Vacation rentals in Pickering
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Pickering
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Pickering vacation rentals
Other great vacation rentals in Pickering
Guest favourite
Guest suite in Pickering
5.0 out of 5 average rating, 11 reviewsCozy Guest Suite in Pickering
Aug. 3 – 10
$127 CAD per night
Guest favourite
Guest suite in Pickering
4.9 out of 5 average rating, 31 reviewsLove to Travel
Jun. 25 – Jul. 2
$118 CAD per night
Guest favourite
Guesthouse in Pickering
4.97 out of 5 average rating, 29 reviewsLuxury Ground-Level "Suite Escape"
Jul. 13 – 20
$174 CAD per night
Guest favourite
Guest suite in Pickering
4.92 out of 5 average rating, 65 reviewsGuest Suite in Pickering
Jan. 6 – 13
$223 CAD per night
Guest favourite
Home in Ajax
5.0 out of 5 average rating, 64 reviewsUltra-Modern Luxury Retreat! Close to Thermea SPA.
Oct. 13 – 20
$212 CAD per night
Guest favourite
Guest suite in Whitby
5.0 out of 5 average rating, 24 reviewsMaple Edge
Sep. 19 – 26
$150 CAD per night
Guest favourite
Bungalow in Pickering
5.0 out of 5 average rating, 22 reviewsBeachy bungalow
Aug. 13 – 20
$242 CAD per night
Guest favourite
Home in Ajax
5.0 out of 5 average rating, 26 reviewsModern 1BR Basement Suite in Ajax
May 27 – Jun. 3
$127 CAD per night
Quick stats about vacation rentals in Pickering
Total rentals
1.4K properties
Rentals with dedicated workspaces
880 properties have a dedicated workspace
Rentals with a pool
60 properties have a pool
Pet-friendly rentals
240 properties allow pets
Family-friendly rentals
550 properties are a good fit for families
Total number of reviews
27K reviews
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 a patio Pickering
- Monthly Rentals Pickering
- Rentals with a fireplace Pickering
- Rentals with a washer and dryer Pickering
- Family-friendly rentals Pickering
- Apartment rentals Pickering
- House rentals Pickering
- Rentals with beach access Pickering
- Rentals with outdoor seating Pickering
- Rentals with pools Pickering
- Rentals with lake access Pickering
- Rentals with an EV charger Pickering
- Rentals with a firepit Pickering
- Waterfront rentals Pickering
- Smoking-friendly rentals Pickering
- Fitness-friendly rentals Pickering
- Pet-friendly rentals Pickering
- Rentals with a hot tub Pickering
- Rentals with breakfast Pickering
- Townhouse rentals Pickering
- Kid-friendly rentals Pickering
- Private suite rentals Pickering
- 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