Vacation rentals with outdoor seating in Oakville

Condo in Churchill Meadows

A modern living area features a gray sofa adorned with blue cushions. A wooden coffee table sits on a patterned rug, with a large flat-screen TV mounted on the wall displaying content. The kitchen area is visible in the background, equipped with sleek appliances.

4.91 out of 5 average rating, 116 reviews

Entire Condo - 20min from Toronto Airport

This cozy one bedroom, 500 sq. ft., condo is located in the desirable Churchill Meadows area. It’s conveniently located across the street from Erin Mills Mall and within walking distance to all major amenities. You’ll find highway access to be a breeze; HWY 403 is only 1 minute away and the 401 under 10 minutes. Toronto Pearson Airport is a 15 minute drive, and you’ll find yourself downtown Toronto within 25 minutes. My place is perfect for business travelers, solo adventurers and couples.

4.98 out of 5 average rating, 250 reviews

The exterior of the guest house features a wrap-around composite deck with glass railing, overlooking the direct waterfront views of Lake Ontario. The structure is surrounded by lush greenery and is complemented by large windows allowing natural light into the living space.

Guesthouse in Lincoln

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS NOVEMBER 11 (1 night/2 days) NOVEMBER 14-16 (weekend 2 nights/3 days) NOVEMBER 19-23 Unwind at our cozy guest house. Beautiful 2-bedroom cottage. Enjoy the direct waterfront views from the living room, bedroom and wrap around composite deck. Outdoor fire pit and BBQ. We are located along the south shore of Lake Ontario amongst the fruit belt of the Niagara. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging on-site. Views from the cottage

Guest suite in Erin Mills

A comfortable lounge area is highlighted by a large Samsung smart TV mounted on a black stand. A cozy cuddle loveseat provides seating, while a sliding glass door allows natural light to fill the space. Greenery from a potted plant adds a touch of nature.

4.88 out of 5 average rating, 114 reviews

Cozy Apt w/Deck| Full Kitch, Bath, sep Laundry,Ent

-Newly-renovated modern walkout basement suite w/ separate entrance -Complete unit: fully private kitchen, bathroom, & laundry -Free parking on the driveway The area is considered one of Mississauga's nicest neighborhoods, close to Toronto, Oakville, & Lakeshore -20min drive to Pearson International Airport -15min drive/40min bus to Square One -8min drive/ 30min bus to UofT Mississauga, Sheridan College -5min walk to Coffee, Stores, Restaurants, Community Centre -Easy access to hw 403 & QEW

4.99 out of 5 average rating, 125 reviews

Farm stay in Lincoln

Lake View Farm House | Hot Tub | Sauna | Fire Pit

Welcome to our stunning modern farmhouse loft, nestled on a 10-acre farm with breathtaking lake views. This farm stay retreat offers a perfect blend of rustic charm & organic luxury. Our home has an open-concept living space with vaulted ceilings & an abundance of natural light. It also has a hot tub, sauna, deck, patio furniture, gas BBQ, and a lakefront bonfire pit. The farm soil is currently regenerating & we are between crops. Book your escape now & experience the our lakefront farm.

4.99 out of 5 average rating, 137 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

Quiet family neighborhood great for professionals, couples or family. Spacious and cozy home away from home. You control heat and cooling fan. Sound dampening so natural noises are minimized, not eliminated. 1 queen and 1 double bed. Two desks for computer work. Extra seating. Fast WiFi! Full kitchen. Bathroom with shower and bathtub. Close to highways, hospital, recreation centers, playgrounds, shopping, schools and college. All registered guests may be asked to provide ID upon request.

A charming two-story detached home is framed by well-maintained greenery and colorful flowerbeds. A paved driveway leads up to the garage, with light brick finishes on the exterior contrasting against the blue sky. The inviting entrance is accentuated by potted plants.

4.88 out of 5 average rating, 173 reviews

3Bd 2.5Bth House w/ Pool Table, Swing, Outdoor BBQ

Bring your friends and family to this family-friendly, centrally-located neighbourhood with lots of room for fun and find a home away from home during the travelling. Enjoy your stay in this licensed short-term accommodation for a modern, luxurious, and spacious three-bedroom and two-bathroom detached home with a huge backyard: watching a movie and cozying up by the fire, enjoying the company of friends and family seated around the dining table, or simply in between moving or renovations.

A private hot tub is situated on a rooftop terrace, surrounded by privacy screens. Soft lighting is positioned around the area, creating an inviting ambiance. Steam rises gently from the hot tub's surface, hinting at a warm and relaxing experience.

4.98 out of 5 average rating, 119 reviews

Modern Executive Townhome w/ Rooftop Hot Tub Oasis

Stylish contemporary townhome in Oakville! The perfect retreat for couples, families, and friends alike. Experience the rooftop terrace, complete with a Private Jacuzzi Hot Tub that provides the ultimate relaxation experience! It's the perfect spot to unwind after a long day of sightseeing or to enjoy an evening under the stars. You'll love the stunning and spacious living areas, fully equipped kitchen, and two comfortable bedrooms. Close to Three Major Highways in a Central Location!

4.9 out of 5 average rating, 114 reviews

A modern two-story house is set against a green backdrop, featuring large windows that allow natural light to flood the interiors. The driveway leads to an attached garage, while a neatly maintained lawn surrounds the property, enhancing its curb appeal.

Home in West Oakville

Large Luxury Villa with Swim Spa! Near downtown!

Forget your worries in this spacious, serene and unique house! Large backyard with a Swim Spa to enjoy! Backyard filled with fire places! 6 Bedroom, 7 beds, 4 full baths, 4 offices, 3 family rooms, 9 TV, equipped kitchen, patio, board games, BBQ grill, fire place, Tesla charger. Quiet yet central from downtown Oakville, highways, groceries, shopping, bars, restaurants, cafe's and much more! Always professionally cleaned. For elderly guests a bedroom and full bath is on ground floor.

4.96 out of 5 average rating, 1,073 reviews

The open concept loft features a spacious living area with large windows and sky lights that illuminate the room. A dining table is surrounded by four chairs, a cozy seating area includes a sofa and a coffee table. Exposed wooden beams accentuate the high ceiling.

Loft in Lorne Park

Waterfront Coach House Loft

This friendly, private open concept loft apartment is located on the top floor of a guest coach house located on a 2 acre waterfront estate. The loft apartment is a separate building from the main house. There is a maximum occupancy for the loft of 2 people, parties, get togethers and events are not permitted. Due to the tall spiral staircase, children are not permitted due to safety. Extra charges will apply if additional guests are present in the loft.

Villa in Aldershot Central

The hillside villa features multiple levels with large windows offering expansive views. Smooth wooden decks are visible, surrounded by greenery, while a staircase leads to the entry. Reflective glass accents enhance the modern design, blending harmoniously with the natural surroundings.

4.96 out of 5 average rating, 156 reviews

Waterfront Hillside Villa

Welcome to your stunning Hillside Villa situated on 150' of waterfront. Enjoy the peaceful surroundings and quiet Bay views from your 3 private outdoor decks & hot tub. Entertaining is easy in this gourmet kitchen, which is open to 1 of 2 fireplaces, family room & dining room with floor to ceiling views of the Bay. Breathe taking views of the Bay from your private dock. Hidden gems: gym, 2nd kitchen, foosball table, EV charging and private trail.

Cabin in Aldershot Central

A Highland cow with long, shaggy orange fur stands in a small grassy area. Its prominent horns curve gracefully upwards. Nearby, a feeding trough can be seen, surrounded by scattered hay and an out-of-focus image of another cow in the background.

4.97 out of 5 average rating, 314 reviews

Animal Lovers Dream! Barn Loft in Burlington

Experience life on a tiny farm just outside the city! Stay in our charming and comfortable barn loft and wake up to the sounds of chickens, ducks, geese, pigs, goats and horses and our adorable Highland cows. Spend time watching or interacting with all the very friendly animals that surround the barn. You will meet all the animals as they all come up readily to anyone who visits the farm. Guests are welcome to participate in the morning feeding.

A modern kitchen features sleek white cabinetry and a large island with seating for four. Stainless steel appliances are visible, including a refrigerator and microwave. Bright lighting fixtures hang above the island, and a small green plant adds a touch of freshness to the countertop.

4.96 out of 5 average rating, 113 reviews

Elegant 2BR townhouse condo in central Oakville

Enjoy your stay in this elegant, clean, and fully equipped two bedroom and two-bathroom condo townhouse. Centrally located in Oakville and within walking distance to shops, restaurants, and parks. Beautiful upscale building in a quiet and safe neighborhood with large terrace overlooking a mature tree lined street. Abundant walking trails nearby for you to explore and enjoy. Easy access to highway 407, 403, QEW and Trafalgar GO Station.

Popular amenities for Oakville outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

A cozy living area features a green sofa adorned with colorful, floral patterned pillows. A glass coffee table reflects the light above, while a decorative book rests on its surface. A muted rug lies beneath, and a nature-themed artwork is displayed on the wall.

4.9 out of 5 average rating, 29 reviews

Cozy Spacious 2 bedrooms

A modern kitchen showcases a spacious island with stylish dark stools arranged neatly on one side. The countertop features a speckled gray finish and a vase of fresh flowers. Large windows allow natural light to fill the space, providing serene views of the pond outside.

4.92 out of 5 average rating, 12 reviews

Luxurious House with pond view and Jacuzzi

5 out of 5 average rating, 15 reviews

The entrance of a bungalow is framed by a covered porch adorned with climbing greenery. Two chairs are placed beside a small planter, while seasonal decorations accentuate the front door. Steps lead up to the door, surrounded by colorful potted flowers.

Home in Bronte

Maia's cozy Bronte cottage by the Lake

A spacious living room features two leather couches positioned around a central coffee table made of natural wood. Accent chairs are arranged to create a welcoming seating area. A large screen TV is mounted above an electric fireplace, with natural light streaming through the windows.

4.86 out of 5 average rating, 14 reviews

Oakville Oasis

A spacious living area features modern furniture, including two plush sofas and an accent chair, arranged around a glass coffee table. Natural light filters through the window coverings, and a soft area rug adds warmth to the hardwood floor.

5 out of 5 average rating, 9 reviews

Modern & Elegant Brand New Home ~ Oakville

A modern living room features a light-colored sectional sofa adorned with a pink throw pillow. A cozy fireplace is centrally located, along with a large wall-mounted television displaying a scenic landscape. An abstract art piece and elegant decor enhance the space's inviting ambiance.

4.86 out of 5 average rating, 7 reviews

Luxurious & Modern Home in Oakville - Sleeps 12

4.93 out of 5 average rating, 41 reviews

A spacious living area features a large sectional sofa in a neutral color, arranged to face expansive floor-to-ceiling windows. Outside, a patio with comfortable seating and a fireplace is visible, framed by lush greenery.

Home in Burlington

Entire Lower Level Home 3500 Sq Walk Out

A stately two-story residence features a combination of stone and siding, accented by elegant window designs. The front yard is neatly landscaped with small shrubs, while a spacious driveway leads to an attached three-car garage with dark wood doors.

4.92 out of 5 average rating, 39 reviews

Luxurious Prince Mansion

Apartment rentals with outdoor seating

Apartment in Downtown St. Catharines

A tranquil outdoor space featuring a hot tub under a shaded area. Surrounding greenery adds to the atmosphere, while a small storage shed is positioned nearby. The stone patio is laid out with decorative gravel accents, creating a peaceful retreat for relaxation.

4.93 out of 5 average rating, 500 reviews

hidden gem retreat-HotTub, Igloo & movie room

4.89 out of 5 average rating, 123 reviews

The entrance is framed by two large pots filled with vibrant orange flowers, positioned on either side of the door. A welcome mat lies in front of the door, with a decorative broom leaning against the wall, complemented by a brick facade.

Apartment in Hamilton

THE NEST - Cuddle Up In This Quaint Retreat

4.95 out of 5 average rating, 519 reviews

A cozy living area features a red sectional sofa and a black couch, positioned around a glass coffee table. Natural light filters through large, vertical blinds, illuminating the space. A potted plant adds greenery, while framed artwork decorates the beige walls. A wall clock is visible.

Apartment in Old Town

St Lawrence Market | DT Toronto | Free Parking|Gym

4.93 out of 5 average rating, 219 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

Superhost

A backyard oasis features a sun-drenched inground pool surrounded by lush perennial gardens. A stone patio is equipped with shaded lounge areas and outdoor seating, creating an inviting space for relaxation. The two-story house overlooks the pool, complementing the tranquil environment.

Apartment in Milton

4.82 out of 5 average rating, 192 reviews

Backyard Oasis Guesthouse.

4.85 out of 5 average rating, 280 reviews

An open kitchen area is highlighted by granite countertops and a variety of modern appliances. Two metal stools are positioned near the counter, while a small desk with a black chair is visible, providing a convenient workspace. A window offers natural light and views of the greenery outside.

Apartment in Corktown

Inner City Retreat

4.83 out of 5 average rating, 120 reviews

The kitchen area includes white cabinetry and a stainless steel stove. A dining table with dark wooden chairs is positioned in front of a wall-mounted TV. A patterned rug covers the tiled floor, while a doorway leads to another room.

Apartment in Oakville

Cozy basement apartment in the heart of Oakville

4.97 out of 5 average rating, 258 reviews

A spacious living area is highlighted by a stone fireplace, complemented by a cozy seating arrangement. The open layout leads to a dining area with a table set for six, and soft lighting enhances the neutral décor throughout the room.

Apartment in Dundas

DUNDaS in LOVE! -Parking included-

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

5 out of 5 average rating, 124 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

4.97 out of 5 average rating, 137 reviews

A modern living area features a dark couch adorned with decorative pillows, positioned beside a glass coffee table. A stylish bookshelf occupies the wall, displaying plants and decorative objects. A large flat-screen TV is mounted on the wall, enhancing the entertainment options.

Condo in Fort York

Lux Waterfront Condo Pool Hot Tub Free Parking

Condo 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, 109 reviews

Humber Bay Family Friendly condo w Terrace&Parking

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, 170 reviews

Hidden gem in Humber bay shores Toronto w/ parking

Superhost

A modern living space features a light-colored sofa adorned with decorative pillows. A coffee table with various items sits in front of a wall-mounted television. Large windows allow natural light to fill the area, showcasing views of the city beyond.

Condo in Entertainment District

4.94 out of 5 average rating, 125 reviews

Luxury Entire Condo At Downtown+parking

4.97 out of 5 average rating, 144 reviews

A cozy living room features a fireplace and a large flat-screen TV. Two sofas and a coffee table are arranged on a textured area rug, with light fixtures illuminating the space. A small bar area can be seen in the background, leading to the kitchen.

Condo in West Queen West

Trendy King West townhome