House vacation rentals in Penetanguishene

Find and book unique houses on Airbnb

Top-rated house rentals in Penetanguishene

Guests agree: these houses are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

An A-frame house featuring a white exterior and a steep roof stands beside a serene lake. A gravel driveway leads to the entrance, surrounded by greenery. Large windows allow ample natural light, providing views of the lake and trees in the background.

Home in Little Lake

4.88 out of 5 average rating, 111 reviews

Lakefront detached house on the little lake

♥️an unique, lovely elf house in front of the little lake. Here you’ll find a unique hideaway in the middle of the city Barrie with gorgeous lake views as far as the eye can see. ♥️ Only one hour drive from Toronto. Walking distance to everywhere (shoppers,restaurants, cinemas….) ♥️This home including new furniture, microwave, coffee maker, washing machine and all other appliances ! Walk out the back door and be greeted by our updated dock where you can fish for pike, perch, pickerel and bass.

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, 162 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, 73 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 living room features a comfortable sofa and an accent chair, arranged around a glass coffee table. Sheer window coverings allow natural light to illuminate the space. A modern fireplace and decorative artwork enhance the inviting atmosphere.

Home in Collingwood

4.96 out of 5 average rating, 115 reviews

Driftwood on 6th Heritage Downtown Collingwood

Welcome to Driftwood on 6th. A pet friendly unique & tranquil space like none other, nestled in the heart of famous heritage downtown Collingwood. Fully renovated boutique hotel inspired century home with all the modern amenities.4bedrooms.1 king,2 queen,1 double.Each bedroom has a unique decor. Fully equipped kitchen with upgraded appliances.Vintage & modern art through out.Large outdoor space, for lounging.Discover unique shops,restaurants & bars walking distance from this historic property.

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, 74 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

4.95 out of 5 average rating, 40 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.

Top guest favorite

The exterior of the A-frame home is showcased, featuring a striking black facade and tall triangular roof. Large windows illuminate the interior, and a spacious wooden deck extends across the front, surrounded by lush greenery that encapsulates the natural setting.

Home in Georgian Bay

4.99 out of 5 average rating, 91 reviews

A-Frame in the Woods of GeorgianBay, Muskoka

Welcome to our A-frame in the heart of Georgian Bay, Ontario! Perfect for family escapes and relaxing couples weekends in Muskoka. This cozy retreat has three bedrooms and accommodates up to six guests. With Six Mile Lake and Whites Bay just a stroll away, indulge in serene swims or explore the local golfing, breweries, and skiing at Mount St. Louis. Immerse yourself in nature's embrace while relishing the comforts of our picturesque A-Frame home—a perfect family getaway for every season!

Guest favorite

The charming log cabin is surrounded by trees, featuring a spacious deck with pink seating and a covered outdoor area. A hot tub and manicured lawn add to the inviting outdoor space. Large windows reveal the warm wood interior and capture natural light.

Home in Bracebridge

4.94 out of 5 average rating, 400 reviews

Muskoka Hideaway-hot tub/private trails/wood stove

Hidden amongst the trees in the middle of Muskoka, this Hemlock log cabin boasts high ceilings and a true "cabin in the woods" feel. Its not hard to relax and unwind with a coffee in front of the fire, or go and explore along the private forest trails (1-2k of walking trails). As well, downtown Bracebridge is a convenient 10 minute drive away with all amenities. There is a veggie garden on the property and depending when you come you can pick away at it :) Pets are welcome in the home!

Guest favorite

An inviting living area is highlighted by a cozy fireplace with a flickering flame. A mounted TV is positioned above a shelf containing various movies. Soft seating arrangements are present, complemented by a decorative sign and a window that lets in natural light.

Home in Tiny

4.87 out of 5 average rating, 131 reviews

Beachy Blue Bay Cottage - licence #STRTT-2025-194

A 2 min walk to the beach, this 4 bedroom Cottage with Circular Driveway is bright and newly renovated with an open concept main floor. Very private and surrounded by mature trees. Relax on a very large deck with gas BBQ, seating and patio table. Over looking the deck is the fire pit area with lots of room for the kids to play & roast s’mores. The basement is well equipped with pool table, dart board, air-hockey, kids toys, board games & a small TV with lots of movies to snuggle up to!

Guest favorite

A serene sunset is captured over Georgian Bay, with warm orange and gold hues reflecting on the water. Silhouetted figures are seated on a dock, gazing out towards the horizon, creating a sense of tranquil evening ambiance.

Home in Victoria Harbour

4.84 out of 5 average rating, 148 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.

Superhost

A serene view of the water is captured at sunset, with soft hues of orange and purple reflecting on the calm surface. Silhouetted trees line the shore, while a few ducks glide across the water, enhancing the tranquil atmosphere of this lakeside setting.

Home in Wasaga Beach

4.9 out of 5 average rating, 116 reviews

Stunning Beach House

This beautiful Beach House is completely renovated with new appliances and two TV’s with wifi and large windows that back on the most beautiful private beach and views, it is only a 5 minute walk to the NEWLY OPENED CASINO AND RESTAURANT. 5 Minutes to colllingwood and 15 to blue Mountain..This location also has a Native art gallery on premises and close by beautiful pickle ball out door courts. There is also available private pickleball lessons - inquire when booking

Superhost

A spacious living room features a large sectional couch and a round coffee table. Natural light floods the space through multiple windows, illuminating a cozy bay window seating area. A decorative plant and a mounted flat-screen TV add to the welcoming ambiance.

Home in Barrie

4.86 out of 5 average rating, 118 reviews

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

Great location- 7 min to Waterfront, 18 min to Horseshoe Resort and Snow Valley Ski Resort, 18 min to Vetta Spa. Entire Private and Cozy 4 Bedroom 2 bath Home - Fully Equipped Kitchen! - Media Room w/ 75" Smart TV, Ping Pong & Foosball table!! - Outdoor Patio with Fire-pit area! - Fast Wifi and Parking for 4 Cars!! - 5 Beds and a Sofa Bed. - Park Across the Street... - Comfy Bay Window Seating!!!