Vacation rentals with outdoor seating in Pickering

4.94 out of 5 average rating, 342 reviews

A modern kitchenette is shown, featuring a silver refrigerator and a stainless-steel microwave above the stove. Light cabinetry contrasts with a wood countertop. A gray sofa sits in the foreground, accompanied by a wall clock and a lamp, enhancing the sleek and organized space.

Condo in Pickering

“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!

4.99 out of 5 average rating, 147 reviews

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

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. 30 min 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 village

4.89 out of 5 average rating, 134 reviews

A spacious living area is showcased with wooden flooring and a stone fireplace. A large mirror reflects the space, which includes a comfortable seating arrangement and a television stand. Natural light is evident from the windows, enhancing the room's inviting feel.

Guest suite in Guildwood

Private spacious 2 bedroom suite Guildwood Toronto

Beautiful home in prestigious Guildwood, close to Pan Am Sports Centre where many events are held. For you to enjoy is two bedroom suite with living/dining/kitchen on main floor, bedrooms overlooking treed backyard with bathroom on second floor, free parking. Great for the solo or business traveller, couples or family. Walking distance to shopping plaza, historic Guild Inn, public transportation, GO Train station. Minutes away from UofT, Scarborough Bluffs overlooking Lake Ontario, Toronto Zoo

4.87 out of 5 average rating, 200 reviews

The exterior of a two-story home showcases a brick façade with a blue garage door. A welcoming front porch features seating, while a neatly landscaped pathway leads to the entrance. Ample windows allow natural light to brighten the space.

Home in Whitby

Cheerful 4-bedroom home with huge patio

This bright and airy 4 bedroom 3 bathroom home is perfect for a family or a friends getaway. High speed internet and full amenities. Minutes from Deercreek Golf Course, the NEW Thermëa spa, top rated restaurants, supermarkets, and shopping. Easily accessible by highway 401 or 407/412. 45-min drive to downtown Toronto. 10-min drive to Whitby GO Train station. Perfect for families, business trip or a weekend getaway, your stay here is sure to be convenient and effortless. Long-term stays welcome.

4.91 out of 5 average rating, 260 reviews

Guest suite in Pickering

Urban HotTub Oasis/Separate Entrance/Unit/DT 30min

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 One parking spot for SUV size car or smaller. Trucks will not fit. Safe and secure with a disclosed entrance camera and responsive hosting

4.96 out of 5 average rating, 534 reviews

A cozy living area is presented, featuring a large comfortable couch and a wooden coffee table. A television stands atop a media console, with a decorative plant placed on the table. The space is illuminated by natural light streaming through glass doors, leading to the outdoor patio.

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.

4.84 out of 5 average rating, 116 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, 248 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 in 2021, 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.

Guesthouse 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, 128 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: a premium queen-size mattress, hypoallergenic, 100% cotton linens, a separate bathroom, toiletries and kitchen basics. Nearby options for prepared meals, groceries + delivery. No TV. No extra housekeeping fees. A 20-minute getaway from the downtown core near the lake in the east end.

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, 150 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!

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, 122 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, 104 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!

Popular amenities for Pickering outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.82 out of 5 average rating, 147 reviews

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

Cozy Home

5 out of 5 average rating, 35 reviews

A living room space features a gray sofa with yellow accent pillows and a matching armchair. A neutral coffee table is positioned on a decorative blue area rug. Bright lighting enhances the features of the room, with a painting of a serene landscape adorning the wall.

Home in Courtice

Home away from Home

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, 46 reviews

The Chillax in Ajax!

4.92 out of 5 average rating, 38 reviews

3 bedroom bungalow in South 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.

4.84 out of 5 average rating, 51 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, 70 reviews

Cheery 1941 Historic Home in Ajax

A spacious living area is furnished with a light-colored sofa set and accent chairs, centered around a modern coffee table. Soft lighting illuminates the room, highlighting a textured accent wall and a large mirror. Natural light filters through large windows framed by sheer curtains.

5 out of 5 average rating, 42 reviews

Grand Retreat in Quiet Upscale Neighborhood

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

Apartment rentals with outdoor seating

4.99 out of 5 average rating, 196 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.

Apartment in Newmarket

The Hilton BnB Adult Luxury Suite

4.96 out of 5 average rating, 398 reviews

Apartment in Whitby

LOVE and Relax at Dream Catcher Retreat

4.99 out of 5 average rating, 129 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.

Apartment in Fort York

The Fort York Flat

4.93 out of 5 average rating, 222 reviews

A cozy living area features a grey sofa and two matching armchairs, all positioned on a neutral area rug. A modern arc floor lamp provides soft lighting, while framed art adorns the walls. A small glass side table sits beside the sofa, enhancing the space's functionality.

Apartment in Annex

Cute Private Apartment near University of Toronto

Apartment in Oakwood Village

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.

4.85 out of 5 average rating, 100 reviews

Bright, spacious luxury basement apartment

4.92 out of 5 average rating, 106 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.

Apartment in Mississauga

Condo in Heart of Mississauga

4.99 out of 5 average rating, 138 reviews

A cozy living area features a light grey sofa and a plush dark blue chair, arranged around a small white TV stand facing a flat screen television. A decorative rug covers the floor, and a dining table with two chairs is positioned nearby, complemented by a vase of flowers.

Apartment in Oakville

Bright, Spacious, Quiet 2 bedroom - Licensed

Apartment in Churchill Meadows

An open concept living area showcases a comfortable sectional sofa and a glass dining table. A spacious bed is visible in the background, complemented by soft lighting. A workspace with two chairs and a TV is positioned nearby, creating a functional and inviting environment.

4.97 out of 5 average rating, 174 reviews

Comfort, Style and Privacy.

Condo rentals with outdoor seating

Condo 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

4.98 out of 5 average rating, 152 reviews

An open-concept kitchen and living area features a comfortable sofa with decorative pillows, a coffee table, and large windows providing ample natural light. The kitchen includes modern appliances and a breakfast bar, while a private balcony with patio chairs is visible through the glass doors.

Condo in Courtice

Luxury 1BR- Exclusive Maple Leaf Square condo

4.91 out of 5 average rating, 102 reviews

The living area presents a spacious layout, featuring a white sofa and a glass coffee table. A large television is mounted on the wall. Decorative glass vases in teal shades are placed nearby. Natural light filters through the open space, creating a welcoming ambiance.

Condo in Oakville

LUXURY CONDO, GREAT DECOR, WHEELCHAIR FRIENDLY!!!

5 out of 5 average rating, 126 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.

Condo in Yorkdale

The Penty: Luxurious Penthouse with Pool, Hot Tub

Condo in Church-Wellesley

4.83 out of 5 average rating, 100 reviews

Modern Residence with Parking @ Heart of Downtown

Condo 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.

4.94 out of 5 average rating, 173 reviews

Hidden gem in Humber bay shores Toronto w/ parking

Condo in Entertainment District

A spacious living area is highlighted by a plush couch adorned with throw pillows and a soft blanket. A modern coffee table has a wooden tray atop it. Art is displayed on the walls, and a leafy plant is positioned beside a light source.

4.97 out of 5 average rating, 260 reviews

Chic, High-Rise Apartment with CN Tower Views