Pet-friendly holiday rentals in Caledon

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Caledon pet-friendly home rentals

Pet-friendly house rentals

Superhost
Home in Guelph
4.89 out of 5 average rating, 105 reviews

Hot Tub - Cozy - Guelph 3 Bed 1 Bath Loft House

IhechiRating, 5 stars5 days ago
Wonderful spot! Had a great time :)
Superhost
Home in Caledon
5 out of 5 average rating, 4 reviews

Mono Mills Home next to the County Great Getaway

SheenaRating, 5 stars1 month ago
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!
Guest favourite
Home in Brant
4.95 out of 5 average rating, 283 reviews

The Walnut - Steps to Canoe Launch & Downtown

JuliaRating, 5 stars2 weeks ago
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!
Superhost
Home in Caledon Village
4.89 out of 5 average rating, 18 reviews

Charming and Peaceful Retreat with Hot Tub

AimeeRating, 5 stars3 weeks ago
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.
Top Guest favourite
Home in Brantford
4.98 out of 5 average rating, 106 reviews

Langford House

ShaunaRating, 5 stars1 week ago
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.
Superhost
Home in Erin
4.64 out of 5 average rating, 11 reviews

The Erin Retreat

Sabrina (Etrikaya)Rating, 5 stars2 weeks ago
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 favourite
Home in Badjeros
4.94 out of 5 average rating, 108 reviews

JJ’s small town country retreat

RebeccaRating, 5 stars3 weeks ago
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...
Top Guest favourite
Home in Elora
4.96 out of 5 average rating, 768 reviews

Elora Heritage House

KendraRating, 5 stars2 weeks ago
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

Superhost
Villa in St. Catharines
4.81 out of 5 average rating, 113 reviews

Stunning Waterfront Estate with private beach

TinaRating, 5 stars1 month ago
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!
Superhost
Cabin in Fergus
4.88 out of 5 average rating, 114 reviews

Luxury Oasis!! Heated Pool☆Sauna ☆Hot tub☆4Patios

MikeRating, 5 stars1 week ago
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!
Guest favourite
Treehouse in Port Perry
4.98 out of 5 average rating, 555 reviews

Treehouse on private, isolated forest (300 acres)

DanielaRating, 5 stars4 months ago
Ollie and Frank were tremendous hosts. We loved the log cabin and all their recommendations were exceptional. We will be back!!!
Guest favourite
Condo in Mississauga
4.88 out of 5 average rating, 174 reviews

Beautiful Penthouse with Breathtaking View

AntonioRating, 5 stars6 days ago
Great location with a beautiful view. Definitely worth every penny. Host was very responsive as well
Top Guest favourite
Home in The Beaches
4.99 out of 5 average rating, 148 reviews

Heated Pool-tub Open 365 Days

CaitlynRating, 5 stars2 weeks ago
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!
Guest favourite
Cottage in Innisfil
4.9 out of 5 average rating, 214 reviews

Utopia Villa and Spa

AngeloRating, 5 stars3 weeks ago
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.
Guest favourite
Guest suite in Uxbridge
4.96 out of 5 average rating, 208 reviews

Mackenzie Cottage

OzrenRating, 5 stars3 weeks ago
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.
Guest favourite
Condo in Mississauga
4.84 out of 5 average rating, 266 reviews

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

VerdiRating, 5 stars2 weeks ago
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

Top Guest favourite
Guesthouse in Mono
4.89 out of 5 average rating, 36 reviews

Mono Countryside Home & Farm

JoeRating, 5 stars3 weeks ago
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!
Top Guest favourite
Home in Erin
5 out of 5 average rating, 63 reviews

Stonewell Farm Guest House

DonnaRating, 5 stars3 weeks ago
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.
Superhost
Condo in Brampton
4.85 out of 5 average rating, 48 reviews

Modern & Luxury 1+Den Condo w/Parking

JorgeRating, 5 stars1 month ago
ver nice space. and very easy self check in
Guest favourite
Condo in Brampton
4.96 out of 5 average rating, 23 reviews

Super Luxury Condominium in Brampton

AyanRating, 5 stars2 days ago
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.
Superhost
Apartment in Caledon
4.85 out of 5 average rating, 13 reviews

High Ceiling | Opulent Touche | Comfort stay

JasonRating, 5 stars1 month ago
Very accommodating hosts, would go back for another stay.
Top Guest favourite
Apartment in Mono
4.97 out of 5 average rating, 30 reviews

Guest Suite in Hockley Valley

HannahRating, 5 stars3 weeks ago
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.
Top Guest favourite
Cabin in Mansfield
4.96 out of 5 average rating, 24 reviews

Country Cabin - 45 Acres with Freshwater Swimming

RichardRating, 5 stars1 week ago
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:)
Top Guest favourite
Home in Orangeville
4.94 out of 5 average rating, 88 reviews

Central OVille,3 bed Victorian, walk to Lake, pets

JamieRating, 5 stars1 month ago
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

Destinations to explore