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.
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 suite in Pickering
4.83 out of 5 average rating, 198 reviewsSpacious suite Sleeps 4 & free Parking
Oct 25 – Nov 1
Apartment in Oshawa
4.89 out of 5 average rating, 222 reviewsLovely 1-bedroom apartment rental in NE Oshawa
Mar 13 – 20
Guesthouse in Pickering
4.86 out of 5 average rating, 113 reviewsHotel 65. Our Spacious 2-Bedrm Basement w/Parking
Feb 16 – 23
Home in Whitby
4.85 out of 5 average rating, 125 reviewsLuxurious & Modern Guest Suite-Walkout Bsmt Apt.
Oct 11 – 18
Townhouse in Ajax
4.79 out of 5 average rating, 109 reviewsCheerful 1 Bedroom Apartment with kitchennete
Dec 17 – 24
Guest suite in Pickering
4.9 out of 5 average rating, 31 reviewsLove to Travel
Jan 30 – Feb 6
Guesthouse in Pickering
4.97 out of 5 average rating, 30 reviewsLuxury Ground-Level "Suite Escape"
Jan 25 – Feb 1
Guesthouse in Pickering
4.89 out of 5 average rating, 18 reviewsSpacious fully private studio basement & parking
Dec 9 – 16
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
Frequently Asked Questions
How much does it cost to stay in private suite rentals in Pickering?
Experience the best of Pickering with our private suite rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for Private Suite Rentals in Pickering?
Enhance your stay in our Private Suite Rentals with the most popular amenities: over 140 homes with wireless internet, over 140 homes with air conditioning, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do townhouse rentals in Pickering have a gym?
Absolutely! We offer over 10 townhouse rentals with a gym in Pickering. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Pickering?
Yes! Work meets play with ease at over 880 vacation rentals in Pickering featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do bungalow rentals in Pickering have a bbq area?
Absolutely! We offer over 10 bungalow rentals with a bbq area in Pickering. Enjoy a tailored experience with all the comforts you desire.
Do villa rentals in Pickering have air conditioning?
Absolutely! We offer over 10 villa rentals with air conditioning in Pickering. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Pickering?
Pickering has more than 550 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there Pickering vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 60 vacation homes with pools in Pickering, available on Airbnb. Make a splash and soak up the sun in style!
Do private suite rentals in Pickering have wireless internet?
Absolutely! We offer over 140 private suite rentals with wireless internet in Pickering. Enjoy a tailored experience with all the comforts you desire.
Where should I stay in Pickering?
Make yourself at home in Pickering by choosing from our most frequently booked neighborhoods. We have over 250 vacation rentals in Port Union, over 900 vacation rentals in Morningside, and over 100 vacation rentals in Pickering Beach.
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
- House rentals Pickering
- Kid-friendly rentals Pickering
- Rentals with a hot tub Pickering
- Pet-friendly rentals Pickering
- Apartment rentals Pickering
- Rentals with breakfast Pickering
- Private suite rentals Pickering
- Smoking-friendly rentals Pickering
- Beachfront rentals Pickering
- Rentals with a washer and dryer Pickering
- Fitness-friendly rentals Pickering
- Rentals with a fireplace Pickering
- Waterfront rentals Pickering
- Rentals with outdoor seating Pickering
- Rentals with pools Pickering
- Townhouse rentals Pickering
- Rentals with an EV charger Pickering
- Rentals with lake access Pickering
- Family-friendly rentals Pickering
- Rentals with beach access Pickering
- Rentals with a fire pit Pickering
- Rentals with a patio Pickering
- Monthly 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