Holiday rentals with outdoor seating in Oshawa

4.94 out of 5 average rating, 343 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!

4.93 out of 5 average rating, 169 reviews

The inviting living area features warm wood accents and a cozy seating arrangement. A brick fireplace stands as a focal point, complemented by large windows that flood the space with natural light. Ferns add a touch of greenery, enhancing the relaxing atmosphere.

Guesthouse in Uxbridge

Guesthouse w/Woodstove in Nature Near Trails & Spa

Relax and unwind at this peaceful and private Guesthouse situated on 25 acres of forest. We are family friendly and invite you to roam the land and visit our ducks and chickens! If you are feeling adventurous, enjoy a hike or bike ride on one of the many local trails within walking distance in the Trail Capital of Canada! Later cozy up to the indoor Woodstove or outdoor Firepit. Catch up on your fav programs w/Roku TV or play Super Nintendo. Enjoy the newly renovated therapeutic rainfall shower.

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

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.

4.87 out of 5 average rating, 200 reviews

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, 262 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

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.

4.95 out of 5 average rating, 250 reviews

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, 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.

4.84 out of 5 average rating, 116 reviews

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

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, 249 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.

4.96 out of 5 average rating, 398 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😊

5 out of 5 average rating, 122 reviews

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

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.

4.82 out of 5 average rating, 158 reviews

A tiny house with a rustic wooden façade features a red metal roof and a welcoming front porch. An old 1959 GMC pickup truck is parked nearby, blending with the natural surroundings of trees and gravel.

Tiny home in Clarington

A Tiny Getaway

Discover the charm of our Tiny House! Parked beside a scenic farmer's field, this 8x21 ft. tiny house on wheels boasts a whimsical 1959 GMC pickup up front, creating a unique and cozy atmosphere. Enjoy stunning sunsets, tranquil rain nights, and the best of tiny living. Located in Orono, you're close to local attractions. Experience the magic – book your stay now!

Popular amenities for Oshawa outdoor seating rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

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.

4.82 out of 5 average rating, 147 reviews

Cozy Home

5 out of 5 average rating, 37 reviews

A seating area features a round glass dining table surrounded by four red chairs, each set with white plates. A cozy sofa with orange and yellow accents is positioned nearby. A fireplace adds warmth to the space, while a beach-themed artwork adorns the wall.

Home in Pickering

Home away home

4.92 out of 5 average rating, 109 reviews

A bright living space is showcased with comfortable seating and a large wall-mounted TV. A window allows natural light to fill the room, highlighting modern decor elements like framed art. The area is clean and inviting, creating a welcoming atmosphere for guests.

Home in Port Union

Our Home -3 bedrms, for 1 to 5 to stay

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.

4.91 out of 5 average rating, 275 reviews

Stylish Home near Luxury Spa & GO Station

4.78 out of 5 average rating, 23 reviews

A spacious kitchenette and dining area are visible, featuring modern stainless-steel appliances. A wooden dining table is surrounded by several chairs, while comfortable seating is arranged nearby. Natural light illuminates the open layout, enhancing the inviting space for cooking and dining.

Home in Ajax

2 Bedroom Walkout Basement Ajax

4.97 out of 5 average rating, 32 reviews

A cozy living room features a large flat-screen TV mounted above a wooden mantel resembling a modern fireplace. Two chairs and a velvet sofa provide comfortable seating, while a round ottoman adds functionality. Warm wooden paneling contrasts with a neutral rug, creating a welcoming ambiance.

Home in Pickering

Luxurious Home Away From Home

4.95 out of 5 average rating, 241 reviews

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.

Home in Ajax

Spacious 3 Bedroom walkout Basement Apartment

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.

4.95 out of 5 average rating, 20 reviews

Cozy Opulent Retreat (COR) with Jacuzzi tub

Apartment rentals with outdoor seating

A spacious bedroom features a large bed dressed in a patterned comforter. A light-colored sofa with decorative pillows is positioned nearby. Soft lighting illuminates the room, and a flat-screen television is mounted on the wall opposite the bed.

4.95 out of 5 average rating, 44 reviews

Private walkout L1 bed bsmnt Apt living, dine/kit

A cozy living area showcases a grey sectional sofa with decorative pillows facing a wall-mounted flat-screen television. A glass coffee table rests on a patterned area rug, while a small dining table with black chairs is positioned nearby. White walls and modern lighting create a bright, welcoming atmosphere.

4.74 out of 5 average rating, 19 reviews

Cozy Basement Nest - Separate Entrance

A contemporary living area is shown, featuring a plush green sofa and a round wooden coffee table. A flat-screen TV is mounted on the wall, with a modern lamp and a potted plant adding character to the space. Soft lighting creates a relaxed ambiance.

4.99 out of 5 average rating, 70 reviews

Miden Touch: Stylish Modern Basement w/ Workspace

A living area is depicted, featuring a gray sofa adorned with blue throw pillows and a white coffee table at its center. A decorative vase filled with greenery is positioned on the table. Light wood flooring enhances the modern aesthetic, with an adjacent open kitchen visible in the background.

4.78 out of 5 average rating, 37 reviews

Lake-view stay

4.93 out of 5 average rating, 30 reviews

Apartment in Pickering

Airbnb King & Queen/Wifi/ near Toronto & Casino

A spacious house is set against a serene backdrop of rolling green lawns and lush trees under a twilight sky. The structure features a traditional architectural style, with illuminated windows suggesting a welcoming ambiance.

4.98 out of 5 average rating, 89 reviews

A Modern Country Retreat! No cleaning fees!

4.91 out of 5 average rating, 58 reviews

A cozy living area showcases a navy couch adorned with colorful throw pillows, complemented by a round coffee table. A vibrant floral painting hangs above, enhancing the atmosphere. A retro blue fridge is visible in the background, adding a playful touch to the space.

Apartment in Orono

Bright, cozy ground level flat. Feel at home!

A modern living area features an open-concept layout with wood flooring and ample lighting. A comfortable gray sofa is positioned beside a sleek coffee table. The kitchen showcases stainless steel appliances and a generous island, enhancing the communal atmosphere of the space.

4.81 out of 5 average rating, 16 reviews

The Perfect 1 Bdrm Apt w/Parking

Condo rentals with outdoor seating

An outdoor seating area features a round glass table surrounded by four white chairs. A black and white striped rug adds contrast to the green grass. Potted plants and flowers provide a natural touch, while soft lighting creates a welcoming ambiance.

Condo in Lakeview

4.46 out of 5 average rating, 56 reviews

Cosy Cabin in the East.

5 out of 5 average rating, 7 reviews

Condo in Scarborough

Scarborough Oasis near UofT campus | Free Parking

4.88 out of 5 average rating, 32 reviews

A modern kitchen area is equipped with stainless steel appliances, including a refrigerator and an oven. A compact dining table is positioned next to the sleek couch in the living area, which is well-lit by natural light coming through the large window.

Condo in Bowmanville

Charming Bowmanville Getaway | Quiet & Comfy

The exterior view of a residential apartment features a brick facade with a low stone barrier. A set of steps leads to the front door, framed by a green lawn and blooming shrubs. A shaded area is provided by a large tree nearby.

Condo in Whitby

4.33 out of 5 average rating, 3 reviews

Cosy and private apartment.

4.91 out of 5 average rating, 32 reviews

A modern living area features a spacious gray sectional sofa adorned with decorative pillows. A dining table with stools is positioned near a large flat-screen TV, displaying a city skyline. Light fills the open layout, highlighting the contemporary kitchen appliances in the background.

Condo in Malvern

Entire Condo: Parking, Workspace & Amenities Incl.