Family-friendly holiday 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 favourite
The living area presents a spacious layout, featuring a white sofa and a glass coffee table. A large television is mounted on the wall. Decorative glass vases in teal shades are placed nearby. Natural light filters through the open space, creating a welcoming ambiance.
Apartment in Oakville
4.91 out of 5 average rating, 104 reviews

LUXURY CONDO, GREAT DECOR, WHEELCHAIR FRIENDLY!!!

NEW GORGEOUS LUXURY CONDO WHEELCHAIR ACCESIBLE. *** NEW BED in 2nd!*** PRIME BEDROOM has a queen size memory foam mattress & a desk. SECOND BEDROOM has a brand new bed with double mattress medium/firm and a working desk, now accessible to guests. 2 FULL BATHROOMS: The en-suite has has a step up shower and a Bidet. SECOND: Has a tub & shower, very spacious. *OPEN CONCEPT LIV. AREA. *OPEN BALCONY. TASTEFULLY FURNISHED, SOFT AND CLEAN COLORS HARDWOOD FLOORS THROUGHOUT EXTRA WIDE HALLS AND DOORS

Top guest favourite
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.
Flat in Mississauga
4.97 out of 5 average rating, 112 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.

Top guest favourite
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.
Flat in Oakville
4.96 out of 5 average rating, 122 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

Superhost
A modern living area features a white leather sofa with decorative red pillows, complemented by a wooden coffee table. A small dining table with two chairs is positioned nearby. The kitchen area is visible, showcasing sleek cabinetry and stylish backsplash, with artwork depicting a tranquil forest scene.
Home in Cooksville
4.81 out of 5 average rating, 117 reviews

Cozy Guest Suit in Mississauga

Experience a stylish stay at this well-located spot. The Seprate ground-level 1BR, 1WR, Living and Kitchenette, Along with 1 parking unit is designed for guest privacy and offers easy access to everything. Close to bus stop for Square One, and Cooksville GO station for downtown Toronto. Near the airport and highways, just a 20-minute drive to downtown (non-rush hour). Enjoy proximity to shops and restaurants, between Square One & Sherway Gardens Mall. There are no live TV Channels on the TV.

Top guest favourite
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.
Flat in Oakville
4.98 out of 5 average rating, 150 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.

Guest favourite
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
4.89 out of 5 average rating, 179 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.

Guest favourite
An open-plan living area is visible, featuring a modern kitchen equipped with stainless steel appliances, including an oven and refrigerator. A cozy grey sofa is positioned in front of a wooden coffee table. A circular dining table is set against a bright window, enhancing the space.
Flat in Milton
4.93 out of 5 average rating, 166 reviews

Luxury Guest Suite

Welcome to our cozy basement apartment! This modern Airbnb is located in a peaceful residential neighborhood 40 min drive from Toronto downtown and an hour from Niagara Falls. The well-lit space features a comfortable queen-sized bed, ample storage in the spacious closet, and a beautifully designed interior with natural light flooding through large windows. Note: We have 2 single folding matresses available to place on the floor in the living room. Extra linen and pillows are provided.

Guest favourite
A bright and modern space features a cozy red sofa, complemented by a round coffee table resting on a textured rug. A spacious bed is seen in the background, with natural light filtering through a window, illuminating the soft bedding.
Flat in Mississauga
4.88 out of 5 average rating, 272 reviews

One bedroom Apt. ( 2 storeys unit ) in Mississauga

You will love this one bedroom self-contained 2 storeys unit with separated entrance near Square One mall in downtown Mississauga and 15 minutes to Pearson Airport, easy access to highway 401 and highway 403 and close to all amenities. Modern design bright & spacious with beautiful and private view. Enjoy with free high speed Wi-Fi & 43" tv Netflix available, one parking spot side by side , all included. Quiet neighborhood. - Sorry No party, No smoking, Filming nor Event Stay.

Top guest favourite
Dome in Aldershot Central
4.96 out of 5 average rating, 194 reviews

Winter Escape Tropical Dome! Animal Lovers Dream

Jungle Dome on a farm in Burlington! Enjoy a tropical stay in our 500 square foot geodesic dome “glamping” greenhouse dwelling! Sleeps 4. 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!

Guest favourite
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
4.96 out of 5 average rating, 122 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.

Guest favourite
Apartment in Glen Abbey
4.9 out of 5 average rating, 118 reviews

Cozy Oakville Oasis | Modern & Peaceful Stay

Enjoy a peaceful stay in this stylish apartment near Saw Whet Golf Club and beautiful Bronte Creek Provincial Park. 3 min from the QEW, Bright, open-concept living space, full kitchen, private balcony, high-speed WiFi, and free parking. Just a short drive to Bronte Village with its waterfront trails, cafes, and shops. Ideal for couples, solo travelers, or business guests seeking comfort and convenience in Oakville.

Top guest favourite
A spacious sleeping area features a queen size bed, framed by soft drapes and decorative pillows. A cozy chair sits near a small table on a patterned rug, while artwork adorns the walls, creating a calming environment.
Guest house in Erin Mills
4.96 out of 5 average rating, 121 reviews

Cozy & stylish basement apartment in Mississauga

Calm and stylish space in great neighborhood of Mississauga with a queen size bed, fully equipped kitchen, new appliances. Excellent location; Easy access to HWY 403 & QEW. Close to shopping, restaurants and parks. Bus stop minutes away. 5 min. drive to beautiful town of Oakville, 30 min. to Downotow Toronto, 60 min. drive to Niagara Falls

Popular amenities for Oakville family-friendly rentals

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Avg. price£93£88£90£95£101£108£117£122£105£97£93£101
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Quick stats about holiday rentals that are family-friendly in Oakville

  • Total holiday rentals

    Explore 450 holiday rentals in Oakville

  • Nightly prices starting at

    Oakville holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 8,950 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 160 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    310 properties have a dedicated workspace

  • Wifi availability

    440 of Oakville holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Oakville rentals

  • 4.8 Average rating

    Oakville stays are highly rated by guests – averaging 4.8 out of 5!

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