
Kid-friendly holiday rentals in Woolwich
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Top-rated family-friendly rentals in Woolwich
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Popular amenities for Woolwich family-friendly rentals
Kid-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!

Elora Heritage House
We really enjoyed our stay at Jacquelyn’s. The location is so close to Elora Mill, walking trails and right in the heart of all the amenities in Elora. The place was very clean, the bed was very egg comfortable and the house aesthetic is very cute and relaxing. We had everything we needed during our stay and Jacquelyn was very responsive to any questions and made sure we knew all the important details about our stay. We would love to stay here again next time we are in the area! Thanks for a great stay Jacquelyn 😊

The Pine—Chic Century Home in DT Victoria Park
Amazing stay and a lovely place, tons of amenities! Really close to bus stations and the ION light rail, and very quiet neighborhood. Melody and Fred are also extremely responsive.

Modern Two Bedroom Apartment In Waterloo
My parents and I stayed here for two nights. Rastin was very responsive and the place was awesome. My parents couldn’t stop playing the Pac-Man machine. We never heard the people living upstairs and there is a separate backyard where the entrance is which is nice. Overall, amazing experience! Highly recommend!

The Central Stay - 3 Beds, Parking, SmartTV & Wifi
This place was awesome for my family of five (including 3 four and under). The location was perfect - central to absolutely everything and my husband and I laughed that we could actually live there, even though it's a two bedroom. Everything was clearly explained and there were local recommendations and the host was very responsive. We stayed for 6 days and easily could have stayed longer if we had the time. couldn't ask for a better spot and would book here again.

"Cottage Home On The River" 1 Bedroom
This was our second time at Marwin's place and both times were great. The outside back yard is so beautiful and peaceful. We would certainly come back again.

Class Meets Character - Fast Internet & Comfy Beds
My team and myself had to head over to Kitchener for a performance piece being shown at the Registry Theatre. From the very start of booking this place, Michael was very responsive and helpful. He replies very quickly! A short 12 min or so walk over to the Registry Theatre or a couple mins driving over. There were 5 in total and this space was more than enough. 3 full bedrooms upstairs, 1 in the basement, lovely kitchen, living room and I noticed the backyard space/deck right while we were leaving (granted it was rainy for a few days) but i am sure would be a great summer space. Across the location is a lovely bakery will beautifully crafted pastries + products Aura-La Café. This space provided more than enough room for us to work together, while still having space apart. Should our performance piece come back to KW, we will definitely book this space again!

Beautiful Century Home Apartment
Jessica’s place was fantastic. I stayed with my partner for a couple nights as we attending a wedding in the area and it was the perfect launching point for our busy weekend! The apartment was clean, comfortable, and private. Located just a short drive/walk to downtown! Parking on the street was easy and access to the unit was a breeze. I would recommend this host to anyone looking to stay in Guelph.
Family-friendly apartment rentals

Comfortable Home in Kitchener
This was a great spot! I drove up from NS and got in very late and the host was super accommodating and I was able to find the place and get in with clear instructions after midnight in the dark! The place was exactly as pictured and very clean. My daughter and new grandson came for a sleepover and after letting the host know and offering to pay for an extra person, she was super sweet and told me to enjoy my visit with my new grandson, no extra charge! It’s a very central location in Kitchener if you know the area and is a quick drive to the highway.

The Rozenvain Suite
I recently stayed at this amazing place, and I can't recommend it enough! The bathroom was an absolute highlight, featuring a beautiful en suite design with a shower that was simply divine. The shower had two different levels of water pressure, allowing for a customizable and relaxing experience. Plus, there were so many towels and hand towels provided—I was truly impressed by the attention to detail. The place was well-stocked with cleaning products and the kitchen was equipped with all the cutlery you could possibly need. But the real showstopper was the fridge! It was like a secret fridge, cleverly designed to blend into the wall, and it popped out in the coolest way. You really have to rent this place to understand what I’m talking about. The entire space had an open-concept layout that was both spacious and beautifully designed. They even provided games and other amenities, making it incredibly accommodating.

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!

The wRen's Nest
A wonderful homey airbnb, exceptionally well-organised, clean and cozy. Even the art prints on the walls are so tasteful and lovely! It is located in a quiet friendly neighbourhood, very close to a large supermarket. The host Ren was incredibly caring and at the same time respectful of privacy. I had an exceptionally peaceful and productive stay in Waterloo (was there for work).

Self-Contained, Lovely, Warm Studio Apt with Porch
Lovely comfortable studio apartment located in an older historic home in a quiet residential neighbourhood. Well equipped kitchen. Comfortable bed. Easy parking. Sara was very quick to respond when we had questions or concerns. Thank you Sara!

Cozy and Private Stay near UW
Great location. Safe neighborhood. Junia is very friendly and quick to respond!

Bright Apartment Close to Downtown Guelph
Great stay! The unit is fully private, clean, and cozy—perfect for a quiet getaway. Everything was just as described, and the host was super responsive. Would definitely book again!

As seen on HGTV! 2-Bedroom Luxury Apartment
Amazing mattress, super cozy, great kitchen and immaculate. Janet was on the ball and super accommodating. This will be my go to place to stay in Guelph.
Family-friendly apartment rentals

River Merchant Inn Mitchell’s Mercantile Suite
This was our first visit to Stratford. Overall, our accommodation exceeded our expectations. It was very well equipped, spacious, beautifully decorated, quiet, spotless and walking distance to theatres, restaurants, shopping, parks and more. We travelled by train and were very pleased that we could go everywhere we needed to go by foot because of the central location. Communication with our host was easy and timely. I highly recommend this property and host and will definitely book again for our next visit to Stratford.

Cozy StoneMill Retreat - Summer Getaway!
Susan was an amazing host who runs a beautiful well thought out house. We absolutely loved our stay at Stone Mill Retreat. The house was immaculate, and very unique. All the little extras made for an enjoyable stay. We were there for a short girls trip and already planning to go back for the Christmas Markets. Thank you Sussn.

LuxCondo in the downtown kitchener uptown waterloo
One of the best things about this place is the host—Jas is always available and incredibly helpful. Everything looked exactly as shown in the Airbnb photos. We stayed for two months, and aside from a couple of occasional service and maintenance needs, everything was smooth and comfortable. Thank you, Jas!

Lux on 5th
Great place. Clean, comfortable and has everything you need. Would definitely stay again.

The Loft on Downie - Downtown Stratford
Would stay again! Loved having a cafe (so yummy!) in the building, walked to plays and delicious food and plentiful shopping. Ample parking and loved having a parking pass. Bed was comfy too. Login with your own accounts for the tv. Beautiful lobby of the condo building! Thanks for the stay!

Bradshaw Lofts: The Baldwyn
Great space and a responsive host. We would definitely stay again when in Stratford.

1 Bedroom Condo in Waterloo
Great place , quiet and the host was very helping and responsive if I had any questions ! Place is nice clean, have everything what you need :) Thank you for great service 👏

Cozy Condo-Apartment/Suite in Brampton
The apartment was fantastic it was so cozy and had everything you could need for your stay! David is very nice and explained everything great but didn't reply to my texts during the stay. It was hard to find the apartment. Overall I would definitely recommend this apartment it was so lovely and I would stay again!
Quick stats about holiday rentals that are kid-friendly in Woolwich
Total rentals
110 properties
Nightly prices starting at
₹1,723 before taxes and fees
Total number of reviews
7.3K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
90 properties have a dedicated workspace
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- Port Credit
- TPC Toronto at Osprey Valley
- Whistle Bear Golf Club
- Royal Woodbine Golf Club
- Royal Botanical Gardens
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- Royal Ontario Golf Club
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- Hamilton Golf and Country Club
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- Art Gallery of Hamilton
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