
Pet-friendly vacation rentals in Caledon
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Top-rated pet-friendly home rentals in Caledon
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Popular amenities for Caledon pet-friendly home rentals
Pet-friendly house rentals

Hot Tub - Cozy - Guelph 3 Bed 1 Bath Loft House
Wonderful spot! Had a great time :)

Mono Mills Home next to the County Great Getaway
We were displaced by a fire and lucky to find this spot to call home until we found our forever home. Trudy and Ray were both friendly and supportive. Big backyard was nice for our little guy to play in, safe and quiet spot as well. Thank you for having us!

Country Oasis in the Village - 4 bed - 2 bath home
Me and my family we stayed at Michael’s place for a wedding and our experience was wonderful. The house looks exactly like the pictures, big and spacious, clean and the location was great. Michael always answered all my questions very fast and was very nice also. I 100% recommend this place and I would stay here again! 10/10

The Walnut - Steps to Canoe Launch & Downtown
Katherine's place is stunning! The home honours its heritage with updated amenities. The pictures from the listing are accurate. Our stay away allowed us to celebrate family time with our adult children and their spouses. We enjoyed cooking food in the expansive kitchen and playing games at the dining room table together. The town of Paris is a quick walk to awesome shops, with beautiful views of the Grand River along the way. We would highly recommend a stay here!

Studio Apartment
Nice place !! Comfortable stay !!

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.

JJ’s small town country retreat
the house has been in the family since 1934, however has been updated and additions built that adds to the charm. Super cool sauna lay out and the bedrooms were spacious and clean...we had a great stay and even managed a few cider tours in the surrounding area. so fun...

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 😊
Pet-friendly home rentals with a pool

Farmhouse GUEST SUITE- Pool, hot tub
A beautiful little piece of paradise. Amanda and Mike were extremely helpful and friendly. The little cottage was super cute and clean with everything you could possibly need. And the back yard amazing! My husband and I had a wonderful little get away and cannot wait to go again. We would definitely recommend this place. ☺️

Stunning Waterfront Estate with private beach
We had an excellent stay here. The location is incredible with a gorgeous lake view and amazing sunset view. Indoors it was spacious and very nicely decorated. We particularly appreciated that the airbnb was stocked with everything from kitchen supplies, washroom, even BBQ supplies - we didn’t need to bring a thing. Very well thought out. Gary was an excellent host, very responsive and attended to any question right away. Would definitely recommend a stay here!

Free parking 10 min walk to Falls & attractions!
We had a great stay at Frank & Zoltan’s! So many thoughtful touches & we really enjoyed the pool and location. Very walkable to the falls, Clifton hill, etc. It was a very nice stay & we loved having what was a calm and serene getaway from the hustle and bustle of Niagara Falls. The bottle of wine was a nice touch! We appreciated their hospitality. Great hosts, would recommend

Experience Country Living at Firefly Ridge
We really enjoyed our stay here. The place is exactly what we are looking for. Very cozy and quiet, nice hikes and most of all, the amazing animals. The girls spent hours hanging out with the horses and the pigs. Our time here was very memorable. There are amazing hikes nearby, small towns like Markdale and Flasherton and both have small restaurants, shops and cafes. John and Andrea are simply great! They are extremely kind and generous with their time. Excellent advice all the time, great conversations and will offer anything to make our stay more enjoyable. John let us help with the daily shores and feeding the animals. He also gave us excellent ideas for hikes, local attractions, etc. We are really looking forward to going there again next spring or summer.

Luxury Oasis!! Heated Pool☆Sauna ☆Hot tub☆4Patios
We really love this property! This was our second time staying here, and we enjoyed it so much that we ended up extending our visit by a couple of nights. The space is large and offers plenty of cozy spots to relax in different areas of the home. The kids had an amazing time playing in the pool and hanging out in the spacious living room. We’re already looking forward to coming back again. It’s the perfect private and local getaway for our large family!

Beautiful Penthouse with Breathtaking View
Wafa was an incredible host and was always responsive and attentive to any questions we had. The place was just as described, clean, and had a wonderful view. Would definitely book again!

Heated Pool-tub Open 365 Days
We had a great stay! The house was spotless and very well maintained. Having three full bathrooms was incredibly convenient for our group, and the hot tub was a perfect. Highly recommend this place for a comfortable and enjoyable stay!

Utopia Villa and Spa
We had a wonderful stay at Shahrzad’s cottage in Innisfil! The place was cozy, clean, and exactly as described. It had everything we needed for a relaxing getaway. Shahrzad was a fantastic host—very responsive and thoughtful. The location was peaceful and close to the lake, which made it perfect for a weekend escape. We would definitely stay here again. Highly recommended!
Private, pet-friendly home rentals

Charming and Peaceful Retreat with Hot Tub
My family (5 adults, 1 child, 1 infant) came to town for a wedding and were So Lucky to have stayed in this Beautiful home for 5 days last month. The house is spotless, modern, well maintained, and so spacious with plenty of very comfortable, well appointed rooms (4 upstairs, 2 basement) and bathrooms (2 upstairs, 1 basement, 1/2 main floor). The cozy living room is equipped with ample seating and board games. The dining room is large with a great table easily accommodating 10 people. The kitchen is huge and we found all we needed there. There is also a laundry room and mud room leading to the Fabulous hot tub in its own "house" on the outside deck. This Beautiful house is situated on a Gorgeous piece of property with Incredible views all around. The co-host, Brendan, was easy to communicate with and gave us clear instructions. This was the Perfect place for our day-trip into Toronto, "hiking day" in the Island Lake Conservation area, and relax-at-home day, before the wedding.

Pine River Bunkies: Owl’s Roost Off Grid Cabin
We had such a good time here this weekend! It was exactly what we were looking for. The hosts were very welcoming, and we loved there dog lol! We can't wait to come back! Beautiful property. There's so much to do around the area. Hikes were awesome! We bought some of the local maple syrop! We left, but didn't want to leave 😀 Can't wait to come back!

Live Lavishly: Modern Studio, 5G, Parking
We booked this place for three months as our home was being renovated, it felt just like home!! It was clean, bright and had everything we needed. Shinthu was always responsive when we had any questions or concerns. I would definitely recommend their home for long term or short term stay.

3BR Spacious Home - KING BED
Brigitte's place was amazing! Very beautiful property, very spacious and inviting! Very clean and she has everything labeled which is very helpful! Has everything you could think of and more. We traveled with a group of 4 grown men for a golf trip and it was more than enough space for everyone! Having 2 full bathrooms is a must and the en-suite attached to the master has a beautiful soaker tub. Very beautiful deck with BBQ and comfortable patio furniture and the front yard has a nicely landscaped firepit which we didn't use this time but will next time as we will definitely be back! Great place for families and it is even pet friendly! Brigitte is an amazing host, very attentive and knowledgeable of the surrounding area. Nicest Air BnB I've ever personally stayed at! Solid 9/10

The Frog’s Lilypad
We had a wonderfully relaxing stay at Melanie's Frog Pond tent. Melanie is friendly and kindly welcomed us with a basket of goodies. The grounds are beautiful and peaceful, as well as the tent and amenities. The spa was amazing and definitely a highlight for us! Both the sauna and hot tub are wood fired which creates a cozy environment with the cute little chimneys. The bed in the tent is heated for chilly nights and it's so comfy, we had excellent deep sleeps. We went for a great hike just a 5 minute drive away. There is lots to do on the grounds as well, we enjoyed the pool table, fire pit, and BBQ. There were plenty more activities but we were having such great time chilling in the spa we didn't get around to the other games that were available. We were lucky enough to have the whole place to ourselves, would definitely return us two or it would be really fun with a group as well! Thanks Melanie :-)

Romantic studio in a peaceful setting
Lissette was very considerate of our time and cared about our say. The unit was very clean, well decorated and nice personal touches to make it feel like a home which made our stay very comfortable.

Guest Suite in Hockley Valley
This was one of the most beautiful places I've ever stayed! I attended a wedding in the area and my only wish is that I had more time on the property. I would recommend this place to anyone and I hope I can stay again.

Country Cabin - 45 Acres with Freshwater Swimming
Our getaway was delightful! Every moment felt special, from long dog walks through the property to relaxing in the cozy, beautifully designed cabin. The outdoor seating area was the perfect spot to unwind, and taking a refreshing dip in the swimming pond after our bike race made the experience even more memorable. Thank you, Rushad:)
Quick stats about vacation rentals that are pet-friendly in Caledon
Total rentals
300 properties
Total number of reviews
7.4K reviews
Family-friendly rentals
170 properties are a good fit for families
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
190 properties have a dedicated workspace
Wifi availability
280 properties include access to wifi
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Blue Mountain Village
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- TPC Toronto at Osprey Valley
- Toronto Zoo
- Exhibition Place
- The Danforth Music Hall
- Harbourfront Centre
- CF Toronto Eaton Centre
- Massey Hall
- BMO Field
- Whistle Bear Golf Club
- Trinity Bellwoods Park
- Casa Loma
- Royal Woodbine Golf Club
- Dufferin Grove Park
- Royal Ontario Museum
- Royal Botanical Gardens