
Pet-friendly vacation rentals in Oakville
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Oakville

Total vacation rentals
Explore 200 vacation rentals in Oakville

Nightly prices starting at
Oakville vacation rentals start at G$6,280 GYD per night before taxes and fees

Verified guest reviews
Over 4,270 verified reviews to help you choose

Family-friendly vacation rentals
150 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
190 of Oakville vacation 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!
Top-rated pet-friendly home rentals in Oakville
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

New Studio Unit with Full kitchen in Oakville
This is a 500 square feet Studio unit at the ground level of town house with full kitchen, Full Washroom big screen smart TV, internet and one parking. Nothing is shared, separate entrance to the unitKitchen has utensils, kettle and toaster. All the major stores are under 3 kms. The house situated in the border of Oakville and Mississauga. Just 30 minutes to Toronto and 60 minutes to Niagara. Very clean and brand new place for your stay.Enjoy your stay at this place in a relaxing private space.

Cottage On Lake Ontario Niagara
OPEN TIMESLOTS JULY 25-31 AUGUST 5-7 (2 nights/3 days) AUGUST 10-29 SEPTEMBER 1-17 Please mark this listing as a favourite to get notifications of last minute deals. Unwind at our cozy guest house. Beautiful 2-bedroom cottage. Enjoy the direct waterfront views from the living room, bedroom and wrap around composite deck. Outdoor fire pit and BBQ. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging. Views from the cottage include orchards and the Lake.

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.

“CasaDeLeon”- Modern and cozy Lakeview guesthouse
Forget your worries in this quiet,, spacious & serene space. King+queen air/4 twin , lrg patio doors overlooking lush greenery in private backyard oasis. Enjoy in/outdoor living & access to private basketball court, trampoline. Landscaped backyard w deck, bbq, tons of board games, 4K projector (stream from G00gle chromecast) for large screen media / movies, and wine fridge, espresso bar, fridge w ice maker, full bathroom, heated flooring. IMPORTANT: You MUST read “Other Details To Note”

Luxurious 4 Bedroom home.
Situated in Oakville, Ontario and backing onto natural green space, the interior of this contemporary home is lavished in natural light and enhanced with panoramic views of sunsets. Located between Toronto and Niagara Falls, this home also offers the combination of convenient access to urban amenities and an array of outdoor attractions for sightseeing, exploration and adventure. A perfect retreat for groups and families seeking comfort, relaxation and roomy collaborative spaces.

Fully-Furnished Boutique 1 Bedroom Suites
The Laundry Rooms is situated on one of our favourite streets in Hamilton. Featuring cozy pubs, local coffee shops, and a 10-minute walk from the downtown core, Augusta Street has a small-town vibe in the heart of the city. Live like a local with all the comforts and amenities of home in our contemporary suites designed for the professional traveller. Pets are welcome and we can't wait to meet your dog (a deep cleaning fee applies (except for assistance animals))... and you, of course.

Cabin stay and play! 10 mins to Canadian Open!
Take it easy at this unique and tranquil getaway. Located steps from Calerin Golf Course (350 m) and includes many amenities, such as: a BBQ, patio w/ dining area, private hot tub, acres of groomed trails, games galore, pool table, fire pit, comfy queen bed w/ separate heated bunkie with a second queen bed and more! Optional pull out available, please inquire within (fee may apply). 2 km or 5 mins, from the picturesque town of Erin. Lots of restaurants, shops, and plenty to do!

Family Home | Uptown Oakville | 40 Mins to Toronto
If you're looking for a stylish and comfortable home-away-from-home experience, you've come to the right place! We're in the heart of uptown Oakville, close to tons of restaurants, grocery stores, coffee shops and salons. 10mins to Oakville Place, 6mins to Sheridan College and 5mins to the 5-Drive In - an outdoor drive-in theatre perfect for family outings or date night! Our home is fully equipped with everything you need for a comfortable stay. We think you'll love it here :)

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 Hillside Villa
Welcome to your stunning Hillside Villa situated on 150' of waterfront. Enjoy the peaceful surroundings and quiet Bay views from your 3 private outdoor decks & hot tub. Entertaining is easy in this gourmet kitchen, which is open to 1 of 2 fireplaces, family room & dining room with floor to ceiling views of the Bay. Breathe taking views of the Bay from your private dock. Hidden gems: gym, 2nd kitchen, foosball table, EV charging and private trail.

Somerset Cottage at West Avenue Cider House
Welcome to West Avenue Cider! During Summer 2018 we renovated an existing outbuilding on the property into a 3 bedroom cottage for guests who are visiting the Cider House and who are visiting the Hamilton area. It’s light filled and spacious and we hope you will get to spend some time with us. The cidery can be a busy spot on weekends during the summer and fall, less busy for our winter guests.

Cozy basement apartment in the heart of Oakville
Enjoy a comfortable two bedroom apartment in a quiet, safe neighborhood. Private entrance leads to 2 bedroom basement apartment with a queen and a double bed with Full kitchen. Very close to Sheridan College, Go Train, and Oakville Place mall. Quiet, many parks and trails nearby, public transit. Fully furnished, stainless steel fridge, air conditioning. Pet friendly, no smoking/vaping.
Popular amenities for Oakville pet-friendly home rentals
Pet-friendly house rentals

Modern Luxe Home | 2BR | Balcony | Parking

Backyard Oasis | Hot Tub & Playground | Near DT

Cottage Style House with Hot Tub

Beachfront 6BR Newly Finished Home - Prof Cleaned

Private Suite. Milton New Modern Basement Suite

California Chic +Breathe +Unwind +Restore

Luxury 4BR | World Cup | High Park & Beach

Immaculate house 5 bdr 3.5 bath
Pet-friendly home rentals with a pool

Steps to CN Tower/Waterfront | 2BR/2BA + Parking

Beautiful Penthouse with Breathtaking View

Bright & Spacious 3Br/2Bth Suite Private Entrance

The Farmer's Cottage

Canadiana Downtown Condo w/King Bed + Free Parking

Humber Bay Family Friendly condo w Terrace&Parking

The Captain's Cottage at Willow Pond

🔥Charming 1 BR Condo🔥 Steps To Square One!👌
Private, pet-friendly home rentals

3 bedroom home close to downtown with Pool!

Apartment unit

Horse Ranch with Hot tub

Frenchman’s Pass - Cozy nook on the Hamilton brow

HotTub Retreat • Sleeps 12 • Cinema • BBQ

Bright & Stylish 5 BR Modern Getaway!

Cozy Country Escape w/ Hot Tub, Fire Pit & Pool

Immaculate 2BR Escape | EV Charger | Oakville
When is the best time to visit Oakville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$25,538 GYD | G$26,794 GYD | G$28,050 GYD | G$27,841 GYD | G$29,934 GYD | G$30,772 GYD | G$33,912 GYD | G$35,795 GYD | G$30,772 GYD | G$26,794 GYD | G$25,329 GYD | G$27,004 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 |
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- Pet-friendly rentals Ontario
- Pet-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Union Station
- Metro Toronto Convention Centre
- Downsview Park
- The Danforth Music Hall
- Harbourfront Centre
- Toronto Eaton Centre
- Niagara Falls State Park
- Toronto Zoo
- Scarborough Town Center
- Exhibition Place
- Nike Square One Shopping Centre
- Niagara Falls
- Trinity Bellwoods Park
- Casa Loma
- Yorkdale Shopping Centre
- Massey Hall
- Enercare Centre
- Elora Gorge
- York University
- Sheppard–Yonge Station





