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

Private Lower 1 BR + Sofabed Self Checkin with PKG
The host is really friendly and informative. The host gave a really wholesome welcome message when I checked in. The house was really clean.

3BR Spacious Home - KING BED
Brigitte's place was amazing! Very beautiful property, very spacious and inviting! Very clean and she has everything labeled which is very helpful! Has everything you could think of and more. We traveled with a group of 4 grown men for a golf trip and it was more than enough space for everyone! Having 2 full bathrooms is a must and the en-suite attached to the master has a beautiful soaker tub. Very beautiful deck with BBQ and comfortable patio furniture and the front yard has a nicely landscaped firepit which we didn't use this time but will next time as we will definitely be back! Great place for families and it is even pet friendly! Brigitte is an amazing host, very attentive and knowledgeable of the surrounding area. Nicest Air BnB I've ever personally stayed at! Solid 9/10

Luxurious Spacious Dream Home with Parking!
Host is very friendly and responsive! The place was perfect for us!

Luxury Guest House with Private Hot Tub and Trails
We had a lovely stay. The place was even nicer than we expected. This is the best air bnb we’ve ever had. It was really private and really clean, which was exactly what we were looking for. They provided so many little things which just added to the overall experience. Its the small things that go a long way. The place was really open concept and just really well furnished. Gave a fantastic vibe. The hot stub was clean, private and lovely. You wont be disappointed whatsoever here. Thank you for being a fantastic host Rebecca.

Waterfront Cottage Over-the-Water view w fast Wifi
Chelsea’s place was absolutely beautiful ! Upon walking in the house, the view of the water is breathtaking and did not get old each morning while sipping our coffees. The home itself was very homey, and a great wide open space for gathering with friends. Chelsea was super helpful when booking, made recommendations and was super responsive during our stay with any questions we had. I would highly recommend a stay here - can’t get much closer to being “on the lake”!

Luxury 5 beds, 6 Baths custom home
An amazing home meeting the needs of our multi-generational family spending a week together in the GTA to cheer on our daughter participating in a National sporting event. Listing is reflective of the gorgeous, clean home. We would definitely look to return should another opportunity present!

Modern Custom Home w/ Pool, Games & Parking
I was more than lucky to have found Natalie’s place, it’s in a great neighbourhood, place was exactly like the photos & as described, and the most amazing host I’ve ever encountered in this app. Natalie was always more than accommodating with my requests & responded on time. She is also such a great person herself, she will not let you down. A million thank yous Natalie 🥰

Urban Oasis Guest house
Elmira's place was a great location close to Upper Canada Mall with lots of convenient shops and restaurants. The place was spacious and clean and decorated for the season, highly recommend the stay.
Pet-friendly home rentals with a pool

Farmhouse GUEST SUITE- Pool, hot tub
A beautiful little piece of paradise. Amanda and Mike were extremely helpful and friendly. The little cottage was super cute and clean with everything you could possibly need. And the back yard amazing! My husband and I had a wonderful little get away and cannot wait to go again. We would definitely recommend this place. ☺️

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!!!

Cozy 1-Bedroom Romantic Retreat with full Kitchen
Loved our stay here!! Can't say enough positive things about our vacation here. Kitchen was fully stocked, clean bathroom and rooms, easy check in and check out and excellent cooling system as it was a hot few days. Amenities were great and welcoming for families, environment was peaceful and we also loved how the balcony backed onto trees and nature. Would 100% stay here again in the future. Thank you!

Cozy south view suite overlooking the nature trail
Loved our stay! Place was spotless and just as described, and check-in was smooth with clear instructions. Unfortunately the Nature Preserve was closed during our stay, and the pool was closed for maintenance, but Lina was accommodating otherwise. One thing to note is that the unit is right next to a stairwell exit, so if you have a sensitive dog like ours, they may be disturbed by some noises. Thanks again for the great stay!

Your Peaceful Santuary in Nature
Would highly recommend! A very spacious spot with lots of activities and lovely surroundings. The place is very cozy with the wood burning stove and plethora of candles. Annette was very pleasant, responsive and accommodating! We had a great time playing with her dogs in the snow. We will be back!

Modern Condo at Friday harbour/Pet Friendly
We had a great stay! The place was spotless, the check-in process was super easy, and the location was perfect—just a short walk to the harbour. The host was very responsive and made sure everything went smoothly. We would definitely stay here again!

Lake Simco penthouse at Friday Harbour resort
great location, lots to do in the area. Anastasia was very communicative and a great host. highly recommend

King Bed*Pool*Fireplace*BBQ*Smart TV
Absolutely amazing stay, Tristan’s place truly went above what our expectations were and blew us away, amazing balcony that was private and quiet, clean rooms, lots to do in the area. I cannot recommend this place enough!
Private, pet-friendly home rentals

COOKS BAY farmhouse, 45min from GTA, 2 min 2 lake
A Perfect Escape — Peaceful and Restorative I spent a few days at this beautiful farmhouse with my daughter, and it was exactly what I didn’t know I needed. From the moment we arrived, we felt a deep sense of calm. The space was private, quiet, and surrounded by nature — the kind of peaceful that lets you finally exhale. We walked, we talked, we simply were — without noise, without distraction. It gave us time to reconnect and just enjoy each other’s company in a way that everyday life doesn’t always allow. The setting was thoughtfully maintained and felt like a true retreat. If you’re looking for a pause from the chaos, a reset, or simply time to be with someone you love in a beautiful space — this place is it. Can’t wait to come back!

Cozy 4 Bdr Cottage Near Lake Simcoe & Beaches
Accommodation was exactly as shown and described with added squirrels and chipmunks dashing around outside! Fab place in a fab location, close to a fab freshwater lake and fab bar at the end of the road.

cozy basement apartment
We were caught in the middle of an ice storm in Northern Ontario and had been without power for several hours. After trying multiple hotels—all either fully booked or, if pet-friendly, not allowing cats—we were feeling quite stuck. Thankfully, Mahasa came to our rescue. She was incredibly kind and accommodating, allowing us to book on very short notice. Most importantly, she had no issues with us bringing our cat, which meant the world to us. The property itself is lovely—private, peaceful, and exceptionally well-maintained. We felt comfortable and safe throughout our stay. Highly recommended, especially for those traveling with pets!

Friday Harbour Ground Floor w/ Large Terrance
We had amazing time! Tiana goes above and beyond. The outside patio was so nice and relaxing. Recommend to everyone. Thank you!

2 Person Cabin by Lake Simcoe
Rana was an excellent host who was very responsive, friendly, understanding and super helpful! The cabin was exactly as described and better! A cosy unit perfect for a couple and the location was just perfect! I will most definitely come back👊🏾 and highly recommend it to others who are looking for a cute, quiet, getaway!

Entire Villa with beautiful fenced backyard
This home is a cozy private property with beautiful countryside and quiet surroundings. Excellent place to relax and explore local farms. Helena is a proactive and response host, she made sure our stay was comfortable. Highly recommend this bnb!

Lake Escape Cottage
Absolutely beautiful place, I would 100% comeback and I would highly recommend this spot to anyone. The host was very nice and responsive. I had a great time!

Walkout 1 BR-best area -Self check in-2 parking
Great choice for the price, could easily fit two or three people
Quick stats about holiday rentals that are pet-friendly in Keswick, Georgina
Total rentals
30 properties
Nightly prices starting at
₹868 before taxes and fees
Total number of reviews
310 reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
Destinations to explore
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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
- Casa Loma
- Royal Woodbine Golf Club
- Dufferin Grove Park
- Royal Ontario Museum
- Osler Bluff Ski Club
- Horseshoe Resort