Pet-friendly holiday rentals in Keswick, Georgina

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Keswick, Georgina pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Vaughan
4.92 out of 5 average rating, 392 reviews

Private Lower 1 BR + Sofabed Self Checkin with PKG

NaomiRating, 5 stars2 weeks ago
The host is really friendly and informative. The host gave a really wholesome welcome message when I checked in. The house was really clean.
Top guest favourite
Home in Bond Head
4.94 out of 5 average rating, 54 reviews

3BR Spacious Home - KING BED

TrevorRating, 5 stars2 weeks ago
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
Superhost
Home in Oak Ridges
4.88 out of 5 average rating, 110 reviews

Luxurious Spacious Dream Home with Parking!

ChloeRating, 5 stars1 week ago
Host is very friendly and responsive! The place was perfect for us!
Guest favourite
Home in Coldwater
4.98 out of 5 average rating, 110 reviews

Luxury Guest House with Private Hot Tub and Trails

FadilRating, 5 stars1 month ago
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.
Superhost
Home in Orillia
4.82 out of 5 average rating, 259 reviews

Waterfront Cottage Over-the-Water view w fast Wifi

EmilyRating, 5 stars1 month ago
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”!
Guest favourite
Home in Richmond Hill
4.89 out of 5 average rating, 156 reviews

Luxury 5 beds, 6 Baths custom home

PaulineRating, 5 stars1 month ago
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!
Guest favourite
Home in Scarborough
4.95 out of 5 average rating, 105 reviews

Modern Custom Home w/ Pool, Games & Parking

ZaimaRating, 5 stars1 week ago
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 🥰
Top guest favourite
Home in Newmarket
5 out of 5 average rating, 6 reviews

Urban Oasis Guest house

LingRating, 5 stars8 months ago
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

Guest favourite
Guest suite in Minesing
4.85 out of 5 average rating, 133 reviews

Farmhouse GUEST SUITE- Pool, hot tub

KeriRating, 5 stars2 weeks ago
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. ☺️
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
Apartment in Oro
4.79 out of 5 average rating, 106 reviews

Cozy 1-Bedroom Romantic Retreat with full Kitchen

DestinyRating, 5 stars1 day ago
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!
Guest favourite
Apartment in Innisfil
4.94 out of 5 average rating, 35 reviews

Cozy south view suite overlooking the nature trail

KimberlyRating, 5 stars2 weeks ago
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!
Top guest favourite
Guest suite in Orangeville
4.97 out of 5 average rating, 161 reviews

Your Peaceful Santuary in Nature

JillRating, 5 stars4 months ago
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!
Top guest favourite
Flat in Innisfil
4.99 out of 5 average rating, 106 reviews

Modern Condo at Friday harbour/Pet Friendly

ChrystallinaRating, 5 stars5 days ago
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!
Guest favourite
Apartment in Innisfil
4.88 out of 5 average rating, 214 reviews

Lake Simco penthouse at Friday Harbour resort

JonRating, 5 stars2 weeks ago
great location, lots to do in the area. Anastasia was very communicative and a great host. highly recommend
Guest favourite
Home in Innisfil
4.88 out of 5 average rating, 184 reviews

King Bed*Pool*Fireplace*BBQ*Smart TV

Braeden.Rating, 5 stars1 month ago
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

Guest favourite
Farm stay in Gilford
4.98 out of 5 average rating, 48 reviews

COOKS BAY farmhouse, 45min from GTA, 2 min 2 lake

BelkysRating, 5 stars1 month ago
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!
Guest favourite
Cottage in Georgina
4.92 out of 5 average rating, 38 reviews

Cozy 4 Bdr Cottage Near Lake Simcoe & Beaches

GrahamRating, 5 stars1 month ago
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.
Guest favourite
Flat in East Gwillimbury
4.88 out of 5 average rating, 34 reviews

cozy basement apartment

MohammadRating, 5 stars2 months ago
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!
Top guest favourite
Apartment in Innisfil
5 out of 5 average rating, 33 reviews

Friday Harbour Ground Floor w/ Large Terrance

AshleyRating, 5 stars5 days ago
We had amazing time! Tiana goes above and beyond. The outside patio was so nice and relaxing. Recommend to everyone. Thank you!
Superhost
Cabin in Innisfil
4.67 out of 5 average rating, 18 reviews

2 Person Cabin by Lake Simcoe

MarwaRating, 5 stars1 week ago
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!
Guest favourite
Villa in Kettleby
4.97 out of 5 average rating, 62 reviews

Entire Villa with beautiful fenced backyard

AmitRating, 5 stars3 weeks ago
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!
Superhost
Cottage in Innisfil
4.85 out of 5 average rating, 34 reviews

Lake Escape Cottage

MitchellRating, 5 stars1 week ago
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!
Superhost
Guest suite in Newmarket
4.79 out of 5 average rating, 33 reviews

Walkout 1 BR-best area -Self check in-2 parking

AndrewRating, 5 stars2 days ago
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

  1. Airbnb
  2. Canada
  3. Ontario
  4. Georgina
  5. Keswick
  6. Pet-friendly rentals