
Waterfront holiday rentals in Penetanguishene
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Penetanguishene
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

Fire & Ice Spa w/ Private Sauna!
Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh and unwind in your very own private spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! Make Fire & Ice your next vacation destination and reconnect in a most romantic, relaxing suite!

Cozy Muskoka River Cottage - Canoe, BBQ, Fire Pit
Retreat in the heart of Muskoka, come enjoy the sparkling calm of Muskoka River. Inside offers an open concept kitchen, living and dining area and two bedrooms facing a forested backyard with a walk-out deck. Fire up the BBQ on the front patio or toast marshmallows by the river at your new waterside oasis. ☃️❄️ From ice skating trails, winter fests and tubing to dog sledding, snowshoeing and sleigh rides — winter at the cottage is exciting, tranquil and beautiful. Ask us for recommendations!

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.

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.

Tiny Luxury Cottage with Hot Tub
This tiny luxury 2 bedroom cottage with loft is perfect for a romantic couple or small family getaway. Nestled on 1.5 acres among majestic trees and granite outcrops, creates beautiful views from the deck with BBQ, fire pit, hot tub or massive windows throughout the cottage. Water dam and river across the road create relaxing waterfall sounds that are heard from deck or enjoy it close up from the private shoreline deck and dock. Explore the Muskoka River on the kayak, SUP or river tubes.

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.

Georgian Bay Paradise
Enjoy a relaxing vacation away from the hustle & bustle in this delightful 3 bedroom waterfront cottage. Just 90 minutes north of Toronto, this newly-renovated, gorgeous retreat is right on Georgian Bay, one of the world's most sought after destinations. Revel in breathtaking views, amazing sunsets and the privacy of numerous cedars. You will love the sun, sand, rock and waves which will captivate you. Access your own deck, lawn, and beach as well as many fun winter activities.

Bunkie On The River
Welcome to our four season bunkie retreat on the river. Leave the world behind and seek comfort and peace at Riverside Ranch. Imagine starting your day reconnecting with nature amidst wooded walking trails. Along your walk you see geese swimming in the river, goats exploring the woods, and Highland cattle grazing in the pasture. Upon return, you open the door to the crackle & pop of a toasty wood burning sauna, followed by an icy cold plunge in the river. *No air-conditioning*

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

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.

GATED RESORT COTTAGE
[CLICK SHOW MORE FOR IMPORTANT INFO] Sought-after cottage located in the gated Wasaga Country Life resort; professionally managed year-round by Parkbridge. A short walk from the beach with full access to resort amenities including; indoor/outdoor swimming pools, private trails, playgrounds, mini golf, sports fields and many more professionally managed facilities. View the "Where you'll be" section below for a full list of amenities.

D O C K | NEW Modern Muskoka Waterfront 2+1 bed
Enjoy the picture-perfect sights of Muskoka only two hours from downtown Toronto. Kayak on the Muskoka river, enjoy dinner on the oversized back deck, watch sunsets & stars, and roast marshmallows by the fire. This stunning two bedroom cottage is equipped with a fully modern interior. Keep warm by the beautiful Norwegian gas fireplace in the winter; stay cool with refreshing AC in the warmer months. DOCK has it all.
Popular amenities for waterfront rentals in Penetanguishene
Waterfront apartment rentals

Beautiful Riverside Country Apartment

Lakeside Inn Cabin Apartment #2

1BR Friday Harbour Retreat | Balcony + Pool Access

The Muskoka River Chalet - The King's Den

Trendy 1 Bdrm w/Pool & Hot Tub View

2 Bedroom AirBnB @ Friday Harbour Resort

Cabin A in Wymbolwood Lodge

Welcome to waterfront paradise on Georgian Bay
Waterfront house rentals

Welcoming Waterfront Cottage

River's End: Explore the river by kayak or canoe!

*Muskoka Waterfront*

River Luxe Muskoka 6BR 5BA w/ Hottub, Wifi 200mb+

Waterfront Cottage Over-the-Water view w BBQ& Wifi

Georgian Bay Water/Beach front Cottage

King Bed Farmhouse- w/ Fire-pit, 75" TV, Ping Pong

Waterfront Cottage in Gravenhurst, Muskoka
Waterfront apartment rentals

Cozy Stays – Your Winter Getaway at Friday Harbour

2BR Getaway at Friday Harbour All Season Resort

Stunning 1BR w Pool ~ Free Parking & Self Check-In

Stylish getaway condo, resort living

Designer Condo with beautiful harbour view.

Friday Harbour Luxury Condo Escape, Sleeps 4

Resort Condo in Friday Harbour

Marina view at Friday Harbour 2bd/2bth Pool option
When is the best time to visit Penetanguishene?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $163 SGD | $158 SGD | $201 SGD | $195 SGD | $266 SGD | $325 SGD | $319 SGD | $288 SGD | $278 SGD | $259 SGD | $186 SGD | $205 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 |
Quick stats about waterfront rentals in Penetanguishene

Total holiday rentals
Explore 30 holiday rentals in Penetanguishene

Nightly prices starting at
Penetanguishene holiday rentals start at $76 SGD per night before taxes and fees

Verified guest reviews
Over 1,150 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
20 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!
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Grand River Holiday rentals
- Northeast Ohio Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Erie Canal Holiday rentals
- Laurentides Holiday rentals
- Detroit Holiday rentals
- Mont-Tremblant Holiday rentals
- Pet-friendly rentals Penetanguishene
- Rentals with a firepit Penetanguishene
- Rentals with a washing machine and dryer Penetanguishene
- Rentals with a patio Penetanguishene
- Rentals with lake access Penetanguishene
- Rentals with a kayak Penetanguishene
- Cottage rentals Penetanguishene
- Rentals with beach access Penetanguishene
- House rentals Penetanguishene
- Rentals with a fireplace Penetanguishene
- Family-friendly rentals Penetanguishene
- Flat rentals Penetanguishene
- Beachfront rentals Penetanguishene
- Rentals with outdoor seating Penetanguishene
- Waterfront rentals Simcoe County
- Waterfront rentals Ontario
- Waterfront rentals Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Wasaga Beach Area
- 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
- Kee To Bala
- Torrance Barrens Dark Sky Conservation Area
- Taboo Muskoka Resort & Golf
- Burl's Creek Event Grounds
- Innisfil Beach Park
- Bass Lake Provincial Park
- Awenda Provincial Park
- Casino Rama Resort
- Wye Marsh Wildlife Centre
- Menominee Lake
- Orillia Opera House
- Centennial Beach
- Couchiching Beach Park




