Pet-friendly holiday rentals in Woolwich

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Woolwich pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Kitchener
4.9 out of 5 average rating, 10 reviews

Stylish Urban Escape - Close to DTK and Expwy

BlakeRating, 5 stars3 weeks ago
This unit was perfect for a 12-day stay while we had house renos. It has everything you’d need for general housekeeping, and it’s in a quiet neighbourhood connected to trails and you can head out the door and walk to downtown Kitchener in about 10 minutes. Our host Michael was attentive and provided excellent communication throughout. A 5-star experience.
Guest favourite
Home in Hamilton
5 out of 5 average rating, 10 reviews

Newly Renovated unit near Downtown Hamilton

ShellyRating, 5 stars6 months ago
Was perfect location for what we were in Hamilton for. Nice space and very clean. Yuriy was very responsive. Will definitely use again.
Guest favourite
Home in Kitchener
4.91 out of 5 average rating, 123 reviews

Entire2Storey+Trampoline+PingPong+65"+EnclosedYard

IselaRating, 5 stars3 months ago
We stayed two nights and it was very comfy, felt very homey. Quick responses very attentive. Overall we had a very good stay.
Guest favourite
Home in Kitchener
4.92 out of 5 average rating, 111 reviews

Downtown House: Patio - Fire Pit - Lawn Chairs

CaitlinRating, 5 stars2 weeks ago
My family enjoyed our stay at Sia's property! We loved having a deck and yard and Sia was communicative throughput our stay. The house itself is very well kept and there are games available for the quiet moments. The location is excellent- very close to the farmers market and downtown Kitchener. We hope to stay here again!
Superhost
Home in Hamilton
4.85 out of 5 average rating, 112 reviews

Modern Retro Retreat

SanjeewaniRating, 5 stars1 week ago
Tanya, Your place was clean, cozy, and had everything I needed. Thank you so much for maintaining such a welcoming space for short-term stays—it made everything easy and comfortable. I truly appreciate the care you put into keeping it well-maintained. It was a wonderful stay, especially with my little ones!
Superhost
Home in Hamilton Beach
4.83 out of 5 average rating, 129 reviews

Beachfront 6BR Newly Finished Home - Prof Cleaned

JoseRating, 5 stars8 months ago
A great location. the lake views were awesome. The kids loved the fire pit and the ability to have their own space. Great local restaurants and shops and easy access to Toronto and Niagara.
Guest favourite
Home in Kitchener
4.8 out of 5 average rating, 312 reviews

Modern Midtown Apartment

RickyRating, 5 stars5 months ago
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
Guest favourite
Home in Oakville
4.98 out of 5 average rating, 48 reviews

Modern Executive Luxury Home * Excellent location!

JatinRating, 5 stars2 weeks ago
Great stay! The place was clean, cozy, and just as described. Jim was friendly and responsive, and the location was perfect. We’d definitely stay here again!

Pet-friendly home rentals with a pool

Superhost
Cottage in Cambridge
4.88 out of 5 average rating, 8 reviews

Waterfront home with Pool, Boat Ramp/Canoe/Kayak

Kimberly AnneRating, 5 stars8 months ago
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!!
Guest favourite
Guest house in New Dundee
5 out of 5 average rating, 20 reviews

Stunning Loft with Pool & Fire Pit

MandyRating, 5 stars7 months ago
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.
Superhost
Home in Burlington
5 out of 5 average rating, 13 reviews

Modern Luxury House w/EV Charger & Heated Pool

DidiRating, 5 stars6 months ago
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
Superhost
Home in Aldershot
4.85 out of 5 average rating, 40 reviews

Four seasons Pool Retreat

IlgarRating, 5 stars3 weeks ago
My family and I spent a 5 night vacation in this house. I can only say one word "Awesome"
Guest favourite
Farm stay in Puslinch
4.94 out of 5 average rating, 17 reviews

KJ's Farmhouse w/SwimSpa Retreat

GrahamRating, 5 stars3 weeks ago
Place was perfect and exactly what we wanted for a weekend away.
Superhost
Flat in Burlington
4.82 out of 5 average rating, 146 reviews

Quiet 2-bdrm, family-friendly apt with cont. bfast

VahidehRating, 5 stars3 weeks ago
Correena was great hosts. The space was clean and well designed. We had comfortable stay there. I highly recommend the place.
Guest favourite
Home in Aldershot
4.93 out of 5 average rating, 29 reviews

Holiday Retreat with Pool

RossRating, 5 stars5 months ago
Second time staying here, so that should say something. Place is perfect location wise and just easy to settle in and relax. Good common space to watch TV or hang out. Already planning next trip to Burlington and hope this place is open again!
Top guest favourite
Home in Cambridge
5 out of 5 average rating, 13 reviews

Under the Whispering Pines

ValerieRating, 5 stars1 month ago
We had a wonderful stay with family for my son’s graduation. Communication with Niki was prompt and helpful. The pool house was a wonderful surprise and we spent most of our time there although there were two other living areas. The home is warm, clean, and meticulously designed, with small touches throughout (soft sheets, candle light, dimmers, heated floor in master bath etc). Incredible fireplaces, plenty of glasses and dishes, and a Sonos sound system for the music lovers like us. All perfect for a celebratory weekend!

Private, pet-friendly home rentals

Guest favourite
Flat in Brampton
4.87 out of 5 average rating, 47 reviews

Elegant & Private 2 BR Apartment With a Patio

AmanjitRating, 5 stars1 month ago
Amazing host and stay! Very clean spot and the host was extremely responsive and helpful. Great for a family to stay in
Top guest favourite
Guest house in Kitchener
5 out of 5 average rating, 33 reviews

Calm, Clean and Convenient

GailRating, 5 stars1 week ago
Clean, bright and conveniently located. Very comfortable stay for 2 adult couples.
Guest favourite
Flat in Milton
4.72 out of 5 average rating, 159 reviews

Studio Apt in Milton Dorset Park

AshtonRating, 5 stars2 weeks ago
Good spot for a last minute overnight stay with my dogs! Great location. Overall things were reasonably clean but the whole place could benefit a good deep clean. There was quite a bit of noise periodically late at night (dog running around upstairs) that kept waking up my dogs and I when we were trying to sleep. Overall it’s a good place for the price.
Superhost
Bungalow in Waterloo
4.65 out of 5 average rating, 52 reviews

Cozy 2 Bdrm Apartment (5 mins to UW, Gbps wifi)

FatimaRating, 5 stars8 months ago
The stay at Anson's was amazing! the surroundings are beautiful and the place is very cozy. Anson is an excellent host, very responsive and provided great local recommendations! The unit was clean when we arrived and it matched the description and photos. Anson also has automatic lights that make life that much easier when arriving. I felt right at home in Anson's place! 10/10 recommend! Great stay and incredible host!
Guest favourite
Cabin in Erin
4.97 out of 5 average rating, 134 reviews

Rustic Cabin on Private Pond

JordanRating, 5 stars4 months ago
Derek was an excellent host, helped us check-in and then let us enjoy the property privately afterwards. A large property, very quiet and peaceful- we stayed for New Year's eve and Derek allowed us to check out late. Looks like it would be a wonderful property to stay at during the summer! The only slightly bad thing I could is that the outhouse may not be suitable for everyone. Thank you for a wonderful experience Derek! I think it would be nice to stay again sometime during the summer!
Guest favourite
Home in Kitchener
4.88 out of 5 average rating, 26 reviews

The Luxe Retreat: Gorgeous Detached Guest House

SaharRating, 5 stars1 month ago
We stayed at this cute guest house for a month and everything was as described. Nicole was very responsive. The house was very clean and had everything we needed. The location is a short drive (3-10 minutes) to everything you’d need.
Top guest favourite
Guest suite in Kitchener
5 out of 5 average rating, 49 reviews

Guest house Lakeside Park

AnmolRating, 5 stars1 week ago
This is a beautiful Airbnb - one that I felt quite spoilt to stay at as I was there only for work purposes. Natalie has decorated the whole suite with lots of aesthetically pleasing wall art, furniture and other decorative pieces. There is every imaginable amenities - the kitchen has all the tools that may be required - drip brew coffee maker, moka pot and french press - just to give a sense. The beddings, towels, blankets are all provided in abundance. She was so kind and responsive that when the coffee maker was having some issues for me, she went out and bought a brand new and (expensive looking) coffee maker and had it there by that afternoon. Truly an amazing place.
Guest favourite
Guest suite in Fergus
4.79 out of 5 average rating, 346 reviews

Mill View

BenjaminRating, 5 stars1 week ago
My dog and I loved our stay! The fenced in yard is beautiful with a view. Extremely comfy bed and heated floors in the bathroom! I just with the TV setup was a little bigger and cozier! All in all a great stay, I love visiting Fergus. Would definitely book Larry's place again!

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

  • Wifi availability

    230 properties include access to wifi

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