Holiday rentals with outdoor seating in Oshawa

4.93 out of 5 average rating, 335 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, 165 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, 145 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

4.87 out of 5 average rating, 199 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.

4.97 out of 5 average rating, 122 reviews

Apartment in Port Perry

Romantic & Cozy Countryside luxury loft with views

Romance in the Country. Getaway from the hustle with your sweetheart, to play, rest/work stay-cation. Newly built, full kitchen, bath/laundry/EV charger. Great trails, theatre, shopping in quaint downtown Port Perry, boating, golfing, equestrian farm, museums, & amazing 5 star restaurnts in Port Perry. Enjoy the pond on the property & lots of places to enjoy peace & quiet together! Ask about our Chef and Pontoon experiences. 1 hr from TO, 8 min to Port Perry. We have 2 rms queen loft/king.

4.96 out of 5 average rating, 529 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.

4.92 out of 5 average rating, 280 reviews

A spacious sitting area contains two comfortable sofas and a wooden coffee table. A television is positioned on a white cabinet, while natural light enters through large windows. A small table with a lamp is set in the corner, complemented by a potted plant.

Loft in Bowmanville

Spacious Upstairs Studio apartment (800 sq. ft)

Newly constructed, large, bright, quiet (800 sq. ft) loft in our house. Only 2.5 km from highway 401, 15 km from 407 and 21 km to Canadian Tire Motorsport Park. This self contained bachelor style apartment with kitchenette and laundry facilities, is accessed through a private entrance. The full second story of our house, looks onto the treetops from all directions. Close to stores/restaurants but away from traffic. You will have a key to lock the side door entrance and the Airbnb space.

4.97 out of 5 average rating, 239 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.

4.91 out of 5 average rating, 258 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. Safe and secure with a disclosed entrance camera and responsive hosting

4.92 out of 5 average rating, 231 reviews

The modern exterior of the house showcases a blend of stone and brick materials. Sunlight reflects off the upper windows, highlighting the clean lines and architectural features. A spacious driveway leads to the garage, complemented by neatly manicured grass.

Home in Bowmanville

Cozy Lakeside Modern House 4Br - Steps To The Lake

Great place to get away to the lakeside, family get together, relax, enjoy downtime. Tons of space for everyone in this 2,800 Square ft brand new modern home in the waterfront community in Bowmanville. Just a few steps to the walking trails, biking trails, beaches, playground & splash pad. Enjoy your stay with a walk when sunset or sunrise on the trails. Come and relax with a coffee by the fireplace on chilly days, or outside by the porch on warm summer days.

4.96 out of 5 average rating, 393 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, 121 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.

Popular amenities for Oshawa outdoor seating rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.82 out of 5 average rating, 146 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, 34 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

5 out of 5 average rating, 36 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

4.86 out of 5 average rating, 29 reviews

A cozy living area features a light-colored sectional sofa adorned with two dark accent pillows. A flat-screen television is positioned against the wall across from the seating. Subtle butterfly decals add character to the pale gray walls, complemented by warm wooden flooring.

Home in Lakeview

Oshawa Hideaway with separate entrance

5 out of 5 average rating, 15 reviews

Home in Bowmanville

Bright&Spacious Top-Floor Suite w/ hot tub

4.81 out of 5 average rating, 63 reviews

A cozy living area is highlighted by a light-colored sofa with a round coffee table at its center. Two armchairs are positioned near a large window, allowing natural light to fill the space. A TV is placed on a low media console, adding to the inviting ambiance.

Home in Vanier

Scenic Oshawa 3BR Retreat: Summer Getaway

4.92 out of 5 average rating, 107 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

4.84 out of 5 average rating, 19 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

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.

4.72 out of 5 average rating, 18 reviews

Cozy Basement Nest - Separate Entrance

4.91 out of 5 average rating, 11 reviews

Apartment in Pickering

Huge King Bed, next to Toronto & GoTrain

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, 67 reviews

Miden Touch: Stylish Modern Basement w/ Workspace

A modern entertainment area features a large wall-mounted television, with a sleek media console positioned beneath. Soft blue LED lighting runs along the ceiling, creating a relaxed ambiance. A plush, dark blue couch sits opposite, complemented by an area rug displaying various colors.

4.9 out of 5 average rating, 21 reviews

Ravine Retreat - 3RM Suite, 2BD, 1 WR, Pool, Sauna

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

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, 88 reviews

A Modern Country Retreat! No cleaning fees!

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

4.47 out of 5 average rating, 53 reviews

Cosy Cabin in the East.

Condo in Scarborough

5 out of 5 average rating, 6 reviews

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.

4.9 out of 5 average rating, 31 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.