Cottage holiday rentals in Cherry Island

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Popular amenities for cottage rentals in Cherry Island

Cottage rentals with a hot tub

Guest favourite
Cottage in Bracebridge
4.93 out of 5 average rating, 105 reviews

Waterfront cottage on quiet Spence lake

SarahRating, 5 stars1 month ago
This is a beautiful place to stay, right on the lake with an amazing view, and a friendly beaver right next door! Our highlights were the hot tub, the fire pit and kayaking on the lake. This spot would be amazing in the Summer. The house is clean and well set up, the 2 downstairs bedrooms are small but just fine for sleeping. There is plenty of room in the rest of the house.
Top guest favourite
Cottage in Severn Bridge
5 out of 5 average rating, 149 reviews

CozyPeaceful LakeCottage HotTub Canada

NinaRating, 5 stars1 day ago
I could not recommend this cottage more, and I will definitely be back. It was very easy to locate and there is plenty of parking on the driveway. Inside the cottage, we found an extremely well stocked kitchen, the beds were very comfortable, and everything was very clean. Outside of the cottage, we spent most of the time on the beautiful, new dock overlooking Sparrow Lake. There were plenty of water sport toys available for us to use, the water was shallow and perfect for swimming, and we enjoyed seeing all of the float planes coming and going to the lake. In the evening, we spent time on the upper back deck overlooking the lake, where there was the bbq and hot tub. We felt right at home and cozy; I just wish I could have stayed longer! I brought along my dog who was very pleased to find cookies and a toy provided by the host. Thank you so much for hosting us and we plan to return next year! :)
Top guest favourite
Cottage in Brechin
4.98 out of 5 average rating, 125 reviews

Nordic Spa- Sauna: Spring Getaway

BurakRating, 5 stars2 weeks ago
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.
Top guest favourite
Cottage in Municipality Of Highlands East
4.98 out of 5 average rating, 157 reviews

LakeKabin: Private,6BR,HotTub,GameRoom,Kayak,Canoe

VishRating, 5 stars2 weeks ago
This place was beautiful and right on the water. We stayed for three nights and really enjoyed it. We had enough kayaks to have fun in the water. The location was very private and peaceful.
Guest favourite
Cottage in Baysville
4.95 out of 5 average rating, 110 reviews

Muskoka Forest Chalet with a Private Indoor Pool

LeonidRating, 5 stars1 month ago
We were looking for a nice place with indoor pool for our kids, this place was exactly what we were hoping for! The house is very nice, has a few stores nearby to buy anything you might forgot back home. We will definitely come back again!
Superhost
Cottage in MacTier
4.91 out of 5 average rating, 108 reviews

Baysong Cottage, Hot Tub and Sauna on Georgian Bay

SukhRating, 5 stars2 weeks ago
We had a wonderful two-night stay at Kathy’s Cottage. The place is beautifully nestled in nature, offering a perfect escape from the hustle and bustle of urban life. The cottage is well-maintained and exudes a charming, antique feel that adds to its cozy ambiance. Kathy was incredibly supportive and easy to communicate with, which made our stay even more enjoyable. Thank you, Kathy, for helping make our family trip such a memorable experience. We would highly recommend this cottage to anyone looking for a peaceful and scenic getaway.
Guest favourite
Cottage in Dysart et al
4.95 out of 5 average rating, 109 reviews

Deers Haven Cottage in Haliburton 4bedrm 3bathrm

AmeliaRating, 5 stars4 weeks ago
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.
Superhost
Cottage in Baysville
4.88 out of 5 average rating, 107 reviews

Muskoka Waterfront Cottage w/ Hot Tub, Wi-Fi & AC

DanielaRating, 5 stars1 week ago
My friends and I had a wonderful weekend at this cottage. The lakefront property is beautiful, clean, and our favourite part was watching the gorgeous sunsets that could been seen from the terrace as well as from inside. Jesse was easy to reach and made sure that everything ran smoothly and that we were having a good stay.

Pet-friendly cottage rentals

Guest favourite
Cottage in Port Severn
5 out of 5 average rating, 35 reviews

Relax at Lakefront Follie’s Cove Cottage

MeghRating, 5 stars10 months ago
This cottage is perfection. Liane & James are just SO lovely. If you're reading this, don't look any further. Just book it. We couldn't have had a better week at Follie's Cove. The cottage was the perfect mix of modern and rustic. Clean, comfortable, and thoughtfully equipped. We felt at home instantly. The sunroom was the perfect chill spot for us and our two big dogs to get out of the sun/rain without feeling cooped up indoors. The beach was heaven for our dogs, and on a quiet end of the lake, so we saw few other people all week. The quintessential Muskoka experience! Liane and James were *beyond* wonderful. They set us up with a ton of breakfast food and desserts. Even offered to return the day after check-in to drop off more coffee. It truly felt like renting from friends. Highly recommend renting the pontoon boat from them and puttering around the lake. Wish I had more space to gush about the space and their incredible hospitality. We would book again in a heartbeat!
Guest favourite
Cottage in Bala
4.96 out of 5 average rating, 208 reviews

Lakefront Cottage with Sauna and Steam Room

SubathiraRating, 5 stars1 week ago
We loved this place. From start to finish it was fantastic. Great location. Open and spacious. Everything we needed was provided. The host was very responsive and gave good clear instructions. We had a fantastic time to wind down.
Guest favourite
Cottage in Huntsville
4.92 out of 5 average rating, 103 reviews

Magic on Mary Lake in Muskoka

KevinRating, 5 stars8 months ago
Susan is a great host, very responsive and accommodating. The home was fully equipped with everything you would find in your own home, as well everything was clean. Beautiful sunsets on the dock on a peaceful lake. Highly recommend renting the extra kayak and SUP boards.
Superhost
Cottage in Utterson
4.86 out of 5 average rating, 43 reviews

Muskoka Cabana - Sandy beach cottage in Muskoka

VasilikiRating, 5 stars8 months ago
We really enjoyed our stay at Muskoka Cabana. The location is stunning, right at the water's edge with beautiful, peaceful views of the lake. The outside deck is amazing and really spacious. We did feel that the access was a bit tricky, but I guess the location compensated for that. The cabana itself is really tastefully done, with beautiful homey touches and the kitchen was well equipped. Overall, this was a great stay.
Superhost
Cottage in Huntsville
4.77 out of 5 average rating, 115 reviews

Rustic Oudaze Lake Cottage

TobiasRating, 5 stars8 months ago
Host allowed us to check in early way ahead of usual check in time which was great. Had an extra full day to enjoy the cabin right by the lake with private beach access and lots of gear provided by the host (Kajak, Kanu, Boat etc.). Cozy little campsite with fire pit and chairs. Great view of the lake and fall colours. Very quiet despite neighbours to the right and left. Vast selection of DVDs for movie night. Short car trip to supermarkets in Huntsville. Had a great time and would definitely recommend it. Easily accommodates 4 adults.
Superhost
Cottage in Gravenhurst
4.92 out of 5 average rating, 154 reviews

Waterfront @Muskoka Pines /kayaks/bbq/firepit

AmishaRating, 5 stars2 weeks ago
Very accommodative and responsive host. The place is at a great location. It is breathtaking and peaceful.
Top guest favourite
Cottage in Huntsville
5 out of 5 average rating, 98 reviews

Muskoka Spa & Golf Retreat with Sauna + Hot Tub

AndrewRating, 5 stars4 days ago
Beautiful well equipped house will all new amenities everything was perfect and well done we will stay again!!! Loved the house and communication with the host!! Thanks you so much for have our group we all had a 5 star experience
Superhost
Cottage in Utterson
4.85 out of 5 average rating, 79 reviews

Three Mile Surf Lodge

PaulineRating, 5 stars8 months ago
Spent Thanksgiving 2024 at Hamza's cottage, it was wonderful, quiet and beautiful, view of the lake from every windows. Hoping to rent again for Thanksgiving 2025. This place is a cottage not a house and you feel surrounded by nature. Having a box stove to use was fabulous. The cottage is cozy, kitchen was well equipped, did a 22lbs Turkey without issues. Large fridge to store food. It was great to have unlimited water supply. Having the bedrooms on a different level and a toddler help for nap time. The dock had plenty of seating and deck as well. Went for lots of walks. Totally recommend this cottage.

Private cottage rentals

Top guest favourite
Cottage in Huntsville
5 out of 5 average rating, 19 reviews

Cozy Cabin on *Semi-Private Lake* ~ The Rosie ~

SyedRating, 5 stars2 weeks ago
we had a great time at Jessica cottage , the cottage was very clean and had everything. it was very peaceful and quiet that's what we wanted, kids enjoyed the beach and kayaking. we are already planning to come again next summer.
Superhost
Cottage in Huntsville
4.76 out of 5 average rating, 17 reviews

Hillside Muskoka

NatashaRating, 5 stars8 months ago
The cottage was very cozy and clean. The view from the dock is really pretty around this time cause of the autumn trees. The hosts answered all my questions and they were very friendly. I would definitely recommend this place to everyone!
Top guest favourite
Cottage in Torrance
5 out of 5 average rating, 18 reviews

Waterfront Cottage in Muskoka | SAUNA | Beach

CaitlinRating, 5 stars2 days ago
One of my favourite Airbnb cottages! The space is perfect for a family (lots of kid focused things) or for a few friends. The property is beautiful, has great amenities like the sauna and water toys. The beds are very comfy and kitchen had anything you could need. All in all this was one of the best experience I’ve had. The host was super lovely, and you can tell they’ve put a lot of thought and care into creating a great experience for their guests.
Guest favourite
Cottage in Parry Sound
4.74 out of 5 average rating, 136 reviews

Muskoka Clearwater Cabin & Sauna

AshleyRating, 5 stars1 week ago
What a gem! This lovely cottage was everything we wanted. Private, clean and super cozy. The view from the deck steps away from the back porch was absolutely beautiful. Douglas was very friendly! His response time was very quick to any questions and he made sure we had everything we needed. His recommendations for around the area were super helpful too. Definitely recommend!
Guest favourite
Cottage in Sebright
4.97 out of 5 average rating, 38 reviews

Tranquil Private Lakefront Cottage Haven

Sergio AndresRating, 5 stars2 weeks ago
Navid is very responsive, smooth check in and clear communication. Cottage was charming and comfortable.
Guest favourite
Cottage in Utterson
4.93 out of 5 average rating, 61 reviews

Muskoka Waterfront on Little Long Lake

RezaRating, 5 stars4 weeks ago
It was a very pleasant and delightful stay. Andrea’s place is located in a pristine and beautiful area — on one side, the lake and the joy of boating, and on the other, the forest and a peaceful atmosphere. Their home is in the heart of natural beauty and is definitely worth visiting at least once. It had excellent amenities, and we didn’t notice any shortcomings. Thank you, Andrea for your warm hospitality.
Guest favourite
Cottage in Baysville
4.92 out of 5 average rating, 52 reviews

Cozy Lakefront Cottage: Views-Hot Tub-Pet Friendly

JenniferRating, 5 stars2 weeks ago
We stayed at this cozy cottage for a book club weekend. The cottage was so tastefully decorated with an east coast flair that was very charming. The hot tub was spacious, and the cottage itself was immaculately clean and organized. Had everything that our group needed. Jennifer is an excellent host, friendly detail, oriented, and gets back to you very quickly would highly recommend this location.
Guest favourite
Cottage in Huntsville
5 out of 5 average rating, 16 reviews

Adorable Muskoka Lakefront Cottage

KenRating, 5 stars8 months ago
Our stay at Daniel’s Muskoka lakefront cottage was absolutely unforgettable! The privacy was unmatched, allowing us to fully relax and enjoy the stunning natural surroundings. The cottage itself is a perfect blend of rustic charm and modern comfort, making it feel like a true home away from home. We loved spending peaceful afternoons on the beautiful dock, soaking up the sun and taking in the serene lake views. Evenings were magical as we gathered around the great fire pit under the stars, and the cozy open fireplace inside made for the perfect spot to unwind on cooler nights. Daniel was an outstanding host—welcoming, thoughtful, and always available to ensure we had everything we needed for a perfect stay. Whether you're looking for a romantic getaway or a quiet retreat with friends, this cottage is a hidden gem. We highly recommend it to anyone seeking a peaceful escape in the heart of Muskoka. If you get the chance to stay here, don’t miss out!

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