
Holiday rentals with outdoor seating in Pickering
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Pickering
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

“Elysium” Where happiness is real!
Stay connected with our fast Bell Fibe Wi-Fi, free parking and unwind with over 1000 streaming channels on our TV, including Netflix and Prime. Whether you're here to catch the game or watch an exciting fight you’ll have everything you need for a great time Our location is the perfect base for discovering all that Pickering has to offer. You’ll be just a short drive away from fantastic restaurants, lively bars, shopping spots, and even casinos—everything you need for a fun and convenient stay!

Urban HotTub Oasis/Separate Entry/Suite/DT 30 min
Completely private studio suite kitchenette (no full kitchen) Exclusive hot tub access for ultimate relaxation Modern space with Fireplace and smart TV for streaming Fast Wi-Fi and dedicated parking included Approximately 30 minutes from downtown Toronto Conveniently located near Thermea Spa and Frenchman’s Bay, Pickering Casino Resort & Toronto Zoo 10 dollar paid parking spot for SUV size car. Trucks will not fit. Safe and secure with a disclosed entrance camera and responsive hosting

Brand New Private Luxury Suite Open Consept living
Sun filled Private Suite, cozy & modern. Entire space with separate entrance. Peaceful Ravine, walking path & Sunrise. Minutes to the 401 & Ajax GO Station. 18 min to Toronto Pan Am Sports Centre. Drive or GO to downtown Toronto. Walking distance to a wide variety of restaurants, major shopping plazas, Walmart, Costco, RCSS, Iqbal foods, Ajax Downs & Casino. Life Time Athletic, Ajax convention Centre. Minutes to Lake Ontario & Pickering Casino. 12 min to Dagmar Ski Resort & Whitby Thermëa spa.

Cosy 3-Bedroom Home in Quiet Cul-de-Sac.
Welcome! Our 3 bedroom, 2 bath home is centrally located on a low traffic court. Spacious, clean and bright! Featuring a large walk-out family room with high ceilings and a wood-burning fireplace. Completely renovated with wood floors throughout. Large sunny west-facing backyard and 6 car-park on the driveway. Enjoy many unique amenities like our chromo-therapy steam room & outdoor Brazilian hammock. Walking distance to strip plaza, restaurants & parks. A comfortable home away from home!

Private Loft w Sauna, Fireplace, Wi-Fi & Projector
Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE, this private loft includes a sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

Walk to Lake | 2BR Family Suite | Near Toronto
✨ Prime Location – 3 mins to HWY 401, Pickering GO & Town Centre 🌊 In West Shore — walk to the beach, lighthouse & Lake Ontario! Perfect for sunrise & family strolls. 🛌 Fully private walk-up basement suite — no shared spaces, clean & comfy • 2 comfortable bedrooms + spacious living room 🚗 Free parking for 2 vehicles 🍳 Full kitchen for easy meals 👨👩👦 Ideal for families & travelers exploring Toronto 🌟 Enjoy complete privacy, comfort & beachside vibes in Pickering!

LOVE and Relax at Dream Catcher Retreat
Are you looking for the perfect getaway? 😊 Retreat yourself to a Luxurious, Charming and Modern Suite with a splash of glam.✨ Perfect for couples, families or business trips. Enjoy the Fireplace with a glass of Cabernet Sauvignon🍷Perhaps you would also like to partake in a game of pool on our custom pool table 🎱, or take a hot rainfall shower in a delightful Stone Spa Shower💦. But, most importantly, our place is yours to relax and unwind😊

Ultra-Modern Luxury Retreat! Close to Thermea SPA.
COZY and INVITING, this modern suite is in a quiet, family-friendly Ajax neighborhood. Just 10 minutes to Thermea Spa and Ajax GO Station, and a short walk to parks, shops, and groceries. Newly built with deluxe finishes, the 1,000 sq. ft. space includes in-floor heating, an electric fireplace, a spacious sofa, and smart TV with Netflix/Prime. Downtown Toronto is 35–45 mins by car, and Pearson Airport or Mississauga in about 55 mins.

Serene Stays - Pickering (5Beds, 2.5Baths, 4Park)
Welcome to Serene Stays - Pickering, where you'll find comfort, style, and convenience all come together! This is a newly built, spacious 4 bedroom, 2 storey home where you can completely relax with access to the entire home - boasting 4 bedrooms, 2.5 bathrooms, living room, dining room, full kitchen, private outdoor patio, and laundry room. This home has 4 parking spaces and is perfect for large families or groups!

RedDore - 2 Bedroom Cozy Basement Suite
Enjoy the charming touches of this spacious basement suite with a clean modern feel. Beautifully decorated featuring a spacious living/dining room combo area, and a brightly lit bathroom with a stand-up shower. This guest suite with your very own private entrance is luxurious and full of warmth. Along with our beautiful accomodations we have car rentals available to make your trip complete. Just ask for details.

Cozy Home
This home is situated in a newly developed quite neighborhood, suitable for relaxing after your long day of adventures. This home has 3 Bedrooms and 3 beds which accommodations for maximum 6 people. Lines and bed sweets are provided along with minimal kitchen utensals. There are no Homes in front and allows for the sun to light up your morning with a small balcony perfect to sip your morning coffee.

Wake up in MapleTree Oasis•2 bedroom in Pickering
Walk into a unique Oasis, drive to 401 in 3 minutes….an ideal place for stay. Separated entry to an entire apartment with two bedrooms (queen size +full size) , living room with open kitchen area, bathroom, laundry room and private patio equipped with furniture. The guest doesn’t need to share with anyone! Ideal place for family and friends to stay!
Popular amenities for Pickering outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Cozy Lakeside Modern House 4Br - Steps To The Lake

Luxury modern Victorian - private parking included

Central Family Friendly 3BR | Steps to Subway

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub

Luxurious Spacious Dream Home with Parking!

Stylish 1870s Home near Distillery District & Old Toronto

2BR+2Bath! 2queen beds! Luxury Private Quiet Clean

Our Home -3 bedrms, for 1 to 5 to stay
Apartment rentals with outdoor seating

The Hilton BnB Adult Luxury Suite

King Bed! 2 Parking! 55"TV! Side Entr! Private!

The Fort York Flat

King bed, Big kitchen, Free Parking, Central

One bedroom vacation rental at The Beaches

Gorgeous Bsmt. Apartment with separate entrance.

Designer Annex Loft with Sunset Deck / EV Parking

Spacious & Vibrant upstairs apartment
Condo rentals with outdoor seating

2BR Condo | Balcony + Parking by CN Tower & Scotia

Chic 3BR - Free Parking - Downtown - City View

1 Bedroom Suite DT Core - (Office/Bidet/Balcony)

*Cool&Contemporary* Condo steps from Eaton Center

Hidden gem in Humber bay shores Toronto w/ parking

Stylish Apartment in Toronto - Long term available

Central condo in heart of Liberty Village +parking

Trendy King West townhome
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $112 AUD | $112 AUD | $113 AUD | $116 AUD | $127 AUD | $134 AUD | $137 AUD | $140 AUD | $136 AUD | $130 AUD | $126 AUD | $122 AUD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about holiday rentals with outdoor seating in Pickering

Total holiday rentals
Explore 310 holiday rentals in Pickering

Nightly prices starting at
Pickering holiday rentals start at $14 AUD per night before taxes and fees

Verified guest reviews
Over 13,700 verified reviews to help you choose

Family-friendly holiday rentals
160 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 90 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
240 properties have a dedicated workspace

Wi-Fi availability
310 of Pickering holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Pickering rentals

4.8 Average rating
Pickering stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
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- Rentals with a patio Pickering
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- Rentals with a fireplace Pickering
- Pet-friendly rentals Pickering
- Townhouse rentals Pickering
- Rentals with a hot tub Pickering
- Rentals with pools Pickering
- Rentals with a fire pit Pickering
- Rentals with beach access Pickering
- Family-friendly rentals Pickering
- Rentals with outdoor seating Durham
- Rentals with outdoor seating Ontario
- Rentals with outdoor seating Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Port Credit
- BMO Field
- Distillery District
- The Danforth Music Hall
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Casa Loma
- Lakeridge Ski Resort
- Dufferin Grove Park
- Downsview Park
- Toronto City Hall
- Christie Pits Park




