
Vacation rentals in Penetanguishene
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Top-rated vacation rentals in Penetanguishene
Guests agree: these stays are highly rated for location, cleanliness, and more.

Four season glamping dome under the stars
Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

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.

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.

Loft By The Bay
Welcome to our charming second storey apartment in downtown Midland, Ontario. This cozy space features a bedroom, office with futon, full kitchen, bathroom, laundry, and a bright open concept living area. Enjoy easy access to local shops, restaurants, and attractions. Explore the picturesque waterfront and nearby hiking trails. Retreat to this comfortable and inviting apartment after a day of work or play. Book your stay today for a convenient, comfortable, and memorable experience in Midland.

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.

Saltbox by the Bay | 4-Seasons | Bikes | Vetta Spa
*GUEST BIKES AVAILABLE* Welcome to Saltbox by the Bay, your 4-season escape. Perfect for couples, a small family/friends getaway or solo retreat. This vintage cottage has been reimagined with luxe amenities & cozy vibes. Play boardgames & classic albums, as you watch sunsets over the bay. Experience cottage country, year round. Walk or bike the Tay Shore Trail, visit Quayle's Brewery, pamper yourself at Vetta Nordic Spa, enjoy some glow-in-the dark bowling & explore charming nearby towns.

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 .

Perch by the Bay - Downtown Midland / Private Loft
Welcome to Perch By The Bay, a stylish retreat in downtown Midland. Park for free and walk to Midland Harbour, shops, restaurants, cafe's and waterfront trail. Enjoy festivals, theatre, artisan markets, and great dining nearby. Local sights, include Vetta Nordic Spa, Multicultural Centre, Horseshoe, Moonstone, Saint Marie, King's Wharf & Discovery Harbour. Traveling with others? Our sister Airbnb, Nest By The Bay, is a 2 bedroom private loft at the rear of this building.

Sunset Beach Cottage
Part log treehouse, part beach house and 100% of what you need to enjoy a peaceful getaway only 1.5 hours from Toronto! Walk up the private staircase and pause to enjoy the spectacular treetop and waterfront views from your own wraparound deck before entering your 900 sq. ft. oasis. Enjoy access to your own lawn, picnic table and beach* area and all that Georgian Bay and the area has to offer. *water levels fluctuate Insta: sunset_beach_cottage_canada

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.

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.
Popular amenities for Penetanguishene vacation rentals
Stay near Penetanguishene's top sights
Other great vacation rentals in Penetanguishene

[The Noir]A Truly Unique A-Frame

Our vacation home. Fully equipped. Pool. Fire Pit.

Lakeside Stunning Cottage - Private Beach - New

Tiny Home 'The Rest'

Tiny Home Farm Stay

The Beach House, Georgian Bay, Beach View w/ Sauna

Windfall Cottage On Little Lake

Hidden Gem
When is the best time to visit Penetanguishene?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$22,593 GYD | G$21,966 GYD | G$22,384 GYD | G$26,986 GYD | G$30,333 GYD | G$27,614 GYD | G$33,890 GYD | G$34,099 GYD | G$28,451 GYD | G$25,940 GYD | G$22,175 GYD | G$25,313 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
Are there family-friendly vacation rentals in Penetanguishene?
Penetanguishene has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Penetanguishene?
Experience the best of Penetanguishene with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Penetanguishene?
Four-legged friends are welcome in Penetanguishene. Choose from more than 40 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Penetanguishene?
Yes! Work meets play with ease at over 30 vacation rentals in Penetanguishene featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Penetanguishene vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Penetanguishene, available on Airbnb. Make a splash and soak up the sun in style!
Do cottage rentals in Penetanguishene have air conditioning?
Absolutely! We offer over 20 cottage rentals with air conditioning in Penetanguishene. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Penetanguishene have a kitchen?
Absolutely! We offer over 20 cottage rentals with a kitchen in Penetanguishene. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Penetanguishene have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Penetanguishene. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Penetanguishene have free parking?
Absolutely! We offer over 20 house rentals with free parking in Penetanguishene. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Penetanguishene?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with free parking, over 20 homes with wifi, over 10 homes with air conditioning, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
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$8,368 GYD per night before taxes and fees

Verified guest reviews
Over 3,340 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 40 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!
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- Pet-friendly rentals Penetanguishene
- Rentals with a patio Penetanguishene
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- Rentals with a fire pit Penetanguishene
- Rentals with a fireplace Penetanguishene
- Cottage rentals Penetanguishene
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- House rentals Penetanguishene
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- Rentals with a washer and dryer Penetanguishene
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- Family-friendly rentals Penetanguishene
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- The Ridge at Manitou Golf Club
- Three Mile Lake
- Georgian Bay Islands National Park
- Scandinave Spa Blue Mountain
- Torrance Barrens Dark Sky Conservation Area
- Taboo Muskoka Resort & Golf
- Kee To Bala
- Burl's Creek Event Grounds
- Casino Rama Resort
- Menominee Lake
- Awenda Provincial Park
- Wasaga Beach Area
- Wye Marsh Wildlife Centre
- Bass Lake Provincial Park
- Innisfil Beach Park
- Sunset Point Park
- Killbear Provincial Park
- Centennial Beach





