
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.

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

Cozy Basement Suite_Private Entrance, Kitchen&Bath
Cozy and spacious basement suite in Port Credit. Separate entrance, Private kitchen&3-piece bathroom. The bedroom includes a comfortable queen bed and desk, perfect for relaxing or working. Fast Wi-Fi and driveway parking are included, and laundry is available on the property. A short walk to the bus stop provides easy access to Port Credit GO Station and Square One, with Sherway Gardens and Dixie Outlet nearby. The space is carefully cleaned and thoughtfully prepared for a safe, welcoming stay.

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.

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

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.

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.

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.

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.

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.

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!

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.

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
Family-friendly home rentals with a hot tub

4BR Family Cottage with Hot tub, BBQ and Firepit

Waterfront Hillside Villa

Spacious Suite w/ HOT TUB & high-speed wifi

Country Getaway in Puslinch

Luxury Stay w/phenomenal view!

The Barn-Fieldstone Suite

Large Luxury Villa with Swim Spa! Near downtown!

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍
Family- and pet-friendly home rentals

Horse Ranch with Hot tub

Bright apartment/basement in Mississauga

The Best of Downtown Burlington - Safe & Clean

Luxurious 5BR Beach House with Firepit

Newly renovated, homely 2 bedroom suite

Private 1-br Apartment: Your Secluded Getaway!

5 Km to Toronto Pearson Airport, sleeps 3 /4

Cozy basement apartment in the heart of Oakville
Family-friendly home rentals with a pool

Hot Tub & Cozy Fireplace - Headwaters Retreat

The Homelands Suite, 2 Bedroom with Pool.

Beautiful Penthouse with Breathtaking View

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub

Stylish Basement Hideaway*1 BR Suite*Near Lake

Bright, spacious luxury basement apartment

The Captain's Cottage at Willow Pond

Hidden gem in Humber bay shores Toronto w/ parking
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £92 | £88 | £90 | £95 | £101 | £108 | £117 | £122 | £105 | £97 | £93 | £101 |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
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!
Destinations to explore
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- Rentals with a hot tub Oakville
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- Rentals with lake access Oakville
- Rentals with a firepit Oakville
- Rentals with a patio Oakville
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- Pet-friendly rentals Oakville
- Family-friendly rentals Halton
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- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- BMO Field
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Toronto City Hall
- Downsview Park
- Casino Niagara




