Vacation rentals with a pool in Oakville

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Top-rated rentals with a pool in Oakville

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Guest favorite

Apartment in Oakville

5.0 out of 5 average rating, 11 reviews

Perfect, Peaceful 1 bedroom condo

Enjoy this spacious and quiet and well-lit, 1+ Den condo. Beautiful, serene and spacious, it is perfect for those travelling for work, in need of a productive space, or a peaceful and relaxing vacation. Great for couples looking to explore the Greater Toronto Area. All you need is within 1 km:from major retail centres, grocery stores and restaurants . Walking distance to a local plaza + hiking trails. Boasts a less than 5 minute drive to 3 major highways + only 20 minute drive to Toronto

Aug 16 – 23

ﺩ.ﺇ294 per night

Superhost

Apartment in Milton

4.8 out of 5 average rating, 59 reviews

Backyard Oasis Guesthouse.

Welcome to our cozy walk-out basement apartment with no kitchen. It is a completely private unit with separate entrance. Perfect for making some memories at this unique and family-friendly place. Backing on to the Sixteen-mile creek, this backyard oasis has a sun-drenched inground pool surrounded by mature perennial gardens, a new manufactured stone patio, with upper and lower shaded lounge areas. Please note, swimming pool and upper deck patio is not available till May, as it’s winter. Thanks

Oct 4 – 11

ﺩ.ﺇ330 per night

Guest favorite

Apartment in Mississauga

5.0 out of 5 average rating, 39 reviews

Luxury Stay w/phenomenal view!

Enjoy a stylish experience at this centrally located property. Sunset lovers are going to love this one! Starbucks, restaurants, grocery shops, dentists, pharmacies, and much more ON THE MAIN FLOOR. Walking distance to Mississauga’s largest mall Square one. 15 mins drive from airport. 20 mins drive to Downtown Toronto. Lakeshore south view from balcony. Gym, swimming pool, jacuzzi, sauna, piano room, cards room, stretching room, outdoor bbq, and much more in this unique one of a kind property.

Apr 28 – May 5

ﺩ.ﺇ513 per night

Guest favorite

Home in Burlington

4.8 out of 5 average rating, 5 reviews

Holiday Retreat with Pool

This unique place has a style all its own. Minutes from lake, steps from restaurants, shopping, bars, cafes and so much more. Central, yet quiet neighbourhood. Relax and Enjoy our large backyard and the pool with family. Our fully equipped kitchen and kitchenette for a large family. Comfortably sleep in our high-end mattresses in a thought-through decorated home. Hosting has been my passion. Super host 5 years in a row we plan to offer you the same comfort we have provided guests over years

Sep 6 – 13

ﺩ.ﺇ1,243 per night

Guest favorite

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.

Aug 25 – Sep 1

ﺩ.ﺇ426 per night

Guest favorite

Guest suite in Orangeville

4.92 out of 5 average rating, 656 reviews

Private HotTub - Headwaters Retreat

Escape to our cozy and rustic queen suite with a modern touch. Private entrance & hot tub steps from your door, overlooking our peaceful conservation area. Spacious fireplace in main suite with en-suite bathroom, Apple TV, Netflix, and second bedroom with two twin beds. Steps from the hiking trails and just minutes from the town center. Perfect for outdoor adventures, art gallery visits, wine tours, weddings, sporting events, work trips or just a quiet getaway. Your getaway awaits!

Dec 8 – 15

ﺩ.ﺇ281 per night

Guest favorite

Guest suite in Oakville

4.85 out of 5 average rating, 176 reviews

LL*1 BR Suite*Wi-fi*Parking*Near Lake

Our guest suite is licensed by Town of Oakville & 1 BLOCK AWAY FROM THE LAKE. New Flooring, Luxurious and spacious suite with ABOVE GRADE WINDOWS, heated flooring, bathroom, WIFI, Kitchenette &50” smart TV. Steps away from Bronte Harbor, Coronation Park, shopping, restaurants, nightlife and GO station. 1hr drive to NIAGARA FALLS and 35mins drive to downtown Toronto. Our place is suitable for all kinds of travelers. Solar heated pool can be accessed from 10am to 8pm (June to Sep)

Aug 12 – 19

ﺩ.ﺇ722 per night

Guest favorite

Home in Cambridge

4.91 out of 5 average rating, 240 reviews

Spacious Bungalow Guest House

Welcome to our stylish, modern, guest house nestled in a private country setting. Enjoy all of the updated conveniences while experiencing rustic surroundings. Peaceful and stress free for the whole family. Located minutes to the City of Cambridge. Note: The pool is outdoor and is generally open by Victoria Day weekend (3rd weekend in May) until Labour Day weekend (last weekend in August), but if it is warm earlier or later we may extend that by a few weeks. Please inquire.

Dec 16 – 23

ﺩ.ﺇ611 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.

Dec 16 – 23

ﺩ.ﺇ522 per night

Guest favorite

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

Dec 9 – 16

ﺩ.ﺇ633 per night

Guest favorite

Guest suite in Grimsby

4.96 out of 5 average rating, 224 reviews

Bright, spacious 2 bedroom apartment

Nestled just below the Niagara escarpment, in the heart of wine country, this is the perfect place to relax after a busy day. A 4 season vacation destination, you will never find a shortage of activities to do in the area. A short drive or bike ride away from numerous wineries, restaurants and hiking. A 5 minute drive to Lake Ontario, and the beach. We are a 25 minute drive to iconic Niagara Falls and a 45 minute drive to downtown Toronto.

Oct 4 – 11

ﺩ.ﺇ381 per night

Superhost

Apartment in Burlington

4.81 out of 5 average rating, 89 reviews

Continental bfast incl! 2-bdrm apt family-friendly

Welcome to Pjila'si Home (Mi'kmaq word meaning Welcome, come in and sit down is prounced ep' ee-laa-chi). Great basement apartment, conveniently-located within a 15-minute drive of the beach, forests, farms and the mall. Less than an hour of Niagara Falls, Canada's Wonderland, 5 airports, and downtown Toronto. Continental Breakfast fixings included in your stay which includes pastries, cereal, juice, cheese, fresh fruit, coffee and tea.

Sep 5 – 12

ﺩ.ﺇ414 per night