House vacation rentals in Penetanguishene

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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 G$12,548 GYD 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.

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Guest favorite
Home in Gravenhurst
4.93 out of 5 average rating, 183 reviews

Sawdust city haus

Bringing it back to our roots. This 800 sq/ft home from the 50’s has undergone major renovations with you in mind. Located steps from Lake Muskoka, a short drive to the Gravenhurst wharf, an even shorter drive to town & Dr Bethune; just the beginning of what this home has to offer. Enjoy walking trails, a boat launch with private mooring space, sawdust city brewery, the oar restaurant, Muskoka boat rentals, steamship tours, parasailing, local events, etc. all from the privacy of a dead end road.

Top guest favorite
Home in Collingwood
4.93 out of 5 average rating, 110 reviews

The Artist's House B&B: Relax, Explore Collingwood

Welcome to The Artist's House — a charming getaway in the village of Nottawa, just minutes from Blue Mountain, Collingwood, Scandinave Spa, and Georgian Bay beaches. Surrounded by beautiful gardens, sculpture, and original artwork, our home offers three serene bedrooms, air conditioning, a fully equipped kitchen, and a cozy living room with gas fireplace. Relax on the patio, enjoy the BBQ and fire pit, and experience the perfect blend of village charm and nearby adventure. Fast Wi-Fi & parking.

Top guest favorite
A vibrant garden showcases a variety of colorful flowers, with a prominent rock identified by the number 14. Lush greenery surrounds the area, adding to the inviting outdoor space in front of a brick house. Well-maintained lawns complement the floral displays.
Home in Penetanguishene
4.97 out of 5 average rating, 176 reviews

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.

Guest favorite
A dining area is seen featuring a round black table surrounded by red and black chairs. A sideboard houses decorative items and mirrors. Soft lighting illuminates the space, enhancing the cozy atmosphere. A sofa can be viewed in the background, adding to the comfortable setting.
Home in Penetanguishene
4.96 out of 5 average rating, 82 reviews

Retro Ranch on West Self checkin, free fast wifi,

Retro Ranch is newly renovated,bright, spacious 4 season magnet for on-the-water or on-the- trail enthusiasts. Everything you need for 1-6 guests. Enhanced cleaning,Free wifi & parking on premises, self check in. Entire place to yourself. Centrally located makes it easy to plan your enjoyable visit. Biking, walking & snowmobile trails are @ the end of our street. Just 5-10 min car ride to Georgian Bay & surrounding towns with beaches, splash pad, boat launches, restaurants shops, culture & more

Top guest favorite
The large bedroom features a queen canopy bed with detailed linens. A decorative rug in warm tones complements the wooden furniture. Natural light filters through the window blinds, and a chair is situated in one corner, adding comfort to the space.
Home in Midland
5 out of 5 average rating, 93 reviews

Historic Coach House hosted by John & Donna

Approx. 600 sq ft of living space. 2 guests. 1 large bedroom with queen canopy bed - includes linens. 1 bath with original claw tub and shower - includes soap, toilet paper, towels. Great location on historic street. Kitchen - fridge, stove, dishwasher, coffee maker, toaster Dining room with antique table and chairs. Sitting room. Free parking for 1 car on premises. Air conditioning and heating. Wi-Fi. Private entrance. Large deck. Minimum stay 2 nights. Please no pets. No smoking or vaping.

Top guest favorite
A cozy seating area is highlighted by two comfortable chairs facing a round table beneath large windows. Natural light floods the space, revealing views of the landscaped yard outside. A stylish shelving unit displays decorative items, contributing to a welcoming ambiance.
Home in Penetanguishene
4.96 out of 5 average rating, 57 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.

Guest favorite
Home in Grey Highlands
4.98 out of 5 average rating, 45 reviews

Rosewood Parlour AFrame - by The Post Office Motel

Where treehouse dreams grew up, got a glow-up, and ordered champagne. Perched in the treetops on the escarpment’s edge, this A-Frame proves the best kind of luxury is a little wild. The primary suite shower and stone soaker tub deliver panoramic views of the valley. Every bedroom offers stunning views. Soak in the hot tub under a glittering blanket of stars, sweat it out in the sauna with views so good they deserve a toast. Cozy, chic, and a little extra—because basic was never the plan!

Top guest favorite
An open game room features a polished wooden pool table at its center, surrounded by exposed timber beams and vibrant green walls. Large windows provide natural light, while a television is mounted nearby. Additional seating is available, enhancing the space's social atmosphere.
Home in Meaford
4.98 out of 5 average rating, 112 reviews

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.

Top guest favorite
A spacious living area is viewed, featuring a comfortable dark sectional sofa with plush cushions. A wooden coffee table sits nearby, with a green plant adding a touch of nature. The sleeping area includes a cozy bed and a window allowing natural light to illuminate the room.
Home in Coldwater
4.98 out of 5 average rating, 173 reviews

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.

Top guest favorite
The exterior of a modern home is highlighted at sunset, showcasing large windows that reflect warm interior lighting. A spacious backyard features green grass, a dining area under a gazebo, and a hot tub on the deck, creating an inviting outdoor space.
Home in Barrie
4.97 out of 5 average rating, 153 reviews

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

Top guest favorite
Home in MacTier
4.98 out of 5 average rating, 48 reviews

Lakeside Retreat with Waterfront and Sauna

Escape to your perfect Muskoka retreat! This beautifully renovated 4-bedroom, 2-bath cottage offers true waterfront living just steps from your door. Relax in our outdoor cedar sauna with lake views, sit in front of the fire, or lounge on endless deck and dock space and take in the serene lake views. Perfectly located near Bala and Port Carling, you’ll be close to Muskoka’s popular dining, shops, and entertainment while still tucked away in a peaceful setting.

Top guest favorite
An exterior view of a modern black tiny house is depicted, surrounded by trees and natural foliage. Two sets of stairs lead to the entrance, with a gravel pathway visible. Window placements create a unique design, and soft lighting illuminates the scene against the evening sky.
Home in Gravenhurst
4.98 out of 5 average rating, 228 reviews

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

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