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

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.

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 .

Saltbox by the Bay | Views, Bikes, Vetta Spa
*MAY AVAILS* *GUEST BIKES* Welcome to Saltbox by the Bay, a cozy vintage cottage with luxe amenities & beautiful views. Perfect as a couples getaway, small family/friends vacation or solo retreat. Ease into slow living with indoor or outdoor fires, cook your favourite meals, play boardgames & albums, as you watch birds & sunsets over the bay. Enjoy nearby excursions: walk or bike the Tay Shore Trail, visit Quayle's Brewery, Vetta Nordic Spa & explore charming towns around Georgian Bay.

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.

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.

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.

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 holiday rentals
Stay near Penetanguishene's top sights
Other great holiday rentals in Penetanguishene

Beautiful Luxury Lake Front Cottage Georgian Bay.

Sunset Shores, Port Severn

The Point at Six Mile Lake

Lakefront A-Frame in Muskoka | Sauna & Hot Tub

Lakeside Stunning Cottage - Private Beach - New

Cozy Cottage with Private Beach Access

Guest suite near the lake

Georgian Bay Waterfront Cottage HotTub King Bed
When is the best time to visit Penetanguishene?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $151 SGD | $142 SGD | $123 SGD | $165 SGD | $185 SGD | $168 SGD | $207 SGD | $208 SGD | $174 SGD | $158 SGD | $135 SGD | $154 SGD |
| 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 apartment rentals in Penetanguishene have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Penetanguishene. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Penetanguishene have a kitchen?
Absolutely! We offer over 10 apartment 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 a kitchen, over 20 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 $51 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
70 of Penetanguishene holiday rentals include wifi 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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- Rentals with lake access Penetanguishene
- Pet-friendly rentals Penetanguishene
- Rentals with a patio Penetanguishene
- Rentals with beach access Penetanguishene
- Beachfront rentals Penetanguishene
- Rentals with a firepit Penetanguishene
- Rentals with a fireplace Penetanguishene
- Family-friendly rentals Penetanguishene
- Rentals with a kayak Penetanguishene
- Rentals with a washing machine and dryer Penetanguishene
- Flat rentals Penetanguishene
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- Waterfront rentals Penetanguishene
- House rentals Penetanguishene
- Rentals with outdoor seating 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
- Georgian Bay Islands National Park
- Cobble Beach Golf Resort Community
- Scandinave Spa Blue Mountain
- Three Mile Lake
- Torrance Barrens Dark Sky Conservation Area
- Burl's Creek Event Grounds
- Kee To Bala
- Menominee Lake
- Wye Marsh Wildlife Centre
- Wasaga Beach Area
- Awenda Provincial Park
- Centennial Beach
- Casino Rama Resort
- Bass Lake Provincial Park
- Sunset Point Park
- Innisfil Beach Park
- Couchiching Beach Park
- South Muskoka Curling and Golf Club





