Family-friendly vacation rentals in Oakville

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Oakville

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
A spacious studio is showcased, featuring a large bed adorned with textured pillows. A comfy chair and small table are positioned beside the bed. The modern kitchenette is visible in the background, equipped with essential appliances and stylish cabinetry. Soft lighting enhances the overall ambiance.
Guest suite in Mississauga
4.94 out of 5 average rating, 104 reviews

Luxurious Private Studio Portion (Basement)

Immerse your self in to the luxury and feel immediate sense of serenity and peace in this unique studio. Designer looks with upgraded decors and finish. Thoughtfully designed Bathroom - LED Makeup mirror lights. Equipped with Bosch microwave, Nespresso, romantically cozy Napoleon fireplace, cooktop, minifridge, utensils.. Airport 10, Toronto DT 30, Niagara 90, Malls & many restaurants at 2 mins drive. Everything maintained in immaculate condition and waiting your arrival. NO SMOKING/PETS

Top guest favorite
The exterior of a two-level apartment is shown, featuring a wooden deck accessible by stairs. A light brick facade complements large windows, while potted flowers add color to the entrance. Surrounding greenery enhances the inviting atmosphere of the building.
Apartment in Mississauga
4.98 out of 5 average rating, 101 reviews

Cozy apartment with Free Parking !

Centrally located prime location near buss, highway, parks, shopping, groceries, restaurants and movie theater. Minutes from major highway QEW, 35 min drive to Toronto and Airport. It is spacious, 2 level split apartment. Washroom and bedroom on the upper level. TV & Kitchen on the lower level. Kitchen is equipped with fridge, pots, microwave, toaster, air fryer, utensils, coffee maker. Smart TV, Netflix, Wifi, Parking, Private lawndry are all included. Not permitted: pets, smoking, parties.

Guest favorite
A contemporary kitchen is highlighted by sleek cabinetry and a spacious island with bar seating. Stainless steel appliances, including a refrigerator and oven, are visible. Soft lighting enhances the modern design, and a mirror reflects the lush greenery in the corner, adding depth to the space.
Apartment in Oakville
4.96 out of 5 average rating, 114 reviews

Condo Style Basement in Oakville (Walk Up)

Looking for a cozy and comfortable place to stay during your next vacation or business trip? This spacious and stylish Airbnb accommodates up to 6 guests! Our beautiful space features everything you need to feel right at home! This condo style basement apartment is located in Oakville, one of Ontario’s most desirable neighbourhoods. 2 bedrooms with walk in closets 2 full bathrooms Sofa-come bed Contemporary chef kitchen (including utensils ) TV with Disney Plus and Netflix Dryer and washers

Guest favorite
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, 107 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!

Top guest favorite
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
4.99 out of 5 average rating, 137 reviews

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.

Top guest favorite
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, 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.

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.
Home in Milton
4.98 out of 5 average rating, 159 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.

Guest favorite
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
4.9 out of 5 average rating, 114 reviews

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.

Superhost
A modern studio space is captured featuring a cozy bed adorned with white linen and decorative pillows. A sleek stainless steel refrigerator is positioned nearby, alongside a small wooden table with a potted plant. Natural light filters through a window, enhancing the inviting atmosphere.
Apartment in Oakville
4.79 out of 5 average rating, 139 reviews

Cozy Modern Studio in Oakville | Free Parking

Welcome to your perfect retreat - an oasis for 1-2 guests seeking ultimate comfort. Enjoy seamless connectivity with WiFi, Netflix, and a luxurious Queen bed. Experience the essence of home in our inviting, modern basement studio. With a full kitchenette, in-unit laundry, and lots of storage. This modern unit is ideally situated in a serene, safe neighborhood in Oakville, steps from public transit, close to various amenities like restaurants, malls and trails

Guest favorite
A spacious living area features a dark leather sofa and a wooden coffee table at its center. A framed winter landscape hangs on the wall, while two lamps provide soft lighting. In the background, a dining counter with stools is visible, leading to the kitchen.
Townhouse in Burlington
4.82 out of 5 average rating, 275 reviews

The Best of Downtown Burlington - Safe & Clean

Experience the magic of downtown Burlington voted Canada's best city to live your stay allows you to walk no more then 10 minutes to Award Winning Restaurants, Spencer Smith Park, Joseph Brant Hospital, and so much more. Get cozy in a self contained townhouse unit that's quiet, clean, safe, with free parking and a dog friendly fully fenced in backyard. All guests wishing to book must provide a valid first and last name. I'm sorry cats are not permitted

Top guest favorite
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
4.96 out of 5 average rating, 1,073 reviews

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.

Top guest favorite
The interior of the geodesic dome is adorned with lush tropical plants, creating a vibrant atmosphere. A wooden dining table with two benches is positioned on a patterned area rug, surrounded by greenery. Light filters through the transparent panels, enhancing the natural ambiance.
Dome in Aldershot Central
4.96 out of 5 average rating, 154 reviews

Animal Lovers Dream Dome Stay in Burlington!

Jungle Dome on a farm in Burlington! Enjoy a tropical stay 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 to be a tropical vacation getaway when you can’t get away to the tropics! Situated on a 5 acre animal farm where guests can feed and interact with goats, horses, highland cows, sheep, pigs and poultry. An Animal Lovers Dream!

Popular amenities for Oakville family-friendly rentals

When is the best time to visit Oakville?

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Avg. priceG$26,349 GYDG$25,094 GYDG$25,721 GYDG$27,185 GYDG$28,858 GYDG$30,740 GYDG$33,459 GYDG$34,713 GYDG$29,904 GYDG$28,649 GYDG$28,231 GYDG$29,486 GYD
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Quick stats about vacation rentals that are family-friendly in Oakville

  • Total vacation rentals

    Explore 430 vacation rentals in Oakville

  • Nightly prices starting at

    Oakville vacation rentals start at G$2,091 GYD per night before taxes and fees

  • Verified guest reviews

    Over 8,320 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 150 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    300 properties have a dedicated workspace

  • Wi-Fi availability

    430 of Oakville vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Oakville rentals

  • 4.7 Average rating

    Oakville stays receive an average rating of 4.7 out of 5 from guests

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