
Pet-friendly holiday rentals in Cook's Bay
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Top-rated pet-friendly home rentals in Cook's Bay
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Pet-friendly house rentals

Bayview Beach Retreat 3 bedrooms 2 full bathrooms
Elias' place was a wonderful getaway for our group of 3 families. We all have toddler aged children, the space is very accommodating for them, the beach is 30 seconds walk away from the home and there are children's toys and books that Elias offered for us to share in. The water is really nice, great dock access. About 2ft deep at the dock and fairly weedy, you have to swim out about 30-40m to get to deeper water for a nice swim. The paddleboard worked really well for us! Outdoor patio space is fantastic, there is a large umbrella for shade for the sectional and the outdoor dining table. BBQ, outdoor shower, swing, children swings and slide, and fire pit all made for a very pleasant experience. Hot tub was lovely and comfortably sits 4. Kitchen was lovely and fully stocked, has everything you might need to cook your meals. Bedrooms were clean and comfortable. Bathrooms were very clean. Elias was great and communicative, we look forward to our next stay!

Hockley Valley - Jazzy Pines - 4 BR with Pool
We had such a wonderful time staying at John’s place—it honestly couldn’t have been better. The home was gorgeous, spotless, and felt so warm and inviting. You can tell a lot of care went into making it a space where guests can truly unwind and feel at home. The private pool was a dream. Surrounded by trees and completely peaceful, it felt like our own hidden escape. We spent hours swimming and lounging by the water, and since it was deep enough to dive, it added that extra bit of fun we didn’t expect but absolutely loved. John was an incredible host—super responsive and kind. Any time I had a question, he got back to me right away and made sure everything went smoothly. It was so reassuring to know he was just a message away. If 10 stars were an option, we’d give them in a heartbeat. This stay set the bar so high, and we’re already talking about coming back. Huge thanks to John for making it such a memorable getaway!

Luxurious Spacious Dream Home with Parking!
Romali was a wonderful and responsive host. We stayed here during a family trip to Canada’s Wonderland. The home is spacious with 2 living room spaces, an eat in kitchen area and a large dining room table. Check in was super easy. We appreciate Romali for his hospitality. We had a wonderful family stay. Shanna

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.

2BR+2Bath! 2queen beds! Luxury Private Quiet Clean
I stayed at Roham’s place last minute for work and it did not disappoint! Beautifully renovated home that was nice and clean! Beds were super comfortable and was equipped with everything I needed. Communication was great and he was very accommodating. Will def be back thank you

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”!

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 🥰

King Bed*Pool*Fireplace*BBQ*Smart TV
Wonderful place! We had a great time at Tristan’s condo and loved our time at Friday Harbour. Great restaurants and beautiful walking trails. Highly recommended!
Pet-friendly home rentals with a pool

Lake/Marina Front, Luxury 2 Storie 1500 Sqft At FH
We recently had the pleasure of staying at a fantastic condo in Friday Harbour, and we can’t recommend it highly enough! From the moment we arrived, we were greeted with warm hospitality and a stunning view that took our breath away. The condo itself was a perfect blend of luxury and comfort. It was impeccably clean, stylishly decorated, and equipped with all the amenities one could wish for. One of the highlights of our stay was the private balcony, where we spent many mornings sipping coffee and evenings watching the sunset over the harbor. The location of the condo is unbeatable. Just a short walk to charming local shops, restaurants, and the marina, it offered the perfect mix of relaxation and convenience. Overall, our stay at this condo in Friday Harbour was exceptional. It’s clear that the owners have put a lot of thought and care into creating a perfect retreat. If you’re looking for a memorable getaway, this place should be at the top of your list!

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!

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 south view suite overlooking the nature trail
On behalf of my entire family, I would like to extend our deepest gratitude for your exceptional hospitality during our recent stay. Your warmth, generosity, and attention to detail truly made our experience unforgettable. From the moment we arrived, it was clear that you are not only a gracious host, but someone who genuinely cares about the comfort and enjoyment of your guests. Your home is absolutely beautiful—immaculately kept, thoughtfully appointed, and filled with such a welcoming atmosphere that we felt at ease instantly. Every little touch, from the cozy ambiance to the thoughtful amenities, reflected your sincere effort to go above and beyond. You made everything so seamless and pleasant, and we could not have asked for a more accommodating and considerate host. We truly felt like we were in a home away from home, and that is entirely because of you. It’s rare to come across someone who is not only professional and organized but also kindhearted. Thank you!!🤗

Oasis Spa w/ Private Sauna!
I cannot recommend Michelle’s condo enough!! It was beautifully furnished, full stocked with everything we needed and came with a ton of extras like extra fluffy towels and a complimentary bottle of wine. It truly was one of the most luxurious places I have stayed and Michelle was so responsive with any questions we had, you will not be disappointed if you book here!

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!

A "Peace" of Eden -- Private suite in country home
We had a lovely stay at this beautiful, well-appointed, roomy suite filled with thoughtful touches aimed at making our stay relaxing and comfortable. It started with superb communication and attentiveness from our "superhost" and just got better and better from there. This suite has the quality of being a home away from home in the best possible ways. It is cozy and comfortable and offers you so many ways to enjoy both the surrounding area and/or your stay at the suite. The suite is very private and peaceful, yet with the most attentive of hosts if there is anything you need or hope to discover about the area. We are definitely hoping to return and I would say that this suite is definitely amenable to longer visits if you have the time! Thanks so much Deborah! We had a fabulous time -- and can't wait until next time!

Lake Simco penthouse at Friday Harbour resort
Such a beautiful place!! Anastasia was super responsive. Would definitely visit again
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 Lakeside Cottage on Lake Scugog
Fabulous location with such a great host! Would definitely visit again, and would highly recommend to anyone looking for a fun and beautiful pet-friendly getaway!

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.

The Beach House, Georgian Bay, Beach View w/ Sauna
My family and I had a great time at Adam’s cottage! Incredible view of the lake, the lake water was crystal-clear. Beach house was well maintained and very clean, the interior decor was stunning! Beach house/garage had all the amenities you will need! The 2 paddle boards and 2 bikes were a great edition! we enjoyed walks/bike rides through the trails in the neighbourhood. We will definitely come back, HIGHLY recommend! Adam was very helpful, insightful, and gave fast replies! Great host!

Cozy 2 bdrm cabin steps from beach
Second time staying at Rachel's- lovely cottage and a great location. Rachel was extremely helpful and easy to communicate with. Thanks again!

Mill Pond Cabin, Nordic Cabin w/ Sauna + Hot-tub
Kate's retreat is a perfect getaway from the city. Quiet, private, with lots of nature surrounding the cottage. The sauna, hot tub, and fireflies at night - were the extras on top. Thanks so much.

Welcome to "R" Cottage
Sandy's home is beautiful, well fitting out, has everything one needs in a home away from home. The neighborhood is very peaceful with very nice houses, a great place to take walks from. Sandy was friendly in her communication and generously offered us an early check in and late check out, which we took the benefit of to enjoy our break to the fullest. :) I would definitely recommend it for visits by parties of 6 to 8 people. Just one thing to be aware of - the grocery store is a distance away so it'll be good to bring all the essentials or make a trip at the start of your trip to get whatever you need.

Private/Cozy Stay in Innisfil
We had a great stay at Olga's, it was comfortable and convenient. The walkout basement was great to access the backyard to take the dogs outside. Thanks again!
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- Rogers Centre
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