Penetanguishene holiday rentals

We found 238 holiday rentals — enter your dates for availability
Discover a selection of 9 homes and other holiday rentals in Penetanguishene that are perfect for your trip. Holiday homes provide the amenities that you need and want for your family, friends or furry companion, such as a hot tub and a washer and dryer. At the end of the day, you'll be able to choose a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Penetanguishene

Showing deals for:18 Dec - 25 Dec

Property grounds
Private kitchen
Living area
Room
Exceptional
(11 reviews)

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

Tiny

8% off
AU$4,529
for 7 nights, 1 cottage
AU$647 per night
includes taxes & fees
Cottage with Private Beach Access and Newly-Built Indoor Sauna #STRTT-2026-114
Private kitchen
Terrace/patio
Dining
Living area
Exceptional
(12 reviews)

Driftaway Lakehouse - Georgian Bay Island Escape! Optional Pontoon Rental

Georgian Bay

8% off
AU$12,486
for 7 nights, 1 cottage
AU$1,784 per night
includes taxes & fees
Driftaway Lakehouse - Georgian Bay Island Escape! Optional Pontoon Rental
Property grounds
Property grounds
Living area
Dining
Exceptional
(9 reviews)

Muskoka Honey Harbour Private Lake Front with Hot Tub!

Georgian Bay

8% off
AU$3,948
for 7 nights, 1 cottage
AU$564 per night
includes taxes & fees
Muskoka Honey Harbour Private Lake Front with Hot Tub!
Exterior
Exterior
Property grounds
Private kitchen
Excellent
(15 reviews)

Luxury Muskoka Waterfront Villa Pool, Hot Tub & Sunset Views

Georgian Bay

8% off
AU$27,981
for 7 nights, 1 home
AU$3,997 per night
includes taxes & fees
Luxury Muskoka Waterfront Villa Pool, Hot Tub & Sunset Views
Interior
Exterior
Private kitchen
Interior
Exceptional
(6 reviews)

Victoria Harbour Cottages Queen Bed Chalet

Tay

8% off
AU$1,723
for 7 nights, 1 cottage
AU$246 per night
includes taxes & fees
Victoria Harbour Cottages Queen Bed Chalet
Living area
Beach
Exterior
Private kitchen
Excellent
(15 reviews)

Cottage tiny heaven.

Tiny

12% off
AU$8,925
for 7 nights, 1 home
AU$1,275 per night
includes taxes & fees
Cottage tiny heaven.
Kitchen with eat in/bar area.
Terrace/patio
Interior
sauna
Exceptional
(21 reviews)

Georgian Bay Cottage- Hot Tub/Sauna/Trail/Run/Bike/Swim//Marina!

Tay

8% off
AU$3,038
for 7 nights, 1 home
AU$434 per night
includes taxes & fees
Georgian Bay Cottage- Hot Tub/Sauna/Trail/Run/Bike/Swim//Marina!
Marina
Exterior
Children’s area
Property grounds
Wonderful
(29 reviews)

Waterfront Cottage with Hot Tub

Severn

7% off
AU$2,205
for 7 nights, 1 cottage
AU$315 per night
includes taxes & fees
Waterfront Cottage with Hot Tub

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

The friendly area of Penetanguishene awaits your stay

The island views and parks provide a pleasant backdrop to your holiday home in Penetanguishene. This welcoming city attracts visitors thanks to its boating and restaurants. If you're looking for accommodation options with space to entertain friends and family, HomeAway 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

Do you want to discover attractions to visit while you're in the area? Venture out of your cosy holiday rental and experience everything that Penetanguishene has to offer. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Oak Bay Golf Club (9.4 mi / 15.2 km)
  • Brooklea Golf and Country Club (4.4 mi / 7.1 km)

Exploring the natural features in Penetanguishene

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Penetanguishene is a great place to spend some time outside. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Little Lake Park (3.1 mi / 4.9 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)
  • Six Mile Lake (14.5 mi / 23.4 km)

Travelling to and around Penetanguishene

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

Frequently asked questions

What is the best area to stay in Penetanguishene when booking a holiday rental?
When considering a holiday 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.
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 holiday 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 holiday rental accomodation in Penetanguishene?
In Penetanguishene, holiday houses are the most popular type of holiday 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.
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 holiday 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 holiday rentals in Penetanguishene?
In Penetanguishene, there are around 36 holiday 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 Stayz.
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 holiday.
When is the best time to visit Penetanguishene for a holiday rental?
The best time to visit Penetanguishene for a holiday 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.
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.
Are all fees included in the Penetanguishene holiday homes prices shown on Stayz?
Stayz 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.
Are there any Penetanguishene holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Penetanguishene holiday homes?
You can find great discounts on holiday homes in Penetanguishene on Stayz, 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.
Can I change or cancel my Penetanguishene holiday home booking on Stayz?
To find Penetanguishene holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Penetanguishene?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Penetanguishene holiday home?
Book your Penetanguishene holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Penetanguishene?
Prices for holiday homes 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. Stayz offers something for every taste and budget, from affordable homes in Penetanguishene to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 as applicable. 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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