
Pet-friendly holiday rentals in Woolwich
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Top-rated pet-friendly home rentals in Woolwich
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Pet-friendly house rentals

Bluevale Boutique
Thalia and Jesus made our stay very enjoyable not just for the two of us, but also our pup. Their space is very dog, friendly, including an outdoor fenced in area. They provided any extra pet necessities for dogs staying there. We came with our own gear, but our dog even enjoyed their dog bed at times!

Insta-Worthy 4BR Downtown Getaway
Our stay was absolutely wonderful! From the moment we arrived, we felt right at home. Delia was incredibly accommodating throughout our visit—even when we needed to extend our stay. The home was spotless, cozy, and thoughtfully arranged with everything we could need. We’d absolutely recommend it to anyone! The neighborhood is full of charm and beauty, with so much just a short walk away. Thank you again for the warm hospitality!

RivertrailRetreat | Unique Deck + Skiing + Theatre
We rented Paul’s place because of the location. We were close to family amenities. The house is more than I expected. It is as shown on line, spacious with pretty much everything you need. More than most Airbnb’s. Paul was a please to deal with. He was God send as we arrived in at 2 am and in our tiredness had a few issues, he was there to help us. I will hopefully have the opportunity to rent this home again.

Langford House
Elizabeths home was absolutely amazing. I could not be more happy with my stay. The detail and effort she has put into her Airbnb shows in so many little ways. It was a beautiful and pristine home, we will definitely be back. I would truly recommend it to anyone.

Cottage In The City
We’ve stayed in a few airbnb’s now and cottage in the city was by FAR our favourite stay! With a rambunctious 1 year old, the space was just the right size to play and entertain without having to deal with the dangers of stairs, or multiple rooms. The open concept was perfect and there was even a high chair which was a pleasant surprise! Our visit was short, but if we had stayed longer we definitely would have enjoyed a coffee on the front porch in the privacy of the airbnb, or a fire at night. We can’t wait to come back for longer next time! Everything was just as the listing said and in a busy city it was great to have a taste of home on our trip.

Beautiful Renovated Beach Cottage Home
My family and I really enjoyed staying here. Everything was supper clean, lots of utensils in the kitchen for us to cook and comfy beds to sleep in. Jennifer was very quick to respond to my messages and very friendly.

Mill St. Retreat
Excellent location. Clean. Easy access . Parking off site is very close. Great value. We would stay there again.

Modern Midtown Apartment
This was a great accommodation in a very convenient location. I appreciated how clean it was and how easy the check in process was. 100% recommend
Pet-friendly home rentals with a pool

Waterfront home with Pool, Boat Ramp/Canoe/Kayak
Tasha was amazing and extremely responsive. Anytime there were any small issues she was on top of it right away. She always gave us suggestions to ensure that we were having a good time and using all the tools she had. The location did not disappoint. Absolutely stunning waterfront. I highly recommend this property as a great vacation spot. Another note Tasha had everything you could possibly need in the kitchen and on the property. Five stars!!

Tropical Beach House with 2 level Pool & Hot Tub!
Such a relaxing and peaceful stay. You almost forget that you're in a neighborhood as the pool and hottub areas felt very private and quiet. Host was super friendly and very responsive. Would definitely book again!

Stunning Loft with Pool & Fire Pit
We chose Cullan’s property as it was close to a wedding venue nearby. We stayed 2 nights to be able to relax and enjoy the property amenities before the event. We did just that. While it was late in the season, (October) we were lucky to enjoy very temperate weather. It’s located out in the countryside, pastoral and lovely to walk the country roads. The host family was very friendly and accommodating.

Cozy 1BR Condo w/ Insuite LDRY, Gym & Free Parking
Wendy was lovely and so was her place! 10/10 would stay again :)

Rustic Farmhouse w/ pool, tennis court on 100 Acre
We had an amazing stay at this beautiful farmhouse! The place is incredibly spacious, and it felt like living in a movie with its vintage and rustic charm. It’s truly a piece of art! We were two families, and the kids had an absolute blast in the pool, roasting marshmallows at night, and enjoying BBQs. The balcony was perfect for morning coffee and afternoon lemonade , so peaceful and scenic. This house is a dream for anyone who loves a rustic, artistic style. We made beautiful memories here and had so much fun. Highly recommend this place – we loved it!

KJ's Farmhouse w/SwimSpa Retreat
We stayed at this beautiful place for my daughters bachelorette party & we had an absolute blast. The house is very big & laid out beautifully. The theme was last rodeo so this house really fit into the theme being a country home. Thank you so much for allowing us to stay! 🤍

Entire Guest Unit+Free Parking by Glenbridge Plaza
Haiou was very helpful with the check ins, check outs and she was communicating well with us in between that helped us a lot and made it a nice stay..

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.
Private, pet-friendly home rentals

Uptown Waterloo Condo | Fast Wi-Fi | Free Parking
Loved staying here! Incredibly clean and comfortable space, even smelled great!! Good location lots of places in walking distance, definitely recommend!

Modern and Cozy in Central KW w/ Gym
Great location with lots of stores, restaurants, cafes and activities nearby. The condo features a gym, pool, billiards table and bowling alley. We didn’t take advantage of those additional amenities but it was still nice to see them included. The house was clean but a little cold, which isn’t too bad after a long day out in the heat. The unit also had its very own washer and dryer which is extremely convenient for longer stays. Overall, we had a great experience and the host was really friendly.

Calm, Clean and Convenient
Beautiful community, wonderful host and tidy house. Rosanne offers a comfortable and flawless place for visitors to stay. There is anything you can imagine to spend time with your family, including kitchen supplies, bath products, and more. Thanks to Rosanne and her space, I had a smooth and memorable convocation experience with my parents here in Waterloo. Definitely one of the best moments of my life! Thank you, Rosanne, for making this happen :)

Charming Hespeler Home | Peaceful 1BR Stay
Really appreciated the quick communication and ease. Very friendly, welcoming and and easy.

The Elmira Loft
Perfect spot for a girls weekend! The place was clean, cozy, and had such a cute interior. The host was super responsive and gave great local recommendations, which we really appreciated. Would definitely come back!

Beautiful Spacious In-LawApartment Ready For You
We had a restful time surrounded by the beautiful countryside and a spacious and very classy stylish home.

Modern Two Bedroom Apartment In Waterloo
The home was newly renovated and very clean and tidy. The hosts were also very responsive, helpful, and friendly! Overall we enjoyed our stay

Cozy 2 Bedroom Apartment with Parking
Estera’s place truly felt like home! The apartment was clean and tidy and had everything we needed! Plus Estera is super responsive and caring 😊 would recommend 10/10
Quick stats about holiday rentals that are pet-friendly in Woolwich
Total rentals
240 properties
Total number of reviews
11K reviews
Family-friendly rentals
90 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
170 properties have a dedicated workspace
Wi-Fi availability
230 properties include access to Wi-Fi
Destinations to explore
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- Port Credit
- TPC Toronto at Osprey Valley
- Whistle Bear Golf Club
- Royal Woodbine Golf Club
- Royal Botanical Gardens
- Dundas Valley Golf & Curling Club Ltd
- Victoria Park
- Hockley Valley Resort - Golf, Spa and Ski
- Burlington Golf & Country Club
- Bingemans Big Splash
- Glen Abbey Golf Club
- Centennial Park Ski Chalet
- Caledon Country Club
- Bayfront Park
- Dundurn Castle
- Rockway Golf Course
- Chicopee
- Royal Ontario Golf Club
- Glen Eden
- Beverly Golf & Country Club
- Art Gallery of Hamilton
- Hamilton Golf and Country Club
- Tyandaga Golf Course
- King's Forest Golf Club