Vacation rentals with a pool in Pickering
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Pickering
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 Pickering rentals with a pool
House rentals with a pool
Home in Pickering
4.87 out of 5 average rating, 15 reviewsToronto Vacation with Heated Pool/Park/Zoo/Casino
Home in Whitby
4.89 out of 5 average rating, 35 reviewsClean, spacious, poolside entire lower level apt
Home in Uxbridge, Canada
5.0 out of 5 average rating, 18 reviewsRedwood Haven East: Your Dream Getaway in Uxbridge
Home in Toronto, Canada
4.92 out of 5 average rating, 36 reviewsRavine Paradise with heated pool & hot tub!
Home in Newmarket
4.83 out of 5 average rating, 18 reviewsCozy Pool house in Newmarket
Home in Fraserville
5.0 out of 5 average rating, 35 reviewsKawarthas storybook cottage, hot tub & heated pool
Home in Toronto
4.92 out of 5 average rating, 100 reviewsEntire house with Pool, ravine, and nature trail
Home in Newmarket
5.0 out of 5 average rating, 8 reviewsBeautiful Pond View stay!
Condo rentals with a pool
Condo in Toronto
4.95 out of 5 average rating, 173 reviewsUpscale Luxurious Condo Free Parking
Condo in Mississauga
4.78 out of 5 average rating, 192 reviewsBenetton Suite - Square One - 1 BR+Den+1 Parking
Condo in Toronto
4.85 out of 5 average rating, 124 reviewsModern 1 Bdrm Suite Downtown District - Lake View
Condo in Toronto
4.94 out of 5 average rating, 235 reviewsLuxury 1 Bedroom Suite In Heart Of Toronto
Condo in Toronto
4.89 out of 5 average rating, 280 reviewsCENTRAL DOWNTOWN LUXURY APT STEPS TO CN TOWER/LAKE
Condo in Toronto
4.97 out of 5 average rating, 218 reviewsChic, High-Rise Apartment with CN Tower Views
Condo in Toronto
4.89 out of 5 average rating, 131 reviews1 bdrm Condo by CNT Free Parking 39 FLR Stun. View
Condo in Toronto, Canada
4.82 out of 5 average rating, 164 reviewsThe spot at the Bisha residence
Quick stats about vacation rentals with a pool in Pickering
Total rentals
60 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
860 reviews
Nightly prices starting at
$20 before taxes and fees
Destinations to explore
- Niagara Falls Vacation rentals
- Brampton Vacation rentals
- Niagara-on-the-Lake Vacation rentals
- Muskoka Lakes Vacation rentals
- Niagara Falls Vacation rentals
- Kitchener Vacation rentals
- Waterloo Vacation rentals
- Buffalo Vacation rentals
- Deep Creek Lake Vacation rentals
- London Vacation rentals
- Mississauga Vacation rentals
- Montreal Vacation rentals
- Rentals with pools Toronto
- Rentals with pools Canada
- Rentals with pools Ontario
- Rentals with pools Downtown Toronto
- Rentals with pools Mississauga
- Condo rentals Pickering
- Apartment rentals Pickering
- House rentals Pickering
- Rentals with a hot tub Pickering
- Townhouse rentals Pickering
- Waterfront rentals Pickering
- Fitness-friendly rentals Pickering
- Family-friendly rentals Pickering
- Kid-friendly rentals Pickering
- Private suite rentals Pickering
- Rentals with a patio Pickering
- Rentals with a fire pit Pickering
- Smoking-friendly rentals Pickering
- Rentals with outdoor seating Pickering
- Rentals with a fireplace Pickering
- Rentals with beach access Pickering
- Rentals with a washer and dryer Pickering
- Rentals with lake access Pickering
- Beachfront rentals Pickering
- Rentals with an EV charger Pickering
- Pet-friendly rentals Pickering
- Monthly Rentals Pickering
- Rentals with breakfast Pickering
- Rentals with pools Regional Municipality of Durham
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom