Holiday rentals with outdoor seating in Pickering

Guest house in Scarborough

A charming coach house is framed by lush greenery and flowering plants. A stone pathway leads to the entrance, flanked by potted plants. Outdoor seating areas feature vibrant blue fabrics, and a grill is positioned on the left, offering a welcoming outdoor space.

4.96 out of 5 average rating, 129 reviews

Private Coach House near the Bluffs

This separate, minimalist, self-contained coach house is a perfect quiet escape for one, and can also intimately accommodate two persons. Wake up in natural light with all the essential home comforts: premium queen-size mattress, hypoallergenic, 100% cotton linens, a private bathroom, toiletries and meal preparation basics. No kitchen. Nearby options for prepared meals, groceries + delivery. No TV. No housekeeping fees. A 20-minute getaway from the downtown core near the lake in the east end.

4.93 out of 5 average rating, 358 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!

Superhost

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

4.96 out of 5 average rating, 155 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.

4.95 out of 5 average rating, 250 reviews

A two-story house with light yellow siding and a brown roof features a welcoming front porch, adorned with potted plants and furniture. Well-kept landscaping surrounds the house, offering a bright and inviting outdoor space under a clear blue sky.

Flat in Whitby

Serenity Suite w/Sauna-Your Entire Apt Awaits You

LONG-TERM stays welcome. A short drive to Thermea Spa Village. This is a beautiful, newly renovated, spacious basement apartment, perfect for two. Located in Whitby Shores (w/ hot tub) just a few minutes’ walk to Lake Ontario, a park, & trails, the house is situated in a quiet and friendly neighbourhood. It is close to all amenities - shopping, movie theatre, and other entertainment options, restaurants, GO Train station, Hwy 401, and easy access to Hwy 407. We look forward to meeting you!

4.96 out of 5 average rating, 545 reviews

Guest suite in Ajax

Bright Private Suite w/Separate Entrance & Patio

PRIVATE Walk Out Basement Apartment W/Separate Entrance. 420 Sq.Ft space. Queen Sized Bed. Oversized Shower w/ Rainfall Shower-head. Microwave, Two Mini Fridges, Coffee/Hot Water Tea Maker. Please note: not a full kitchen. Dining/Work Table w/Benches. High Speed Wi-fi. Living Room w/ Reclining Lazy Boy Couch and 50” Smart Tv. Over 1000 Live Tv Channels and Netflix. Private Little Backyard Patio w/Table. Private Driveway ( 2 Cars). 1 Min Drive to Hwy 401. 15 Min Walk to Ajax Go Station.

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.

4.85 out of 5 average rating, 118 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!

4.98 out of 5 average rating, 266 reviews

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

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.

A bright living area features a neutral-toned sofa positioned across from a wooden coffee table adorned with a small vase of colorful flowers. A wall art piece of abstract design adds visual interest. The open layout includes doorways leading to the kitchen and bedrooms.

4.86 out of 5 average rating, 154 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!

4.96 out of 5 average rating, 400 reviews

Flat in Whitby

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😊

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.

5 out of 5 average rating, 125 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.

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.

4.89 out of 5 average rating, 115 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!

A spacious entertainment area features a green felt pool table at the center, surrounded by a plush area rug. Dark leather seating is positioned nearby, alongside a modern dining table with black chairs. Soft lighting enhances the neutral-toned walls and flooring.

4.91 out of 5 average rating, 137 reviews

Beautiful bright basement aptmnt

Property is located walking distance from Kingston and westney, is newly renovated welcoming and has everything you need, private side entrance, a large soaking tub in the washroom with an LED mirror perfect for getting ready for a night out, The basement even has a private washer and dryer so you can get your laundry done whenever you need to as well, a large walk in closet and a lot of space!!

Popular amenities for outdoor seating rentals in Pickering

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

A spacious sleeping area features a large bed adorned with layered white bedding and decorative pillows. Soft bedside lamps flank the headboard, and abstract wall art adds color above. A round rug complements the room's warm wooden flooring.

5 out of 5 average rating, 47 reviews

The Chillax in Ajax!

A spacious living area features a light-colored sofa adorned with a decorative yellow pillow. A glass-top coffee table displays neutral-colored items, while a plant adds a touch of greenery. The open layout leads to a modern kitchen and dining area, enhancing the inviting atmosphere.

4.83 out of 5 average rating, 53 reviews

Holiday Hideout Basement Unit

The entrance features a white door framed by large windows, allowing natural light to enter. Decorative planters filled with vibrant flowers flank the steps, leading up to a welcoming mat. The exterior is complemented by dark shutters on either side.

4.94 out of 5 average rating, 72 reviews

Cheery 1941 Historic Home in Ajax

4.91 out of 5 average rating, 282 reviews

A neatly arranged living room features a pair of comfortable gray sofas with accent pillows, complemented by a glass coffee table at the center. Light filters through a large window, illuminating the space, while a decorative area rug adds a cozy touch.

Home in Whitby

Stylish Home near Luxury Spa & GO Station

The exterior of a spacious three-story house is presented, featuring a stone and brick facade. Large windows provide ample natural light, and a well-kept front yard is visible. A driveway accommodates multiple vehicles, with a blend of greenery enhancing the welcoming appearance.

4.95 out of 5 average rating, 241 reviews

Spacious 3 Bedroom walkout Basement Apartment

4.95 out of 5 average rating, 21 reviews

An open-concept living and dining area is presented with a cozy sofa and a modern big-screen TV mounted on the wall. A stylish dining table surrounded by chairs is set with placemats. Soft lighting and potted plants enhance the inviting atmosphere.

Home in Whitby

Cozy Opulent Retreat (COR) with Jacuzzi tub

4.98 out of 5 average rating, 43 reviews

The front exterior of a spacious two-story home is shown, emphasizing a manicured lawn and a paved driveway leading to a double garage. A covered porch features two wooden chairs, while large windows invite natural light.

Home in Port Union

Rouge Hill Retreat srt-2310-hbprvw-rnwl-2509

Superhost

4.95 out of 5 average rating, 19 reviews

Beautiful 2 Bedroom Home Suite

Apartment rentals with outdoor seating

4.99 out of 5 average rating, 198 reviews

The exterior of a modern two-story home is displayed, featuring a brick and stone facade. A well-maintained driveway leads to a double garage with decorative doors. Bright flower pots are positioned near the entrance, while lush green landscaping surrounds the property.

Flat in Newmarket

The Hilton BnB Adult Luxury Suite

4.92 out of 5 average rating, 188 reviews

A spacious bedroom features a large, mirrored headboard and a floral patterned comforter. Two matching pillows enhance the decor. Soft light is emitted from a bedside lamp, and a closet door is visible in the background, adding convenience to the space.

Flat in Richmond Hill

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

5 out of 5 average rating, 123 reviews

A cozy living area features a leather couch and a wooden coffee table, complemented by a large mounted TV. A guitar leans against the wall, and sunlight filters in through expansive glass doors leading to a balcony with city views.

Flat in Liberty Village

Downtown Condo With a View! - Casa di Leo

4.99 out of 5 average rating, 131 reviews

A modern living room features a gray oversized sectional sofa adorned with various decorative pillows. A circular wooden coffee table and a potted plant enhance the space. The wall is decorated with a large, abstract artwork, and light filters through sheer curtains, creating a serene atmosphere.

Flat in Fort York

The Fort York Flat

4.85 out of 5 average rating, 104 reviews

A spacious living room is presented with a neutral-colored sectional sofa adorned with yellow accent pillows. A small glass side table complements the seating area, while a patterned area rug adds texture to the floor. Natural light enters through a window placed above the sofa.

Flat in Oakwood Village

Bright, spacious luxury basement apartment

4.88 out of 5 average rating, 111 reviews

A spacious bedroom features large windows, allowing natural light to fill the room. A comfortable bed is centered against a dark accent wall, complemented by minimal artwork. A round mirror hangs on the adjacent wall, and warm lighting is provided by a bedside lamp.

Flat in Mississauga

Condo in Heart of Mississauga

Flat in Davisville Village

The open-space living area features a large leather sofa facing a flat-screen TV, with a dining table and chairs nearby. A modern kitchen with high-end appliances is visible in the background, complemented by bright, recessed lighting throughout the space.

4.95 out of 5 average rating, 157 reviews

Midtown modern 1 bedroom suite

Superhost

A cozy living space features a mix of seating options, including two patterned chairs and a simple sofa. Light from a window brightens the area, which is complemented by a writing desk with stationery. Textured wall art adds visual interest to the neutral tones.

Flat in Richmond Hill

4.86 out of 5 average rating, 356 reviews

Spacious private apartment includes coffee/tea bar

Apartment rentals with outdoor seating

Apartment in Entertainment District

A modern living area features a light grey sofa adorned with decorative pillows, complemented by a circular area rug. Floor-to-ceiling windows allow natural light to fill the space, while green plants add a touch of nature. A sleek entertainment unit and a small dining table enhance functionality.

4.99 out of 5 average rating, 101 reviews

Bright & Stylish 1 Bedroom Condo in King West

Apartment in Harbourfront

The image displays the CN Tower from different angles, showcasing its height against a sunset and nighttime sky. The left view highlights the tower with the Rogers Centre below, while the right view features the illuminated tower amidst the city lights, emphasizing the vibrant colors at night.

4.95 out of 5 average rating, 615 reviews

Stunning Lake/CN Tower View: 2BR+2BA, Free Parking

4.87 out of 5 average rating, 133 reviews

A modern dining area features a glass table set for six, surrounded by sleek white chairs. A geometric chandelier hangs above, and large windows allow natural light to fill the space, offering views of the city skyline. A comfortable couch is positioned nearby.

Apartment in Courtice

Pristine Modern 2BR Condo Private BBQ and Balcony

5 out of 5 average rating, 128 reviews

A bright and airy living space features large corner windows that offer expansive views of the city. A modern sectional couch is paired with a light rug, while a flat-screen television is mounted on the wall. Lush green plants add a touch of nature to the inviting décor.

Apartment in Yorkdale

The Penty: Luxurious Penthouse with Pool, Hot Tub

Apartment in Humber Bay Shores

A spacious living area is featured, with large windows offering natural light and views of the city. A comfortable gray sofa is situated alongside a vibrant red armchair. A wooden coffee table rests on a patterned rug, complemented by a flat-screen TV and decorative artwork.

4.8 out of 5 average rating, 111 reviews

Humber Bay Family Friendly condo w Terrace&Parking

Apartment in Humber Bay Shores

A modern living area is featured, showcasing a white sofa adorned with colorful pillows. A round coffee table is centered in front of a wall-mounted TV. Large sliding doors open to a balcony, framed by greenery and offering city views.

4.92 out of 5 average rating, 181 reviews

Hidden gem in Humber bay shores Toronto w/ parking

4.92 out of 5 average rating, 101 reviews

A modern living area features a sleek grey sofa, a minimalist coffee table, and a large flat-screen TV mounted on the wall. Artwork adorns the walls, and a potted plant adds a touch of greenery. Floor-to-ceiling windows offer a view of the city skyline.

Apartment in Old Town

Chic 1 Bed DT Toronto w/ Parking & Balcony