House holiday rentals in South Bruce Peninsula

4.88 out of 5 average rating, 449 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

4.98 out of 5 average rating, 109 reviews

Home in Kemble

Contemporary Million Dollar View Getaway

This four-season home offers you majestic views of Georgian Bay from all main living areas and accommodates up to 14 guests. It is your ideal base for exploring the Bruce Peninsula. Enjoy walking trails, golfing, boating, fishing, national parks, the Grotto and beaches. After a day of adventure, unwind by the firepit or watch a movie in the theater room. You have two fully stocked kitchens to prepare your feast. It's the perfect retreat for groups looking to relax and create memories together!

4.95 out of 5 average rating, 242 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!

4.94 out of 5 average rating, 124 reviews

Home in Southampton

Holiday House on Huron

The location is truly special—just a short walk to boutique shops, local cafés, excellent restaurants, and a craft brewery. Whether you're here for the beach, biking the scenic Saugeen Rail Trail, or exploring the charm of small-town life, this is the perfect spot to experience it all. The open concept upper level is designed for gathering, entertaining, or simply unwinding in comfort. Main floor, you’ll find three cozy bedrooms (primary bedroom with ensuite), a full bathroom with bathtub.

4.97 out of 5 average rating, 174 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 .

4.93 out of 5 average rating, 124 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

4.99 out of 5 average rating, 120 reviews

Huckleberry’s Hideaway (Sauna, Starlink Internet)

Relax and enjoy the true cottage lifestyle with a clean, restful and modern feel. Perfect spot to enjoy a peaceful getaway warming up in the Sauna or around the fireplace. Centrally located on the Bruce Peninsula to Tobermory and Sauble Beach. Lovely views of Berford Lake with a public beach only 10 min drive away. Family friendly or couples getaway - we’ve got you covered. Cozy interior, with lots of parking, beautiful covered front decking. BBQ, campfires, Sauna you name it - it’s here.

4.94 out of 5 average rating, 129 reviews

Home in Badjeros

JJ’s small town country retreat

Take a step back in time to this old farm house. Located on the corner of our little town called Badjeros. This house was built in the 1930s and it’s been in our family for over 80 years. Since then there has been numerous upgrades to the house as well as a large 1200 square foot open concept addition built onto the existing house. While out in the country, this house is central to many attractions in the area 1.5 hours south of Toronto/GTA. Blue Mountain/ Collingwood is 30 minutes north.

4.94 out of 5 average rating, 185 reviews

Home in Meaford

The Meaford Retreat! Beautiful Home on Wooded Lot.

Brand new upstairs bathroom. This beautiful Century home sits on a mature wooded lot less than a 1 min walk to a large conservation area with trails scenic in both summer and winter! Connect with nature whilst still being a 5 min walk from main street and harbour boasting shops, restaurants and trails. Close to Blue Mountains, Owen Sound, Thornbury and Collingwood. Hot Tub & Sauna available Fast WiFi 4 vehicle parking Front and back decks to enjoy your morning coffee. Beautiful!!

4.95 out of 5 average rating, 172 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, 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!

4.88 out of 5 average rating, 103 reviews

Home in Southampton

The Nest at Victoria Street

Welcome to The Nest! This sweet, cozy 1-bedroom self-contained suite is part of a gorgeous century home in the heart of Southampton. Located one block from the main street, walking distance to downtown shopping, restaurants, parks, hiking, swimming as well as the best small town ice cream parlours. Directly across the street is a playground & splash pad for the kids. Enjoy a cocktail & BBQ on your private deck. Come relax & treat yourself to a vacation in our lovely beach town.