Penetanguishene vacation rentals

We found 232 vacation rentals — enter your dates for availability
Discover a selection of 9 homes and other vacation rentals in Penetanguishene that are perfect for your trip. Vacation homes provide the amenities you need and want for you and your friends, family, or even pets, such as parking and a washer and dryer. At the end of the day, you'll be able to choose a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Penetanguishene

Showing deals for:Nov 13 - Nov 20

Image gallery for Cottage with Private Beach Access and Newly-Built Indoor Sauna #STRTT-2026-114

Private kitchen
9.6 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)

Cottage with Private Beach Access and Newly-Built Indoor Sauna #STRTT-2026-114

Tiny

10% off
Price is CA $489
CA $4,505 total
includes taxes & fees
Cottage with Private Beach Access and Newly-Built Indoor Sauna #STRTT-2026-114

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Find out more about Penetanguishene

Why visit Penetanguishene

  • Stunning natural scenery: Penetanguishene is perfect for outdoor enthusiasts, offering beautiful landscapes and nature reserves for exploration.
  • Charming downtown area: Visitors can enjoy the inviting atmosphere of Queen Street, filled with shops and local eateries.
  • Family-friendly outdoor spaces: The area features numerous parks and recreational areas ideal for family excursions and relaxation.
  • Rich cultural experience: Immerse yourself in the local culture and community, experiencing friendly interactions with residents.
  • Variety of accommodations: Choose from cozy cottages to spacious holiday homes to suit every traveller's needs.

Popular types of accommodation in Penetanguishene

Discover the charm of Penetanguishene with a variety of holiday rental options to suit every traveller's needs. Whether you're seeking a cozy cottage for a family getaway, a modern condo for a romantic retreat, or a spacious private holiday home for a group adventure, there's something for everyone. Explore our selection of Penetanguishene rentals, including apartments and houses for rent, and enjoy a memorable stay in this picturesque Canadian destination.

  • Cottages: Experience the charm of rustic living in cozy cottages nestled near the shores, perfect for a relaxing getaway.
  • Condos: Enjoy modern amenities and stunning views by staying in well-appointed condos that offer both comfort and convenience.
  • Private Holiday Homes: Rent a spacious private home for a home-like atmosphere, ideal for families or groups looking for privacy.
  • Chalets: Embrace the outdoors in charming chalets that blend nature with comfort, perfect for those seeking adventure.
  • Apartments: Choose from a variety of stylish apartments, providing easy access to local attractions and amenities.**

Top attractions in and around Penetanguishene

Penetanguishene is a fantastic destination for outdoor enthusiasts and beach lovers, offering stunning natural scenery and a rich cultural experience. Visitors can explore local attractions such as nature reserves, urban parks, and nearby islands, making it an ideal spot for relaxing and enjoying the great outdoors. Whether you're seeking adventure or a peaceful getaway, Penetanguishene has something for everyone.

  • Discovery Harbour: This historic harbor offers stunning beach views and picturesque scenery, making it a perfect spot for relaxation and exploration. Visitors can immerse themselves in the rich maritime history of the area.
  • Georgian Bay Islands National Park: Located a short distance away, this national park promises adventure with its outdoor activities amidst breathtaking landscapes. Ideal for hiking, kayaking, and enjoying the natural beauty of the Georgian Bay.
  • Awenda Provincial Park: A welcoming reserve known for its friendly atmosphere, Awenda offers various excursions through lush forests and along serene beaches, perfect for nature lovers and families looking to connect with the outdoors.

Things to do recommended for couples

Experience romance in Penetanguishene with a sunset stroll along the waterfront, followed by a cozy dinner at a local bistro. Explore the charming shops downtown or take a scenic boat tour of the stunning Georgian Bay, creating unforgettable memories together.

Things to do recommended for families

Families visiting Penetanguishene can explore the fascinating Discovery Harbour, where history comes alive, and enjoy outdoor fun at the local parks. Don't miss a boat tour on the beautiful Georgian Bay for a scenic family adventure.

Things to do recommended for groups

Groups visiting Penetanguishene can enjoy a scenic boat tour of the local waterways, explore the fascinating Maritime Heritage Museum, and take part in outdoor activities like hiking and cycling along picturesque trails. Don't miss the chance to experience the vibrant local arts and culture scene.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Penetanguishene

If you're planning a trip with friends, family, or pets, or if you're interested in extended stays, be sure to prioritize your preferences when searching. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Penetanguishene with a group: Think about how many bedrooms you'll require, as well as amenities like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Penetanguishene with young kids: Traveling with young kids can present its challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Penetanguishene: For many families, a getaway just isn't the same without their furry companion by their side. If that resonates with you, take a look at Vrbo listings that welcome pets. Most pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that all members of your family feel comfortable and at home.
  • Planning for a long term stay visiting Penetanguishene: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly locate and save on monthly accommodations. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Penetanguishene

Penetanguishene, Ontario, offers a delightful blend of outdoor adventures and scenic beauty, making it a perfect holiday destination. Visitors can explore the charming downtown area, enjoy the inviting atmosphere of Queen Street, and discover various outdoor spaces ideal for family-friendly excursions. With friendly locals and relaxing vibes, this picturesque community promises an unforgettable experience for travellers seeking both adventure and tranquility in this beautiful region of Canada.

  • Midland: Midland is a vibrant city located 3km from Penetanguishene, offering a perfect blend of outdoor adventure and scenic beauty. Visitors are drawn to its stunning waterfront along the bay, where they can enjoy activities like boating and fishing. The area is also known for its ski fields, providing winter sports enthusiasts with excellent slopes. Key attractions include the picturesque local lakes and the modern civic government building, which adds to the city's charm. Midland's accessibility makes it a fantastic spot for day trips, whether you’re looking to explore nature or enjoy urban amenities.
  • Tiny: Situated 10km from Penetanguishene, Tiny is a picturesque city renowned for its beautiful beaches and outdoor recreational opportunities. The stunning scenery attracts nature lovers, while the serene bays provide perfect spots for swimming and picnicking. Tiny boasts a range of recreational areas where families can enjoy hiking, cycling, and other outdoor activities. Visitors can also explore the modern civic government building, which reflects the community's spirit. With its relaxed atmosphere and inviting landscapes, Tiny is a delightful destination for those seeking both relaxation and adventure.
  • Perkinsfield: Perkinsfield is a charming village located 8km from Penetanguishene, making it an ideal spot for families and outdoor enthusiasts. The village offers a wealth of recreational areas and campgrounds, perfect for picnicking and enjoying the great outdoors. Its scenic parks and urban green spaces provide ample opportunities for relaxation and play. The nearby lakes are ideal for water activities, while the village’s ski resort offers winter fun. Perkinsfield's close-knit community vibe enhances its appeal, making it a delightful stop for those looking to connect with nature and enjoy family-friendly activities.

Best time to go to Penetanguishene

If you're planning a trip to Penetanguishene, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January18.5°F (-7.5°C)Light RainVery CloudySlightly LowAverage
February19.0°F (-7.2°C)Light RainMostly CloudyAverageAverage
March28.6°F (-1.9°C)Light RainMostly CloudyAverageAverage
April40.1°F (4.5°C)Light RainMostly CloudyAverageSlightly Low
May53.8°F (12.1°C)Light RainMostly SunnyAverageSlightly Low
June62.1°F (16.7°C)Light RainMostly SunnySlightly HighAverage
July68.0°F (20.0°C)Light RainMostly SunnySlightly HighSlightly High
August66.9°F (19.4°C)Light RainMostly SunnySlightly HighSlightly High
September60.3°F (15.7°C)Light RainMostly SunnyAverageAverage
October48.7°F (9.3°C)Light RainMostly CloudyAverageAverage
November36.7°F (2.6°C)Light RainMostly CloudySlightly LowSlightly Low
December27.0°F (-2.8°C)Light RainMostly CloudySlightly LowSlightly High

Booking with Vrbo is simple

Are you eager to save on your upcoming adventure? Being flexible with your travel dates can lead to great deals, as prices often fluctuate. Additionally, consider booking a longer stay for even more substantial savings. To discover a Vrbo property that suits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform for planning your journeys, allowing you to either start fresh, continue from where you left off, or easily manage your travel arrangements. You can view your saved or booked properties organized under Potential, Upcoming, or Current Trips. To get started with Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

The friendly area of Penetanguishene awaits your stay

The island views and parks provide a pleasant backdrop to your vacation home in Penetanguishene. This welcoming city allures visitors with its boating and restaurants. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Penetanguishene

Are you looking for attractions to see during your stay? Venture out of your vacation home and experience everything that Penetanguishene has to offer. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Elmvale Jungle Zoo (15.8 mi / 25.5 km)
  • Mount St. Louis Moonstone (16.2 mi / 26.1 km)
  • Midland Golf and Country Club (1.7 mi / 2.7 km)
  • Bamboo Spa (2.8 mi / 4.5 km)
  • Brooklea Golf and Country Club (4.4 mi / 7.1 km)
  • Oak Bay Golf Club (9.4 mi / 15.2 km)

Exploring the natural features in Penetanguishene

Whether you're looking for fun outdoor activities or just want to take in the scenery, Penetanguishene is a great place to get out in nature. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Little Lake Park (3.1 mi / 4.9 km)
  • Wye Marsh Wildlife Centre (5.4 mi / 8.7 km)
  • Cawaja Beach (5.8 mi / 9.3 km)
  • Awenda Provincial Park (6.1 mi / 9.9 km)
  • Georgian Bay Islands National Park (7.3 mi / 11.8 km)
  • Six Mile Lake Provincial Park (12.1 mi / 19.4 km)

Traveling to and around Penetanguishene

Fly into Muskoka, ON (YQA), the closest airport, located 33.6 mi (54.1 km) from the city center.

Frequently asked questions

What is the best area to stay in Penetanguishene when booking a vacation rental?
When considering a vacation rental in Penetanguishene, the waterfront area is one of the best choices. This picturesque location offers stunning views of the harbour and provides easy access to various recreational activities. Staying here means you can enjoy leisurely walks along the marina, where you can often see boats coming and going, and take in the charming atmosphere of the town.

Another fantastic neighbourhood to consider is the historic downtown area. This vibrant part of Penetanguishene is home to a selection of shops, cafes, and restaurants, giving visitors a taste of local culture and cuisine. Not far from here, you can explore the fascinating Penetanguishene Museum, which showcases the town's rich history and heritage.

In terms of accommodation, the waterfront area tends to have a variety of properties available, ranging from quaint cottages to modern apartments, allowing visitors to find something that suits their needs.
How much does it cost to rent a vacation home in Penetanguishene?
Prices for vacation rentals in Penetanguishene vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Penetanguishene to more spacious homes.
Are there any discounts for Penetanguishene vacation house rentals?
You can find great discounts on house rentals in Penetanguishene on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Penetanguishene?
For renting a beach house in Penetanguishene, the waterfront area along the shores of Penetanguishene Bay is ideal. This picturesque location offers a variety of vacation homes that provide direct access to sandy beaches, superb for swimming and sunbathing during the warmer months. Many properties here come with amenities such as spacious decks, outdoor dining areas, and fully equipped kitchens, making them suitable for families or groups seeking a comfortable retreat by the water.

Another excellent option is the nearby Tiny Township, which features stunning beaches along the Georgian Bay. Here, you can find charming cottages that often include amenities like private fire pits, BBQ grills, and kayaks for exploring the bay. The serene environment is superb for those looking to unwind while enjoying nature.

Additionally, the area around the Penetanguishene Harbour offers scenic views and a vibrant local atmosphere, with easy access to restaurants and shops. Many rentals in this area are equipped with modern conveniences such as Wi-Fi and laundry facilities, ensuring a straightforward stay.
Where are the best Penetanguishene ski resort rentals?
For ski resort rentals near Penetanguishene, the closest skiing options can be found at the nearby Blue Mountain Resort, located about an hour's drive away. In the Blue Mountain area, travellers can find a variety of rental properties, including chalets and condos that cater to different group sizes. Many of these accommodations offer convenient amenities such as fully equipped kitchens, ski storage, and easy access to the slopes, making them ideal for families and groups looking to enjoy a winter getaway.

In addition to the amenities, many properties in the Blue Mountain region come with features like hot tubs, fireplaces, and spacious living areas, great for relaxing after a day on the mountain. The vibrant village nearby provides dining options, shops, and après-ski activities, ensuring that visitors have plenty to do beyond skiing.

For those who prefer a more tranquil setting, consider rentals in the neighbouring towns of Collingwood or Thornbury, which offer a mix of charming cottages and modern homes. These accommodations often include outdoor spaces, scenic views, and proximity to local amenities, as well as opportunities for winter hiking and snowshoeing in the surrounding areas.
What is the most popular type of vacation rental accomodation in Penetanguishene?
In Penetanguishene, vacation houses are the most popular type of vacation rental, with approximately 18 available throughout the area. These houses typically feature multiple bedrooms, fully equipped kitchens, and spacious living areas, making them ideal for families or larger groups. Many also come with outdoor spaces, such as decks or gardens, superb for enjoying the beautiful surroundings.

Apartments are also a popular choice, with around 15 options scattered across the town. These usually provide a comfortable living space, kitchen facilities, and convenient access to local amenities. Additionally, there are several charming cottages, which offer a more rustic experience, often located closer to the waterfront, allowing guests to immerse themselves in the area's natural beauty.
Are there any family house rentals in Penetanguishene?
In Penetanguishene, Ontario, there are several family-friendly house rentals available, making it an excellent choice for families seeking a memorable getaway. Visitors can find homes located in charming neighbourhoods, often featuring spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces that are great for kids to play or for barbecuing. Many properties also include amenities like Wi-Fi and air conditioning to ensure a comfortable stay.

This quaint town is located near beautiful waterfront areas, providing opportunities for family activities such as swimming, kayaking, and picnicking. Additionally, the nearby Discovery Harbour offers a glimpse into local history, while the scenic trails of the surrounding parks invite families to explore nature together.
Can I find long-stay vacation rentals in Penetanguishene?
A long-stay vacation rental in Penetanguishene is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Penetanguishene?
In Penetanguishene, there are several pet-friendly house rentals available, making it an excellent choice for travellers wishing to bring their furry companions along. The area features charming waterfront properties, often equipped with amenities such as fully equipped kitchens, spacious living rooms, and outdoor spaces where pets can enjoy the fresh air. Many of these rentals are situated near the stunning shores of Penetanguishene Bay, offering picturesque views and easy access to the water.

Additionally, the nearby Awenda Provincial Park provides ample opportunities for outdoor adventures with pets, including hiking trails that wind through beautiful forests and along the coastline. This park is a fantastic spot for exploring nature, and many vacation homes in the area are conveniently located for day trips to the park, ensuring both guests and their pets can enjoy a memorable stay.
Are there any remote work vacation rentals in Penetanguishene?
In Penetanguishene, there are around 36 vacation rentals suitable for remote work. This charming town, located on the shores of Georgian Bay, offers various options that cater to the needs of remote workers. Many properties come equipped with essential amenities such as Wi-Fi, which is often free, desks for a comfortable workspace, and spacious living areas conducive to productivity.

Travellers can expect a mix of modern apartments and traditional cottages, some of which are situated near local attractions, including the historic Penetanguishene Harbour and the nearby Awenda Provincial Park, which offers stunning natural scenery and recreational opportunities. The area also has lovely waterfront views, allowing for a refreshing break during the workday. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Penetanguishene vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Penetanguishene with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Penetanguishene?
In Penetanguishene, popular rental amenities include well-equipped kitchens, allowing guests to prepare meals during their stay. Many properties also feature coffee and tea makers for a convenient morning routine. Onsite parking is commonly available, making it easy for travellers with vehicles. Additionally, several rentals offer decks or patios, providing outdoor spaces to relax and enjoy the surroundings. For those travelling with pets, there are options that permit furry companions, ensuring that everyone in the family can join the vacation.
When is the best time to visit Penetanguishene for a vacation rental?
The best time to visit Penetanguishene for a vacation rental is during the peak summer months of June to August, with July being particularly popular. This vibrant period draws visitors eager to enjoy the warm weather and partake in a variety of outdoor activities. The stunning landscapes and waterfront access make it an ideal setting for kayaking, swimming, and exploring the beautiful parks that dot the area.

During these months, you can expect comfortable temperatures ranging from 15 to 25 degrees Celsius, superb for sightseeing and enjoying the picturesque views of the Georgian Bay. Local events, including festivals and markets, add to the lively option, making it a great time to mingle with fellow travellers and immerse yourself in the community spirit.

If you're looking for a more budget-friendly option, consider visiting in November. This time of year offers a quieter experience, allowing you to appreciate the natural beauty of Penetanguishene without the summer crowds. While temperatures may be cooler, ranging from 0 to 10 degrees Celsius, the peaceful surroundings provide a wonderful opportunity for reflection and exploration at your own pace.

Ultimately, your choice of when to visit will depend on whether you prefer the bustling energy of summer or the tranquil charm of the off-peak months.
How early should I book a Penetanguishene vacation rental?
Book your Penetanguishene vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Penetanguishene?
In Penetanguishene, visitors can experience firsthand the rich maritime history of the area. A standout attraction is the Penetanguishene Museum, where one can explore local exhibits and learn about the town's heritage. The picturesque waterfront along the shores of Penetanguishene Bay offers beautiful views and a lovely promenade for leisurely walks.

Nearby, Discovery Harbour is a historical site featuring reconstructed naval and military buildings from the War of 1812, providing a fascinating insight into the region's past. For nature enthusiasts, the surrounding area boasts scenic parks and trails, such as the Rotary Champlain Wendat Park, ideal for picnicking and enjoying outdoor activities.
Can I change or cancel my Penetanguishene home rental booking on Vrbo?
To find Penetanguishene vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Penetanguishene vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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