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

Total vacation rentals
Explore 10 vacation rentals in Penetanguishene

Nightly prices starting at
Penetanguishene vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

Verified guest reviews
Over 510 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Penetanguishene vacation 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.

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.
ValueFamilyBiking
4.97 out of 5 average rating, 178 reviews
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.
ValueFamilyKitchen
4.97 out of 5 average rating, 64 reviews
The Boutique Retreat
Steps to the longest and best fresh water beach in the world and just an hour outside Toronto, The Boutique Retreat is a must stay! Gorgeous designer house with everything you could ask for-comfy beds, great coffee maker, big TV and fully equipped kitchen. Imagine the best retreat ever- huge hot tub, amazing sauna, bonfire lounges ,cold plunge pool, Pinterestable Silo Lounge , French country Bbq area plus more . This is place is the coolest ever and just waiting for you and your friends!
ValueFamilyIndoor spaces
4.93 out of 5 average rating, 99 reviews
Waterfront Cottage Over-the-Water view w BBQ& Wifi
Our cottage backs directly onto lake Simcoe with a view overlooking the water reminiscent of a four season water villa bungalow. Enjoy the entire house with your family and friends and be captivated by nature's beauty as the sun sets behind the treeline across the lake. Easy access to lake Couchiching for fishing in the summer and ice fishing in the winter, 30 mins to Mount St. Louis for skiing and snowboarding, 30 mins to Vetta Nordic Spa and Casino Rama is only a 10 minute drive away!
LocationValueShared spaces
4.83 out of 5 average rating, 320 reviews
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.
FamilyLocationOutdoor spaces
4.85 out of 5 average rating, 113 reviews
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.
FamilyLocationBackyard
4.85 out of 5 average rating, 159 reviews
Waterfront Boutique Cottage Getaway
Welcome to your cozy and relaxing cottage getaway in Muskoka. Situated on the serene waters of Bass Lake, explore the nearby town of Port Carling - known for its Snowmobiling Trails, Charming Shops, Restaurants, and stunning Lakeside View. A short walk to Bass Lake Roadhouse Restaurant. This home is surrounded by lush trees and stunning views of the water, it is the perfect blend of rustic charm and modern amenities to make your stay comfortable and enjoyable all year round.
FamilyValueWifi
4.89 out of 5 average rating, 159 reviews
Casa ~ Pool ~ Fire Pit ~ BBQ
Relax with the whole family at our peaceful forest estate. Mother nature is your only neighbour and she comes right to your doorstep to welcome you. Enjoy the peaceful serenity of the forest that surrounds you. Enjoy our pool, nearby ATV trails, and all the activities Orillia has to offer. Guest access You'll have access to the entire property. The backyard is completely private, with zero light pollution, so please enjoy the stars and the peace and calm of nature.
ValueFamilyCheck-in
4.77 out of 5 average rating, 106 reviews
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.
FamilyLocationHeating
4.95 out of 5 average rating, 41 reviews
Breathtaking 5 bedroom Waterfront Home W/ Hot Tub!
Stunning five-bedroom waterfront home on Georgian Bay! Located in a quiet area with stunning views and amazing sunsets! In the summer, the lake is perfect for swimming, kayaking, paddle boarding or fishing! Just bring water shoes as there are some rocks and zebra muscles. Equipped with a hot tub overlooking the lake, this five-bedroom waterfront home is perfect for a summer or winter getaway! *Please note this cottage is Pet Free.
FamilyLocationAccess
4.92 out of 5 average rating, 125 reviews
100% Private 1-Bdrm+Fireplace. Quiet+comfortable.
Welcome to our fully licensed, renovated unit, nestled on a quiet, residential street. This bright, 100% PRIVATE basement unit offers the perfect blend of comfort and convenience. Stylishly decorated, it combines contemporary style with warm home comforts. Expect a tranquil haven where you can relax and unwind, but still remain close to the action. We're a 5-minute drive to downtown & a 10-minute drive to Blue Mountain.
ValueFamilyParking
4.95 out of 5 average rating, 223 reviews
HotTub PoolTable Poker BBQ 10MinsToLakeSimcoe Luxe
Welcome to Prima, a thoughtfully curated 6-bedroom luxury escape built for entertaining and relaxing. Unwind in the private hot tub, fire up the BBQ, play pool or poker, enjoy games, immersive sound and a 75" Smart TV, or cook in the gourmet kitchen beneath soaring 10' ceilings. Minutes from restaurants, shopping, golf, Lake Simcoe and beach access, plus just 25 mins from Snow Valley and Horseshoe Valley Resort.
FamilyLocationAmenities
4.96 out of 5 average rating, 113 reviewsPopular amenities for Penetanguishene house rentals
House rentals with a pool

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts
ValueFamilyBackyard
4.9 out of 5 average rating, 145 reviews
Large 4 Br - 4.5 Bathroom: 2 King beds/Sauna/games
LocationFamilyParks
4.84 out of 5 average rating, 293 reviews
Serene mountainside home with View/Shuttle Bus
FamilyLocationAmenities
4.93 out of 5 average rating, 250 reviews
Rivergrass Oasis | Walk-Shuttle to Blue | Pool
LocationFamilyCleanliness
4.86 out of 5 average rating, 133 reviews
Blue Mountain Village Townhome 4 Bedroom w Shuttle
ValueFamilyGetting around
4.82 out of 5 average rating, 130 reviews
The Castle
FamilyValueSkiing
4.88 out of 5 average rating, 104 reviews
Blue Mtn Retreat w Summer Pool, XBox, Free Shuttle
FamilyValueHospitality
4.87 out of 5 average rating, 152 reviews
Cozy Corner Townhome | Shuttle to Blue Mountain
FamilyLocationBathroom
4.83 out of 5 average rating, 121 reviewsWeekly house rentals

Modern Beach House on Georgian Bay STRTT-2026-089
FamilyLocationIndoor spaces
4.93 out of 5 average rating, 69 reviews
Steps From the Beach and Hiking Trails!
FamilyLocationView
4.97 out of 5 average rating, 66 reviews
Retro Ranch on West Self checkin, free fast wifi,
LocationValueHeating
4.95 out of 5 average rating, 86 reviews
Home Grandview
ValueLocationCondition
4.97 out of 5 average rating, 35 reviews
The Midland Nest | A Stylish Home Away From Home
LocationValueSleep quality
4.93 out of 5 average rating, 27 reviews
Royal Beach Lake House & Spa w/ Hot Tub & Sauna
LocationFamilyAccess
4.98 out of 5 average rating, 46 reviews
Close to Hospital and school 4 bedroom bungalow
FamilyLocationKitchen
4.86 out of 5 average rating, 85 reviews
Farm House
FamilyLocationWifi
4.82 out of 5 average rating, 55 reviewsPrivate house rentals

Snow valley ski (12km)Scandinavian therapy retreat
FamilyLocationLayout
5.0 out of 5 average rating, 23 reviews
Cawaja House 3-min walk to beach STRTT-2026-118
FamilyLocationGetting around
5.0 out of 5 average rating, 10 reviews
Luxury Meets Nature at WoodLake - Starlink WiFi
FamilyLocationSleep quality
4.94 out of 5 average rating, 35 reviews
The four season Mount St. Louis hideaway
ValueLocationSleep quality
4.9 out of 5 average rating, 21 reviews
Tranquility Cove Estate on Muskoka Lake Front
LocationFamilyIndoor spaces
4.85 out of 5 average rating, 60 reviews
Lakefront Bungalow "Sunrise Bay" Kawartha Lakes
FamilyLocationCheckout
4.96 out of 5 average rating, 54 reviews
Hennessy Lake House
FamilyLocationCondition
4.88 out of 5 average rating, 25 reviews
Hillside House, 5 beds, 4 bdrms, and pullout couch
FamilyValueHeating
4.92 out of 5 average rating, 38 reviewsDestinations to explore
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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
- Wye Marsh Wildlife Centre
- Centennial Beach
- Sunset Point Park
- Innisfil Beach Park
- Couchiching Beach Park
- Burl's Creek Event Grounds
- Cobble Beach Golf Resort Community
- Kee To Bala
- Craigleith Provincial Park
- South Muskoka Curling and Golf Club





