
Pet-friendly holiday rentals in Caledon
Find and book unique pet-friendly homes on Airbnb
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
Great place to stay. thx so much!

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.

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.

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.
Pet-friendly home rentals with a pool

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!

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
Great location with a beautiful view. Definitely worth every penny. Host was very responsive as well

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 stay for 2 nights it was a perfect getaway for us. Lots to do inside and outside our little ones really enjoyed. The host was super nice and responsive. The house was very clean and the detail of the house was very homey. We really enjoyed our stay. Most recommended to book this it was very worth it.

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.

Mackenzie Cottage
We stayed from 4 night, and despite having almost 72 hours of light but constant rain (it looked like a veil of rain when looking over the fields), we were very comfortable and cozy in the cottage. The trails attached to the cottage are a nice gateway into the surrounding forests. They are and thick with trees that sheltered us from the rain (and any cabin fever). This location also prvoided us easy access (via bike) to the Durham mountain bike trails in the area when the rain let up finally, near the end of our stay.

Charming Condo w Parking, CN Tower View & Pool
Ali is a great host! Super responsive and positive. The condo is super clean and close to everything.
Private, pet-friendly home rentals

Mono Countryside Home & Farm
absolute perfect spot for doing a chunk of the Bruce Trail would be a good base camp for all of the Dufferin Hi—Lands and deep into the Blue Mountain Section. So many good restaurants around.For after your hike, this place feels off the beaten path, and is literally just 1 km from the trail!

Stonewell Farm Guest House
Stonewell Farm is an absolutely beautiful spit. The grounds were beautiful and the home was beautifully decorated in a tasteful not cluttered way. The beds, linens and towels were lovely. The only drawback was the bbq. It wasn’t clean and it was very slow for cooking. It just didn’t get very hot. I would not hesitate to book Stonewell Farm again.

The Erin Retreat
My friends and I had a great stay at Surabhi's place. Everything was clean and comfortable and exactly as expected. Surabhi was very responsive and helpful as well. The house is private, but still only a short drive to town and we enjoyed visiting the shops in Erin. Definitely would recommend!

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:)

Cheerful 3 bedroom home with outdoor pool & hottub
An absolutely stunning property with great amenities - the hot tub soak was super appreciated. Instructions to get to the property and check-in are super clear, and everything is clearly labelled in the house. Paige supplies everything you need at the house to cook, clean up, and keep everything running. She is super responsive and very helpful! Thank you for a lovely stay and we are already hoping to come back!

Hockley Valley Retreat with Hot Tub and Trails
We had a wonderful stay! Michael and Kim were extremely responsive and helpful when we needed anything, like a refill on the coffee or help with the BBQ. We felt very welcomed and accommodated. The spot is quiet and peaceful, with beautiful gardens and forest right outside the door. Sitting in the hot tub at sunset was the perfect end to a day exploring. We highly recommend this spot and will be back if we're ever back in the area!

Explore 4BR 3BA Cottage Surrounded By Nature
Great place to stay, quiet. If you like being away from all of the city noise this is the place to be! We will be back. Thank you, DH
Quick stats about holiday 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
Wi-Fi availability
280 properties include access to Wi-Fi
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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