House holiday rentals in Tobermory

4.89 out of 5 average rating, 109 reviews

20 min from Blue Mountain -Relax & Enjoy Winter

Lovely, spacious house- 2 min walk to the beautiful & longest freshwater beach in the world. 20 min to Blue Mountain.Lots to do in the area during all seasons: various trails for hiking, biking, 500 Go-Karts & Wasaga Adventure Park, Skydiving & Boat Cruise Wasaga Beach Casino, etc. Adorable 3 Bedroom 2 Bathrooms cottage situated in a beautiful, quiet area perfect for families, friends and couples. This family friendly bungalow is thoughtfully designed for comfort and is packed with amenities

4.87 out of 5 average rating, 393 reviews

Home in Meaford

Beachhouse Hideaway - Hot Tub, G-Bay Waterfront

This beach house was designed with relaxation and the enjoyment of togetherness in mind. Let your worries melt away as you slip into the warmth of this water side hot tub featuring stunning view across Georgian Bay and up the mountain side, as fresh snow falls around you. The open concept design makes this the perfect place to gather with family and friends w/ walkout waterfront patio and dock access for swimming. 2 min to downtown Meaford, 20 min to Blue Mtn, 1.5 hrs to Tobermory. Hiking Trails

4.97 out of 5 average rating, 36 reviews

Home in Port Elgin

Beautiful Century home in the heart of Port Elgin

Make this charming century home your perfect Port Elgin getaway! Steps from downtown, it's moments away from pubs, dining, and entertainment. A short walk brings you to the main beach, perfect for summer fun. This private 4-bedroom, 1.5-bath home, all yours to enjoy with family and friends—no shared spaces, just comfort and relaxation. Set on a spacious double lot, it’s ideal for those who love extra room inside and out, whether for hosting, unwinding, or making lasting memories by the shore.

5 out of 5 average rating, 21 reviews

Home in Parry Sound

The Parry Sound Riverhouse

Welcome to the Parry Sound Riverhouse. Unrivaled cottage setting located in town on 130’ of peaceful Seguin River waterfront. Walking distance to all that Parry Sound has to offer and only a 2 hour drive from the GTA. 5 bedrooms, 2 bathrooms and 2 kitchens makes this space unique and unlike any other option in the area. Spacious and cozy, yet large enough for extended groups/families. The Riverhouse will not disappoint. For work or play, enjoy my home, our town and enjoy your stay!

4.97 out of 5 average rating, 37 reviews

Home in Saugeen Shores

Cozy bright Lakeside Retreat - steps to Beach

Perfect Getaway! Ideal location - 5 mins walk (2 mins drive) to beautiful sandy Main Beach, Town Pond, nature trails, and 10 mins to vibrant Main Street. Enjoy an oversized backyard with a variety of outdoor games, play set for the kids and a cozy fire pit/patio. Great home base to explore all that Saugeen Shores and surrounding areas have to offer. Newly renovated, spacious 4-bedroom home with finished recreation room, 3+ car driveway located in a peaceful, friendly neighbourhood.

Superhost

4.89 out of 5 average rating, 114 reviews

Stunning Beach House

This beautiful Beach House is completely renovated with new appliances and too TV’s with cable and wifi and large windows that back on Georgian Bay with the most incredible views possible .It’s location is incredible only 12 minutes from the beautiful ski hills of blue mountain and 6 minutes to collingwood, it is only a 5 minute walk to the NEWLY OPENED CASINO AND RESTAURANT. The location of this beach house is amazing right off hw 26 and close to everything…one of a kind location !

4.93 out of 5 average rating, 29 reviews

Cozy Luxury Lake Retreat-Wasaga Beach+Slopes+Trail

Experience luxury at its peak in our exquisite house nestled beside ski slopes and hiking trails, surrounded by the beauty of nature. Enjoy direct access to thrilling outdoor adventures, from downhill skiing to scenic hikes. A tranquil lake adds serenity to your stay. Inside, lavish comfort awaits with chic decor, spacious rooms, and a cozy fireplace. Embrace the perfect blend of opulence and nature for an unforgettable retreat. Book now for the ultimate escape in every season.

4.92 out of 5 average rating, 109 reviews

Home in Meaford

Charming 3 bed house, your gateway to Georgian Bay

Freshly renovated three bedroom house, with huge backyard! We've nick named it "The Lot by the Bay"! Just steps from Georgian Bay and tennis courts, outdoor pool, ball diamonds and the shops and restaurants of Meaford. The area is a playground in summer and winter alike with kilometres of biking and hiking trails, not to mention a 25 minute drive to Blue Mountain Ski resort. Our property is in a family neighbourhood and we ask that guests respect our neighbours and the bi-laws.

4.92 out of 5 average rating, 12 reviews

Hot March Deal at The Perfect Getaway

Welcome to Your Serene Georgian Bay Retreat! Just a two-minute walk from the beautiful Wasaga Beach, this cozy home is perfect for family getaways. With 8 bedrooms(5 queen beds and 3 bunk beds) and 2 full bathrooms. Enjoy stunning sunsets, spacious living and a fantastic size backyard for endless fun. Comfort and Convenience Close to shops, parks, and ice cream parlour’s, with Collingwood nearby for more adventures. Book Your Family Escape Today

4.9 out of 5 average rating, 113 reviews

Home in Southampton

Dushi Beach House, Prime Summer Location

Southampton Beach House is ideally located to take advantage of everything the area has to offer. Blocks to the beach, one block to High St (Southampton's Main St) and all of the great shops and restaurants. I purchased this 100+ year old house in Southampton in February 2021. From top to bottom the house was renovated and is basically brand new with all new furnishings.

Superhost

Home in Parry Sound

4.88 out of 5 average rating, 8 reviews

Freshly renovated 4 bdrm + office center of town

Your family will be close to everything in this newly fully renovated and decorated downtown home in Parry Sound. Less than a 10 minute walk to everything the town has to offer including the Harbour, Stockey Centre, and trails along Georgian Bay. Conveniently located to shops, restaurants, beach, parks, and next door to the Bobby Orr Community Centre.