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.

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Top Guest favourite
Home in Pickering
4.93 out of 5 average rating, 390 reviews

“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!

Guest favourite
Guest suite in Pickering
4.91 out of 5 average rating, 295 reviews

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

Guest favourite
The spacious living area features a leather sectional sofa and a cozy ottoman, situated atop a soft area rug. A modern kitchen with an island and dark cabinetry is visible in the background, complemented by ambient blue lighting.
Guest suite in Ajax
4.97 out of 5 average rating, 173 reviews

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.

Guest favourite
A warm living area features a large leather sofa paired with a circular chair. A rustic wooden coffee table is positioned in front. Natural light filters through sheer curtains, illuminating the space with a cozy ambiance. A wood-burning fireplace is framed by vertical wood paneling.
Home in Pickering
4.85 out of 5 average rating, 120 reviews

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!

Top Guest favourite
A spacious living area features a variety of seating options, including a cozy couch and rocking chairs. Large windows allow natural light to enter, illuminating the lush indoor plants. Decorative rugs and artwork add character to the eclectic decor, creating a relaxed atmosphere.
Farm stay in Uxbridge
4.98 out of 5 average rating, 293 reviews

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.

Guest favourite
Home in Pickering
4.86 out of 5 average rating, 157 reviews

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!

Top Guest favourite
Apartment in Lynde Creek
4.96 out of 5 average rating, 414 reviews

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😊

Top Guest favourite
The living area features a spacious couch and two cozy blue accent chairs, positioned around a round coffee table. A large flat-screen TV is mounted on the wall, while a modern mirror reflects the open concept layout, enhancing the light from the recessed lighting.
Home in Ajax
5 out of 5 average rating, 127 reviews

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.

Guest favourite
A spacious living area features a large sectional sofa paired with a modern armchair. Natural light streams through the expansive windows, highlighting a round coffee table and a light-toned area rug underneath. A potted plant adds a touch of greenery to the serene space.
Home in Pickering
4.88 out of 5 average rating, 127 reviews

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!

Top Guest favourite
A modern kitchen area features sleek gray cabinets and stainless steel appliances. A dining table is set for four, complete with neatly arranged plates and glassware, inviting shared meals. The kitchen backdrop displays a contemporary black and white patterned wall, enhancing the space's clean aesthetic.
Guest suite in Pickering
4.95 out of 5 average rating, 109 reviews

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.

Guest favourite
The exterior of the home is showcased, featuring a brick facade with large windows and a prominent balcony. A garage is visible at the ground level, while snow is partially covering the driveway, creating a serene winter atmosphere.
Home in Whitby
4.82 out of 5 average rating, 159 reviews

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.

Superhost
An elegant wrought iron gate stands at the entrance, framed by vibrant orange and red leaves. The colorful foliage creates a serene atmosphere, enhancing the natural beauty of the surrounding garden filled with lush greenery and seasonal flowers.
Guest suite in Pickering
4.86 out of 5 average rating, 230 reviews

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

When is the best time to visit Pickering?

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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

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