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

Total vacation rentals
Explore 50 vacation rentals in Penetanguishene

Nightly prices starting at
Penetanguishene vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

Verified guest reviews
Over 2,570 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Penetanguishene vacation rentals include wi-fi 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 302
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.

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.

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 .

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.

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.

Chez Nous Midland
Small-town charm at its best! Our centrally located apartment is the perfect home base for your small-town adventures. We're minutes from the unique shops and restaurants in downtown Midland and the Midland Harbour. There is plenty to experience; attend a local festival, take in a tourism site, hop onto the Trans Canada Trail System with your bike or snowmobile, attend a show/concert at the Midland Cultural Centre, or snowshoe through the Wye Marsh.

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

Glamping Dome Riverview Utopia
Come retreat into nature at the Riverview Glamping Dome… a 4 season getaway located on Rustic Roots Farm and Eco-retreat 1 hour north of Toronto. Whether you're looking for a romantic getaway or to come disconnect from the hustle and bustle of everyday life this geodesic dome is for you! Located on 64 sprawling acres come explore hiking trails, go fishing, relax in the hot tub, and stargaze fireside.

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

Mistywood Cottage

Charming riverside cottage, B&B license

Tiny Luxury Cottage with Hot Tub

Private 40 Acre Cottage with Hot Tub

Secluded Muskoka A-Frame | Hot Tub, Dock, Firepit

Muskoka Waterfront Cabin w/ pool table&Falls view

Breathtaking 5 bedroom Waterfront Home W/ Hot Tub!

Dock | Modern Muskoka Waterfront
Family- and pet-friendly home rentals

Muskoka Stunning Cottage On Little Lake

Deerleap Glamping Dome

Tiny A-Frame near the Bruce Trail

Treehouse on private, isolated forest (300 acres)

Lake days last longer-Muskoka Lakeside Cottage

Glass Dome - Sleep Under The Stars- Free Sundays

Private & Modern Muskoka Lakefront Cottage w/ WiFi

Valley View Farm Retreat ~ Family, Pets, Hiking
Family-friendly home rentals with a pool

Four season glamping dome under the stars

Cottage on 5 Private Acres, Heated Pool & Hot Tub

Ski, Swim, Soak, Boat & Golf

Cozy beach house on Georgian Bay

Tiny Home Nestled between Thornbury & Meaford

White Cedar Chalet (Pool & Free Village Shuttle)

Cozy Beach Cottage with Pool | Georgian Bay

*Blue Mountain Village* Pool, Hot Tub, WalkToBlue
When is the best time to visit Penetanguishene?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 551 | ﺩ.ﺇ 521 | ﺩ.ﺇ 510 | ﺩ.ﺇ 525 | ﺩ.ﺇ 764 | ﺩ.ﺇ 870 | ﺩ.ﺇ 834 | ﺩ.ﺇ 830 | ﺩ.ﺇ 775 | ﺩ.ﺇ 676 | ﺩ.ﺇ 455 | ﺩ.ﺇ 533 |
| 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
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- Pet-friendly rentals Penetanguishene
- House rentals Penetanguishene
- Waterfront rentals Penetanguishene
- Apartment rentals Penetanguishene
- Beachfront rentals Penetanguishene
- Rentals with a washer and dryer Penetanguishene
- Rentals with a kayak Penetanguishene
- Rentals with outdoor seating Penetanguishene
- Rentals with a fireplace Penetanguishene
- Rentals with a fire pit Penetanguishene
- Rentals with lake access Penetanguishene
- Family-friendly rentals Simcoe County
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- Family-friendly rentals Canada
- 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





