
Cottage holiday rentals in Penetanguishene
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Penetanguishene
Guests agree: these cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for cottage rentals in Penetanguishene
Cottage rentals with a hot tub

D O C K | NEW Modern Muskoka Waterfront 2+1 bed
This was probably the best Airbnb we have stayed at to date. Cannot say enough good things about the place! Modern, beautifully decorated, incredibly clean, attention to all the little details, quiet and peaceful, and the dock… that was our favorite part. We had 4 relaxing days on our baby moon here and are already talking about returning. Communication was so quick (within minutes), the hosts were accommodating and a pleasure to communicate with. Thank you for making our baby moon so memorable! We will be back!

CozyPeaceful LakeCottage HotTub Canada
We were 4 adults, 1 child and 1 toddler. Sarah's cottage is perfectly located - it faces the lake, which is huge, boats, life jackets, etc. are provided and the host is extremely clear in their communication. There was an unexpected issue which came up and which couldn't be rectified till after our booking ended, but I was made aware of it in advance of my trip and Sarah was very transparent in her communication, which I appreciate a lot. The cottage was just a 10 min drive from the main highway, and 15 min drive from the nearest convenience store, so it wasn't that bad. The lake was pristine with some fish in it too, and on days when it was not windy, the water was quite clear too. To top it all, the bright orange ball during sunset won our hearts. We had a great relaxing time and would recommend this to anyone looking for a perfect getaway, just about 2 hours away from GTA.

Nordic Spa- Sauna: Spring Getaway
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.

Waterfront Paradise on the Georgian Bay
We had an excellent stay at Steve’s cottage. Comfortable, super clean and had so many fun things to do! We really appreciated the gift basket and wine! It was enjoyed. Ty!

Stunning Lakefront Cottage Hot Tub & Sauna
Fantastic place and beautifull view. Kris was very accommodating and very helpful. The amenities made the stay worth every penny. would definitely stay again.

Lake Muskoka Classic Cottage w/ Hot Tub
Gorgeous! Ashley was super helpful and easy to communicate with. Highly recommend.

Baysong Cottage, Hot Tub and Sauna on Georgian Bay
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.

CARL in Muskoka: Waterfront Cottage with Hot Tub
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!
Pet-friendly cottage rentals

Georgian Bay Cottage - 100 Acres & Private Beach
We had a great time at Patrick’s cottage, the location is great, within walking distance from the beach, it’s exactly as described, very clean and comfortable. Highly recommended.

Charming cottage on Lake Muskoka
We had a wonderful stay at the cottage! The space was exactly as described. Bryan was incredibly responsive, making check-in smooth and the stay hassle-free. The cottage is by the lake with perfect views from the patio. We especially appreciated the little touches like fresh towels, the wine bottle, and a well stocked kitchen. I would absolutely stay here again and highly recommend it to anyone visiting!

A modern retreat on Georgian Bay STRTT-2025-062
Beautiful home! We absolutely loved the living area. It felt cozy with all the natural light coming in through the ceiling windows. The dining area was great on a snowy day. We played the games and enjoyed the views of the snow-covered pine trees! Loved the location and the house. Would recommend!

Cider Haus on Brandy Lake
Beautiful, clean cottage on a beautiful lake! Loved the sauna and the deck down by the dock. Was the perfect size for the 6 of us. Kitchen was great, beds were super comfortable. Would come back for sure.

Relax at Lakefront Follie’s Cove Cottage
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!

Lakefront Cottage with Sauna and Steam Room
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.

Cozy Riverfront Cottage Retreat with Dock / Ski
Everything exceeded expectations! A cozy tiny home with beautiful river views and thoughtful details throughout. Kathy was responsive and made the stay seamless. Highly recommend!

Waterfront @Muskoka Pines /kayaks/bbq/firepit
Was super helpful and understanding loved the little details left for us about local spots and restaurants and activities to do
Private cottage rentals

Morningview Lake House-Beach|Firepit|Jacuzzi|Sauna
Beautiful house. Beautiful view. Beautiful location.

Jewel of Georgian Bay , Luxury Waterfront Cottage
We had a fantastic stay! The house was spacious, clean, and perfect for our group of 10 adults. The lakeside view was beautiful, and the large deck was a great spot to relax and enjoy the sunset. This place is perfect for anyone who enjoys fishing or boating. We’d love to come back when the weather is warmer! Bijan was a great host—very responsive, kind, and easy to communicate with. Everything went smoothly. Thank you for a wonderful and memorable getaway!

Luxury Beach cottage in Tiny
Absolutely thrilled to stay at Sandra’s place. It was the relaxing destination we had hoped for. This property delivered as promised. Spectacular scenery, pristine accommodations and a very hospitable host. We especially enjoyed the cozy nights with the fire place on while playing a few rounds of pool. We highly recommend Sandra’s for the full tranquil experience.

Private Family Retreat! Now Open for Summer 2025!
Had a great time at Justin’s well equipped, spacious and extremely fun cottage. The hockey, badminton, billiard and basketball games were so well received and enjoyed by the kids!

Edmore Cottage at Tiny Beaches
We had a wonderful stay at Cassidy and Stephen’s cottage! The place is beautifully decorated, very well equipped, and ideally located. It had everything we needed for a comfortable stay. Perfect for families, with plenty of toys and books for the kids to enjoy. The communication with Cassidy and Stephen was very smooth throughout our stay. Highly recommended for a cozy and family friendly getaway.

Tranquil Private Lakefront Cottage Haven
What a beautiful waterfront cottage! Navid has been very responsive and accommodating of every requests and the cottage was very clean and organized. The view was amazing and had everything you need!

The White Pine: A cozy modern escape: Go Home Lake
We had a great stay at this accommodation. Meghan was extremely helpful and provided great communication from the beginning. We can’t wait to stay here again, cannot recommend enough. Thank you for everything

Cottage in Tiny
This is a gem find. It was so comfortable and situated 3 minute walk from a beautiful beach. The kitchen was very well equipped the fire pit, the BBQ the outdoor sitting areas were awesome. The beds were comfortable and we slept so well. There is a huge TV with so many channels and content to watch. So easy to settle into a movie after dinner. Very comfortable sitting area. We were 3 adults and we all had space to have some downtime and also to enjoy our company. We would swim and go for 5 km beach walks and drive to very cute small towns and discover the tasty bakeries and cool stores. Everyone we met was so lovely and very relaxed. We had a wonderful time and recommend this pace to everyone. Peaceful, fully equipped, comfortable and 3 minutes from a beautiful beach! What can be better. Thanks Miguel for your clear communications and your helpful suggestions. We had a blast!
Quick stats about cottage rentals in Penetanguishene
Total rentals
30 properties
Nightly prices starting at
$128 SGD before taxes and fees
Total number of reviews
890 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Grand River Holiday rentals
- Brampton Holiday rentals
- Muskoka Lakes Holiday rentals
- Vaughan Holiday rentals
- Georgian Bay Holiday rentals
- Markham Holiday rentals
- Tobermory Holiday rentals
- Kitchener Holiday rentals
- Waterloo Holiday rentals
- Mississauga Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Pet-friendly rentals Penetanguishene
- Rentals with a firepit Penetanguishene
- Rentals with a kayak Penetanguishene
- Family-friendly rentals Penetanguishene
- Waterfront rentals Penetanguishene
- Flat rentals Penetanguishene
- Rentals with outdoor seating Penetanguishene
- Family-friendly rentals Penetanguishene
- Beachfront rentals Penetanguishene
- Rentals with a fireplace Penetanguishene
- House rentals Penetanguishene
- Rentals with beach access Penetanguishene
- Rentals with a patio Penetanguishene
- Rentals with a washing machine and dryer Penetanguishene
- Rentals with lake access Penetanguishene
- Cottage rentals Simcoe County
- Cottage rentals Ontario
- Cottage rentals Canada
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Blue Mountain Village
- Port Carling Golf & Country Club
- Mount St. Louis Moonstone
- Horseshoe Resort
- Osler Bluff Ski Club
- Georgian Bay Islands National Park
- Snow Valley Ski Resort
- Devil's Glen Country Club
- Beaver Valley Ski Club
- Muskoka Lakes Golf and Country Club
- Cobble Beach Golf Resort Community
- Lake Joseph Golf Club
- The Georgian Peaks Club
- Muskoka Bay Resort
- Alpine Ski Club
- The Ridge at Manitou Golf Club
- The Club At Bond Head
- National Pines Golf Club
- Barrie Country Club
- Windermere Golf & Country Club
- Rocky Crest Golf Club
- Craigleith Ski Club
- The Georgian Bay Club
- South Muskoka Curling and Golf Club