House holiday rentals in Tobermory

4.87 out of 5 average rating, 415 reviews

Home in Meaford

Waterfront* Hot Tub* - Beachhouse Hideaway *Unique

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

4.95 out of 5 average rating, 109 reviews

Home in Southampton

Holiday House on Huron

A beautiful location on a quiet street just steps from downtown Southampton and one of the best beaches in Ontario! This location is a hidden gem, with lake views from the back deck and kitchen window. Entertain your guests in the newly renovated open concept great room and unwind after a day at the beach. Relax in the backyard hot tub or roast marshmallows on the fire pit. This house is a short walk from several excellent restaurants, picturesque cafes and shops, and a small town craft brewery.

4.98 out of 5 average rating, 230 reviews

Home in Owen Sound

The Butchart Estate: your perfect family retreat!

Give them a holiday to remember. With fresh air & freshwater beaches. Escarpment views, grottos & waterfalls. It's a great time to get yourself a little more Canada in beautiful Grey-Bruce. Settle in to our beautiful and well-equipped heritage home. Enjoy the gourmet kitchen, relax in your private indoor pool & hot tub, curl up by the fireplace, play board games galore. Outdoors, we're famous for our hills, forests, lakes and rivers. But don't miss the music, museums, and amazing foodie scene.

Superhost

Home in Meaford

4.76 out of 5 average rating, 429 reviews

Serenity by Georgian Bay, 4 Season, escape!

This charming, cozy house offers serenity edge of town, by Georgian Bay! Suitable for couples, families and small groups. Across the street from the Bay. Comes with kayak, SUP and lawn games! Close to many Bruce Trails, Scenic Caves trails, or Georgian Trail, and golf. After a busy day exploring or playing, retreat to Meaford and either whip up something delicious in our fully equipped kitchen and dine in with a view of the bay, or walk down Sykes 5 min to one of Meaford's excellent restaurants.

4.95 out of 5 average rating, 156 reviews

Mallory Beach Loft On the Water - Near Bruce Trail

Our guests come to relax and enjoy the clear waters of Georgian Bay. If you enjoy nature and hiking, we have trails within walking distance from our home. Our private loft (with its separate private entrance) allows you to enjoy nature, wildlife, campfires and is close to the towns amenities. Choose your place to relax - by the water - or on your private deck! Make it a great sleepy weekend away or a relaxing stop after travelling! Your completely private space is waiting for your arrival!

4.94 out of 5 average rating, 215 reviews

Home in Tobermory

Lakeside Lounge

Relax with the whole family at this peaceful Lakeside getaway. Enjoy incredible sunset views from the 64 ft elevated deck! The shallow water out front is sure to keep the kids entertained. Plenty of water toys to play with ensures fun for everyone on those hot sunny days and at night you’ll love the built-in fire pit right on the dock! The gourmet kitchen, fireplace and spacious interior are just some of the highlights here. Located just 5 minutes away from the Grotto and Singing Sands Beach!

Superhost

4.8 out of 5 average rating, 145 reviews

The south Bruce peninsula beauty

Welcome to the south Bruce peninsula! This house is located on sought after Mallory beach road it is a beautiful scenic dead end road that runs right along beautiful Georgian bay on one side and the niagara escarpment on the other side. Mallory beach road is just off the main highway between Wiarton and tobermaury. This house is right across the road from Georgian bay with water access at the S bend. This house is only a short 25 minute drive to sauble beach and 55 min drive to tobermaury!

4.92 out of 5 average rating, 104 reviews

Island View Cottage

Enjoy cottage located on beautiful Georgian Bay Wake up to spectacular water views This cottage is perfect for a family get away Bathroom and kitchen newly renovated You will love the space to cook, relax, explore the area. Have fun on the dock out front, enjoy the stars you never see in the city Unwind , cook something you love on BBQ out back. Satellite TV, 3 Smart Roku TVs. Lots of games, puzzles and DVD's WIFI is great Hang out by fire pit and watch the sunsets 5 minutes from town

4.98 out of 5 average rating, 183 reviews

Home in Tobermory

Westwater Guest Suite (Waterview Private Unit)

Sit on your private water view deck enjoying the beautiful view of the Georgian Bay. Wake up to the beautiful morning sunrise while sipping on a cup of coffee, or enjoy the stunning sunsets while sipping on a glass of wine. During the day you are just steps away from the picturesque downtown, shopping, restaurants, bars, tours, and world class scenery are just steps away. Or take a short drive to Bruce Peninsula National Park (Grotto), Singing Sands or take a tour boat to Flowerpot Island.

Superhost

Home in Miller Lake

4.83 out of 5 average rating, 344 reviews

5 Bedroom Bruce Retreat (license # NBP-2022-50

Fully licensed Short term rental. This is a quiet area intended for families. Built in 2011 - boasts 2750 square feet with 5 large bedrooms and 2 full bathrooms, 3 flat screen TV's, complete with an open area loft for entertaining. Large loft complete with 2 large sofas, propane fireplace, ping pong and Foosball tables. Large full kitchen and dining area. 20 minutes to Tobermory and 15 mins to Lions Head. Small community natural water access and public boat launch less than 5 mins walk

4.96 out of 5 average rating, 153 reviews

Kiss & Bond Water View Colpoys Bay 4 -Seasons

Hello,, I'm the owner of a newly built home, that I hope I will provide first-rate, memorable experiences for my guests, I'm a nurse for over 30 years, and I love to explore. Im an animals lover, I'm also a mother of 3 boys and have been married for 33 years ,being outdoors is one of my favourite activities, snowmobiling, hiking. I've owned our cottage for 10 years and we decided to rebuild , to enjoy the beautiful views of Colpoys Bay and in the back yard the Bruce Pennisula escarpment