
Pet-friendly holiday rentals in Simcoe County
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Top-rated pet-friendly home rentals in Simcoe County
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Popular amenities for Simcoe County pet-friendly home rentals
Pet-friendly house rentals

A-Frame in the Woods of GeorgianBay, Muskoka
We had a wonderful time celebrating our friend’s bachelorette. We’ll definitely have to come back one day when it’s a little warmer!

Large 4 Br - 4.5 Bath; Sauna/Heated Pool/2 King
Great stay at Blue Mountain. The kiddos really enjoyed the game room and the pool table. it was also super convenient to be able to schedule free shuttle to pick up and drop off to and from the village. Even if couldn't catch the shuttle it's only 20 min walk.

JJ’s small town country retreat
I recently stayed at Jer’s Airbnb with a group of seven friends, and we had an incredible experience. The amenities truly made the stay unforgettable. We spent hours enjoying the pool table, foosball, darts, and old-school arcade machines. The private sauna and jacuzzi were perfect for unwinding, and the outdoor BBQ and fire pit setup created the ideal space for evening hangouts. Everything was spotless, well-organized, and located in a quiet, safe neighborhood. Jer was an excellent host, very responsive and clearly committed to providing a top-tier experience. I highly recommend this property to anyone planning a getaway with friends or family. We had an amazing time and would absolutely stay here again. Thanks, Jer! One thing worth highlighting is that the pictures don’t do this place justice. As great as it looks online, the property is 100 times better in person — more spacious, more comfortable, and filled with thoughtful touches that aren’t fully captured in photos.

White Oaks Beachfront Hideaway w/ Hot Tub - Barrie
We had a wonderful stay. The house is absolutely beautiful and the location on the lake was stunning. Amazing sunsets every night. The property was professionally maintained, and hot tub was professionally managed, so it was perfect. The best thing was how communicative, and response Michele was. Probably, the best host we have ever had, and we have stayed at over 20 AirBnBs. She was incredibly responsive and usually she responded to any questions or issues within minutes and addressed them right away.

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”!

Tiny Beaches Getaway
We had an absolutely wonderful stay at Vanya and Peter’s place! The cottage was spotless, stylishly decorated, and equipped with everything my family needed for a comfortable stay. We appreciated the thoughtful touches like fresh coffee and a guidebook of local spots. Most importantly, Vanya and Peter were amazing hosts: communicative, welcoming, and respectful of my privacy. I truly felt at home here, and I’d happily to come back and stay again!

Sawdust city haus
My best friend and I were looking for a place to go for a girls getaway. We both desperately needed to relax and unwind. Devon’s place was exactly what we hoped for. The hot tub and sauna were an added bonus. If you need peace, are looking to rest and relax or even go someplace close to amenities but that still feels secluded Devon’s little slice of heaven is exactly the spot you need. We will definitely be booking for a future girls trip for sure! 💗 5⭐️ place!

White Rolling Sands of Penetang by Theatre
Great find! I spent my childhood in the area, so was familiar with the surroundings and appreciated how close the location was to family. The area is safe, beautiful and easy to find; with Lots of big trees, a garden, a nicely shaded deck and a relaxing living room. The house was in a great for visiting and then “home” to relax. The eggs, bagels and other snacks were very welcome after a long travel day. Jacquie was very responsive and I was happy to meet her in person as she tended to the backyard garden. We hope to book for future family visits.
Pet-friendly home rentals with a pool

The Snowbridge Lookout on Monterra Golf Course
We had a wonderful stay at this Airbnb! The place was very comfortable, spotlessly clean, and the temperature inside was just perfect. We really enjoyed our time here and felt right at home. The only small downside was that the Wi-Fi was a bit slow, but everything else was great. We would definitely love to come back. Highly recommended!

The White Cedar Chalet! pool + free shuttle
We had such an amazing weekend stay at Heather’s! The beds were cozy and the views were stunning. Loved the walking distance to the village and used the option to use the shuttle as well. Heather had everything we needed for a comfortable stay and more! I feel she anticipated every need and we felt so taken care of. Will definitely stay again!

Utopia Villa and Spa
We had a wonderful stay at Shahrzad’s cottage in Innisfil! The place was cozy, clean, and exactly as described. It had everything we needed for a relaxing getaway. Shahrzad was a fantastic host—very responsive and thoughtful. The location was peaceful and close to the lake, which made it perfect for a weekend escape. We would definitely stay here again. Highly recommended!

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!

Mackenzie Cottage
Beautiful place to stay! Can’t wait to go back again soon! Highly recommend!!!

Sunny Pines Farm Studio Tennis Court/Bruce Trail
This property is absolutely beautiful! We had the best time playing tennis and basketball, going in the pool and sauna. The pool is cool which was so nice after getting super hot in the sauna. 10/10 recommend. The inside was beautiful and relaxing, felt like a perfect getaway and we will be back for sure! Thank you for sharing your home!

Top 1% Guest Favourite EV Charger, Golf, Hot Tub
Had an amazing weekend. Definitely top 1% home — place looks even better than photo. Very well decorated and maintained. Jennifer is such a great host, super helpful and accommodating. We all wanted to come back :)

Lake Simco penthouse at Friday Harbour resort
Such a beautiful place!! Anastasia was super responsive. Would definitely visit again
Private, pet-friendly home rentals

CozyPeaceful LakeCottage HotTub Canada
Our family enjoyed a nice, quiet stay at Sarah’s place. The view is beautiful, living space is spacious and comfortable, with good wifi, and fishing at the dock is a great way to enjoy some relaxed time. Sarah is very responsive for questions, which we thoroughly appreciate.

Reay Lake Tiny House
We stayed at Laura's cabin on our honeymoon and it was amazing! We love the outdoors and if the weather has cooperated we would have taken the kayaks out onto the lake. If your looking for a quick quiet getaway close to Gravenhurst with all the amenities of cottage county, this is your place to stay! The cabin was clean, stocked with all your kitchen essentials you will need.

Waterfront Cottage-Sauna, Dock, 4-bed, 4 Parking
My friends and I had a truly fabulous cottage experience here! The washrooms were clean and tidy, which made our stay extra comfortable. We also appreciated the entertainment options available. Even though the weather was a bit cool and the dock slightly tricky to manage, we had an amazing time using the kayaks for the first time! The host provided life jackets, which made our water adventures both safe and memorable. Another highlight was the sauna — such a relaxing and refreshing treat after a day of outdoor activities. It was our first time trying a sauna, and it was easy to use. We loved it! One more thing worth mentioning — one of my friends accidentally left her phone behind. The host and cleaning team acted quickly and efficiently, and the phone was returned the next day! Overall, we would absolutely choose this cottage again. The great location, cleanliness, well-prepared facilities, and the kind and thoughtful host made this a wonderful getaway. Highly recommended!

Summer Getaway - 3 min walk to Beach, Clean & Cozy
We had a wonderful winter getaway at Woodward by the Beach! The home was beautiful and far exceeded our expectations. It was clean, nicely decorated, and well stocked with the essentials. We especially loved the fire! The host, Kevin, was extremely responsive and even took the time to provide us with recommendations for snow tubing, tobogganing, restaurants, and cafes. The home is in a great location and there are no shortage of activities, restaurants, and shops within short driving distance. We can’t wait to come back in the summer! Thank you Kevin!

SummerFun1bdrm+ Pass3Beach@Innis Beach+boat access
Great cozy little space. Loved the 1pm check out. Made the stay so relaxing. Near by beaches are cute and worth visiting. Be sure to get a parking pass. Had breakfast at Stacked. Worth while place for breakfast or brunch. Overall a great stay.

Hytte Away - Cabin Retreat
We were blown away by this stunning retreat in the woods. The host has thought of absolutely everything to make the stay enjoyable and memorable . The kitchen was spotless and stocked with all of the essentials. We especially enjoyed the pour over coffee from a local roaster. Other highlights: Sonos speakers playing music all weekend, bath products, plenty of towels and linens, bath robes. The instruction manual app is very detailed and has everything you could possibly need to know. The host is quick to respond. Mountain bike trails 1-2 km up the road - some of the best we have seen. We used the sauna and cold plunge more than we thought we would - it was FAB. Zero complaints. We would LOVE to stay here again.

Moon River Place Unit 4A
We rented 2 cottages on same premises for this booking, and hosts were able to accomodate our needs. Very responsive hosts, with clear instructions and descriptions of the place. Unit 4B is our fave place to hang as its closer to the river and has bright space. Back Porch is enclosed with glass window and screen for night hang out place when you wanna avoid mosquitos outside and/if it’s raining outside. You still feel like youre outside with the comfort of staying inside :) 4A is nice if guests wants privacy at night, coz its has 2 queen size bed and bunk bed (3 BR). Both cottages can use all the water activity stuff. Nice to fish here too. Bonfire at night is great as well with free fire woods from the hosts. Location from Toronto is great, as you will feel like youre far away but it’s just 1.5hrs drive.

Orr Lake Oasis
Amazing time! My friends and I stayed only a night here but had an amazing time. Beautiful view and lake with fun activities. Very clean and comfortable. Everything looked amazing we would definitely book again!
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- Blue Mountain Village
- TPC Toronto at Osprey Valley
- Port Carling Golf & Country Club
- Osler Bluff Ski Club
- Horseshoe Resort
- Devil's Glen Country Club
- Georgian Bay Islands National Park
- Beaver Valley Ski Club
- Mount St. Louis Moonstone
- Snow Valley Ski Resort
- Lake Joseph Golf Club
- Hockley Valley Resort - Golf, Spa and Ski
- Muskoka Lakes Golf and Country Club
- Angus Glen Golf Club
- Lakeridge Ski Resort
- The Club At Bond Head
- The Georgian Peaks Club
- Muskoka Bay Resort
- Caledon Country Club
- Alpine Ski Club
- Wooden Sticks Golf Club
- Dagmar Ski Resort
- National Pines Golf Club
- Barrie Country Club