Family-friendly holiday rentals in Tobermory

Beach House Hideaway by Post Office Motel *HOT TUB

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

Lakefront, sauna, sunsets: Alvar Garden Lakehouse

Waterfront cottage located halfway between Tobermory and Lion’s Head, on the shores of Lake Huron. Enjoy a spacious lakefront retreat with shallow, warm waters and spectacular sunsets. This cottage is the perfect gateway for hiking, kayaking, sightseeing, fireside evenings, stargazing, and year-round relaxation — including rejuvenating time in the outdoor sauna. Bruce Peninsula at its best, with major attractions within a 30-minute drive. The perfect base for adventure, water, and sunsets.

Quiet Retreat for Two

Spend a starry night in the country with the comfort of a soft bed, a wood stove, and plenty of space both indoors and out. Our yurt is located in a pocket of trees next to rolling farm fields and beautiful conservation land that the Rocklyn creek meanders through. You can prepare your meals in a sweet outdoor kitchen that is entirely screened in- or choose to sit by the fire. Bruce Trail access is just around the corner, and the towns of Meaford and Owen Sound are a short scenic drive away.

Fairwinds Lake House

Fairwinds Lake House is a waterfront luxury cottage built in 2020. With its private water access, large deck and amazing sunset views it is the perfect location for your family vacation. Fairwinds looks out on Lake Huron and is a 10 min. drive to Tobermory. ***Guest limit is 10. Max. 8 adults(age 13+) plus 2 guests under age 12 according to local STA Licensing of North Bruce Check-in is 4pm, check-out is 11am NO PETS. NO SMOKING. July/Aug. min. 4 night. Aug30-June28 min. 2 night min.

The Stone Barn @ Lion's Head

Explore winter on The Bruce Peninsula! Discover our charming 1920s barn conversion, nestled in the heart of the Bruce Peninsula. This cozy retreat accommodates up to 5 guests in 3 spacious bedrooms. Unwind in the inviting living room, prepare meals in the fully-equipped kitchen, and gather around the outdoor fire pit. Explore nearby attractions, including Georgian Bay, Bruce Trail, Lion's Head, Tobermory, and Bruce Peninsula National Park. Book now for a memorable stay! Permit #STA-2024-248

Luxury Tobermory Retreat: Modern Home and Hot Tub

Welcome to Cedarwood, a wellness oasis. Retreat to a Greg Williamson designed 3-bed, 3-bath sanctuary on 2 private acres, minutes from Tobermory. This architectural gem boasts a hot tub, sauna, and serene views, framed by majestic cedars. Enjoy modern comforts: high-speed internet, Tesla charger, and eco-friendly solar power. Experience wellness with our cedar sauna, expansive decks, and the ambient double-sided wood fireplace. Perfect for discerning travellers seeking luxury and privacy.

Luxury Waterfront Cottage in Tobermory

Welcome to Tobermory Shores, the perfect waterfront destination for families and mature older adults seeking peace and relaxation while exploring the majestic Northern Bruce Peninsula. Located at the tip of the Bruce Peninsula along the Niagara Escarpment, Tobermory Shores offers breathtaking views of the crystal clear waters of Georgian Bay and Flowerpot Island and is only a 3-minute drive to downtown Tobermory, 15 minutes to Bruce Peninsula National Park and the world-famous Grotto.

Tamarack by the Bay - Waterfront Cottage

Location; location; location. Spectacular year round waterfront cottage on Lake Huron 10 minutes from Tobermory. Featured in an article of Trips to Discover. Entire main floor walkout, 9 foot ceilings and 2 decks await your visit. Private access to the water along with supplied kayaks and paddleboard enhance your stay. Large firepit will allow for many hours of evening entertainment. See video tours on You Tube: "Welcome to Tamarack By The Bay" by CL Visuals and Calvin Lu.

Waterfront Lakehouse | + EV Charger | AC |

Escape to Whiskey Harbour Lakehouse—your dream waterfront retreat on the Bruce Peninsula. This luxurious timber-frame cottage on Lake Huron blends rustic charm with modern comforts: vaulted ceilings, a stunning Muskoka room, lakefront views, and space for couples, families and nature lovers. Explore turquoise waters, star-filled skies and cozy up fireside after a day of adventure. Ideal for romantic getaways, family escapes and unplugged stays in every season.

The Tiny House Experience

A unique experience awaits you in our cozy tiny house set back in the cedars. The lake is just steps from your front door where you can sit on the dock or canoe and kayak on the quiet inland lake. It is rustic tiny living, yet equipped with enough modern amenities to make your stay an enjoyable one. We welcome guests to bring friendly dogs and we expect that our guests will welcome the attention you will get from our dogs as well.

CANAM Resorts - Lake House - STA-2025-3

Thank you for your Interest in CANAM LAKE HOUSE! Our Short Term Rent (STR) license for 2025 year - STA-2025-3 Peaceful 1700 square foot, 2 floors, 2 bedrooms cottage (+extra Rock room with bed feels like in Bunkie) located on the shores of Lake Huron at Dorcas Bay, nestled among the cedars on a beautiful, natural lot. This is the perfect place for your family and friends to enjoy nature and relax together!

Forest Dome

This is an air b&b you'll definitely remember. Experience the magical feeling of waking up among the trees and birds. Feel the exhilaration of taking an outdoor shower. Enjoy the crackling fire and take the time to dream again. Nature, art, waterfalls and trails are all just outside your doorstep. Try our available snowshoes to explore even further! You don't want to miss this peaceful retreat.