Cottage holiday rentals in Cherry Island

Find and book unique cottages on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Cherry Island cottage rentals

Cottage rentals with a hot tub

Top Guest favourite
Cottage in Severn Bridge
5 out of 5 average rating, 150 reviews

CozyPeaceful LakeCottage HotTub Canada

NinaRating, 5 stars5 days 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 Municipality Of Highlands East
4.98 out of 5 average rating, 157 reviews

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

VishRating, 5 stars3 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 Port Carling
4.95 out of 5 average rating, 172 reviews

Lake Muskoka Classic Cottage w/ Hot Tub

AnissaRating, 5 stars6 days ago
We had a group weekend getaway and loved our stay! The house is very spacious and beautifully decorated. The host Ashley was very responsive and friendly. Highly recommend to anyone who wants a beautiful escape to recharge!
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 stars1 month 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.
Guest favourite
Cottage in Wasaga Beach
4.94 out of 5 average rating, 239 reviews

Charming riverside cottage, B&B license

RachelRating, 5 stars1 week ago
Very special house in stunning location. We felt very at home and would love to go back some day
Top Guest favourite
Cottage in Severn Bridge
4.96 out of 5 average rating, 127 reviews

CARL in Muskoka: Waterfront Cottage with Hot Tub

Sarah LynnRating, 5 stars4 months ago
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!
Superhost
Cottage in Huntsville
4.88 out of 5 average rating, 109 reviews

All Season Muskoka Cottage*HotTub*Sauna*Beach*BBQ

KatiaRating, 5 stars3 weeks ago
Beautiful cottage and also nice outdoor decoration and nice walk to river with gorgeous lights! We celebrate birthday with family so plenty space for 10 people, 2 kids and 2 infants! Also just mention there’s noise detector which host didn’t mention on description, inside you can be pretty loud only outside have to respect live neighborhood but it wasn’t issue for us to celebrate birthday! Was flexible check-out from Bethany which helps us! Airbnb host is very responsive which is nice, there were a couple messages I had to follow-up on.
Guest favourite
Cottage in Parry Sound
4.96 out of 5 average rating, 140 reviews

Lazy Lakehouse on Lake Manitouwabing-2 bdrm+Bunkie

MarianneRating, 5 stars1 week ago
Leigh’s lazy lake house was absolutely perfect for a retreat into nature. We loved jumping into the refreshing lake after our hot sessions in the sauna and hot tub! Leigh’s kitchen is the most well stocked kitchen with all absolute amenities. We loved cooking slow meals, while listening to the vinyl records and enjoying the beautiful view! We highly recommend Leigh’s Airbnb for a relaxing getaway in nature with all the amazing benefits of spa like experience!

Pet-friendly cottage rentals

Guest favourite
Cottage in Huntsville
4.86 out of 5 average rating, 14 reviews

Four season lakefront cottage in Muskoka

RajeshRating, 5 stars5 months ago
We had an awesome year end and New year evening here and enjoyed every second of our stay.Place is so neat and clean,sparkling,cozy, spectacular 😍.Manraj and Barry are very generous ,gentle and quick in response.Place is well hygienically maintained.Yiu will get almost all amenities so no need to pack unnecessary things like kitchen utensils,crockery, toiletries etc.Veiw is superawsome.We are definitely coming back in Summer
Guest favourite
Cottage in Bala
4.96 out of 5 average rating, 208 reviews

Lakefront Cottage with Sauna and Steam Room

SubathiraRating, 5 stars2 weeks 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 stars9 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 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.
Guest favourite
Cottage in Huntsville
4.92 out of 5 average rating, 410 reviews

House by the Locks Cottage - Central & Secluded!

LawrenceRating, 5 stars2 weeks ago
Lovely place and lovely hosts - across from a river and a park, impeccably clean, very comfortable, and some of the best and most welcoming communication ever. Huntsville is a dreamy place with lots of walking trails and restaurants. It was a beautiful late spring getaway.
Guest favourite
Cottage in Huntsville
4.95 out of 5 average rating, 201 reviews

Luxury Waterfront Cottage in Muskoka

PatrickRating, 5 stars3 weeks ago
Beautiful spot with all the amenities. Feels private and secluded yet only a 10 minute drive from downtown Huntsville. James was super accommodating and responsive to our needs, would definitely recommend staying here if you get the chance!
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.
Top Guest favourite
Cottage in Torrance
5 out of 5 average rating, 19 reviews

Waterfront Cottage in Muskoka | SAUNA | Beach

CaitlinRating, 5 stars6 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.
Top Guest favourite
Cottage in Utterson
4.95 out of 5 average rating, 56 reviews

6BR~Hottub~Lakefront~AC~Beach | Shea On The Bay

MichaelRating, 5 stars3 weeks ago
Amazing location, house, lake and host. Would definitely recommend this stay to a large group. Can’t wait go again.
Top Guest favourite
Cottage in Gravenhurst
4.98 out of 5 average rating, 48 reviews

Lux A-Frame, Lake Front & Hot Tub | <2 hrs frm T0

MohRating, 5 stars1 week ago
Such a perfect little getaway spot. Super quiet and private — loved relaxing in the hot tub at night and hanging by the fire. The place has a dock with kayaks and paddleboards, which made the lake time extra fun. Everything was clean and cozy, and it just felt peaceful the whole time. Already planning to come back!
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.
Guest favourite
Cottage in Utterson
4.93 out of 5 average rating, 61 reviews

Muskoka Waterfront on Little Long Lake

RezaRating, 5 stars1 month 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, 53 reviews

Cozy Lakefront Cottage: Views-Hot Tub-Pet Friendly

JessRating, 5 stars3 days ago
Jennifer’s cottage was perfect for our family of 6. Well decorated, very warm and inviting. Kids loved going fishing off the dock and making smores by the fire.
Top Guest favourite
Cottage in Huntsville
5 out of 5 average rating, 98 reviews

Muskoka Spa & Golf Retreat with Sauna + Hot Tub

AndrewRating, 5 stars1 week 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

Destinations to explore