
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!

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!

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.

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!

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

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!

Treehouse on private, isolated forest (300 acres)
Ollie and Frank were tremendous hosts. We loved the log cabin and all their recommendations were exceptional. We will be back!!!

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.

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.

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍
Great place , easy to find and there are many great things to do in the area , and the view front the condo was just beautiful..
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.

Modern & Luxury 1+Den Condo w/Parking
ver nice space. and very easy self check in

Super Luxury Condominium in Brampton
Amazing stay, they had everything you could possibly need. Really clean and the host is really responsive and is open to help. Just fyi the address displayed on air bnb is wrong, it is in the same area though.

High Ceiling | Opulent Touche | Comfort stay
Very accommodating hosts, would go back for another stay.

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:)

Central OVille,3 bed Victorian, walk to Lake, pets
We loved staying at George’s place. Easy to find and clean. Host was great. We will be back!
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
- Trinity Bellwoods Park
- Whistle Bear Golf Club
- Casa Loma
- Royal Woodbine Golf Club
- Dufferin Grove Park
- Royal Ontario Museum
- Royal Botanical Gardens