
Pet-friendly holiday rentals in Caledon
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Top-rated pet-friendly home rentals in Caledon
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Pet-friendly house rentals

Hot Tub - Cozy - Guelph 3 Bed 1 Bath Loft House
My second stay with Punit, and all went as well as could be. The house was clean, and the new dishwasher is great! I'll hopefully be staying again on my next visit to Canada as the location is perfect for my plans.

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
Micheal was very responsive in helping me try to find a place to stay after a wedding in Elora!! He tried his best to accommodate us with an early check in so we could get ready!! Thank you for your kindness and help Micheal!

The Walnut - Steps to Canoe Launch & Downtown
We had a lovely time! From the moment we walked in, it was clear that Katherine had put a lot of thought and care into every detail. The little extras made all the difference. We’d definitely love to stay here again!

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.

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 😊

The Rosé House NOTL - Glam room - Old Town
This air bnb is literally what a girls trip dreams are made of! Of course anyone can stay here but it is a 10/10 experience for any group of girls! Thank you for hosting us for my bachelorette. We can’t wait to come back. The house is BEAUTIFUL. Very clean! And so much fun. Perfect for photos. Side note: we also found the bedding clean, soft, and great quality!

Spacious Guelph Retreat. Sleeps 9. Park 4 Cars.
Spacious house with plenty of towels and bedding, fully equipped kitchen to accommodate larger families or groups. The host responded quickly to any inquiries we had.
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!

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.

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 place and the host was always quick to answer and very helpful!

Heated Pool-tub Open 365 Days
Miles is a fantastic host! Not only was he proactive in communicating details regarding entry and amenities, he went above and beyond with little fresh baked goods, Smart Home instructions guide, and providing literally everything you'd need to feel at home (bathrobes, teas, serving dishes+several cups, even milk and cream in the fridge!) The Hot tub was great, the place was spotlessly clean, and the balcony views were a pleasure to enjoy. This is a great house with lovely sky lights in the kitchen and beautiful location right by the boardwalk! 11/10 ✨

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.
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.

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.

The Erin Retreat
Very comfortable three bedroom, perfect for a family of 6-8. King bed was a nice plus, as that's what we're used to at home. We stayed with our sister-in-law and her family. Hosts were always responsive.

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.

Modern Luxe ~8FT Ceiling ~Caledon Bsmt Apartment
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.

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!
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
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
- Toronto Zoo
- TPC Toronto at Osprey Valley
- Exhibition Place
- The Danforth Music Hall
- CF Toronto Eaton Centre
- Harbourfront Centre
- Massey Hall
- BMO Field
- Whistle Bear Golf Club
- Trinity Bellwoods Park
- Royal Woodbine Golf Club
- Casa Loma
- Dufferin Grove Park
- Royal Botanical Gardens
- Royal Ontario Museum