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 .

We had an amazing weekend getaway with 10 of our closest friends! The place was exactly as described — clean, spacious, and perfect for a group. The kitchen was well-equipped, the common areas were great for hanging out, and we really appreciated the little touches that made it feel welcoming. The host was responsive and made check-in super easy. Would definitely recommend this spot for anyone looking for a fun and relaxing group stay!

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.

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!

We happened to come during mayfly season, so there were tons of them outside and we couldn’t have a campfire at night, which was a bit disappointing. But the host was super kind and helpful, and the place had everything we needed. During the day, we still got to go boating and had a nice BBQ, and spent three amazing nights indoors. Thanks again for the lovely stay!

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.

Great Cottage for a weekend getaway! if you are looking for a peaceful weekend getaway that isn't too far from Toronto this would be it! I went with 9 of my friends and it accommodated us all very comfortably. we did bring some air mattresses as we didn't really want to share beds being that we were all guys.. we normally play volleyball at the Cottage but this one didn't have the space for that however there was a park only 10 minutes away! absolutely loved the outdoor shower! would gladly book again

Michelles place was nestled back away from the road, and was very private. It was walking distance into the town which was great, and a short drive away from Gravenhurst or Orillia. Everything was very clean and we had lots of room for the 5 of us.

This was our second year of staying at Jessie's and that should speak volumes of how much we like the place as well as the hosts (Jessie & Jeff). The property is fairly large and ideal for a small family of 4 or 4/5 adults who would be looking to spend some quiet time reading books, drinking wines and (maybe) reminiscing about the high school days. The kids can play in the backyard or fish from the docks. The lake offers good fishing opportunities. Jessie is indeed a superhost. She is always friendly, always resposive and ready to make her guests' stay enjoyable. Hopefully, we would be back next year to stay at Jessie's again.

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!

(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 🐶🐶)

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!

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 🛶.

When selecting our holiday this year, we were looking for somewhere peaceful with a beautiful view that would allow us to recharge batteries. Patrick's home provided exactly this. The whole experience was awesome, the view spectacular. Overall the activities on the lake did not cause significant concern, the lake is big enough for jet skis but not for full motorboats. There were a few people who felt it was a great idea to just dash up and down the lake at top speed, but they soon got bored and stopped and this was, generally, only at the weekend. The rest of time the place was just serene. We were sad when it was time to go, we stayed 8 days and could have stayed 8 more.