
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 $102 NZD per night before taxes and fees

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

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Penetanguishene holiday 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.

RELAX @ our HOT TUB and SAUNA in the woods
PLEASE READ! Mt. St. Louis & Horseshoe Valley at doorstep! This is a bright, large and private walk-out GUEST SUITE (basement apartment). Hot tub, patio, fire pit & secluded path in the woods to enjoy nature. Kitchen is equipped with an induction cooktop and all things necessary, even wine bottle opener:) Open concept living room/kitchen/dining room with TV & Roku. Bedroom is a work of Art: dark, mysterious and romantic! Custom Queen bed made from weathered barn wood salvaged from our property.
Indoor spacesKitchenHiking

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
FamilyKitchenAccuracy

Nest By The Bay - Downtown Midland / Private Loft
Ideally located in downtown Midland, Nest By The Bay blends comfort and style, with everything you need just steps away. Park your car and enjoy a walkable GBay Getaway with shops, restaurants, and the waterfront close by. Midland Harbour is a short stroll from your door. Experience festivals, theatre, artisan shops, and a growing culinary scene year-round. Travelling with others? Ask about our second suite, “Perch By The Bay.” A two-night stay is preferred. We look forward to hosting your stay.
Indoor spacesFamilySkiing

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.
Indoor spacesFamilyCondition

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.
Indoor spacesKitchenBarbecue

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.
Indoor spacesFamilySleep quality

Saltbox by the Bay | Views, Bikes, Beaches & Vetta
*SUMMER AVAILS* *GUEST BIKES* Welcome to Saltbox by the Bay, a cozy vintage cottage with beautiful views & luxe amenities. Perfect as a couples getaway, small family/friends vacation or solo retreat. Ease into slow living, cook your favourite meals, play boardgames & albums, as you watch birds & sunsets over the lake. Walk along or ride our guest bikes on the Tay Shore Trail. Visit nearby beaches & Quayle's Brewery. Pamper yourself at Vetta Spa & explore charming towns around Georgian Bay.
FamilyKitchenGetting around

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 .
Indoor spacesKitchenCheckout

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.
FamilyIndoor spacesParks

Hosted by 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.
Indoor spacesKitchenDecor

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.
Indoor spacesKitchenCleanliness

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

Dock | Modern Muskoka Waterfront
Indoor spacesKitchenAir conditioning

Private 40 Acre Cottage with Hot Tub
Indoor spacesFamilyPets

Large chalet 3 King bed, Sauna-Hot Tubs, Projector
FamilyIndoor spacesOutdoor spaces

Breathtaking 5 bedroom Waterfront Home W/ Hot Tub!
Indoor spacesKitchenWi-Fi

Cottage on the Rocks - with Hot Tub and Sauna!
FamilyIndoor spacesCondition

Oda Cabin at Zukaland/Optional WoodFired Cedar Spa
FamilyIndoor spacesHospitality

CARL in Muskoka: Waterfront Cottage with Hot Tub
KitchenFamilyComfort

Charming riverside cottage, B&B license
KitchenFamilyBarbecue
Family- and pet-friendly home rentals

Whispering Pines Cabin in Woodland Acres
Indoor spacesKitchenHiking

Cider Haus | Lakefront Sauna & Fenced Yard
KitchenFamilyParks

Treehouse on private, isolated forest (300 acres)
KitchenIndoor spacesWalkability

Lakefront Cottage with Sauna and Steam Room
KitchenIndoor spacesAir conditioning

Tiny A-Frame near the Bruce Trail
Indoor spacesFamilyParking

Cozy Cabin Getaway Muskoka
Indoor spacesKitchenBathroom

Glass Dome - Sleep Under The Stars- Free Sundays
Indoor spacesFamilySleep quality

Log Cabin on the Lake Bed and Breakfast
Indoor spacesKitchenLocation
Family-friendly home rentals with a pool

Cottage on 5 Private Acres, Heated Pool & Hot Tub
FamilyKitchenTV

*Blue Mountain Village* Pool, Hot Tub, WalkToBlue
FamilyKitchenGetting around

Stunning 1BR w Pool ~ Free Parking & Self Check-In
FamilyIndoor spacesGetting around

Four season glamping dome under the stars
FamilyIndoor spacesBackyard

Oasis Spa w/ Hot Tub-Private Sauna-Oasis Patio
KitchenFamilyValue

Utopia villa and spa
FamilyKitchenLayout

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom
KitchenFamilyWalkability

Chalet w/ yard & pool, walk to beach & playground
Indoor spacesKitchenComfort
When is the best time to visit Penetanguishene?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $255 NZD | $241 NZD | $236 NZD | $216 NZD | $333 NZD | $377 NZD | $386 NZD | $384 NZD | $358 NZD | $313 NZD | $211 NZD | $246 NZD |
| 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
- Pittsburgh Holiday rentals
- Cleveland Holiday rentals
- Niagara Falls Holiday rentals
- Detroit Holiday rentals
- Mississauga Holiday rentals
- Mont-Tremblant Holiday rentals
- Traverse City Holiday rentals
- Buffalo Holiday rentals
- Niagara Falls Holiday rentals
- Brampton Holiday rentals
- London Holiday rentals
- Prince Edward Holiday rentals
- Pet-friendly rentals Penetanguishene
- Rentals with beach access Penetanguishene
- Cottage rentals Penetanguishene
- House rentals Penetanguishene
- Waterfront rentals Penetanguishene
- Apartment rentals Penetanguishene
- Beachfront rentals Penetanguishene
- Rentals with a kayak Penetanguishene
- Rentals with lake access Penetanguishene
- Family-friendly rentals Simcoe County
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Blue Mountain Village
- Wasaga Beach Area
- Torrance Barrens Dark Sky Conservation Area
- Beaver Valley Ski Club
- Killbear Provincial Park
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Menominee Lake
- Casino Rama Resort
- Georgian Bay Islands National Park
- Sibbald Point Provincial Park
- Three Mile Lake
- Bass Lake Provincial Park
- Wye Marsh Wildlife Centre
- Centennial Beach
- Cobble Beach Golf Resort Community
- Sunset Point Park
- Couchiching Beach Park
- Innisfil Beach Park
- Kee To Bala
- Burl's Creek Event Grounds
- South Muskoka Curling and Golf Club
- Craigleith Provincial Park
- Orillia Opera House





