Holiday houses in Cawaja Beach

Apartment in Penetanguishene

The historic Beck House, a striking Victorian structure, stands with a distinctive red façade and slate roof. A spacious porch with white railings invites guests, while the well-kept lawn adds to its charm. A wooden sign identifies the property, blending history with a warm welcome.

4.9 out of 5 average rating, 547 reviews

The Haunted House Apt 302

As you pull into the driveway this 1885 Victorian towers above you, your mouth drops in awe of the size. Up the porch to enter a small front door, a dimly lit winding staircase creaks as you ascend to 3rd floor. Original architecture painted many times over oozes with history. 70 years ago the house was turned into apartments, unloved for many of those years, time has definately taken its tole, yet to the spirits within, their big old house still stands proud and distinguished in all its glory.

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A spacious living area is highlighted by a large white stone fireplace, surrounded by comfortable seating. Natural light filters through sheer curtains, enhancing the warm atmosphere. A flat-screen television is mounted above the fireplace, and a wooden dining table sits elegantly in the foreground.

4.97 out of 5 average rating, 130 reviews

Summer Getaway - 3 min walk to Beach, Clean & Cozy

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

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A spacious common area features a large, light-colored sectional sofa arranged around a warm fireplace built into a stone wall. Large glass doors provide access to a serene outdoor space, while natural light enhances the wood-beamed ceiling. Decorative elements include woven wall art and a wooden side table.

5.0 out of 5 average rating, 14 reviews

The Beach House, Georgian Bay, Beach View w/ Sauna

New!! A rare and stunningly designed cabin overlooking a semi-private beach on Georgian Bay. This tranquil 4-bedroom, 2-bathroom retreat is surrounded by trees with breathtaking views of the pristine bay. Every detail has been thoughtfully curated for your ultimate enjoyment. We include all linens, towels, sheets, firewood for in/outdoor fires, olive oil, salt, pepper, a fully equipped kitchen with utensils, PrimeTV, Netflix, Sonos, and more. Additionally, we are taking bookings for 28+ nights.

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4.95 out of 5 average rating, 283 reviews

A spacious glamping dome is nestled among lush green trees, showcasing large windows and a triangular design. The entrance is framed by rustic outdoor seating, and soft lighting emanates from inside, creating an inviting atmosphere amidst the surrounding foliage.

Dome in Utopia

Off-grid Glamping Dome Nestled in the Woods

Welcome to our private campsite in Utopia, ON. Our family’s glamping dome is your chance to experience a unique getaway surrounded by the sights & sounds of nature. Amenities include camping essentials & some glamping perks: king size bed, bbq, fireplace, Indoor incineration toilet, soap & water, outdoor shower (summer only), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation Area, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

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5.0 out of 5 average rating, 265 reviews

A quaint blue cottage features a welcoming front deck with two yellow chairs facing the lush green lawn. The cottage is surrounded by trees and showcases large windows that bring natural light into the interior.

Tiny home in Waubaushene

Saltbox by the Bay | Views, Bikes, Beaches & Vetta

*SUMMER AVAILS* *GUEST BIKES* Welcome to Saltbox by the Bay, a cozy vintage cottage with beautiful views & luxe amenities. Perfect as a couples getaway, small family/friends vacation or solo retreat. Ease into slow living, cook your favourite meals, play boardgames & albums, as you watch birds & sunsets over the lake. Walk along or ride our guest bikes on the Tay Shore Trail. Visit nearby beaches & Quayle's Brewery. Pamper yourself at Vetta Spa & explore charming towns around Georgian Bay.

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A peaceful beach scene captures the soft sand shoreline leading to the water's edge. Gentle waves lap at the shore, and the sky is filled with warm sunset hues. A cottage is visible in the background, nestled among trees, enhancing the serene atmosphere.

4.96 out of 5 average rating, 170 reviews

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.

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5.0 out of 5 average rating, 38 reviews

The exterior of the Hillside Studio is depicted, showcasing a modern design with a combination of brick and wood siding. A small balcony with a black railing is featured on the upper level, while large windows allow for natural light. A clear blue sky complements the structure.

Guesthouse in Midland

Hillside Studio • Midland • Small Town Escape

Welcome to the Hillside Studio — a bright and spacious 900 sq. ft. private guesthouse in the heart of Midland. Perched on a hillside, this modern one-bedroom retreat is designed for comfort and relaxation for 1–2 guests. Perfectly located for exploring Georgian Bay: • 10-minute walk to Downtown Midland and Little Lake Park • 10-minute drive to Midland Golf and Country Club/Brooklea • 20 minutes to Tiny Beaches/Awenda Provincial Park • 30 minutes to Vettä Nordic Spa/Quayle’s Brewery

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Superhost

Chalet in Tiny

5.0 out of 5 average rating, 3 reviews

Scandinavian Retreat • Beach Walk + Ski

Escape to this charming Scandinavian-style chalet, just a short stroll from one of the most beautiful beaches. With soft sandy shores and crystal-clear, shallow water, it’s an ideal spot for families and children to swim, play, and explore safely. Designed with a cozy Nordic aesthetic, the space features clean lines, warm wood accents, and a calm, inviting atmosphere. Large windows fill the chalet with natural light, creating a bright and comfortable setting for everyone to relax.

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4.99 out of 5 average rating, 177 reviews

A modern cottage is set against a backdrop of tall trees, featuring a large wraparound deck illuminated by warm lights. A fire pit sits on a granite outcrop, surrounded by outdoor chairs. The peaceful evening sky casts a calm ambiance over the scene.

Cottage in Bracebridge

Tiny Luxury Cottage with Hot Tub

This tiny luxury 2 bedroom cottage 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.

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Place to stay in Wasaga Beach

A modern bathroom features a freestanding soaking tub situated next to a window, allowing natural light to fill the space. The vanity displays a mirror and toiletries. Nearby, a spacious bed with soft linens is visible, set against a backdrop of wooden walls.

5.0 out of 5 average rating, 405 reviews

Newly Built Woodsy Retreat - Your Perfect Escape

Woodsy Loft, an ideal home base for not just the beach and stunning sunsets, but Blue Mtn, Scandinave Spa, C-wood, brand new casino, all close by. Many bars, restaurants, beach and other things to do, within 5 min. Great place to stay in, too. Packed with amenities like screened in patio, XL bathtub w/ towel warmer, King size bed, 'The Frame' TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.

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4.93 out of 5 average rating, 67 reviews

A modern living area is featured with a comfortable gray sofa facing a circular coffee table. Bright natural light fills the space, highlighting the white ceiling beams. A minimalist kitchen and dining bar with seating are visible in the background, creating an open layout.

Home in Tiny

Modern Beach House on Georgian Bay STRTT-2026-089

A bright, modern beach house just a short walk from Cawaja Beach on Georgian Bay. Remi is a relaxed, design-led space made for days by the water and easy evenings at home. With two bedrooms, two bathrooms, open-concept living, a second living area and dedicated office, there’s room to settle in and stay awhile. Spend your days at the beach, explore Tiny, or stay in, put on a record and enjoy the space. Dogs are welcome too, with nearby trails to explore together.

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A warm living area features a stone fireplace as the focal point, with a cozy fire burning inside. Comfortable leather seating is arranged around a rustic wooden coffee table, complemented by small decorative items and soft textiles, while glass doors lead to another space.