House holiday rentals in Woolwich

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Popular amenities for Woolwich house rentals

House rentals with a pool

Top Guest favourite
Home in Oakland
4.96 out of 5 average rating, 93 reviews

Luxury Oasis with Hot Tub/Pool

TerraRating, 5 stars2 weeks ago
Fantastic stay! Host was proactive with communication and gave clear instructions. The propety was gorgeous and location was great for us to explore the area of SW Ontario we wanted to visit. We used as a home base for our day trip adventures and then came back to relax at this home away from home. Spotless clean. Roomy & felt like home. Bottle of wine was nice touch. Loved the backyard hot tub & fire pit to use. Would 10/10 recommend.
Superhost
Home in Orangeville
5 out of 5 average rating, 3 reviews

Hockley Valley - Jazzy Pines - 4 BR with Pool

DjRating, 5 stars4 days ago
We had such a wonderful time staying at John’s place—it honestly couldn’t have been better. The home was gorgeous, spotless, and felt so warm and inviting. You can tell a lot of care went into making it a space where guests can truly unwind and feel at home. The private pool was a dream. Surrounded by trees and completely peaceful, it felt like our own hidden escape. We spent hours swimming and lounging by the water, and since it was deep enough to dive, it added that extra bit of fun we didn’t expect but absolutely loved. John was an incredible host—super responsive and kind. Any time I had a question, he got back to me right away and made sure everything went smoothly. It was so reassuring to know he was just a message away. If 10 stars were an option, we’d give them in a heartbeat. This stay set the bar so high, and we’re already talking about coming back. Huge thanks to John for making it such a memorable getaway!
Superhost
Home in Aldershot
4.83 out of 5 average rating, 46 reviews

Four seasons Pool Retreat

KarenRating, 5 stars5 days ago
This house was spacious, just perfect for our large group! This may sound strange but the house had a crockpot which was equally perfect for us. We could go all day to see the sights and return to a ready-to-eat meal. The neighborhood was very quiet and beautiful. We could easily access the highways to get to Toronto, Niagara Falls, and other points of interest.
Superhost
Home in Brampton
4.79 out of 5 average rating, 14 reviews

Cheerful 3 Bedrooms Available for Renting!

GaneshRating, 5 stars9 months ago
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!!
Superhost
Home in Mono
4.38 out of 5 average rating, 16 reviews

Luxury Hockley Estate Spa

ScottRating, 5 stars2 weeks ago
It was a great location and hosted a large group. Very nice place in a remote area, giving us the feeling of an outdoor oasis.
Superhost
Home in Orangeville
4.69 out of 5 average rating, 16 reviews

Private cottage heated pool/HotTub/Games 20 Acre

DrewRating, 5 stars3 weeks ago
A great spot for a short escape from the city! Amazing property! Very private. Owner and maintence team were procative and prompt. Would have liked to see a book with general instructions on the property. We had to discover where the outdoor couch cushions were stored for example, I also feel the pool being 'not ready' was a bit of a bait and switch with the rental. It was not clear on how the property managers would like us to handle garbage and there was no ideal place to put the bags. We ended up putting them in the mudroom area (as oudoors would only be a larger mistake given local wildlife) Linnens were clean, Kitchen and the whole property is very nice and well mantained. A great spot for a short escape from the city. Would rent again! Thank you for a wonderful stay.
Guest favourite
Home in Waterloo
4.85 out of 5 average rating, 95 reviews

Entire Guest Unit+Free Parking by Glenbridge Plaza

JovinnRating, 5 stars1 week ago
Had a great stay - the place is equipped with everything you’d need and we enjoyed watching a movie on the big tv! It was a suite in a home that was very clean. The neighbourhood was quiet and safe also. Had a great stay!
Top Guest favourite
Home in Ancaster
5 out of 5 average rating, 16 reviews

Loft Apartment

ShannonRating, 5 stars2 weeks ago
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.

Weekly house rentals

Guest favourite
Home in Waterloo
4.93 out of 5 average rating, 14 reviews

Bluevale Boutique

KathrynRating, 5 stars10 months ago
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!
Top Guest favourite
Home in Woolwich
5 out of 5 average rating, 24 reviews

Brand new modern home in Breslau

NicoleRating, 5 stars1 week ago
This was my fourth stay at Linda's, and as always, the house was beautiful and pristine. Linda goes above and well beyond to ensure that her guests want for nothing upon arrival and leaves fridge stocked with bottled water (sooo appreciated), coffee cream and so much more. Even the kitchen utensil drawer is impeccably organized! And the house always smells lovely upon entry. Thoughtful special touches abound! Thanks so much, Linda! Your hosting is, bar none, the absolute best I've ever encountered.
Guest favourite
Home in Kitchener
5 out of 5 average rating, 35 reviews

Cottage In The City

LindaRating, 5 stars2 weeks ago
The cottage was very clean and clutter free. Decks in both the front and back allowed us to enjoy the sun all day. The grounds were meticulous...well groomed and cared for. We did not use the gym, but it's a nice addition to the cottage. Robert was very responsive in resolving a minor challenge. Beautiful spot in the city and the birds and wildlife around the pond were such a bonus. Would recommend and would not hesitate to stay again if we past through Kitchener in the future.
Guest favourite
Home in Waterloo
4.87 out of 5 average rating, 45 reviews

Great Family Home 3 bedrooms - A Queen & 2 Doubles

JanetRating, 5 stars2 months ago
My two friends & I stayed for 3 nights at this Airbnb. Home was exactly as described. Hosts were very responsive in communications. Having 3 individual bedrooms was lovely. Definitely a 5/5 offering. We’ll be very happy to stay there again in the future.
Top Guest favourite
Home in Kitchener
4.98 out of 5 average rating, 50 reviews

Upscale Home in Downtown KW

KatjaRating, 5 stars5 days ago
It was all great, easy and smooth!
Guest favourite
Home in Elora
4.87 out of 5 average rating, 53 reviews

Elora Country Get-Away

SimranRating, 5 stars1 month ago
Kari’s place was amazing, smooth check-in, clear instructions, she is very responsive on messages. I booked her place for my husband’s birthday and asked for some decorations, she fully delivered on that request. Overall it was great stay.
Guest favourite
Home in Kitchener
4.96 out of 5 average rating, 47 reviews

The Willow 𓋼 on Victoria Park | 1 Bed 1 Bath

JennaRating, 5 stars1 week ago
Beautiful, clean space with a fully stocked kitchen. Kristy was communicative and helpful. The bed was one of the most comfortable I've ever slept in!
Top Guest favourite
Home in Waterloo
5 out of 5 average rating, 48 reviews

The Glass House custom home, EV Charger, sleeps 12

BethRating, 5 stars9 months ago
Gorgeous contemporary home with super comfy beds, great bathrooms and amazing kitchen. Highlight was the automatic coffee/espresso machine that makes amazing specialty coffee drinks (there is a drip maker for ordinary coffee) and 2 fresh bags of coffee for our use. Loved the livingroom sofa for TV watching, parking was super easy, very walkable neighborhood and grocery/restaurants within just a few minutes walk or drive. Google does send you down the street and does not seem to know exactly where the house is, and digital keypad was a little tricky (press the checkmark key BEFORE putting in the code), but Steve was very responsive and helpful. We loved our stay and can't wait to come back.

Private house rentals

Top Guest favourite
Home in Kitchener
5 out of 5 average rating, 33 reviews

Family-Friendly, 3-BR, King Bed, Fast Wi-Fi + BBQ

MelissaRating, 5 stars1 month ago
Myself and my travel mates were so impressed with how well stocked (toilet paper, kitchen gadgets, laundry supplies, etc) the home was. We didn't need for anything and felt very thought of! Additionally, the beds were all very comfortable and the linens were so soft. Sandy also provided us with complimentary snacks and drinks! Lastly, Sandy was very responsive and gave great detail so we would have no issues with anything! We highly recommend staying in Sandy's home!!!
Superhost
Home in Waterloo
4.81 out of 5 average rating, 48 reviews

Charming home situated in the Waterloo.

LaurenRating, 5 stars2 months ago
This house was perfect for our large group of 4 couples. We all felt like we had lots of space and were very comfortable. Everything was clean and the area felt safe and peaceful.
Guest favourite
Home in Hespeler Village
4.94 out of 5 average rating, 16 reviews

Charming Hespeler Home | Peaceful 1BR Stay

CaroleRating, 5 stars1 week ago
Perfect location in Hespeler village area. Bed was comfortable and everything was there to make meals. Unit was clean and plenty of parking. Would not hesitate to stay again.
Guest favourite
Home in Kitchener
4.87 out of 5 average rating, 46 reviews

Frederick St. Get Away

CarmeloRating, 5 stars2 weeks ago
Always a great stay at Christina’s! Feels just like home when I’m in town. Thanks for everything!
Guest favourite
Home in Guelph
4.9 out of 5 average rating, 20 reviews

Charlie the Cottage: A Downtown Sweet Spot!

GrahamRating, 5 stars1 week ago
Very great place. It’s even nicer in person. It’s quite spacious too. Located in a clean, safe area. Close to everything in Guelph.
Superhost
Home in Kitchener
4.83 out of 5 average rating, 42 reviews

Convenient 2BR downtown unit

KrishRating, 5 stars2 weeks ago
We had a great time at the AirBnB, the place was perfect for a family of 4 and all the amenities were excellent. The hosts were very welcoming and communicative and the place was exactly what we wanted. Overall 10/10 stay and would definitely be back once again
Top Guest favourite
Home in New Hamburg
5 out of 5 average rating, 99 reviews

The Heart of New Hamburg - Picturesque Modern Home

GraceRating, 5 stars1 month ago
A lovely school house stay with a lot of history. Quiet and peaceful and an easy drive to local cities. Will definitely stay there again if we are in the area. The hosts were very receptive and responsive. You can tell they put there hearts in the renovations they have done. Thanks Kevin and Janet!
Superhost
Home in Waterloo
4.71 out of 5 average rating, 17 reviews

Urban retreat with bar, sauna &4K TV, close to UW

SergeyRating, 5 stars2 weeks ago
I had the pleasure of staying at this property for an entire month in Cambridge, and I couldn’t be happier with the experience. The home was exactly as described—clean, comfortable, and fully equipped with everything I needed for an extended stay. The neighborhood was quiet and safe.

Quick stats about house rentals in Woolwich

  • Total rentals

    450 properties

  • Total number of reviews

    13K reviews

  • Family-friendly rentals

    170 properties are a good fit for families

  • Pet-friendly rentals

    70 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    300 properties have a dedicated workspace

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