
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.

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

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

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!

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.

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.

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.

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

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

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.

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
Family-friendly home rentals with a hot tub

Timber Haven

Waterfront Hillside Villa

Beautiful Penthouse with Breathtaking View

Country Getaway in Puslinch

Luxury Stay w/phenomenal view!

The Barn-Fieldstone Suite

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

Sleeps 12 ADULT private hot tub pool Walk to Lake
Family- and pet-friendly home rentals

Horse Ranch with Hot tub

Little Blue Barn on the Bench

Fully-Furnished Boutique 1 Bedroom Suites

Somerset Cottage at West Avenue Cider House

Private 1-br Apartment: Your Secluded Getaway!

Adorable 1-Bedroom Basement Apartment in Hamilton

Cozy basement apartment in the heart of Oakville

The Circle ⭕️ Flat ••• NO parties permitted •••
Family-friendly home rentals with a pool

Cozy HotTub & Fireplace - Headwaters Retreat

The Homelands Suite, 2 Bedroom with Pool.

The Penty: Luxurious Penthouse with Pool, Hot Tub

Lux Waterfront Condo Pool Hot Tub Free Parking

The Fort York Flat

Cozy Retreat in Oakville

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 | G$26,349 GYD | G$25,094 GYD | G$25,721 GYD | G$27,185 GYD | G$28,858 GYD | G$30,740 GYD | G$33,459 GYD | G$34,713 GYD | G$29,904 GYD | G$28,649 GYD | G$28,231 GYD | G$29,486 GYD |
| 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 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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- Rentals with a washer and dryer Oakville
- Family-friendly rentals Regional Municipality of Halton
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Distillery District
- Metro Toronto Convention Centre
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- Financial District
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Whistle Bear Golf Club
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara




