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

Total holiday rentals
Explore 10 holiday rentals in Penetanguishene

Nightly prices starting at
Penetanguishene holiday rentals start at $101 NZD per night before taxes and fees

Verified guest reviews
Over 510 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 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.

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.

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.

Birdsong, the perfect Blue Mountains getaway
Welcome to Birdsong: a lavishly comfortable, highly unique, year-round space designed with an eye for the eclectic and enjoyable. This enchanting vacation property boasts an enormous hot tub that doubles as a heated indoor pool; as well as a sauna, well-equipped boutique gym, pool table, dedicated conference room/business center, outdoor fire pit and treehouse for kids. Surrounded by the gorgeous Blue Mountains, Birdsong is the perfect ski season rental; as well as summer family getaway.

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!

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.

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

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.

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.

Architectural Lakefront House & Boathouse Muskoka
Luxury lakefront retreat just 1.25 hours from the GTA. This private waterfront estate offers 5 lakeview bedrooms, a private boathouse, multiple indoor & outdoor entertaining spaces, landscaped grounds, luxury amenities, and plenty of parking. Located on a year-round road, one lock from Georgian Bay with easy access to boating, dining, golf, and Muskoka attractions. For Sea-Doos, boats, and ATVs, please inquire with the owner before booking.

Sunrise
This beautiful four bedroom lakefront cottage features huge windows that offer breathtaking views of the water and surrounding nature. Natural light floods every room, creating a warm and inviting space to relax in. The open-concept design connect the living, dining, and kitchen areas, making it perfect for entertaining or family gathering Step outside to enjoy the fresh air and peaceful sounds of the lake.

Secluded Muskoka A-Frame | Hot Tub, Dock, Firepit
Escape to a private, custom-built A-Frame on 3 acres in the heart of Muskoka—complete with your own dock on a quiet stretch of the Muskoka River. Unwind in the hot tub, paddle the river, or relax by the fire under the stars. ★ Guest favourite with 4.9★ rating ★ One of the few stays in the area with a private hot tub + river access *Please note-all guests must have a minimum of two reviews to book*

Woodland Muskoka Tiny House
**BOOK 7 NIGHTS, PAY FOR 5 (28% OFF)** Enjoy the sounds of nature when you stay in this unique tiny house. This 600 sq ft home is nestled amongst 10 acres of towering trees, granite rock and trails to explore. The tiny home will not feel so tiny once inside. With high ceilings, plenty of windows, and surprisingly spacious rooms - it is the perfect hideaway for those wanting to unplug in Muskoka.
Popular amenities for Penetanguishene house rentals
House rentals with a pool

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

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

Serene mountainside home with View/Shuttle Bus

Blue Mtn Retreat w Summer Pool, XBox, Free Shuttle

Rivergrass Oasis | Walk to Village & Pool

Blue Mountain Village Townhome 4 Bedroom w Shuttle

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

Cozy Corner Townhome | Shuttle + Patio + Pool
Weekly house rentals

Modern Beach House on Georgian Bay STRTT-2026-089

Retro Ranch on West Self checkin, free fast wifi,

Steps From the Beach and Hiking Trails!

Home Grandview

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

Royal Beach Lake House & Spa w/ Hot Tub & Sauna

The Midland Nest | Full House Retreat

Cawaja House 3-min walk to beach STRTT-2026-118
Private house rentals

Modern Riverfront Escape w/Gym, Sauna, Dock

Tranquility Cove Estate on Muskoka Lake Front

The Boutique Retreat

The Beau at Belle-eau-Claire

Private log cottage on 2 acres

Farm House

Tiny Beaches Getaway

Close to Hospital and school 4 bedroom bungalow
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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
- Cobble Beach Golf Resort Community
- Sunset Point Park
- Innisfil Beach Park
- Couchiching Beach Park
- Burl's Creek Event Grounds
- Kee To Bala
- Craigleith Provincial Park
- South Muskoka Curling and Golf Club





