
Cottage holiday rentals in Penetanguishene
Find and book unique cottages on Airbnb
Quick stats about cottage rentals in Penetanguishene

Total holiday rentals
Explore 20 holiday rentals in Penetanguishene

Nightly prices starting at
Penetanguishene holiday rentals start at $103 SGD per night before taxes and fees

Verified guest reviews
Over 1,200 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Penetanguishene holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Penetanguishene rentals

4.9 Average rating
Penetanguishene stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated cottage rentals in Penetanguishene
Guests agree: these cottages are highly rated for location, cleanliness and more.

Charming riverside cottage, B&B license
Charming riverside cottage available on Wasaga Beach. Just a 4-minute stroll from a pristine sand beach. Immerse yourself in nature's beauty while enjoying modern amenities, including a private hot tub for relaxation. Unwind with a friendly round of mini-golf or gather around the fire pit for cozy evenings under the stars.Create lasting memories at this perfect oasis that combines riverside tranquility, mini-golf fun, hot tub relaxation, and the warmth of a fire pit. Your dream getaway awaits!

Ultimate Georgian Bay Vacation Getaway
Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

Muskoka Stunning Cottage On Little Lake
Surrounded by Little Lake, this gem provides a relaxing getaway with amazing water views. Spend your days peacefully rowing on the lake or having a picnic on the private beach, and your nights settling by a crackling fire. The home itself is plenty spacious for unwinding and getting a good night's sleep, views all-inclusive. Explore Port Severn Park right next door and play around in the public beach and splash pad. For more adventure, hike the beautiful Georgian Bay Islands National Park.

Gorgeous Lake Muskoka Cottage Amazing Views Hottub
PLEASE SEND AN INQUIRY BEFORE REQUESTING TO BOOK Welcome to Woodhaven on beautiful Lake Muskoka! Located on the coveted Big 3, our bright waterfront retreat offers 200’ of private shoreline, breathtaking views and the perfect setting for a family getaway. Swim from the dock, paddle by kayak or canoe, relax in the hot tub and gather around the fire under the stars. Less than 2 hours from Toronto and 1 minute to downtown Bala, Woodhaven is where unforgettable family memories are made!

Tiny Luxury Cottage with Hot Tub
This tiny luxury 2 bedroom cottage is perfect for a romantic couple or small family getaway. Nestled on 1.5 acres among majestic trees and granite outcrops, creates beautiful views from the deck with BBQ, fire pit, hot tub or massive windows throughout the cottage. Water dam and river across the road create relaxing waterfall sounds that are heard from deck or enjoy it close up from the private shoreline deck and dock. Explore the Muskoka River on the kayak, SUP or river tubes.

Lake days last longer-Muskoka Lakeside Cottage
Welcome to your Lakefront Muskoka oasis, where epic sunrises greet you each morning and a private sauna awaits your return after a day on the lake. Surrounded by nature, this cozy retreat offers the perfect blend of relaxation and adventure, making it an ideal getaway for couples and families. Enjoy our fully updated outdoor space with a brand new deck, fire pit space and cedar barrel sauna that offers views of the lake. Located only a short 1.5 hour drive from Toronto.

Beautiful Beachfront Cottage.
Township of Tiny License Number: STRTT-2026-110 Enjoy our all-season paradise only 1.5 hours north of Toronto! In summer, enjoy the sandy beach waterfront with incredible views of Georgian Bay with the Town of Penetanguishene, and all its historic charm, only 20 minutes away! In winter, enjoy all the area has to offer with incredible OFSC groomed snowmobile trails and amazing ski resorts less than an hour away! *Contract to be sent and signed prior to stay.

Beautiful Nine Mile Lake
Beautiful Muskoka getaway! Modern 4 season waterfront cottage! Stunning views! Located on picturesque Nine Mile Lake. Over 70% of the lake is crown land. Perfect for kayaking and canoeing to enjoy all the beauty Muskoka is known for. We have kayaks a canoe and a paddle board for you to enjoy. Plenty of sun exposure on the dock you can swim all day long. Close to hiking and snowmobile trails. May 15-Oct Minimum 6 nights with a Sunday check in.

Bluestone
Bluestone is located less than 10 minutes' drive from beautiful Awenda Provincial Park in Tiny, Ontario. Every choice was made with guest comfort in mind. In the Summertime, take a short walk down a wooded path to Georgian Bay and perfect swimming, or explore a hiking trail and take in the natural beauty of the area. In Winter, enjoy skiing and snowshoeing locally, or stay in, put a record on, and cozy up by the fire. Licence STRTT-2026-057

The Hudson - Riverside Cabin, Bracebridge
Tucked along the Muskoka River and thoughtfully reimagined, The Hudson is a moody, design-forward escape that blends classic Muskoka charm with timeless Ralph Lauren–inspired style. Rich wood tones, layered textures, and curated details create a cozy yet elevated atmosphere—perfect for couples looking to unwind in a space that feels both refined and relaxed. For more photos and information visit us thehudson.riversidecabin

Muskoka Waterfront Cabin w/ pool table&Falls view
Welcome to Fallsview Dream cottage! Enjoy the property’s STUNNING waterfront, hot tub, pool table & private beach This cozy cabin is perfect for those who love nature, privacy and the cottage life. Right in the middle of the woods with the most beautiful waterfall view. Watch the sunrise and sunset right from the deck surrounded by trees. Take the time to reconnect with your family/friends :)

Private 40 Acre Cottage with Hot Tub
Our two bedroom cabin + cubby (available in summers) by a scenic pond is a private getaway while close to the main road and many amenities. Private outdoor space includes hot tub, deck, fire pit, and walking trails. We have a barn with ping pong and foosball tables. We are 20 min to Barrie, 10 min to Midland, 20 min to Balm beach, Wasaga beach, Mt. St Louis and Horseshoe Valley resort.
Popular amenities for cottage rentals in Penetanguishene
Cottage rentals with a hot tub

Waterfront cottage on quiet Spence lake

Charlie the Cottage | Hot Tub | Trail | Hike/Run

Mistywood Cottage

Utopia villa and spa

Waterfront Paradise on the Georgian Bay

Stunning Lakefront Cottage Hot Tub & Sauna

The Bay View Cottage w/hot tub

Georgian Bay Waterfront Cottage HotTub King Bed
Pet-friendly cottage rentals

Charming cottage on Lake Muskoka

Lakefront Cottage with Sauna and Steam Room

Private & Modern Muskoka Lakefront Cottage w/ WiFi

Waterfront 3 BR Cottage 4 Seasons Gravenhurst Heat

Waterfront @Muskoka Pines /kayaks/bbq/firepit

Summer Getaway - 3 min walk to Beach, Clean & Cozy

Gorgeous Muskoka Getaway on stunning private lake

Cozy beach house on Georgian Bay
Private cottage rentals

*NEW* Cozy 3-bedroom cottage on Sunset Beach

Waterfront Cottage in Muskoka | SAUNA | Beach

Foster's Landing - Log Cottage on Lake Muskoka

Lakefront A-Frame in Muskoka | Sauna & Hot Tub

Muskoka Lake Retreat

Georgian Bay Waterfront Cottage with Sandy Beach

Stunning Waterfront Cottage & Bunkie!

Muskoka Lakefront• Sauna • Fireplace• Chef kitchen
When is the best time to visit Penetanguishene?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $354 SGD | $341 SGD | $300 SGD | $298 SGD | $329 SGD | $395 SGD | $429 SGD | $380 SGD | $358 SGD | $329 SGD | $316 SGD | $389 SGD |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
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- Rentals with a patio Penetanguishene
- Pet-friendly rentals Penetanguishene
- Rentals with a firepit Penetanguishene
- Rentals with beach access Penetanguishene
- Family-friendly rentals Penetanguishene
- Rentals with lake access Penetanguishene
- House rentals Penetanguishene
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- Rentals with a washing machine and dryer Penetanguishene
- Rentals with a kayak Penetanguishene
- Rentals with outdoor seating Penetanguishene
- Rentals with a fireplace Penetanguishene
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- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Wasaga Beach Area
- Beaver Valley Ski Club
- Torrance Barrens Dark Sky Conservation Area
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Kee To Bala
- Burl's Creek Event Grounds
- Georgian Bay Islands National Park
- Menominee Lake
- Casino Rama Resort
- Taboo Muskoka Resort & Golf
- Wye Marsh Wildlife Centre
- Centennial Beach
- Bass Lake Provincial Park
- Three Mile Lake
- Sibbald Point Provincial Park
- Cobble Beach Golf Resort Community
- Sunset Point Park
- Couchiching Beach Park





