
Family-friendly holiday rentals in Penetanguishene
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Penetanguishene

Total holiday rentals
Explore 50 holiday rentals in Penetanguishene

Nightly prices starting at
Penetanguishene holiday rentals start at $90 SGD per night before taxes and fees

Verified guest reviews
Over 2,480 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 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 family-friendly rentals in Penetanguishene
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

The Haunted House Apt 301
As you pull into the driveway this 1885 Victorian towers above you, your mouth drops in awe of the size. Up the porch to enter a small front door, a dimly lit winding staircase creaks as you ascend to 3rd floor. Original architecture painted many times over oozes with history. 70 years ago the house was turned into apartments, unloved for many of those years, time has definately taken its tole, yet to the spirits within, their big old house still stands proud and distinguished in all its glory.

White Rolling Sands of Penetang by Theatre
Shores of Georgian Bay - enjoy a firepit in the backyard of a deep lot backing onto woods with trails. Local walking and cycling routes, vege and flower gardens from private sunny back deck. Fully licensed and located close to Kings' Wharf Theatre / Discovery Harbour. Experience the natural beauty of Tiny Beaches, Georgian Bay Islands N.P and Awenda P.P. nearby (Park pass available for use). Marinas, beaches, boat cruise of the islands, Ste Marie Among the Hurons and Wye Marsh (Midland) nearby.

Off-grid Glamping Dome Nestled in the Woods
Welcome to our private campsite in Utopia, ON. Our family’s glamping dome is your chance to experience a unique getaway surrounded by the sights & sounds of nature. Amenities include camping essentials & some glamping perks: king size bed, bbq, fireplace, Indoor incineration toilet, soap & water, outdoor shower (summer only), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation Area, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

By The Bay spacious one bedroom
This unique place has a style all its own and only steps away from , beaches , water front dining and theater! With all the amenities of home you'll be comfortable to stay for the weekend or extended stays. Fully equipped kitchen with convection oven , dishwasher , microwave, keurig coffee maker and built in washer/ dryer . Spacious bathroom with an over sized walk in shower . And to end the day enjoy the full sized bed room and closet to unpack luggage with a queen size Endy foam mattress .

Secluded Lakeside Retreat - Atkins Hideaway
Tucked in the heart of Muskoka, this handcrafted timber frame cabin rests alongside a scenic spring-fed lake, surrounded by 8 acres of private forest. Only 10 minutes from Bracebridge, enjoy serene lake life and natural beauty while remaining close to town amenities, local shops, and eateries. Enjoy private dock relaxation, cozy cabin comforts, and outdoor fires. A Provincial Park Day Pass is included (*security deposit required) for added adventure. Come relax, recharge and reconnect.

Bunkie On The River
Welcome to our four season bunkie retreat on the river. Leave the world behind and seek comfort and peace at Riverside Ranch. Imagine starting your day reconnecting with nature amidst wooded walking trails. Along your walk you see geese swimming in the river, goats exploring the woods, and Highland cattle grazing in the pasture. Upon return, you open the door to the crackle & pop of a toasty wood burning sauna, followed by an icy cold plunge in the river. *No air-conditioning*

The Bubble Glamping Dome
Escape to a luxury geodesic dome on our scenic farm, nestled at the edge of the forest. Fully equipped with heating, cooling, a private washroom, deck, and hot tub, it’s the perfect blend of comfort and nature. Explore the farm, meet our sheep, chickens, and livestock guardian dog, or hike over 100 acres of connected regional forest. Whether you’re relaxing under the stars or adventuring outdoors, this unique glamping retreat promises an unforgettable experience.

Raven's Roost- private luxury treehouse with sauna
Unplug your tech and let the sights and sounds of the forest be your muse. Treat your body to the healing powers of a eucalyptus sauna. Cool down in the outdoor shower, stargaze, crack a book, play some Scrabble, colour or write. Sing with the wolves, skate through the forest, canoe, climb, swim, ski or snowmobile from your door to the OFSC trail. The quaint town of Dorset is in the center of one if Canada's most impressive landscapes. Escape. Exhale.

Breathtaking 5 bedroom Waterfront Home W/ Hot Tub!
Stunning five-bedroom waterfront home on Georgian Bay! Located in a quiet area with stunning views and amazing sunsets! In the summer, the lake is perfect for swimming, kayaking, paddle boarding or fishing! Just bring water shoes as there are some rocks and zebra muscles. Equipped with a hot tub overlooking the lake, this five-bedroom waterfront home is perfect for a summer or winter getaway! *Please note this cottage is Pet Free.

Forest Dome
This is an air b&b you'll definitely remember. Experience the magical feeling of waking up among the trees and birds. Feel the exhilaration of taking an outdoor shower. Enjoy the crackling fire and take the time to dream again. Nature, art, waterfalls and trails are all just outside your doorstep. Try our available snowshoes to explore even further! You don't want to miss this peaceful retreat.

A-Frame Hidden in the Forest Muskoka, Georgian Bay
Welcome to our A-frame /Triangle House, Wifi, Sauna, Kitchen, A/C, Free Parking, King Bed, FIFA friendly, Smart Tv, Peaceful, Social Media Favourite, Top Choice for city escape, and an ideal weekend getaway. Come heal, enjoy the light luxury in nature, and enjoy the slow living at this premium vacation experience. Rare architecture, designer cabin. Come and gather energy in this forest sanctuary.

Mistywood Cottage
Welcome to my Mistywood Cottage. Escape the busy city in this little oasis of mine. Whether you are coming with the family or friends, this cottage provides a relaxing experiences for every guest with a beautiful water view and sunset. Enjoy the camp fire, fishing or simply relax on the dock. I am sure your experience will be unforgettable!
Popular amenities for Penetanguishene family-friendly rentals
Family-friendly home rentals with a hot tub

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

Glamping Dome Riverview Utopia

Bayview Oasis: Luxe Lakeside Escape w/ Pickleball

Cottage on the Rocks - with Hot Tub and Sauna!

Muskoka Spa & Golf Retreat with Sauna + Hot Tub

Luxury Waterfront Cottage Hot Tub & Amazing Sunset

Charming riverside cottage, B&B license

Pool, Wifi, Free parking, Golf, Laundry, BBQ
Family- and pet-friendly home rentals

CozyPeaceful LakeCottage HotTub Canada

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Experience Country Living at Firefly Ridge

nortehaus - Nordic and Japanese inspired escape

Take a few steps and enjoy the sand and water

Lakefront Cottage with Sauna and Steam Room

Woodland Muskoka Tiny House

Baysong Cottage, with Sauna, on Georgian Bay
Family-friendly home rentals with a pool

Treehouse on private, isolated forest (300 acres)

The Trails Retreat (Private Cabin)

Four season glamping dome under the stars

Muskoka Forest Chalet with a Private Indoor Pool

Utopia villa and spa

Walk 2 Village, Great Kitchen & Beds, Summer Pool!

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom
When is the best time to visit Penetanguishene?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $194 SGD | $183 SGD | $179 SGD | $184 SGD | $268 SGD | $306 SGD | $293 SGD | $292 SGD | $272 SGD | $237 SGD | $160 SGD | $187 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 |
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
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- Rentals with a firepit Penetanguishene
- Cottage rentals Penetanguishene
- Rentals with beach access Penetanguishene
- Beachfront rentals Penetanguishene
- Rentals with lake access Penetanguishene
- Rentals with a kayak Penetanguishene
- Flat rentals Penetanguishene
- Rentals with a patio Penetanguishene
- Rentals with a fireplace Penetanguishene
- Rentals with a washing machine and dryer Penetanguishene
- Pet-friendly rentals Penetanguishene
- Rentals with outdoor seating Penetanguishene
- Waterfront rentals Penetanguishene
- House rentals Penetanguishene
- Family-friendly rentals Simcoe County
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Georgian Bay Islands National Park
- Cobble Beach Golf Resort Community
- Scandinave Spa Blue Mountain
- Torrance Barrens Dark Sky Conservation Area
- Three Mile Lake
- Burl's Creek Event Grounds
- Taboo Muskoka Resort & Golf
- Awenda Provincial Park
- Menominee Lake
- Wye Marsh Wildlife Centre
- Kee To Bala
- Wasaga Beach Area
- Centennial Beach
- Casino Rama Resort
- Bass Lake Provincial Park
- Sunset Point Park
- Couchiching Beach Park
- Innisfil Beach Park





