
Vacation rentals with a pool in Woolwich
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Woolwich
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Woolwich rentals with a pool
House rentals with a pool

*Vintage Victorian* Modern HGTV Reno
Vanessa and Kevin’s place is simply wonderful. The house is elegant, modern, charming, cozy, and practical. Many restaurants and bars in parks are within walking distance making the location well suited for all travelers. As a family traveling with kids, we were very happy. We recommend their house for anyone who wishes to stay in the Hamilton area!!

2 living rms | 3 TVs | Foosball | Family fun!
This was our home away from home through renovations and cannot be more thankful for Helena and Matt allowing us to use their home. We had two extensions and the team was more than accommodating - communication was quick and easy! Thank you so much again for opening your home to us! Happy Holidays!

Modern Luxury House w/EV Charger & Heated Pool
Our stay at this Airbnb in Burlington, Ontario, was truly a home away from home. From the moment we arrived, we felt completely at ease in this beautiful and peaceful space. The home itself is lovely, with warm, inviting decor and thoughtful touches that made us feel instantly comfortable. The location in Burlington was ideal for us as a family. We enjoyed exploring the nearby , taking peaceful walks along the waterfront, and visiting the local parks. Burlington’s small-town charm paired with its scenic beauty was a perfect match for our family’s needs. The hosts were exceptional—always responsive and so kind, which really enhanced our experience. They went above and beyond to ensure we had everything we needed, and their hospitality made us feel genuinely welcomed. We left with wonderful memories, and we wouldn’t hesitate to stay here again on future visits to Burlington. Highly recommended for families or anyone seeking a peaceful retreat in a beautiful area

Cheerful 3 Bedrooms Available for Renting!
My family and I love traveling and finding unique places to stay and this is definitely my favorite of them all . Ankush’s home was just breathtaking from the spacious bedrooms (especially the master bedroom with the tub) to the giant kitchen, the family oriented living room, a private office, the perfect medium size pool in the back yard that can be set to the right temperature of your choice, a yard big enough for a bbq and chill under the patio. What I love about this home, is I felt secure not just with the home but the area, everywhere on the outside, the neighborhood had cameras. We stayed from the 5-11september 2024 . We checked out 3am in the morning on our way to the airport everything was going wrong . The kids were fussy, flight delayed, it was just stressful. At 5am I picked up the phone and call Ankush to ask if the house was available for one more day,he said yes . With his prompt response we stayed till the 15th. Ankush Thanks for everything. Sure will be back!!

Private cottage heated pool/HotTub/Games 20 Acre
We had a lovely time. The place came as advertised and the kids loved the play area outside!

Entire Guest Unit+Free Parking by Glenbridge Plaza
Very peaceful, clean, and beautiful place. Would be happy to visit back.

Loft Apartment
Lovely loft space over the owner’s garage. Very private, clean and attractively decorated. Great shower, comfy beds, and access to thermostat. The neighbourhood was quiet and close to downtown, Ancaster Mill, and waterfalls. Milena was very welcoming and responsive. A recommended stay.

The Nautical Nook | Large Luxury House
Beautiful and spacious home! Host was very easy to communicate with, and was able to accommodate our last minute reservation. I will definitely return next time I’m in the Hamilton area.
Condo rentals with a pool

1 BR with City Views, near Go Transit, Tech centre
As advertised. Hosts were helpful, and proactive. Our time there was seemless and we went about our business with no issues.

Cozy 1BR Condo w/ Insuite LDRY, Gym & Free Parking
Wendy’s suite was beautifully appointed and had everything I needed. The suite was very clean and the building was lovely. Wendy’s instructions were clear and helpful. I would love to stay here again next time I’m in Waterloo.

LuxCondo in the downtown kitchener uptown waterloo
Had a great stay at Jas’s place, the parking was a huge plus and the building was just as I expected/hoped (I had stayed there in a different unit before). Communication was excellent throughout and amenities were all perfectly available except for the building hot tub, which was under maintenance temporarily. Highly recommend this stay to anyone looking for a private quiet space for work or travel.

Lovely & Spacious 2+1 Bedroom Suite W/City Views
We had a great time at Zuri's place. First of all she's very quick to respond to questions and she has detailed info on parking and checking in. Her place is squeaky clean, bed and beddings comfortable and the view of sunrise is magnificent.Would definitely recommend to anyone if you're visiting the area.

Bright & Modern Downtown Stay
Michael's place was in a great location, very clean, and he was quick to respond. The unit was stocked with everything I needed. Thanks for hosting

Highrise King Condo With Home Cinema -Free Parking
Everything was very clean and comfortable definitely recommend this spot.

Modern Luxury Condo - Go Station, Gym, Pool+
Our Go To Place to stay in Burlington. Stephanie goes above and beyond in terms of responsiveness. Being so close to the GO TRAIN made commutes to Union Station a breeze. Will definitely be staying again.

Hydropool Spa HotTub/Bowling Alley/Patio/BBQ/Games
Faran is a lovely host. She is incredibly responsive. The condo was as described. We weren't able to enjoy the building amenities but they looked great. The location was convenient for two separate sporting facility venues we needed to travel to/from.
Quick stats about vacation rentals with a pool in Woolwich
Total rentals
50 properties
Total number of reviews
1.4K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
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- Port Credit
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- Royal Woodbine Golf Club
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