Cottage holiday rentals in Bobcaygeon

Great cozy cottage with a private lake entrance. Miles was a great host. Hot tub & sauna were very enjoyable and overall the place was great.

The place is beautiful! Even better than the pictures. The hot tub was so relaxing and the view is gorgeous. Lots of privacy for a quiet getaway. The place is very clean and Jess is a great host. She’s very friendly and responsive and also gives you privacy which we really appreciated. The place has everything you need for a comfortable stay, the host has even thought about the small things! We loved this place and I would definitely recommend it!! We would love to visit again! :)

Wait.. there is no option for 6 stars!?! Wow, where to begin!?! From check-in to check-out, our group had a fantastic time. Our host was super friendly and easy to connect with at all times. Our group had 8; 6 adults, a teen & a child. Everyone was entertained at all times from the karaoke machine, the games, the hot tub, the firepit, the kayaks & canoes, the swimming, and the stairway to haven, which was truly breathtaking taking!!! The town of Halliburton was a short 10 minutes away where we enjoyed some shopping, lunch & coffee. We were celebrating my parents 50th wedding anniversary; 78 & 73 years young and they rocked that staircase several times! We frequent Air B N Bs often and this is by far my new favourite. There is already talk of a return visit in the future. Highland Bliss is gourgeous, loaded with all the amenities, is spotless, super comfortable and my family is so thankful to Marcia for allowing us to visit her beautiful space and create lasting memories!

from the moment we arrived we knew we had found a gem. from.the clear communication to the immaculate cottage with gorgeous views and crystal clean hot tub, we were sold !!! Highly recommend!!! will be back as soon as we are able .

Chorong was a great host! Leading up to our stay she was extremely responsive as I had a lot of questions! The house itself was stunning. Clearly it is taken care of and maintained very well. All of the beds were so comfortable. Outdoor area was a lovely space. Would definitely like to come back in the winter as I am sure the scenery is beautiful.

Loved this quaint little cottage right on the lake. The view from the desk made working a pleasure, and mornings spent outside with a coffee watching the birds were a highlight. Super cozy and well-equipped, with everything you need. The size is perfect for a couple or small family. Great location near Lakefield—peaceful and scenic.

My friends and I stayed here for a winter weekend away and it was just what we needed/wanted in a little cottage. Great location for those coming from the GTA and nice and close for those in Simcoe. Once we got there we felt right at home! The hosts had cleared the walking paths and back deck of any recent snow fall which made it nice and easy to get inside and enjoy the grounds. They went above and beyond by having the wood burning stove going for us when we checked in which made CARL that much more cozy and welcoming. Communication and instructions were very clear and detailed from start to finish which made the whole rental process easy and enjoyable. My friends and I look forward to coming back to CARL in the future!

Penny’s place was great: every little detail has been thought through, instructions clear, host very responsive. The house and surrounding area were beautiful - clear lake; lots of outside sitting areas, bbqs, hot tub, fully furnished kitchen, etc. The house was spotless - very clean; lots of towels, robes, linens. Lastly, Penny was very accommodating and kind given that we had one older person in our group with limited mobility (the house is well equipped for accessibility - super rare for AirBnbs). Thank you, Penny!

Shahrear's cottage was beautiful inside and out, secluded and private from the hustle and bustle of the city. The cottage was fully equipped with kitchen necessities and also had linens bedding provided. Shahrear was very responsive and friendly from booking to check out. Couldn't have asked for a better weekend getaway!

This was my second stay at Stephen’s place and it did not disappoint yet again! This was the perfect cabin getaway, complete with a very clean, beautiful and cozy cottage paired with so much to enjoy outside and on the water. We cannot say enough positive things about our stay and how great of a host Stephen always is!! Would definitely recommend, and I look forward to another visit in the future!

Katie and Craig's place was nothing short of impeccable. We were a family of 6 with 2 small kids and this place really felt so comfortable and cozy, that we definitely decided to make it our annual getaway. As hosts, Craig and Katie were so easy and friendly to communicate with. We missed a few things to grab from the store, but Katie was able to arrange to get us these items, which were much appreciative. The cabin is located in such a serene and spectacular location. The boat ride to and from the cabin was an experience in itself and whilst we were at the cabin there were plenty of games for the kids to be entertained with, a peaceful hammock which I personally slept on for the 2 afternoons we spent there, and finally the hot tub, canoes and peddle boats. This is a gem of a place with excellent amenities. 5 stars do not do this place justice honestly. It's 7 stars for sure!

We had a great stay at Jonathan’s place! Everything was just as described, Jonathan was quick to respond all of our questions. The kitchen amenities were top notch, it had everything we needed to prepare all of our meals. We also really enjoyed the new bbq grill. The location was easy to find. The house has an amazing view of the lake, which is great for swimming and kayaking. I’d definitely recommend Jonathan’s place!

Beautiful place! Can’t wait to return. The fishing is fantastic here! Thank you so much Stephanie you are a fantastic host !!!

(This review was written by my wife, Tami) As we drove up the secluded lane that led into the enchanted forest we knew that we had found a gem.The cottage was charming & spotless with a huge deck that set high up in the trees. The sauna & hot tub provided pure relaxation at the end of our days. The dock was huge with comfortable seating, we even had 2 loons gliding by each day! We hiked to waterfalls, fished & took the canoe for a paddle. Our pups loved our daily adventures! Mark was the perfect host & easy to contact if needed. I would give his place 10 stars if I could😊 Tami, Rick (Hazel & Deuce 🐶🐶)

Great cottage for a getaway! Jason was very accommodating and responsive to all our questions. We came for a girl's weekend retreat and it suited our needs perfectly. Nice little sand beach that made it easy to get in and out of the water. Would recommend Bud's Place and will book again myself :)

Patrick was extremely kind and responsive! The place was nicer than the photos, and the kitchen was stocked to the brim, which was very convenient. They even gave access to Netflix on both TV’s, which was very considerate.

Amy & David's place is peaceful heaven, when you need quite break from your work and city. Its a good quiet neighbourhood with all necessary resources. Although everything nearby closes at 8pm can be challenging. So stock up your food in advance. Amy & David are friendly and responsive whenever needed. All the nearby attractions are just 15-20 mins away. The best part is star gazing at night. Pro tip: bring your tripod to get a breathtaking snap of sky full of stars. Thank you guys, it was a wonderful time.

Cannot recommend this cottage enough! Had a great time with my family, the apartment was fantastic, and the view was better than I could’ve imagined. 10/10 would recommend!

My family had an amazing stay. The house is beautiful, the views are stunning. House is very well equipped. Thank you for a relaxing vacation!

We had the most amazing time this weekend at Vicki’s place. The cottage itself is beautiful and has all the amenities you could possibly need. It’s great for families with young children and it’s definitely set up to cater them. It is immaculately clean and has the most beautiful views from the large deck. The weather wasn’t on our side so we didn’t get to do any swimming but the outdoor fire pit kept us warm. We will absolutely be back.

Had a great stay at Lambs Landing with a group of friends. Debby & Tyler were extremely responsive and great hosts. The amenities were exactly as described / pictured and the home was extremely clean. Looking forward to staying again in the future!

We had the absolute pleasure of staying at Priolo on the Bay – Moody Escape, and it was nothing short of magical. From the moment we arrived, it was clear that Andy is a truly exceptional host. Every detail was thoughtfully curated to create a luxurious yet cozy escape. The cottage itself is immaculate – modern, stylish, and unbelievably comfortable. It strikes the perfect balance between high-end living and rustic charm. Tucked away in the heart of nature, it still offers every convenience imaginable: from fully stocked cutlery and snacks to campfire treats, firewood for both the sauna and outdoor firepit, a gas oven, extra lighters—you name it, it was there.The interiors are spotless and beautifully designed, making the entire space feel like a warm, peaceful retreat. Sitting by the fire, unwinding in the sauna, or just enjoying the serene forest surroundings—it all felt like a dream.This is the kind of place that makes you not want to leave!

An absolutely amazing stay at Sarah's. The cottage was beyond out expectations - amazing views, all the amenities, very clean and super convenient.

Loved our stay at River Vista! The attention to detail was what makes this cottage luxury: from beautiful live plants, to plenty of convenient storage, comfy beds and a giant couch perfect for enjoying the forest view, playing board games or snuggling with a book. Loved walking to the falls, as well as just watching the river flow. The private mini hike was a cool surprise too. Last but not least, Natasha and Matt are responsive and helpful - thank you! We can’t wait to return in the summer so we can float, paddle board and canoe 🛶.