
House holiday rentals in Penetanguishene
Find and book unique houses on Airbnb
Quick stats about house rentals in Penetanguishene

Total holiday rentals
Explore 20 holiday rentals in Penetanguishene

Nightly prices starting at
Penetanguishene holiday rentals start at $100 AUD per night before taxes and fees

Verified guest reviews
Over 720 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Penetanguishene holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Penetanguishene rentals

4.9 Average rating
Penetanguishene stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Penetanguishene
Guests agree: These houses are highly rated for location, cleanliness and more.

Beach House Hideaway by Post Office Motel *HOT TUB
This beach house was designed with relaxation and the enjoyment of togetherness in mind. Let your worries melt away as you slip into the warmth of this water side hot tub featuring stunning view across Georgian Bay and up the mountain side, as fresh snow falls around you. The open concept design makes this the perfect place to gather with family and friends w/ walkout waterfront patio and dock access for swimming. 2 min to downtown Meaford, 20 min to Blue Mtn, 1.5 hrs to Tobermory. Hiking Trails
FamilyValueAccuracy

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.
LocationFamilyAccuracy

River's End: Explore the river by kayak or canoe!
Welcome to River's End. Take a break and unwind at this peaceful oasis—697 ft of waterfront on a river leading to Little Lake of Gloucester Pool. Here, nature will envelop you on almost 3 acres of mixed landscape. Play soccer or volleyball on the upper level, and drink your coffee each morning from the deck or the riverside dock: canoe, kayak, standup paddle board to Little Lake for hours of exploring. River's End will heal what ails you. This gem of a family experience is just a click away.
LocationFamilyOutdoor spaces

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.
ValueFamilyLaundry

Luxury Guest House with Private Hot Tub and Trails
Equipped with a 4 person Hot Tub and 60 acres of Private Trails, you're sure to find tranquility in our unique Guest House. And if you're feeling more adventerous, there's lots to do in the area. From Tree Top Treking to Golfing, and Skiing in the winter of course, Oro-Medonte is truly a four season destination that is sure to capture your heart. We are pet friendly! We allow up to three pets total. It’s $50 per pet, we charge for 3 pets upfront. Rebates are issued accordingly.
LocationFamilyHot tub

Ski, Swim, Soak, Boat & Golf
Renovated 2 storey cottage overlooking beautiful Orr Lake. Ski at Mt. St. Louis Moonstone or Horseshoe Valley. Both 13 minutes away. A heated swimming pool in the summer and a hot tub all year. Canoeing, kayaking, paddle boarding or golfing across the street. Fully equipped kitchen. Livingroom includes an overhead projector, plus as a second floor Family room with a Wet Bar. 5 bedrooms, 7 beds, & 3 Baths. Max occupancy: 10 adults or 12 including children under 13. Parking for 5 cars.
ValueFamilyPool

Cozy Lakeside Cottage on Lake Scugog
WELCOME TO OUR COZY ALL SEASONS COTTAGE! Private lakefront cottage (north shore of Lake Scugog) 2 bedrooms (1 queen, 1 full/double), 2 bathrooms, large bright sunroom with sleeper sectional. Large newly renovated deck. Beautiful lake view, large private dock, water facing deck with bbq, huge yard for games, bon fires and more. Located approx. 1.5 hours from Toronto, this cottage is the perfect place for couples, families or friends to escape the hustle and bustle, relax and unwind.
ValueLocationPets

Lakefront Cabin - Hot Tub/Hiking/22 acres.
Enjoy complete privacy on 22 acres in Muskoka at our lakefront cottage, with no neighbours in sight. The design features a spacious open-concept layout—perfect for families, friends, or couples’ getaways. Highlights include: Cedar hot tub Trails Kayak, canoe, and paddleboard Ping pong Fooseball Dock 2 smart TVs Starlink internet (100-200mbps) Board games Well-stocked kitchen 2 living areas Child-friendly amenities Gym area 450ft of water frontage 15-20min to Parry Sound Snowshoes
FamilyLocationAccess

Waterfront Home, City/Sunset View & Steps to Beach
Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay views w/summer sunsets+sunrise. Steps to Minet's Point beach & park. 4 proper bdrms & 2 pull out couches(Queen & Twin) 3 full bthrms + sauna, over 2400+sqft. Prking for 3 cars, additnal prking available via lot beside. Gas BBQ, fire pit, 2x gas FP, fast Wifi & 77" TV, wshr/dryr. 48amp EV pwr. Minutes to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing
FamilyValueTV

River Luxury Muskoka 6BR 5BA w/ Hottub, Wifi 200mb+
Beautiful brand new home boasting 6 bedrooms and 5 bathrooms right in the heart of Bracebridge along the Muskoka river. Enjoy the water on the private dock, fish, go for a paddle, or swim over to the sandy beach across the river. Short walk to Wilson’s falls hiking trail and waterfall. Short bike ride/drive to downtown to explore the shops and local life. Close to Santa’s village, excellent restaurants, cute shops, brewery’s and much more. The home sleeps 12 comfortably.
FamilyValueGetting around

Wolegib Muskoka | Hot Tub | Beach | Swimming
Welcome to our private, modern Scandinavian-style cottage, set on 3 acres of pristine land with conservation property across the water, ensuring ultimate privacy and tranquility. The cottage boasts floor-to-ceiling windows that invite natural light and offer stunning views of the Muskoka River and surrounding nature. Just 40 steps from the front door, you'll find a private beach and dock, offering calm, clear waters perfect for swimming—ideal for families with children.
LocationFamilyBeach

Welcoming Waterfront Cottage
Cozy yet stylish waterfront gem hidden in friendly Victoria Harbour minutes of driving from Midland, featuring spacious comfortable rooms, sandy beach with a dock for fun in the water, enclosed backyard great for the families with small children, an open concept main floor transitioning to the deck with stunning water views, and plenty of parking space - all in a peaceful neighborhood with a boat launching spot nearby, marina & local shops within walking distance.
LocationFamilyBeach
Popular amenities for Penetanguishene house rentals
House rentals with a pool

Cozy Corner Townhome | Shuttle + Patio + Pool
ValueLocationComfort

Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games
ValueLocationQuiet

2 Bd Boardwalk Condo Patio Oasis
FamilyLocationWalkability

King Bed, Pool, Gym, Ravine View, Your Getaway!
FamilyLocationAccess

Blue Mtn Retreat w Summer Pool, XBox, Free Shuttle
LocationFamilyCheckout

Home away from home with a hot tub and pool
LocationFamilySkiing

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts
FamilyLocationAccuracy

Serene mountainside home with View/Shuttle Bus
LocationFamilyOutdoor spaces
Weekly house rentals

Muskoka Waterfront Cottage | Canoes, FirePit & BBQ
FamilyLocationBackyard

Cozy Cottage with Private Beach Access
LocationFamilyWi-Fi

The Midland Nest | Cozy 2BR Walkout Suite
FamilyComfortAmenities

[Casa Luna] Chic Lakehouse | BBQ | HotTub | LakeViews
LocationFamilySkiing

Paradise Point Steps from Georgian Bay Great WIFI
FamilyLocationIndoor spaces

Life is Better at the Cottage
FamilyLocationCleanliness

Home Grandview
FamilyLocationEV charging

Luxe Modern Retreat - Theatre, Hot Tub and Bar
FamilyCleanlinessIndoor spaces
Private house rentals

Spacious Luxury Home Near Beach | 4BR Modern Stay
FamilyBathroomComfort

Gleaming Family Friendly Vacation Home Near Beach
ValueLocationKitchen

Entire Luxury Townhouse | Barrie Hideaway
LocationFamilyIndoor spaces

Renovated 3-BR Home Near Old Baldy | BBQ & Hot Tub
ValueFamilyCondition

Fireside Haven Chalet
LocationValueAccuracy

Sunrise
LocationFamilyKitchen

Horseshoe Valley Home
LocationValueSkiing

Tiny Beaches Getaway
LocationFamilyBeach
Destinations to explore
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- Rentals with a patio Penetanguishene
- Rentals with a kayak Penetanguishene
- Cottage rentals Penetanguishene
- Family-friendly rentals Penetanguishene
- Pet-friendly rentals Penetanguishene
- Rentals with a washing machine and dryer Penetanguishene
- Rentals with lake access Penetanguishene
- Rentals with beach access Penetanguishene
- Waterfront rentals Penetanguishene
- Beachfront rentals Penetanguishene
- Rentals with a fire pit Penetanguishene
- Rentals with outdoor seating Penetanguishene
- Apartment rentals Penetanguishene
- Rentals with a fireplace Penetanguishene
- House rentals Simcoe County
- House rentals Ontario
- House rentals Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Torrance Barrens Dark Sky Conservation Area
- Wasaga Beach Area
- Devil's Glen Country Club
- Awenda Provincial Park
- Scandinave Spa Blue Mountain
- Burl's Creek Event Grounds
- Georgian Bay Islands National Park
- Kee To Bala
- Casino Rama Resort
- Cobble Beach Golf Resort Community
- Menominee Lake
- Wye Marsh Wildlife Centre
- Taboo Muskoka Resort & Golf
- Centennial Beach
- Bass Lake Provincial Park
- Three Mile Lake
- Sunset Point Park
- Couchiching Beach Park
- Innisfil Beach Park





