Vacation rentals in Ossossane Beach

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.

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

The Secret Garden - Dome Escape

Enjoy the lovely setting of this romantic yet kid friendly spot in nature 1.5 hours from Toronto. This super secluded - private garden offers a serene, quiet & fun place to luxury camp. Horses on site, 60 acres of hiking trails, outdoor shower beside a quiet creek will make this one of the most memorable dome adventures you’ll ever have. Loads of fun for families or couples. Lots of space to pitch a tent for the little ones. Farm fresh eggs and our friendly chickens will greet you on arrival :)

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.

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.

Hidden Gem

Welcome to your cozy 1 bedroom basement apartment nestled in a quiet neighbourhood. Enjoy the convenience of being close to amenities, ski hills, bike trails and beautiful Georgian Bay beaches. Step outside to your cozy backyard patio, perfect for morning coffee or evening relaxation. Guests can hit the slopes, partake in local festivals, soak in the beaches or bike to explore the trails, this location caters to your adventurous spirit providing the warmth, comfort relaxation afterwards.

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.

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.

Tiny Beaches Getaway

Kick back and relax . Nestled in a quiet neighbourhood only 9 minutes walking distance from one of the nicest sandy beaches ( Ossassane Beach) on Georgian Bay this Adult Retreat is a perfect getaway from the busy city life . Enjoy the turquoise waters ( you will think your are somewhere in Carribean) of Georgian Bay during the day and gather around the firepit out back on cozy summer nights to enjoy good conversation and drink in privacy surrounded by woods .

Casa Doma | Unique 3BR Muskoka Retreat + Hot Tub

Escape to Casa Doma, a unique 3BR 🛏️, 2BA 🛁 retreat on 10 private acres 🌲 in Gravenhurst Ontario This geodesic-inspired home blends modern style with cozy comfort, perfect for families, friends, or groups. Relax in the 7-seater hot tub 🛁, gather at the fire pit 🔥 (seasonal use only), or play in the games room with foosball, ping pong & air hockey. With a sunroom, trampoline 🤸, & Starlink WiFi 📶, it’s the ideal mix of relaxation & adventure.

Balm Beach Tourist Cabins #2

Bright open concept 2 bedroom cottage in Balm Beach. Less than 5 minute walk to main beach. Close to Midland shopping. Rogers ignite fast wifi, able to work remotely. Smart TV, the property consists of 3 cottages and this is the side cottage with small side yard with Napoleon BBQ. Both bedrooms with Queen beds. Property is inspected and cleaned before and after each rental. Central air and hot water.

A-Frame Hidden in the Forest Muskoka, Georgian Bay

Welcome to our A-frame /Triangle House, Wifi, Sauna, Kitchen, A/C, Free Parking, King Bed, FIFA friendly, Smart Tv, Peaceful, Social Media Favourite, Top Choice for city escape, and an ideal weekend getaway. Come heal, enjoy the light luxury in nature, and enjoy the slow living at this premium vacation experience. Rare architecture, designer cabin. Come and gather energy in this forest sanctuary.