Home Vacation Rentals By Owner In Oakville, ON

Showing 60 Of 87 Vacation Rentals
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$252.89

/ Nightly
Private Vacation Home

Luxury 5BR Oakville Home for Family Getaways

Oakville, Ontario, Canada

Luxury 5BR Oakville Home for Family Getaways offers a spacious open-concept layout with 3.5 bathrooms, perfect for families, professionals, and responsible groups. The home features 2 king beds, 2 queen beds, and 1 twin bed, along with a fully equipped modern kitchen, fast Wi-Fi, and in-unit laundry. Located in a quiet, family-friendly neighborhood in Oakville, you’ll be close to shopping, restaurants, and major highways—ideal for both short and extended stays.brbrLuxury 5BR Oakville Home for Family GetawaysbrbrWelcome to your perfect Oakville getaway — a bright, modern, and spacious 5-bedroom home designed for families, professionals, and responsible groups looking for comfort, space, and convenience.brbrWith a large open-concept layout, 3.5 bathrooms, and thoughtfully arranged sleeping spaces, this home offers the ideal balance of togetherness and privacy.brbr ️ Sleeping Arrangements (Comfort for Everyone)brbr✔ 2 King Bedrooms – Ideal for couples or executivesbr✔ 2 Queen Bedrooms – Spacious and comfortablebr✔ 1 Twin Bedroom – Perfect for kids or single guestsbrbrNote: One queen on ground floor and one twin on second floor are part of an open-concept space (no door), perfect for families or groups who prefer shared living areas.brbr Comfortably accommodates families and medium-to-large groupsbrbr✨ What Guests Love Mostbrbr✔ Large open-concept living & dining areabr✔ 3.5 bathrooms – no waiting, even for groupsbr✔ Bright, modern interiors with natural lightbr✔ Fully equipped kitchen for home-cooked mealsbr✔ Fast Wi-Fi – great for work or streamingbr✔ In-unit laundry for longer staysbr✔ Clean, professionally managed homebrbrPerfect Forbrbr• Families visiting Greater Toronto Areabr• Corporate stays & relocationsbr• Responsible groups seeking a quiet, comfortable staybrbr Prime Oakville LocationbrbrLocated in a quiet, family-friendly neighborhood, you’re close to:br• Grocery stores & restaurantsbr• Major highways & transit routesbr• Parks, trails, and local attractionsbr• Easy access to Mississauga & TorontobrbrPerfect for guests who want peaceful surroundings without being far from everything.brbr Cleanliness & Peace of Mindbrbr✔ Professionally cleaned before every staybr✔ Fresh linens & towels providedbr✔ Strict no-party / no-noise policybr✔ Ideal for guests who respect the home and neighborsbrbr⚠️ Important House Notes (Transparency Builds Trust)brbr• This is an open-concept home (one queen & one twin bedroom do not have doors)br• Quiet hours are strictly enforced 10:00 PM to 9:00 AMbr• Parties, events, and excessive noise are not permittedbrbr⭐ Why Book This Home brbrGuests choose this home for its space, comfort, cleanliness, and great Oakville location. Whether you’re staying a few nights or a few weeks, you’ll feel right at home.brbr Book now to secure your dates — this spacious Oakville home fills quickly.brbrZERO TOLERANCE for parties and loud music, this is respectable and connected community we ask you to be mindful of the neighbors.brbrLimited parking only 2 cars in the garage is allowed more cared should be parked on the visitors parking.brPlease do not park your car on the neighbor's Driveway or on the street as it is a tow away zone.brbrAccording to fire and safety regulations this house has a house limit of 10 people after 11pm all visitors must vacate the premises.brbrSmoking is strictly prohibited inside the house. Guests may smoke only outside, and must collect cigarette butts in the provided tray or dispose of them in the trash. Please do not throw cigarette butts on the ground, street, or neighbor’s property.brbrQuiet hours are from 10pm – 9ambrbrCheck out is 11am. Late check out can only be confirmed by 9pm on the night before departure.brbrDepending on the dates of your stay you may be required to put out or bring in garbage binsbrbrPlease do not move furniture to prevent property damage.
Bed 5

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Bath 4

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Sleep 9

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$139.59

/ Nightly
Condo

Brand New Stylish 2BR Condo in Oakville

Oakville, Ontario, Canada

Discover a peaceful and nature-focused lifestyle at this condo, where residents can enjoy beautiful green surroundings, scenic parks, over 300 km of nature trails, and protected conservation areas.brbrJust minutes from Sixteen Mile Creek, Lake Ontario, beaches, and trails, North Oak offers endless outdoor fun. Perfectly located at Dundas & Trafalgar, it’s close to highways, Sheridan College, Oakville GO, shopping, dining, and more.brbrMust be Twenty years or older to book.brbrWelcome to your modern and stylish 2-bedroom, 2-bathroom condo - a thoughtfully designed home that beautifully blends transitional elegance with modern comfort. This brand-new suite is inspired by a focus on health, wellness, community, and a seamless connection to nature, offering a serene and elevated living experience in one of Oakville’s most desirable neighbourhoods.brbrStep inside and experience a bright, open-concept living space that’s both inviting and functional. Expansive windows fill the suite with natural light, giving the interior a warm and airy feel throughout the day. The cozy living area, complete with a comfortable couch and a 43 TV, offers the ideal spot to relax after a long day or host a casual night in with friends and family.brbrThe chef-inspired kitchen is a true highlight, featuring quartz countertops, designer cabinetry, and sleek modern hardware that combine style with everyday practicality. It’s the perfect space to prepare anything from quick breakfasts to elegant dinners.brbrThe primary bedroom is designed with rest and relaxation in mind, offering a plush queen-sized bed, a soothing atmosphere, and an ensuite bathroom with a shower. The second bedroom provides a twin-sized bed along with a dedicated workspace, making it ideal for guests, family members, or anyone who needs a quiet, comfortable area to work or study. Two modern, well-appointed bathrooms add extra convenience and privacy, making the space both functional and luxurious.brbrAdditional features include in-suite laundry with a washer and dryer, high-speed Wi-Fi, and one complimentary underground parking spot, ensuring both comfort and ease during your stay.brbrWhether you’re seeking a peaceful sanctuary to recharge or a well-connected home close to everything Oakville has to offer, this residence delivers the best of both worlds. We look forward to welcoming you and making your stay as comfortable and memorable as possible.
Bed 2

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Bath 2

Bath

Sleep 4

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$211.46

/ Nightly
Private Vacation Home

Sleek and Stylish 3-Story Townhouse with Parking

Oakville, Ontario, Canada

Immerse yourself in Oakville's vibrant community and take advantage of its abundant amenities.brbrLocated in the heart of Oakville, this home strikes the perfect balance between peaceful suburban living and easy urban access. Nestled in a family-friendly neighborhood, it’s just minutes from highly rated schools, scenic parks, and a variety of shopping and dining venues. With convenient access to major highways and public transit, commuting is a breeze.brbrMust be twenty five years or older to book.brbrThis beautifully designed townhouse is the perfect blend of style, comfort, and practicality, offering expansive living spaces that cater to both relaxation and entertaining. Move-in ready, this home is an ideal place to build lasting memories while enjoying all the comforts of modern living.brbrAs you enter, you'll be welcomed by a bright and open living area, featuring a 50 Smart TV, a cozy fireplace, and a variety of cards and board games—everything you need for family fun and a cozy evening indoors. The inviting atmosphere is perfect for unwinding after a long day or hosting friends and family for gatherings.brbrThe kitchen stands out as one of the home’s key features, fully equipped with sleek, contemporary appliances and generous counter space. Whether you're preparing a family meal or hosting friends for dinner, this kitchen offers everything you need to cook with ease and style. With ample storage and a layout designed for efficiency, it’s both a practical and beautiful space.brbrThe home’s layout is carefully thought out, with 3 bedrooms located on the third floor and 1 on the first. The master bedroom, located on the third floor, is a serene retreat offering a king-sized bed for the ultimate in comfort and relaxation, complemented by a portable tower fan to keep the space cool and breezy. The second bedroom, designed with guests in mind, features a full-sized bed, providing a welcoming and comfortable space for visitors. The third bedroom is perfect for children or extra guests, equipped with two twin-sized beds for added flexibility.brbrOn the first floor, the fourth bedroom offers a peaceful and private space, with a queen-sized bed for comfort and tranquility.brbrThe master bedroom offers a spacious ensuite bathroom with dual sinks and ample counter space, along with two his-and -her walk-in closets. The remaining bedrooms each come with their own closet space. Bedrooms 2 and 3 share a full bathroom located on the third floor, not directly connected to the bedrooms.brbrBedroom 4 offers its own ensuite full bathroom, with a second entrance from the hallway for added convenience. For added comfort during the winter months, this room also includes a portable electric fireplace—perfect for creating a cozy and inviting atmosphere.brbrThis townhouse also includes convenient features like an ensuite washer and dryer, a 3-workspace setup with monitors for working or studying, 1 dedicated driveway parking spot, 1 garage parking spot, and high-speed Wi-Fi throughout to keep you connected.brbrThere’s a playground within our block, and a nearby walking trail provides a great option for outdoor walks or exercise.brbrWe are excited to welcome you to this exquisite townhouse, where modern living meets thoughtful design, and style meets functionality. This home offers the perfect space for both everyday living and special occasions, making it truly one-of-a-kind. Come experience it for yourself!brbrGuest accessbr*Bedrooms 2 and 3 share a full bathroom located on the third floor, not directly connected to the bedrooms.brbr*Balconies are connected to the living space, and to Bedroom 2, both overlooking the backyardbrbrOther things to notebr*The basement is not accessible for guests.brbr*We kindly ask that you do not rearrange the furniture during your stay, as moving pieces may cause damage. If anything is moved, please ensure it is returned to its original position before check-out.brbr*Please place any used dishes in the sink or dishwasher. Kindly avoid returning dirty items to the cabinets.brbr*Please do not use metal utensils on the pots or silverware, as they may cause damage. Silicone stirrers and spatulas are available in the kitchen for your use.
Bed 4

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Bath 3

Bath

Sleep 8

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$429.35

/ Nightly
Private Vacation Home

Spacious Oakville 5 Bedroom Home - Sleeps 10 - Free Parking + Pet Friendly

Oakville, Ontario, Canada

Welcome to your perfect group getaway in Oakville.brThis spacious 5-bedroom home is designed for families, business travelers, and large groups looking for comfort, space, and convenience.brbr✔ Sleeps up to 10 guests comfortablybr✔ Open-concept living & dining – perfect for gatheringbr✔ Fully equipped kitchen for home-cooked mealsbr✔ Free parking + easy highway accessbr✔ Pet-friendly for your entire familybrbrBook now and enjoy a seamless, stress-free stay.brbrSHORT TERM ACCOMMODATION LICENSE # 24-216263brbrMAIN FLOORbr✔ 2-Car Garage accessbr✔ Spacious entry closet for coats and shoesbr✔ 10ft CeilingbrbrUPPER LEVELbr✔ Family & Living Rooms with comfy sofa, Smart TV and Fireplace br✔ Fully equipped kitchen, ready for meals - includes cooking essentialsbr✔ Dining table for 8br✔ Bedroom 1: Twin-size bedbr✔ 1 half-size washroombr✔ Access to the spacious private balconybr✔ Laundry area with washer, dryer and cleaning suppliesbr✔ 10ft CeilingbrbrTOP LEVELbr✔ Bedroom 2: King-size bed + ensuite full private washroom with showerbr✔ Bedroom 3: Queen-size bed br✔Bedroom 4: Queen-size bedbr✔ Bedroom 5: Queen-size bed br✔ 4pc washroom with tub/shower combinationbr✔ Office area: Desk + Chair br✔ 10ft CeilingbrbrBASEMENTbrUnfinished basement is not accessible to guests at this time. brbrPARKINGbrFree parking for up to 3 cars.br1 car on the driveway + 2 garage parking spots. br**NOTE: 1 driveway spot is reserved for side unit**brbrTOTAL PRIVACYbrYou will have private access to the detached house with selected rooms, rest assured you will be the only tenants during your stay!brbrCLEANING & SAFETYbrOur home is professionally cleaned and disinfected before every guest arrives. All linens (sheets, pillowcases, duvet covers, towels) are freshly washed. We also provide extra cleaning supplies for your peace of mind.brbrNOTE: We offer optional mid-stay cleaning services to our guests at an additional cost of $250/clean.brbrWhether you're here for a family trip, work stay, or weekend escape, this home gives you the space and comfort hotels can’t match.brbrBook now and enjoy a seamless, stress-free stay. We’re excited to host you!
Bed 5

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Bath 2

Bath

Sleep 10

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$177.63

/ Nightly
Private Vacation Home

Bright & Stylish 5 BR Getaway in Oakville!

Oakville, Ontario, Canada

Welcome to Your Home Away from Home in Oakville!brbrStep into a haven of comfort and style in this beautifully designed 5-bedroom house, perfect for families, groups, or professionals seeking a memorable stay. This home is thoughtfully furnished to provide a seamless blend of modern elegance and cozy living.brbrWhether you’re visiting for work, celebrating a special occasion, or simply looking for a retreat, this home offers everything you need for a comfortable and memorable stay.brbrWhat You’ll Love:brbr- Spacious Living: Five well-appointed bedrooms provide ample space for everyone to relax and unwind, with luxurious bedding for a restful sleep. The 2.5 pristine bathrooms ensure no morning rush!brbr- Gourmet Kitchen: The fully equipped kitchen features stainless steel appliances, a large island, and all the essentials for cooking and dining with ease.brbr- Cozy Living Areas: Gather in the open-concept living room with comfortable seating, a large smart TV, and stylish decor, creating the perfect setting for movie nights or catching up with loved ones.brbr- Private Backyard: Step outside to enjoy a beautifully landscaped yard, complete with a patio area for dining or simply soaking up the fresh air.brbr- Convenient Amenities: High-speed Wi-Fi, in-home laundry, and ample parking make your stay effortless.brbrLocation, Location, Location!brbrThis home is situated in a peaceful, family-friendly neighbourhood in Oakville. You’re just minutes from:brbr- Bustling shopping centers and local boutiquesbrbr- A variety of dining options, from casual eats to fine diningbrbr- Scenic parks and trails, perfect for outdoor adventuresbrbr- Easy access to highways and public transit for exploring nearby Toronto or Niagara Falls
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Bath 2

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Sleep 10

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Exceptional(1)

$242.14

/ Nightly
Private Vacation Home

Stylish 2-Bed Oakville Home with Free Parking + WiFi

Oakville, Ontario, Canada

Welcome to your bright and modern Oakville house — a stylish, family-friendly stay designed for comfort, space, and convenience.brbr✔ 2-bedroomsbr✔ 1.5 bathbr✔ Bright open-concept living, dining & kitchenbr✔ Fully equipped kitchenbr✔ Smart TV + high-speed WiFibr✔ Driveway parking includedbr✔ In-unit washer & dryerbrbrIdeal for families, small groups, or business travelers looking for a clean and well-equipped home base.brSIDE UNIT: This property is a separate, fully self-contained side unit located on the side of the main home. There is no shared interior access between the two spaces, ensuring your privacy throughout your stay.brbrMAIN FLOORbr✔ Open-concept living room with Smart TVbr✔ Dining area for 2br✔ Fully equipped kitchenbr✔ Half bathroom (powder room)brbrLOWER/BASEMENT LEVELbr✔ Bedroom 1: Queen bedbr✔ Bedroom 2: Double bedbr✔ Full bathroom (bathtub/shower combo)br✔ Laundry area with washer, dryer and cleaning suppliesbr✔ Office area: Desk + Chair brbrPARKINGbrFree driveway parking for 1 car.br**NOTE: 1 driveway spot is reserved for main unit**brbrTOTAL PRIVACYbrYou will have private access to the detached house with selected rooms, rest assured you will be the only tenants during your stay!brbrCLEANING & SAFETYbrOur home is professionally cleaned and disinfected before every guest arrives. All linens (sheets, pillowcases, duvet covers, towels) are freshly washed. We also provide extra cleaning supplies for your peace of mind.brbrNOTE: We offer optional mid-stay cleaning services to our guests at an additional cost of $180/clean.brbrWhether you're here for a family trip, work stay, or weekend escape, this home gives you the space and comfort hotels can’t match.brbr✅ Book now and enjoy a seamless, stress-free stay. We’re excited to host you!
Bed 2

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Bath 1

Bath

Sleep 4

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$117.77

/ Nightly
Apartment

Luxury Executive Studio in prestigious Glen Abbey Oakville

Oakville, Ontario, Canada

Discover 1,000 square feet of beautifully designed open-concept living in the heart of Oakville’s Glen Abbey. This bright and modern private below-ground studio boasts 9-foot ceilings and expansive windows that fill the space with natural light.brbrNestled in a serene community surrounded by Bronte Creek Provincial Park, hiking trails, golf courses, and parkettes with night-lit tennis and pickleball courts, all within a 5-minute walk.brbrWell situated between Toronto and Niagara Falls. 5 min to QEW or 407 highway or 10 minutes to Bronte GO train station. Easy access to downtown Toronto, Niagara Falls, and local restaurants, entertainment, and family-friendly activities.brbrFEATURES:br• All-Inclusive Amenities: Fully furnished with thoughtful touches to make you feel at home.br• Modern Design & Luxurious Finishes: Thoughtfully furnished with everything you need for a comfortable stay. Fully Equipped Kitchen: High-end appliances and all the essentials for cooking and dining. Convenience: Onsite laundry, pure fiber-optic internet, and plenty of wardrobe storage.br• Cozy Living Area: Includes a 55-inch TV with multiple streaming services, premium cable (thousands of channels), and ergonomic workstations with monitors, printer, and office supplies. br• Sleeping Arrangements: A plush king bed with luxurious linens, plus a full-sized sofa bed for the occasional guests. brbrTHE SPACEbrModern design with luxurious finishes. A private below ground unit boasting a fully equipped kitchen with new full-sized appliances, cozy living room with 55” TV including multiple streaming services and premium cable with hundreds of channels., onsite laundry, fiber optic internet, and work stations for two including ergonomic workstations with printer, monitors, office supplies.brbrDining area suitable for romantic dinner. King bed with plush pillows and luxurious linen. Large wardrobes with plenty of storage. There is additional full-sized sofa bed for 1 adult or 2 children.brbrOTHER THINGS TO NOTEbr• One parking spot on the drivewaybr• Guest access: Full privacy in the below-ground studio unitbr• Early check-in, late check outbr• The sleeping area is not a separate bedroom from the living area and does not have privacy doorbr
Bed 1

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Bath 1

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Sleep 4

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