
Vacation rentals in Penetanguishene
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Quick stats about vacation rentals in Penetanguishene

Total vacation rentals
Explore 80 vacation rentals in Penetanguishene

Nightly prices starting at
Penetanguishene vacation rentals start at G$8,367 GYD per night before taxes and fees

Verified guest reviews
Over 3,400 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Penetanguishene vacation 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 vacation rentals in Penetanguishene
Guests agree: these stays are highly rated for location, cleanliness, and more.

Georgian Bay Waterfront Cottage with Sandy Beach
Welcome to our waterfront cottage, just 1.5 hours from the GTA! Spacious, newly renovated home with over 100’ of private Georgian Bay sandy beach on a 2 acre lot – perfect for a quiet getaway with the whole family. Enjoy a large deck overlooking the water, balconies with breathtaking waterfront views from 3 of the four bedrooms, inflatable kayak and two paddle boards, portable fire pit, beach chairs and loungers, propane BBQ, two masters with ensuites, a cozy fireplace and even a foosball table.

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.

The Beach House, Georgian Bay, Beach View w/ Sauna
New!! A rare and stunningly designed cabin overlooking a semi-private beach on Georgian Bay. This tranquil 4-bedroom, 2-bathroom retreat is surrounded by trees with breathtaking views of the pristine bay. Every detail has been thoughtfully curated for your ultimate enjoyment. We include all linens, towels, sheets, firewood for in/outdoor fires, olive oil, salt, pepper, a fully equipped kitchen with utensils, PrimeTV, Netflix, Sonos, and more. Additionally, we are taking bookings for 28+ nights.
BeachHospitalityOutdoor spaces

Retro Ranch on West Self checkin, free fast wifi,
Retro Ranch is newly renovated,bright, spacious 4 season magnet for on-the-water or on-the- trail enthusiasts. Everything you need for 1-6 guests. Enhanced cleaning,Free wifi & parking on premises, self check in. Entire place to yourself. Centrally located makes it easy to plan your enjoyable visit. Biking, walking & snowmobile trails are @ the end of our street. Just 5-10 min car ride to Georgian Bay & surrounding towns with beaches, splash pad, boat launches, restaurants shops, culture & more
ComfortConditionCleanliness

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 .

Muskoka Stunning Cottage On Little Lake
Surrounded by Little Lake, this gem provides a relaxing getaway with amazing water views. Spend your days peacefully rowing on the lake or having a picnic on the private beach, and your nights settling by a crackling fire. The home itself is plenty spacious for unwinding and getting a good night's sleep, views all-inclusive. Explore Port Severn Park right next door and play around in the public beach and splash pad. For more adventure, hike the beautiful Georgian Bay Islands National Park.

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.

In Pines •Family-Friendly • Screened Porch • Beach
Escape to In Pines — a bright and spacious retreat nestled in Tiny, LaFontaine, just a 3–4 minute walk to the beautiful sandy beaches of Georgian Bay. Wake up to sunlight streaming through large windows, enjoy peaceful mornings surrounded by nature, and unwind by the fire pit or on the cozy screened porch after a day at the beach. Designed for comfort and connection, this home is perfect for families and groups looking to relax, recharge, and create lasting memories in every season.

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.

Beautiful & spacious all-season waterfront cottage
Unwind with your family and friends at this tranquil retreat. Nestled in a picturesque neighborhood along the shores of Georgian Bay, this accommodation sleeps 8 people. The house includes a washer/dryer, a fully equipped kitchen with a dishwasher, a living and dining area with a fireplace, a pool table, and Wi-Fi. We also offer 3 canoes for you to enjoy canoeing on the beautiful lake and watching the sunrise/sunset.
AccuracyBeach

House on the Hill, HotTub, Relaxation, Bike Trails
Experience the perfect blend of historic charm and modern comfort in this century home. Bask in the refreshing breeze from Georgian Bay and enjoy the tranquility it brings. Explore nearby downtown shops, take advantage of the Trans Canada Trail for walking, running or biking, and discover a variety of local attractions just minutes away.
Popular amenities for Penetanguishene vacation rentals
Other great vacation rentals in Penetanguishene

Hillside Studio • Midland • Cozy Fall Escape

Welcoming Waterfront Cottage

Bayside Serenity | Parking | Midland Cottage
LocationHospitalityHiking

Chateau Champlain Cottage

Georgian Bay Waterfront Retreat

Steps From the Beach and Hiking Trails!

Cottage in Tiny. License #. STRTT-2026-012

Lakeside Stunning Cottage - Private Beach - New
When is the best time to visit Penetanguishene?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$24,682 GYD | G$23,218 GYD | G$20,080 GYD | G$20,708 GYD | G$27,820 GYD | G$30,121 GYD | G$33,886 GYD | G$34,095 GYD | G$28,447 GYD | G$25,937 GYD | G$22,172 GYD | G$25,310 GYD |
| 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 |
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.
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- Blue Mountain Village
- Wasaga Beach Area
- Torrance Barrens Dark Sky Conservation Area
- Mount St. Louis Moonstone
- 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
- Centennial Beach
- Wye Marsh Wildlife Centre
- Sunset Point Park
- Cobble Beach Golf Resort Community
- Innisfil Beach Park
- Couchiching Beach Park
- Burl's Creek Event Grounds
- Kee To Bala
- Craigleith Provincial Park
- South Muskoka Curling and Golf Club





