
Pet-friendly holiday rentals in Keswick, Georgina
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Top-rated pet-friendly home rentals in Keswick, Georgina
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Pet-friendly house rentals

Adorable Ajax House for Rent
Our stay at this rental was exactly what we needed. A large, clean, affordable home for our family while our home was being listed for sale. A few small things came up during our stay and our host was very quick to reply to our messages and resolve our inquiries. The property is conveniently located close to the highway in a nice area in Ajai, with a Tim Horton's, Booster Juice, Osmos and a bar & lounge right around the corner. I can't say enough good things about this rental. I would hightly recommend it.

Cheerful 4 bedroom over 3350 sq ft living area
Spent a wonderful weekend at this home while visiting family nearby! The house is very spacious and the kitchen was stocked with all the dishes and cookware we needed to make our own meals. The en-suite bathrooms for each bedroom was a great bonus. We were all very impressed, and would happily stay here again next time!

One Bedroom street level unit/separate entrance
Our stay was great. The place is in a quiet location, very walkable, with lots of transportation options nearby, and just a few stops away from parks and shopping centers. The place itself was warm, comfortable, and exactly as described. Perfect for 2 or 3 people. Mahmoud was an exceptional host—very helpful and attentive. Highly recommended

Dreamy big 4 bdroom in lovely Oak Ridges near lake
Very clean and well equipped. Very good deal for the price. We got to meet Ali on our way out, he was very helpful and pleasant. If we ever come back this way, we will definitely visit again.

Theniceday - Family Friendly House
Wonderful stay! Visited the area for a family wedding - we had 7 of us drive from northern VA & two fly in from Denver, CO. The Airbnb was perfect for my big family plus our small dog. Because of the winter storm that luckily passed through the weekend we were there, the two of us that flew in had our flight delayed, then cancelled. Amy was perfect with communication and was so flexible with allowing us to stay an extra two days (asking to stay each night, one night at a time because our flights kept getting cancelled. Thank you Amy for being so flexible and welcoming to my family. You were an important part of our wonderful stay <3

Simcoe Retreat
I had an amazing stay at this Airbnb! From the moment I arrived, I was impressed with the host's warm welcome and attention to detail. The space was exactly as described — cozy, clean, and beautifully decorated. The amenities were top-notch, and I especially appreciated the thoughtful touches, like fresh linens and kitchen appliances. The communication with the host was seamless, and they were always available to answer any questions. I felt right at home and truly relaxed during my stay. I would definitely recommend this place to anyone looking for a comfortable and welcoming spot to stay. Can’t wait to come back!

Lavishing & Modern APT with Free Parking
great place, clear instructions for check in/out. very comfortable beds. could hear some talking upstairs but nothing excessive. would definitely recommend

Waterfront Cottage Over-the-Water view w fast Wifi
Stayed during major snowfall. Great place to be in, very comfortable and cozy. We had a nice walk along the neighborhood and along the walking path in Orillia. Great view from the dining and sitting area. We did absolutely enjoy our stay
Pet-friendly home rentals with a pool

Farmhouse GUEST SUITE- Pool, hot tub, horses
Great set up, perfect for that quiet get away. Hot tub and beautiful surroundings were just what we needed. thank you to the host, Amanda!!

Serene Escape: A Nature Getaway
it was an amazing experience. beautiful serene place. the hot tub outside in the cold snowy weather give you a heart warming experience. I recommend everyone to try this place. the host was responsive, friendly and professional.

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!!!

Memories Are Made Here
Great place in such a beautiful cozy community! Communication with Ali was fast and easy and his cottage was clean and bunch of useful amenities. 10 min walk from beach, overall great experience!

Utopia Villa and Spa
We stayed at Shahrzad’s place during the big snowstorm on Family Day weekend. We were a bit worried about what would be available for us to use but when we pulled in, the driveway and pathways were shovelled for us so it was easy to drive in and walk to the games room and hot tub. They also provided a shovel if needed too. The place was absolutely wonderful and so cozy. You can really tell they put thought into designing the space. My partner and I had a great time staying here. There is plenty to do, we loved the hot tub! It would’ve been even better in the summer I’m sure! The place was spotless and we had everything we needed in the kitchen as well. The bed was super comfy as well. There are 3 fireplace going so it was super toasty despite being snowed in. We will definitely be back again! 😊

Mackenzie Cottage
I felt perfectly welcome and at home here. Just a beautiful living space and it was exactly what I needed. Looking forward to coming back again!

Lake Simco penthouse at Friday Harbour resort
We had a very easy check in. Directions were excellent. She communicated right away knowing it was our first time with the app. The condo was exactly as expected. It’s beautiful and we would definitely book again. The king size bed was so amazing! Great experience!

King Bed*Pool*Fireplace*BBQ*Smart TV
We had a fantastic stay at tristan’s unit..The location was perfect for exploring Friday harbour the space was clean. Highly recommend this listing for anyone visiting….
Private, pet-friendly home rentals

Peaceful & Serene Unique Zen Den
A super quiet and cozy zen den. We really enjoyed settling in here after a full day of skiing. Away from the busy downtown, the location is great. The water pressure in the shower is heavenly!

Chic Pad w/ Yard Richmond Hill
Well for me I think this is the Best AirBnb I've stayed so far. Lena was great in helping out and Janet was awesome too. As some point when heating wasn't sufficient, They bought new portable heaters to ensure me and my family were comfortable. It was an amazing experience all the way.

Country Cabin for Long and Short Stays King bed
Peaceful escape that’s close to the city. It’s nice to have hotel-like amenities but also privacy and a full kitchen

Adorable 1 Bed room Place in Barrie
Pictures as shown, host very responsive and accommodating and helpful.

Go With The Flow in Woodland Beach! (Fall/Winter)
Ideal location for being close to the lake. My family and I spent a few days around NYE and loved it. The house is cozy and warm. The hosts were very responsive and lovely.

A Greyt Escape
Kara was very kind and helpful throughout our stay. it was a serene and wonderful experience and the icing on the cake was meeting Quatro just before our check out!

Orchard cottage, experience the farm in the city
I stayed at Nancy and Cosmin’s place last minute with my two dogs while my home was getting a repair done. They accommodated me quickly and with good communication. The space was freshly cleaned and the beds and linens were fresh when I arrived. Nancy met me at the door and let me know how to reach her if I needed anything. Later in my stay, my dogs escaped the cabin while I was in town, and Cosmin helped keep them safe on the property til I could come back! Other reviews have indicated dissatisfaction with the proximity of this stay to other farm buildings (including one attached that shares a porch), but I found the listing was clear and matched my expectations upon arrival. Felt very at home.

Dazzling Furnished 3 Bedroom Townhouse in Aurora.
It was such a great experience coordinating our stay with Jeff. We were there for a week and a half, in the midst of two significant winter storms, while our house was being sold. Jeff came by to shovel (which we were happy to take care of) and make sure we were OK. The townhouse was clean, well stocked, and matched the photos. The neighbours were friendly, too!! Such a great neighbourhood!!! I would definitely recommend Jiuhong's listing to anyone in need of a place to call home, while in Aurora!! If I could give them more than five stars, I would!!!
Quick stats about holiday rentals that are pet-friendly in Keswick, Georgina
Total rentals
30 properties
Nightly prices starting at
£8 before taxes and fees
Total number of reviews
300 reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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