Holiday houses in Penetanguishene

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Quick stats about holiday rentals in Penetanguishene

  • Total holiday rentals

    Explore 80 holiday rentals in Penetanguishene

  • Nightly prices starting at

    Penetanguishene holiday rentals start at $58 AUD per night before taxes and fees

  • Verified guest reviews

    Over 3,340 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Penetanguishene holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Penetanguishene rentals

  • 4.8 Average rating

    Penetanguishene stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated holiday rentals in Penetanguishene

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
The historic Beck House, a striking Victorian structure, stands with a distinctive red façade and slate roof. A spacious porch with white railings invites guests, while the well-kept lawn adds to its charm. A wooden sign identifies the property, blending history with a warm welcome.
Apartment in Penetanguishene
4.9 out of 5 average rating, 539 reviews

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.

Top Guest favourite
A vibrant garden showcases a variety of colorful flowers, with a prominent rock identified by the number 14. Lush greenery surrounds the area, adding to the inviting outdoor space in front of a brick house. Well-maintained lawns complement the floral displays.
Home in Penetanguishene
4.97 out of 5 average rating, 174 reviews

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.

Guest favourite
A spacious glamping dome is nestled among lush green trees, showcasing large windows and a triangular design. The entrance is framed by rustic outdoor seating, and soft lighting emanates from inside, creating an inviting atmosphere amidst the surrounding foliage.
Dome in Utopia
4.95 out of 5 average rating, 272 reviews

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.

Top Guest favourite
A cozy seating area is highlighted by two comfortable chairs facing a round table beneath large windows. Natural light floods the space, revealing views of the landscaped yard outside. A stylish shelving unit displays decorative items, contributing to a welcoming ambiance.
Home in Penetanguishene
4.96 out of 5 average rating, 55 reviews

Georgian Bay Water/Beach front Cottage

Amazing Waterfront & Sunset views. Trans CanadaTrail & Rotary Park literally a 30 second walk including a beach, skate park, Bball court & beach volleyball. Watch the most gorgeous sunsets from the colourful adirondack chairs on the front deck while enjoying your favourite beverage or watching the kids play in the park & splash pad. World famous Dock Lunch a short walk away. Area beaches 20 min drive. Snowmobile OFSC Distict 8 trail & icefishing. Ski Horseshoe & Mount St Louis 30 min drive.

Top Guest favourite
A charming two-story house is captured against a clear blue sky. The exterior features horizontal grey siding, wooden accents, and a balcony above the entrance. A stone facade frames the lower part of the structure, while a garage door adds to the home's appeal.
Apartment in Penetanguishene
4.99 out of 5 average rating, 105 reviews

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 .

Top Guest favourite
A modern two-story house is framed by tall trees, set against a backdrop of warm sunset hues. A stone driveway leads to the entrance, which is adorned with welcoming plants and porch lighting, creating an inviting entryway into the home.
Cabin in Huntsville
5 out of 5 average rating, 164 reviews

Cozy Cabin with hot tub, Sauna, hot yoga studio.

Welcome to D’oro Point overlooking Mary lake. We invite you to come relax, restore, and reconnect with nature on our 7.5 acres of wooded bliss. With only an approx 3 minute walk to our quaint neighbourhood beach, we are close enough to enjoy the lively lake life, yet maintain a private retreat feel. Stay on property and reap the health benefits of our private spa like amenities, which include the sauna, infrared hot yoga studio, and hot tub. Or, go out and explore all Muskoka has to offer.

Top Guest favourite
A quaint blue cottage features a welcoming front deck with two yellow chairs facing the lush green lawn. The cottage is surrounded by trees and showcases large windows that bring natural light into the interior.
Tiny home in Waubaushene
5 out of 5 average rating, 256 reviews

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 bay. Walk or borrow our bikes for the Tay Shore Trail, visit nearby beaches & Quayle's Brewery, pamper yourself at Vetta Nordic Spa & explore charming towns around Georgian Bay.

Top Guest favourite
A handcrafted timber frame cabin is set among trees, featuring natural wood siding and large windows that invite the outdoors in. A welcoming porch is accessed by a wooden staircase, while a covered area to the side provides shelter. The surrounding forest complements the rustic design.
Cabin in Bracebridge
5 out of 5 average rating, 273 reviews

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.

Superhost
The charming exterior of the bunkie features rustic wooden siding and three large windows. A welcoming front porch is furnished with two chairs and a small table, surrounded by a natural landscape of trees and open space, showcasing the tranquility of the setting.
Tiny home in Coldwater
4.81 out of 5 average rating, 111 reviews

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*

Guest favourite
The geodesic dome features a modern white exterior, set against a backdrop of trees. A wooden deck extends from the dome, leading to a covered gazebo, with a pathway of wood chips guiding the approach. Soft sunlight filters through the branches, creating a serene atmosphere.
Dome in Uxbridge
4.86 out of 5 average rating, 121 reviews

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.

Top Guest favourite
A secluded treehouse is nestled among tall trees, showcasing a modern design featuring large windows and a sloped roof. The structure is elevated, supported by solid timber, and surrounded by fallen leaves, highlighting the natural beauty of the forested setting.
Treehouse in Dorset
4.96 out of 5 average rating, 310 reviews

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.

Top Guest favourite
The exterior of the A-frame home is showcased, featuring a striking black facade and tall triangular roof. Large windows illuminate the interior, and a spacious wooden deck extends across the front, surrounded by lush greenery that encapsulates the natural setting.
Home in Georgian Bay
4.97 out of 5 average rating, 160 reviews

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 holiday rentals

When is the best time to visit Penetanguishene?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$171 AUD$161 AUD$139 AUD$187 AUD$210 AUD$191 AUD$235 AUD$236 AUD$197 AUD$180 AUD$154 AUD$175 AUD
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°C-3°C

Frequently Asked Questions

  • What are the best places to stay in Penetanguishene?

    Staying near the waterfront, marina, or around Main Street brings you close to shops, parks, and local eateries. Many visitors also choose quieter areas near nature trails for a peaceful stay.

  • What are the best things to do in Penetanguishene with kids?

    Families often explore Discovery Harbour, splash at the waterfront park, and enjoy playgrounds around the marina. Boat tours and interactive museum experiences are frequently suggested for younger visitors.

  • What are some of the best things to do in Penetanguishene?

    Penetanguishene has Discovery Harbour for interactive history, scenic boat tours on Georgian Bay, and arts exhibits that showcase the region’s heritage. Exploring waterfront parks and sampling local baked goods are also frequently suggested.

  • How is the weather in Penetanguishene?

    Penetanguishene has cold, snowy winters ranging from 12–32°F (-11–0°C), and mild autumns around 49–70°F (10–21°C). Spring and summer bring warmer, changeable weather—packing layers and waterproof gear is frequently suggested.

  • When is the best time to visit Penetanguishene?

    Late spring through early fall is often recommended for milder weather, active marinas, and seasonal festivals. Winter draws visitors for festive events and snow-based activities when temperatures dip below freezing.

  • What are the best places to visit in Penetanguishene?

    Frequently suggested places include Discovery Harbour, the Penetanguishene Rotary Waterfront Trail, and local history museums. The marina and artisan bakeries around Main Street round out a day of exploring.

  • What are some hiking trails in Penetanguishene?

    Explore the Penetanguishene Rotary Waterfront Trail for scenic shoreline paths or wander through the Wye Marsh Wildlife Centre trails nearby for birdwatching and wetland views. Many local parks have shorter, family-friendly walks.

  • What are some family activities we can do in Penetanguishene?

    Penetanguishene has interactive exhibits at Discovery Harbour, waterfront parks for picnics, and walking paths along the marina. Families often explore local trails or visit spaces with seasonal programming for children.

  • What are some of the best day trip ideas from Penetanguishene?

    Explore nature at nearby conservation areas, visit small towns with heritage sites, or enjoy local beaches for a day by the water. Art galleries and Indigenous cultural centers in the region are also frequently suggested.

  • Are there any pet friendly accommodations available in Penetanguishene?

    Pet-friendly accommodations are available in Penetanguishene, especially near parks or waterfront trails. Green spaces and pet-welcoming patios add options for those traveling with dogs.

  • What are some local tips for visiting Penetanguishene?

    Locals suggest exploring waterfront trails, dressing in layers due to shifting weather, and checking out the area's French and Indigenous cultural sites. The town has welcoming bakeries, casual eateries, and parks for a relaxing visit.

  • What is Penetanguishene known for?

    Penetanguishene has a strong heritage connected to French, English, and Indigenous histories, as well as a vibrant waterfront overlooking Georgian Bay. The area is known for its historic sites, outdoor recreation, and local festivals.

  • What are the best hidden gems to explore in Penetanguishene?

    Wander quiet heritage streets with historic buildings or visit local artisan markets for handmade crafts. Small inlets along the waterfront and nearby forested parks often reveal peaceful spots less known to visitors.

  • What are the best foods to try in Penetanguishene?

    Penetanguishene is known for classic butter tarts, locally made sausages, and French-Canadian pastries. Fresh fish and maple-inspired treats frequently appear on local menus.

  • What should I bring for a trip to Penetanguishene?

    Pack layers for shifting temperatures, comfortable shoes for parks and trails, and water-resistant outerwear, especially in fall and spring. Binoculars and a camera are also suggested if you enjoy wildlife or waterfront views.

  • What is the nightlife in Penetanguishene like?

    Nightlife in Penetanguishene is relaxed, with casual pubs, live music sessions at local bars, and seasonal events around the marina. Evening strolls along the waterfront are a favorite way to unwind.

  • What are the most popular events or festivals in Penetanguishene?

    Penetanguishene frequently has French-Canadian cultural celebrations, waterfront music festivals in summer, and winter carnivals featuring outdoor activities. The Butter Tart Festival, often associated with the region, is also widely known.

  • Are there family friendly vacation rentals in Penetanguishene?

    Penetanguishene has vacation rentals in residential neighborhoods, near parks, and close to waterfront paths that are frequently chosen by families. Filter options by amenities like full kitchens or outdoor space for added convenience.

Destinations to explore

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