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House vacation rentals in Oakville

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Top-rated house rentals in Oakville

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Top guest favorite

A bright kitchen is highlighted by clean white cabinetry and open shelving displaying dishware. A central island provides seating for four, with a fruit bowl and a potted orchid as decorative accents. Natural light enters through a window overlooking a landscaped area.

Home in Port Dalhousie

4.98 out of 5 average rating, 130 reviews

Christie St. Coach House

Located steps from Lake Ontario you will find peace and quiet at the Coach House. One of the best streets to view the sunset over Lake Ontario! A short 10min walk to Port Dalhousie business district and Lakeside Park Beach. Find all you need to eat and drink at several restaurants and cafés. Quick access to the QEW and 406 highways. Centrally located between the Wine Regions of Niagara-on-the-lake and The Bench. 15mins East or West will find you at most Niagara Wineries. Licence No: 23112230 STR

A hand-lettered card features the phrase 'Let's make this Fall unforgettable,' surrounded by an elegant floral design. The card is set against a vibrant background of autumn leaves in shades of red, orange, and yellow, highlighting the seasonal theme.

Home in Oakville

4.93 out of 5 average rating, 102 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!

A modern kitchen showcases rich dark wood cabinetry and a spacious granite countertop. Stainless steel appliances, including a refrigerator and microwave, are seamlessly integrated. Pendant lights illuminate the area, while the tiled floor adds elegance to the space.

Home in Oakville

4.94 out of 5 average rating, 79 reviews

Modern-4 Car-King Bed-Ping Pong-BBQ-403/407/QEW

Welcome to your luxurious retreat in Oakville's prestigious Joshua Creek neighbourhood, where comfort and convenience harmoniously blend for the perfect getaway. 🚗 4 Car Parking 🏓 Ping Pong table 🌐 1 Gbps ultra-high-speed internet 🛌 3 bedrooms: 1 King bed, 2 Queen Beds, 1Crib & Sofa Bed 📺 2 family rooms with Smart TVs & unlimited Netflix 👩‍💼 2 dedicated workstations 🍽️ Outdoor Dining Set with BBQ 🚗 5 minutes to 403/407/QEW, Walmart, Canadian Tire, Longo's 🚗 10 mins to Oakville GO

A modern bedroom features a spacious bed with a grey quilt and coordinating pillows. A small nightstand is placed beside the bed. A white desk and ergonomic chair provide a work area, with natural light filtering through dual-layer window shades.

Home in Oakville

4.88 out of 5 average rating, 17 reviews

Spacious Private Suite | King Bed

Relax in a spacious, private suite in a newly built home. This modern retreat features a comfortable king bed, a walk-in closet, a private bathroom, and a office work area. A kitchenette is also available for your convenience of making light meals and drinks. Located in a great area, you'll be just minutes from shopping, dining, and grocery stores, making it easy to meet all your daily needs. Feel free to reach out with any questions about the suite or the neighbourhood—I’m happy to help!

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 Oakville

4.88 out of 5 average rating, 167 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.

Top guest favorite

A modern living room is presented with a grey sectional sofa and a plush armchair. Above, a wall clock adorns the light-colored wall, while large windows with soft sheer curtains allow natural light to enter. A small plant sits on a nearby table.

4.98 out of 5 average rating, 143 reviews

Spacious and Comfy 2 BR Suite

Discover tranquility in our 2-bedroom legal basement apartment, nestled in Milton’s quiet and peaceful neighborhood. Enjoy an open-concept living room with 8.5 ft ceiling, and 2 roomy bedrooms; perfect for couples or families to relax in this comfortable, private, retreat. Easy access to Oakville, Burlington, Mississauga, and Toronto Pearson Airport, and minutes away from Toronto Premium Outlets, Mattamy Cycling Centre, and scenic trails, makes this location ideal for both work and play.

Top guest favorite

A modern living space features a comfortable sofa and a coffee table, with light-colored wooden flooring. A smart TV is mounted on the wall, and a kitchenette is visible in the background. Large sliding doors open to an outdoor area, allowing natural light to fill the room.

Home in Churchill Meadows

5 out of 5 average rating, 15 reviews

Welcome to your private suite

Welcome to your bright, modern and private Studio apartment. This stylish space is designed for comfort and relaxation, enjoy the sunlit space. Completely private: Your own secure, self contained retreat! Fully Equipped: Double bed, smart TV Hi-Speed Wi-Fi and a well equipped kitchenette, laundry room, conveniently located on major bus line. Shopping: Many amazing restaurants within 3 minute walk, shopping mall and supermarkets very close by as well. Downtown Mississauga is 10 min drive

Top guest favorite

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.

Home in Oakville

4.98 out of 5 average rating, 114 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!

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 Oakville

4.88 out of 5 average rating, 110 reviews

Luxury Villa! Swim Spa! 6 Bedroom 3 Family Rooms

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.

Top guest favorite

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.

Home in Oakville

4.97 out of 5 average rating, 106 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.

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.

Home in Oakville

4.9 out of 5 average rating, 10 reviews

Oakville Oasis

Elegant modern open concept townhome. Conveniently located in northern Oakville seconds away from 407, transit and parks. Tastefully designed and decorated with style and comfort in mind. Bright fully stocked kitchen complemented by large dining area. Huge living room with large screen TV. Outside patio with gas-fire pit, BBQ and patio furniture. 3 upstairs bedrooms with 2 full baths and laundry.

Top guest favorite

A modern living area is highlighted by a stylish brown sofa and a geometric area rug. A chandelier featuring a beaded design hangs overhead, complemented by metallic light fixtures in the kitchen. The kitchen area is visible in the background, featuring white cabinetry and modern appliances.

Home in Hamilton Beach

4.97 out of 5 average rating, 188 reviews

The Coastal Cottage

Escape to our modern bohemian beachfront cottage for a serene and stylish getaway. Whether you're seeking a romantic retreat or a peaceful solo adventure, our little slice of paradise is the perfect backdrop for creating lasting memories. Book your stay today and start counting down the days until you wake up to the sound of crashing waves and breathtaking sunrises. t4yh7

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Hotels

Stylish accommodations with great services and amenities

Popular amenities for Oakville house rentals

Free parking on premises

Air conditioning

House rentals with a pool

A heated swimming pool is surrounded by a landscaped area featuring rocks and blooming hydrangeas. The pool is framed by a smooth patio, and a lush green lawn is seen in the background, providing a serene outdoor setting.

Home in Mississauga

4.94 out of 5 average rating, 34 reviews

Luxury House with a Bright Sunroom & a heated pool

Home in Burlington

5 out of 5 average rating, 18 reviews

Modern Luxury House w/EV Charger & Heated Pool

Top guest favorite

The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.

Home in The Beaches

4.99 out of 5 average rating, 151 reviews

Heated Pool-tub Open 365 Days

A private backyard is showcased, featuring a heated saltwater pool with inviting blue water. A shaded seating area is set under a large umbrella, surrounded by lush greenery and vibrant yellow flowers. The exterior wall of the home is adorned with light-colored siding, complementing the tranquil setting.

Home in Hamilton

4.88 out of 5 average rating, 17 reviews

The Bayfront Flat - harbour views + private pool!

A spacious living area is highlighted by a light-colored sectional couch, complemented by decorative cushions. A coffee table with a sailboat decor piece sits in the center. The open layout connects to a modern kitchen, featuring sleek appliances and bright lighting.

Home in Hamilton Beach

4.92 out of 5 average rating, 102 reviews

The Nautical Nook | Luxury Beach House

Top guest favorite

A serene pool area features a heated pool with an integrated jetted tub, surrounded by a natural stone patio. Lounge chairs are positioned nearby under shaded areas, with colorful floating pool toys gently floating on the water. Lush greenery and trees provide a tranquil backdrop.

Home in Clarkson

5 out of 5 average rating, 5 reviews

Resort Style Home with Pool & Jacuzzi Near Lake

A private backyard features a sparkling pool surrounded by a spacious patio. A large dining table with bright green chairs is shaded by a vibrant umbrella. Grassy areas and tall trees offer a serene, enclosed atmosphere, enhancing the outdoor living experience.

Home in Erin Mills

5 out of 5 average rating, 19 reviews

Family Oasis with Pool and Hot Tub

The exterior of a Victorian-style home is framed by lush greenery. The exposed brick facade is complemented by vertical vines climbing the walls. Windows with white trim are positioned symmetrically, allowing natural light to enhance the inviting appearance of the house.

Home in Niagara

4.91 out of 5 average rating, 315 reviews

King West Studio Gem – Walk to TIFF & FIFA Fun!

Weekly house rentals

The image captures a modern living space featuring a dark sofa and a light-colored geometric area rug. A dining area with a round table and black chairs is visible, alongside a sleek bar counter. Large windows allow natural light to brighten the room.

Home in Oakville

5 out of 5 average rating, 6 reviews

Cozy 2-Bedroom Home with Patio

A cozy dining area features a round wooden table surrounded by two upholstered chairs. A vase with white flowers sits at the center, complementing the neutral tones of the striped wall behind. Soft natural light illuminates the space, enhancing the inviting atmosphere.

Home in Oakville

4.77 out of 5 average rating, 22 reviews

Casa MEI

A spacious living area features a comfortable brown sofa adorned with a light pink throw pillow. A flat-screen TV is positioned against a white wall, with potted plants adding natural greenery. Soft lighting illuminates the room, enhancing the relaxed atmosphere.

Home in Churchill Meadows

4.92 out of 5 average rating, 64 reviews

Upscale & Cozy 2 BR Apartment - Fast WiFi, Parking

A modern living area features a large sectional sofa in neutral tones, complemented by a stylish coffee table. A wall-mounted 65” smart TV displays a streaming service. Soft lighting creates a cozy ambiance, with light-colored walls and decorative elements enhancing the space.

Home in Mississauga

4.96 out of 5 average rating, 71 reviews

Credit Valley Cozy Suite

The exterior of the house features a mix of warm stone and brick elements with multiple levels. A set of stairs leads to a porch with outdoor seating and white rocking chairs. Sunlight highlights the open area, enhancing the welcoming atmosphere of the outdoor space.

Home in Oakville

5 out of 5 average rating, 6 reviews

Luxury & Modern at Oakville by Hands Off Hosting

A spacious living area is presented with a comfortable sofa and sleek media console. A dining table with chairs is positioned near a kitchenette. A decorative rug adds warmth, while subtle lighting from a chandelier creates a cozy ambiance. Artwork adorns the wall, enhancing the space.

Home in Burlington

4.89 out of 5 average rating, 19 reviews

Luxurious Burlington Orchard Rental

A well-appointed bedroom features a tufted headboard with neutral-colored pillows and a light quilted blanket. Rolled towels are neatly arranged at the foot of the bed, complemented by a bedside lamp and a textured green throw, creating an overall sense of comfort and relaxation.

Home in Oakville

4.83 out of 5 average rating, 24 reviews

Executive Home In Oakville

Top guest favorite

The exterior of the modern two-story home is showcased, featuring a combination of dark brick and warm wood accents. The front yard is spacious, and the driveway provides access to a two-car garage. Clear skies and an open landscape frame the property.

Home in Winona South

5 out of 5 average rating, 32 reviews

The Escarpment- 4BR Home Near Niagara & Toronto

Private house rentals

A cozy living room is highlighted by a large window offering views of greenery. A spacious gray sofa and a red armchair provide comfortable seating options. A coffee table is adorned with a bowl of fruit, and a flat-screen TV is positioned against the wall.

Home in Bronte West

4.92 out of 5 average rating, 24 reviews

3BR, 3 beds villa adjacent to the park, near lake

A spacious bedroom features a large bed dressed in crisp white linens, accompanied by decorative pillows. Soft bedside lamps illuminate the room, which is adorned with colorful wall art. A nightstand holds neatly arranged towels, enhancing the organized appearance.

Home in Erindale

4.85 out of 5 average rating, 13 reviews

Private 1 king sz br Apt-full kitchen-dt Miss

A modern living area features light-toned walls and a plush area rug. A cozy seating arrangement consists of a sectional sofa and armchair, complemented by decorative cushions. A contemporary fireplace is situated below a stylish built-in shelving unit, showcasing an array of carefully curated decor.

Home in Mississauga

4.97 out of 5 average rating, 79 reviews

Luxury Modern 3Br Home In The Heart Of Mississauga

An open-concept living area features modern furnishings in neutral tones. A black couch faces a 65-inch smart TV mounted on the wall. A large kitchen island with seating for four enhances the space, complemented by natural light from a skylight.

Home in Mississauga

4.84 out of 5 average rating, 43 reviews

Stylish, spacious & cozy 2 bdr home in Mississauga

Top guest favorite

A bright living room features white leather sofas that surround a glass coffee table. A television is mounted on the wall, and natural light enters through large windows, illuminating the space. A contemporary lamp adds subtle lighting to the room.

Home in Cooksville

4.98 out of 5 average rating, 52 reviews

Home, away from home !

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.

Home in Oakville

4.92 out of 5 average rating, 62 reviews

Joshua Creek - 5-Drive-In - Sheridan College - 5BD

Top guest favorite

An open-concept living area features a sleek electric fireplace beneath a mounted Smart TV. Two round tables with colorful chairs provide seating, while natural light enters through windows adorned with elegant coverings. A modern coffee table sits in front, completing the cozy ambiance.

4.96 out of 5 average rating, 53 reviews

Spacious 2 BR apartment | Glen Eden Ski

Top guest favorite

A staircase with wooden steps leads down to the basement suite, highlighted by a glass panel railing. The lower level features a light and airy living space with a sofa and coffee table visible in the background.

Home in Churchill Meadows

4.95 out of 5 average rating, 88 reviews

Modern newly furnished 1BR Suite

Quick stats about house rentals in Oakville

Total rentals
530 properties
Total number of reviews
9.6K reviews
Family-friendly rentals
270 properties are a good fit for families
Pet-friendly rentals
110 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
350 properties have a dedicated workspace

Destinations to explore