
Family-friendly holiday rentals in Penetanguishene
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Top-rated family-friendly rentals in Penetanguishene
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Hand-Crafted Cabin in Stunning Beaver Valley
Lovingly designed and built tiny house in the heart of the beautiful Beaver Valley. 2 Double beds, small kitchenette, rustic deck & living area with a gorgeous outhouse. The property has extensive edible landscapes & greenhouse filled with seedless grapes & edible perennials. Beautiful views of the escarpment, close to the Bruce Trail & Beaver River access point for canoeing and kayaking. Shop at the achingly charming Kimberley General Store. Close to Blue Mountains, Thornbury & Collingwood

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.

Loft By The Bay
Welcome to our charming second storey apartment in downtown Midland, Ontario. This cozy space features a bedroom, office with futon, full kitchen, bathroom, laundry, and a bright open concept living area. Enjoy easy access to local shops, restaurants, and attractions. Explore the picturesque waterfront and nearby hiking trails. Retreat to this comfortable and inviting apartment after a day of work or play. Book your stay today for a convenient, comfortable, and memorable experience in Midland.

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 .

Saltbox by the Bay | Views, Bikes, Vetta Spa
*MAY AVAILS* *GUEST BIKES* Welcome to Saltbox by the Bay, a cozy vintage cottage with luxe amenities & beautiful views. Perfect as a couples getaway, small family/friends vacation or solo retreat. Ease into slow living with indoor or outdoor fires, cook your favourite meals, play boardgames & albums, as you watch birds & sunsets over the bay. Enjoy nearby excursions: walk or bike the Tay Shore Trail, visit Quayle's Brewery, Vetta Nordic Spa & explore charming towns around Georgian Bay.

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.

Sunset Beach Cottage
Part log treehouse, part beach house and 100% of what you need to enjoy a peaceful getaway only 1.5 hours from Toronto! Walk up the private staircase and pause to enjoy the spectacular treetop and waterfront views from your own wraparound deck before entering your 900 sq. ft. oasis. Enjoy access to your own lawn, picnic table and beach* area and all that Georgian Bay and the area has to offer. *water levels fluctuate Insta: sunset_beach_cottage_canada

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.

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.
Popular amenities for Penetanguishene family-friendly rentals
Family-friendly home rentals with a hot tub

Glamping Dome Riverview Utopia

Cottage on the Rocks - with Hot Tub and Sauna!

Muskoka Spa & Golf Retreat with Sauna + Hot Tub

Beach, Hot Tub, Firepit, Canoe, Dock, Games Room

Charming riverside cottage, B&B license

OakRidge Retreat-HOT TUB 100s of acres WIFI

Pool, Wifi, Free parking, Golf, Laundry, BBQ

Sparrow Sunset Retreat Lakefront• Hot Tub • Dock
Family- and pet-friendly home rentals

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

Experience Country Living at Firefly Ridge

Take a few steps and enjoy the sand and water

Dragonfly - Muskoka - High Lake

Woodland Muskoka Tiny House

Baysong Cottage, with Sauna, on Georgian Bay

Glass Dome - Sleep Under The Stars- Free Sundays

Cozy Cabin Getaway Muskoka
Family-friendly home rentals with a pool

Cottage on 5 Private Acres, Heated Pool & Hot Tub

Treehouse on private, isolated forest (300 acres)

Four season glamping dome under the stars

Muskoka Forest Chalet with a Private Indoor Pool

Utopia villa and spa

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom

Ski, Swim, Soak, Boat & Golf
When is the best time to visit Penetanguishene?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £111 | £106 | £103 | £106 | £155 | £176 | £169 | £168 | £157 | £137 | £92 | £108 |
| 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 |
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 £52 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!
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- Pet-friendly rentals Penetanguishene
- Rentals with a patio Penetanguishene
- Rentals with beach access Penetanguishene
- House rentals Penetanguishene
- Rentals with a kayak Penetanguishene
- Rentals with a washing machine and dryer Penetanguishene
- Waterfront rentals Penetanguishene
- Rentals with outdoor seating Penetanguishene
- Rentals with lake access Penetanguishene
- Rentals with a fireplace Penetanguishene
- Cottage rentals Penetanguishene
- Beachfront rentals Penetanguishene
- Flat rentals Penetanguishene
- Rentals with a firepit 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





