
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.

Winter Escape Tropical Dome! Animal Lovers Dream
Jungle Dome Farm Stay in Burlington! Be completely immersed in farm life and all that it entails while staying 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 as a tropical vacation getaway when you can’t get away to the tropics! Situated on a 5 acre animal farm where guests can experience farm life with goats, horses, highland cows, sheep, pigs and poultry. An Animal Lovers Dream!

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

Comfort, Style and Privacy.
Magnificent lower level suite in detached home with private entrance. Located in quiet, family friendly community. This suite has a modern open concept layout with comfortable Queen bed with fresh linens, a 50" TV, huge walk-in closet, private bath with shower bench & relaxing rainhead, plus fresh towels for your whole stay. Living room has sectional, 40" TV, desk & is open concept to a fully equipped kitchen. Laundry access is on the main level by the entrance and is shared with homeowner.

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.

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 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.

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

Beautiful Basement & Access via Garage
Spacious one bedroom (about 820 SQ Feet ) Clean, non smoking unit with two 65 inches TVs, The space is private and only for the guests who booked it. Onsite Parking is available, if needed 5 minutes to 401, Toronto Premium Outlet and Milton Go. A Park is just infront. Grocery store RABA 24*7 and Access is via Garage using keypad.
Popular amenities for Oakville family-friendly rentals
Family-friendly home rentals with a hot tub

hidden gem retreat-HotTub, Igloo & movie room

Waterfront Hillside Villa

Beautiful Penthouse with Breathtaking View

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

Little Blue Barn on the Bench

Escarpment Dwelling!

Modern Stay • Prime Location • Double Parking

Newly renovated, homely 2 bedroom suite

Farmview Sunset Cabin

Somerset Cottage at West Avenue Cider House

Private 1-br Apartment: Your Secluded Getaway!
Family-friendly home rentals with a pool

Alpaca farm stay and bunkie getaway.

HotTub & Cozy Fireplace - Headwaters WinterRetreat

The Homelands Suite, 2 Bedroom with Pool.

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub

The Fort York Flat

Bright, spacious luxury basement apartment

The Captain's Cottage at Willow Pond

Condo in Heart of Mississauga
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $177 AUD | $169 AUD | $173 AUD | $183 AUD | $194 AUD | $207 AUD | $225 AUD | $234 AUD | $201 AUD | $186 AUD | $179 AUD | $193 AUD |
| 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 $28 AUD per night before taxes and fees

Verified guest reviews
Over 8,950 verified reviews to help you choose

Pet-friendly accommodation
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

Wi-Fi availability
440 of Oakville holiday rentals include Wi-Fi 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 pools Oakville
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- Condo rentals Oakville
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- Family-friendly rentals Halton
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Port Credit
- Distillery District
- The Danforth Music Hall
- BMO Field
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Massey Hall
- Niagara Falls State Park
- Financial District
- Casa Loma
- Dufferin Grove Park
- Downsview Park
- Toronto City Hall
- Casino Niagara




