
Cottage vacation rentals in Penetanguishene
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Top-rated cottage rentals in Penetanguishene
Guests agree: these cottages are highly rated for location, cleanliness, and more.

Waterfront 3 BR Cottage 4 Seasons Gravenhurst Heat
4 Seasons: Heated+A|C! You and friends/family will enjoy easy access to everything Gravenhurst has to offer from our centrally located retreat cottage. Conveniently located on Pine Lake, you will have sun-filled water views throughout the cottage. We are located directly off the main highway, easy road access and parking. The lake is perfect for swimming and water sports. Get ready to sip your morning coffee on the back porch and watch the sun rise! A perfect spot for yoga and/or meditation.

Cozy Winter Escape - Ski, Hike & Chill by the fire
Insta: @woodwardbythebeach 3min walk to the area’s most beautiful beach, sunsets & trails, you'll be sure to get lost in the serenity of the sand dunes year round Outdoor fire pit- s'mores included! Enjoy the BBQ, deck, & patio; the wine is on us! Fast WIFI for streaming movies or work from cottage Area is secluded yet central. 10min to Midland, close to Balm Beach - arcade, gokart, restaurant, & bar Ski/Hike/Snowmobile then unwind in a peaceful winterized home getaway with indoor fireplace

Serenity, Simplicity and Stone
This is a tiny cottage in a sleepy little hollow that opens onto the Georgian Bay. Inside, each stone was carefully chosen and the woodwork was built, piece by piece, by two craftsmen who are highly skilled and passionate about repurposing. It's an art that will leave you in awe; especially if you're worried about climate crisis. The coat hangers are upcycled 100-year-old railway spikes! If you're looking for luxury you will be disappointed but if you're a minimalist you're going to love it.

Cozy 4 Season Family Cottage
***NEW LISTING*** 4 season cottage, 5 min walk to beaches. Approx 1600sq. feet including 3 bedrooms and 1 large bathroom. Accommodates 6-8 Comfortably. Large Wrap around deck with outdoor furniture and greenery provided and BBQ Area to keep you relaxed and at home. Outdoor fire pit available. Situated on a private lot surrounded by nature. This getaway is equipped with everything you need - appliances and utensils, linens, Wifi, TV, board games, laundry with plenty more to do in the area.

Cozy Muskoka River Cottage - Canoe, BBQ, Fire Pit
Retreat in the heart of Muskoka, come enjoy the sparkling calm of Muskoka River. Inside offers an open concept kitchen, living and dining area and two bedrooms facing a forested backyard with a walk-out deck. Fire up the BBQ on the front patio or toast marshmallows by the river at your new waterside oasis. ☃️❄️ From ice skating trails, winter fests and tubing to dog sledding, snowshoeing and sleigh rides — winter at the cottage is exciting, tranquil and beautiful. Ask us for recommendations!

Ultimate Georgian Bay Vacation Getaway
Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

Muskoka Stunning Cottage On Little Lake
Surrounded by Little Lake, this gem provides a relaxing getaway with amazing water views. Spend your days peacefully rowing on the lake or having a picnic on the private beach, and your nights settling by a crackling fire. The home itself is plenty spacious for unwinding and getting a good night's sleep, views all-inclusive. Explore Port Severn Park right next door and play around in the public beach and splash pad. For more adventure, hike the beautiful Georgian Bay Islands National Park.

Lafontaine Beach Rustic Chalet- New HOT TUB.
Welcome to the perfect getaway family spot. Short drive to Horseshoe resort and Blue Mountain village where you can enjoy skiing You can also enjoy brand new Nordic Spa. This spacious home offers four comfortable bedrooms, open concept living space and luxury accommodations. The outdoors is where you'll enjoy most of your time. This property is complete with an outdoor cooking area, tons of seating, massive deck and a fire pit that is accessible all year in addition to brand new Hot tub.

Tiny Luxury Cottage with Hot Tub
This tiny luxury 2 bedroom cottage with loft is perfect for a romantic couple or small family getaway. Nestled on 1.5 acres among majestic trees and granite outcrops, creates beautiful views from the deck with BBQ, fire pit, hot tub or massive windows throughout the cottage. Water dam and river across the road create relaxing waterfall sounds that are heard from deck or enjoy it close up from the private shoreline deck and dock. Explore the Muskoka River on the kayak, SUP or river tubes.

Charming Lakefront Bala Cottage
This charming, cozy, 4 season cottage overlooks the Moon River in the heart of Bala, just 12 minutes off the 400! With over a half-acre of land, this gem is located within minutes to the grocery store, Don’s Bakery, Beer Store, LCBO, The Kee, markets, the beach, hiking trails, snowmobile trails & more. 2 minutes to Bala (15 min walk) 10 minutes to Port Carling 15 minutes to Gravenhurst 25 minutes to Bracebridge Cottage is fully equipped for you to enjoy, just bring your personal items!

The Bay View Cottage w/hot tub
Welcome to our 4 season, 2 family cottage with Georgian Bay views and a hot tub. 3 min walk to the cutest small beach that has stunning sunsets, 12 min to Awenda Provincial Park which has great hiking, beaches, biking and winter activities. Short drive to Balm Beach. Downtown Midland has great restaurants and everything a quaint downtown has to offer. Winter has so much to offer including ice fishing, OFSC snowmobile trails, cross country skiing and much more. Max occupancy is 8 adult.

Beautiful Nine Mile Lake
Beautiful Muskoka getaway! Modern 4 season waterfront cottage! Stunning views! Located on picturesque Nine Mile Lake. Over 70% of the lake is crown land. Perfect for kayaking and canoeing to enjoy all the beauty Muskoka is known for. We have kayaks a canoe and a paddle board for you to enjoy. Plenty of sun exposure on the dock you can swim all day long. Close to hiking and snowmobile trails. May 15-Oct Minimum 6 nights with a Sunday check in.
Popular amenities for Penetanguishene cottage rentals
Cottage rentals with a hot tub

Riverfront Cottage with HotTub

Winter Escape Waterfront Cottage Hottub&Sauna!

Georgian Bay Cottage-HotTub/Sauna/Swim/Hike/Marina

Spacious Cottage Escape with Lakeside Hot Tub

Stunning Lakefront Cottage Hot Tub & Sauna

Spacious family cottage 45 mins from GTA!

Lake Muskoka Classic Cottage w/ Hot Tub

Charming riverside cottage, B&B license
Pet-friendly cottage rentals

A modern retreat on Georgian Bay STRTT-2025-062

The Beach House Licence#: STRTT-2024-028

3 Bdrm Family Cottage Private Beach, Thunder Beach

The Guesthouse on the North Shore Trail

Muskoka Cottage Getaway with Timeless Charm

Baysong Cottage, with Sauna, on Georgian Bay

Lakeview Retreat w Hot Tub, Sauna + Private Loft!

✨Awenda Provincial Park Dream Cottage✨💫🏡🧿
Private cottage rentals

Waterfront Cottage in Muskoka | SAUNA | Beach

Lakeview Cottage

Georgian Bay Escape

Sandy's Tiki Hut Getaway- Sunset Trails & Beaches

Beautiful & spacious all-season waterfront cottage

Discovery Retreat: Hot Tub, Firepit, Game Room

Cozy Cottage w/ Hot Tub/GameRoom/Skiing/more!

Steps to Beach & Scenic Nature Trails -1.5h fromTO
Quick stats about cottage rentals in Penetanguishene

Total vacation rentals
Explore 20 vacation rentals in Penetanguishene

Nightly prices starting at
Penetanguishene vacation rentals start at € 78 per night before taxes and fees

Verified guest reviews
Over 1,020 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Penetanguishene vacation rentals include wi-fi access

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

4.8 Average rating
Penetanguishene stays are highly rated by guests—averaging 4.8 out of 5!
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- Blue Mountain Village
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