
Pet-friendly holiday rentals in Oakville
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Top-rated pet-friendly home rentals in Oakville
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Popular amenities for Oakville pet-friendly home rentals
Pet-friendly house rentals

Luxury Waterfront Home - HOT TUB & 2King Bed
This place is great to stay and peacefully for a great weekend gateway. Nancy was great host helping us both all the instruction and it was beautiful

3B 4BA Oakville Escape: Relax & Enjoy
Our stay was perfect in every way. The hosts were extremely helpful and friendly, responding to our needs and going beyond by providing extra help and information. The house was very comfortable and cosy, with local amenities across the road giving extra credibility to its location. The bedrooms, bathrooms, kitchen and living space were ideal for all our family and I would happily stay there again. Thank you.

Cozy & Beautiful, Entire Oakville House,
We had a great stay. The house was well organized and prepared for our arrival. The host was very detailed and responsive once we made the initial contact and throughout the process. The communication was excellent and the house is very well taken care of in terms of cleanliness and the layout. We would definitely stay again in the future.

On Cloud Wine | Bubbly Bar, Badminton, Firepit, EV
Hands down one of the best airbnb experiences. I wish we could have just moved in for good! Everything was spotlessly clean and absolutely pleasant. Typically i find lot airbnbs can be neat and tidy but often not perfectly clean (e.g. dusty or dirty dinnerware / cups) but not Nicole's place. It was also great to have a list of everything she already had (like salt & pepper, oil) so we knew how much to bring. Bonus was having a LOT of stuff to do in the yard. We spent most of the evening outside playing games!

Modern 2 Bedroom Getaway in Oakville
We had a wonderful stay! The space was beautiful and the host was kind, responsive, and available. We would stay here again in a heartbeat.

Private Room. Milton Brand New Modern Basement Room
Florence was a wonderful host—kind, responsive, and thoughtful. The place was clean, cozy, and had everything I needed. Highly recommend!

Joshua Creek - 5-Drive-In - Sheridan College - 5BD
It was a good stay and appreciate the communication.

Spacious 2 BR apartment | Glen Eden Ski
Nicely decorated and cozy place. Didn’t feel like a basement at all with ample amount of natural light. The host was very responsive as was the co-host. Convenient location, will highly recommend.
Pet-friendly home rentals with a pool

Tropical Beach House with 2 level Pool & Hot Tub!
This was our second time staying here, and it was even better than the first! The host is extremely responsive and goes above and beyond to ensure you're comfortable. The place was squeaky clean, and the kids had so much fun. The pools are warm and make you feel like you've been transported to a luxurious resort far away. It's so peaceful, and I still can't believe how close it is to home — truly a mini oasis!

Niagara Bike Trails, Golfing, Wineries
I usually do not leave reviews but this place deserves it. We (husband & 2 corgis included) really enjoyed our stayed. Check-in was easy and Sonia was great to communicate with. The surroundings are beautiful and peaceful. Close (10 - 15 min) to stores if needed and to the Falls. Great place to relax after a long day of walking around. The hosts are super nice people and we wouldn't hesitate to book again once you come back.

*5BR 4Bath Family GetAway near Lake & Harbor*
We had 5 retired women getting together to enjoy a 2 day visit with each other. The house had 5 well appointed bedrooms with great bathroom facilities. It was a very relaxing environment. The kitchen had everything we needed to heat up our take in food including glass wine glasses. A good location to visit Oakville and all it had to offer.

Heated Pool-tub Open 365 Days
We had a great stay! The house was spotless and very well maintained. Having three full bathrooms was incredibly convenient for our group, and the hot tub was a perfect. Highly recommend this place for a comfortable and enjoyable stay!

Modern 1 Bed Condo Mississauga
Loved this spot. Looks exactly like the photos. Dessislava was always responsive and thank you for letting me check in early. The location is perfect for square one just a few mins away. Local shops a nice walk away. I didn’t have a car but taxis were so cheap and quick, so several visits to the big mall nearby. The accommodation is perfect location for the airport too. If you want to get into downtown Toronto by public transport then lots of options close by. Really excellent host and accommodation at an excellent price. I’ll be back! Thanks Dessislava!

Loft Apartment
This cozy studio was the perfect get away for us. We felt relaxed, at ease and comfortable. Milena is a gracious host, the home is stunning, welcoming and it was very well stocked with everything we needed, just like home. It was the perfect location for us to hike the waterfall trails, experience the Botanical gardens and visit with family and friends in Hamilton and Burlington. Will certainly book again for future vacations.

Charming Condo w Parking, CN Tower View & Pool
Ali is a great host! Super responsive and positive. The condo is super clean and close to everything.

Pool is Open! Quiet 2-bdrm apt with cont. bfast
My kids and I have stayed here a few times and each and every time we stay it's an amazing experience. Friendly and proactive host who is always gracious. 10 out of 10
Private, pet-friendly home rentals

Basement Oasis - high speed Wi-Fi *work from home*
Great accommodation in Hamilton, easy to find and Jon recommends local places to visit which is a nice touch. Great value! If you are tall this wouldn’t be the accommodation for you as the ceilings are low. Some noise and running from above but nothing which impacted us

Frenchman’s Pass - Cozy nook on the Hamilton brow
Had a great stay at this little apartment style guest suite. Has everything you need, patio, full kitchen with spices, full bathroom and the added amenities (toothbrush, paste, mouthwash) were a great addition to have! Stayed with my little pup and he seemed comfortable too. Beautiful surroundings too for going walks. And Pierrette was very responsive and communicative. Just keep in mind the reviews saying the walls are thin and the family is active. Never kept me up at night always stopped later in the evening but there is constant noise during the awake hours. Didn’t bother me or my pup too much luckily. Just keep in mind if noise/ some banging bothers you or you have a reactive dog with you. Would recommend to any person/ couple who visits town.

Debonair Home near Downtown Oakville
Everything was perfect! Thank you!

Cozy & bright in-law apartment w. separate entry
This Air BnB was great! Olesea and family were kind and welcoming and they clearly thought about every detail involved in preparing this space. The studio apartment was super cute, the bed was comfy, and they kindly even left a little treat and coffee pods for us. We would happy to stay here again!

Three BDR Serenity Retreats Burlington Experience
Definitely a great stay! I would love to stay here again! Tara was a great host and always responsive. The house was great and peaceful. Family that lives in basement was quiet, you wouldn’t know they were there at all. Beds were comfy, backyard was spacious. A great stay overall!

Charming retreat with lake view
We absolutely loved staying at Jannine’s stunning place. From the moment you pull up in the driveway you realize you found the perfect hidden gem. The location on the street and the view of Lake Ontario is fantastic! We stepped into a gorgeously decorated home full of comfortable couches, chairs and beds. You will instantly feel a sense of calm as the large windows let in natural light and the giant patio doors lead you to the best deck. The kitchen is spectacular and has everything you can think of! This house is exceptional and we felt very fortunate to spend time at this home in this quiet tranquil neighborhood. Thank you Jannine for sharing your place with others!

Private and Beautifully Updated Century Estate
The home was exactly as promised! Beautiful, luxurious, with lots of sleeping options and places to relax. The seating by the pond was a favourite! Nathan, the property manager, proactively reached out offered assistance. The air conditioning was touch-and-go (the unit in the back of the house would turn on, try to run for a few seconds, then shut off) but we spent a lot of time outdoors any way and it didn't greatly impact our enjoyment of the home. All my guests had a wonderful time! We will definitely be back!

Beach House Stunning Lake Views! HOT TUB, Fire Pit
Had a fantastic girls weekend. The view is amazing! Very responsive hosts. Highly recommend. Looking forward to coming back.
Quick stats about holiday rentals that are pet-friendly in Oakville
Total rentals
200 properties
Nightly prices starting at
$50 NZD before taxes and fees
Total number of reviews
3.1K reviews
Family-friendly rentals
150 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
150 properties have a dedicated workspace
Destinations to explore
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Sherkston Shores Beach Resort & Campground
- Port Credit
- Metro Toronto Convention Centre
- Clifton Hill
- TPC Toronto at Osprey Valley
- Toronto Zoo
- Exhibition Place
- The Danforth Music Hall
- Harbourfront Centre
- CF Toronto Eaton Centre
- Massey Hall
- BMO Field
- Whistle Bear Golf Club
- Trinity Bellwoods Park
- Niagara Falls State Park
- Casa Loma
- Legends on the Niagara Golf Course
- Royal Woodbine Golf Club