Holiday rentals with a patio in Oakville

4.96 out of 5 average rating, 214 reviews

Dome in Burlington

Winter Escape Tropical Dome! Animal Lovers Dream

Jungle Dome Farm Stay in Burlington! Be completely immersed in farm life and all that it entails while staying in our 500 square foot geodesic dome “glamping” greenhouse dwelling! Complete with a fish and turtle pond and filled to the brim with tropical plants! Designed as a tropical vacation getaway when you can’t get away to the tropics! Situated on a 5 acre animal farm where guests can experience farm life with goats, horses, highland cows, sheep, pigs and poultry. An Animal Lovers Dream!

4.93 out of 5 average rating, 113 reviews

Sun-kissed 3BR family home in a quiet neighborhood

♡ The fastest internet w/ 1Gb download speed ♡ Fully Equipped Kitchen ♡ minutes drive to Sheridan college, Walmart, Oakville Place, lakeshore ♡ 7 min. drive to Trafalgar GO Station, 20 min. to Toronto premium outlets 25 min. to Pearson airport 30 min. to Toronto downtown ♡ Walking distance to convenient store, trails, food, bus stop, library. ♡ Free Parking ( 2 Spots) ♡ Automated Check in & Check Out ♡ Flexible Check in Check out - Message for Details ♡ A/C ♡ Laundry ❤ Book today!

4.99 out of 5 average rating, 235 reviews

A spacious bedroom features a king size bed with white linens, flanked by bedside tables with lamps. Exposed wooden beams enhance the ceiling, while a smart TV is positioned above a chest of drawers. A cozy seating area is visible, accompanied by natural light from windows.

Guest suite in Allanburg

Historic Stone Farmhouse near Niagara Falls

Escape the city and stay in a private suite at one of Canada’s oldest houses. Built in 1809, the home is owned by the 10th generation of the original family. A thoughtful balance of old and new, this private guest suite features a king size bed, smart TV & fast Wifi, alongside historical features such as exposed beams, stone walls, original floors, and antique furniture. On 3 acres at the centre of Niagara, you'll be a short drive from Niagara Falls, Niagara on the Lake, and St. Catharines.

4.94 out of 5 average rating, 202 reviews

The entrance of the container home is visible, featuring a wooden deck surrounded by trees. A wooden chair and small table offer a cozy seating area. The deck is enclosed by a glass railing, providing an unobstructed view of the natural surroundings.

Farm stay in Lincoln

Inn The Orchard, Valley View, Modern Container

Enjoy the sounds of nature when you stay in this unique place. Our newly renovated "Valley View, Container Home" in beautiful Niagara at Inn The Orchard, has been designed with all luxuries of home but created guaranteeing a relaxing atmosphere and simplicity that you'll never forget. We love creating spaces allowing you to escape the city and be surrounded by nature while remaining in the heart of Niagara's Wine Country! Enjoy this unique spot surrounded by fruit orchards on the valley edge.

4.84 out of 5 average rating, 268 reviews

A private hot tub is nestled among trees, surrounded by softly glowing string lights. The inviting spa features a gray cover and beige trim, offering a serene retreat in nature.

Cabin in Hamilton

Hidden Cabin with hot tub

Immerse yourself in the woods. Experience the calmness and privacy of an off grid cabin in the woods, surrounded by nature and with a view of majestic horses. This cabin is perfect for a romantic getaway, or an escape with friends and family The large sliding glass door gives you the perfect view of a stunning morning sunrise with beautiful views of horses just steps away The Cabin consists of a main bedroom and also a full bathroom and kitchen to make your stay that much more comfortable

4.89 out of 5 average rating, 181 reviews

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.

Home in Clearview

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, 129 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!

4.98 out of 5 average rating, 286 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 MARCH 23-26 (3 nights/4 days) MARCH 27-APRIL 20 APRIL 23-30 MAY 1-10 Please mark this listing as a favourite to get notifications of last minute deals. 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. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging. Views from the cottage include: Lake & orchards.

4.84 out of 5 average rating, 122 reviews

An aerial view captures the waterfront trailer set against lush greenery, with a private deck featuring seating arrangements. Nearby, two kayaks await by the water, and a fire pit is surrounded by logs. The tranquil lake reflects the surrounding foliage.

Tiny home in Acton

Lakefront 1 bedroom tiny home

Reconnect with nature at this unforgettable escape. Enjoy a wonderful stay in our lovely waterfront trailer located on Breezes Trailer park. It is a private and quiet trailer park with 15 acres of nature and private access to Fairy Lake (Acton). Trailer is suitable for couple or small family. This trailer is perfect for 2 to 4 adults looking to relax and enjoy the scenery or explore the lake on kayak or fishing in the lake or enjoy some outdoor movies or campfire or under the stars.

4.95 out of 5 average rating, 168 reviews

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.

Villa in Burlington

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.

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, 125 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.

Apartment in Caistor Centre

A cozy sleeping area is highlighted by a spacious bed adorned with a light brown blanket. Two patterned chairs sit beside a small table, with a guitar displayed on the wall. Natural light filters through a window, enhancing the rustic log cabin interior.

4.96 out of 5 average rating, 404 reviews

The Porch

Relax and unwind at The Porch. Enjoy your romantic getaway. Watch the sunrise with a coffee on your private deck. You'll love this country escape with modern amenities. This 1830's Log Cabin has unique charm and warmth and is located on the Niagara escapment. Close to many golf courses and conservation areas. Dance and star gaze in this out of the city getaway. 420 and LGBTQ+ friends welcome.

Popular amenities for Oakville Holiday Houses with Outdoor Verandahs

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

Apartment in Entertainment District

4.92 out of 5 average rating, 125 reviews

Stunning Skyline View Condo, Steps to CN Tower

4.91 out of 5 average rating, 204 reviews

A decorative display features a vintage typewriter, a styled hat, and elegant written documents against a brick backdrop. An assortment of old-fashioned items, including a wine bottle and an ornamental globe, are arranged artfully on a wooden shelf, creating a nostalgic ambiance.

Apartment in Georgetown

The Johnnie Walker Suite.

Apartment in Niagara-on-the-Lake

A spacious living area is illuminated by natural light from a window. A comfortable sectional sofa faces a sleek fireplace, with a coffee table positioned nearby. Decorative accents add subtle color to the neutral decor, creating an inviting space for relaxation.

4.96 out of 5 average rating, 295 reviews

The Nest - Charming Private 1 Bedroom Apartment

4.95 out of 5 average rating, 110 reviews

A sunset over the water is portrayed, with a golden sun reflecting on the calm surface. The horizon features a silhouette of trees, creating a serene atmosphere. Soft waves ripple gently in the foreground, enhancing the tranquil setting.

Apartment in Toronto

Toronto Island Wonderland View

Apartment in Roncesvalles

A modern living area features a black sofa, round ottoman, and a small coffee table positioned on a textured rug. A bright artwork piece is mounted on the white wall, with the kitchen area visible in the background, showcasing essential appliances and a minimalist design.

4.94 out of 5 average rating, 108 reviews

Bright & Modern Lower Level On Lansdowne

4.94 out of 5 average rating, 167 reviews

A modern living area features a large window with expansive views of the cityscape and surrounding landscape. A flat-screen television is mounted on the wall opposite a comfortable sofa and a coffee table, creating a welcoming space for relaxation.

Apartment in Mississauga

Luxury Stay w/phenomenal view!

4.88 out of 5 average rating, 118 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

4.94 out of 5 average rating, 173 reviews

A modern living space features an open layout with a comfortable seating area, a sleek coffee table, and a mounted television. A compact kitchen is visible in the background, equipped with essential appliances. Soft lighting highlights the warm tones of the wooden flooring.

Apartment in The Beaches

One bedroom vacation rental at The Beaches

Holiday House Rentals with a Verandah

4.91 out of 5 average rating, 32 reviews

The home's exterior showcases a modern design with a mix of wood and white finishes. A spacious driveway leads to a well-maintained lawn, framed by trees. A welcoming entrance is highlighted by a set of steps and a decorative planter.

Home in Cooksville

Stunning Luxury Home

5 out of 5 average rating, 36 reviews

A dining area is shown, featuring a wooden table set for two. Large windows provide views of a green yard with garden beds. Natural light fills the space, and a television is mounted on the wall opposite the table.

Home in Thorold

Sweet Suite At Lock 7 Private 1000sq ft

4.87 out of 5 average rating, 199 reviews

Home in Caledon

Studio Apartment

5 out of 5 average rating, 15 reviews

Home in Burlington

Executive Townhouse Burlington

4.78 out of 5 average rating, 145 reviews

The open-concept living area is illuminated by recessed lighting, showcasing a modern kitchen with a large island and bar seating. A sleek dining area is visible, along with contemporary furnishings in the living area. Laundry facilities are located behind glass doors in a separate space.

Home in Georgetown

Luxurious 2-Bedroom Space

4.94 out of 5 average rating, 152 reviews

A private outdoor space is highlighted by a spacious hot tub surrounded by wooden decking. Nearby, two red Adirondack chairs invite relaxation. Lush greenery and trees provide a natural backdrop, creating a serene environment ideal for unwinding.

Home in St. Catharines

Niagara Wine Country Art House | Hot Tub | 2 ppl

Home in Niagara-on-the-Lake

4.94 out of 5 average rating, 418 reviews

Chateau Vino - in the heart of NOTL wine country!

A spacious room features a modern geometric accent wall in various shades of blue, yellow, and green. A neatly made bed with soft linens is centered in the area, flanked by two bedside tables and lamps. A workstation with a comfortable chair is visible in one corner.

4.88 out of 5 average rating, 80 reviews

2026 FIFA |40 Mins to BMO Field |Oakville GO Train

Holiday condos with a patio

Condo in Church-Wellesley

An open living space is visible, featuring light-colored walls and wooden flooring. A large moose head mount decorates the wall, adding a unique focal point. Two barstools are positioned at a kitchen counter, with kitchen appliances discreetly arranged in the background.

4.96 out of 5 average rating, 163 reviews

Beautiful Petit Gem Ap. In Downtown! Walk Anywhere

Condo in Downtown Toronto

A cozy bedroom is presented with a spacious bed adorned with soft, neutral-toned linens and decorative pillows. Illuminated by bedside lamps, the room features large windows draped with light-colored curtains, allowing natural light to fill the space.

4.94 out of 5 average rating, 110 reviews

Luxury Downtown Condo Welcomes You - Free Parking

4.89 out of 5 average rating, 133 reviews

Condo in Mississauga

Gorgeous & Modern 2Bed 2Bath Sq1 Condo Corner unit

4.9 out of 5 average rating, 225 reviews

A cozy sleeping area is furnished with a spacious bed adorned with a patterned blanket. On both sides of the bed, bedside tables hold stylish lamps. Above the bed, a decorative wall art piece spells 'HOME,' enhancing the simple decor of the room.

Condo in Brampton

Cozy Condo-Apartment/Suite in Brampton

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.

4.93 out of 5 average rating, 190 reviews

Hidden gem in Humber bay shores Toronto w/ parking

Condo in Junction-Wallace Emerson

A well-appointed bedroom features a queen-sized bed with premium linens and decorative pillows. A terracotta accent wall is complemented by soft lighting from a woven pendant lamp. Two nightstands with lamps sit beside the bed, and a cozy throw blanket rests over the foot of the bed.

4.88 out of 5 average rating, 113 reviews

Stylish Apartment in Toronto - Long term available

Condo in Downtown Toronto

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.

4.97 out of 5 average rating, 149 reviews

Trendy King West townhome