobstructed lake views left in the city. Steps away from CN Tower, Air Canada Center, Metro Convention Center, Airport, and most other major attractions. Situated on the newly developed Harbourfront Area in Toronto Downtown. Walk, bike, use public transport right at your door to get around the city center in minutes.

14–19 May

$388 NZD per night

Guest favourite

Home in Newmarket

5.0 out of 5 average rating, 7 reviews

Beautiful Pond View stay!

Welcome to our beautiful home featuring heated outdoor pool (seasonal, available from May 1st to October 1st), and scenic pond view which is nestled right next to our backyard! A peaceful oasis which is located in a quiet residential neighborhood, and is a perfect retreat for those looking for a relaxing stay. Despite this, the house is just a short drive from the restaurants, shopping centers, and Newmarket's downtown!

18–25 Feb

$233 NZD per night

Superhost

Condo in Mississauga

4.82 out of 5 average rating, 221 reviews

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

This beautiful sunfilled condo is newly furnished and well cared for, equipped with everything you need to make you feel right at home! Free Wifi included with Netflix access and underground parking. Amenitites in the building include a swimming pool and gym. located very conveniently in the heart of Mississauga, steps to Square one, Hwy 403, Pearson Airport and only a short drive to Downtown Toronto.

15–22 Sep

$289 NZD per night