Family-friendly vacation 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

Kitchen · Family · Skiing

Gaze from the Cabin-Permit# NBP-2022-642

Relax with the whole family or romantic quiet getaway surrounded by the beauty of the peninsula and Georgian Bay. The Bruce Trail is only 5 minutes away. The view of the turquoise water is spectacular and inspiring sunrises viewed from a private porch make for great mornings. The cabin is filled with warmth and has all the amenities. With 2 bedrooms and a large loft with 2 sofa beds it sleeps a maximum of 6 adults, and 2 children ages 2-12! Come up to Dyers Bay, a beautiful place all year-round.

Kitchen · Family · Heating

S08 Nature Heaven at the Farm: Cabin on The Lake

One of a kind unique & unmatched experience Your cabin with two large windows will face a quiet semiprivate lake, enjoying sunsets on the water. On the opposite side, you will relax to the sounds of birds and mesmerized by 150+ feet tall maple trees canopy. Walk and follow the gravel road to see 200+ goats with their babies in the background. On a clear night, you’ll see the Milky Way, a pure magic and fairytale experience. Stay with us for three+ days and recharge. Our reviews say it all

Kitchen · Indoor spaces · View

Sunsets & Lake Views in a Spacious Modern Cottage

Escape to a bright, spacious cottage with stunning sunsets and panoramic views of Colpoy’s Bay just outside Wiarton! Perfect for year-round group getaways featuring: 4 king bedrooms, a queen Murphy bed and 3 full bathrooms including a spa-like master ensuite. Enjoy an open-concept layout with a fully stocked kitchen, two large family rooms with Smart TVs, two expansive patios, and a spacious campfire area. Experience the natural beauty of the Bruce Peninsula while relaxing in comfort and style.

Family · Indoor spaces · Value

Yacht in Tobermory

NEW FOR 2025, the Yacht has Air Conditioning! A vintage private 30 foot Cruiser with a teak & mahogany wood trimmed cabin. Cabin height is 6 ft. Children 3 yrs & older Two berths sleep 2 each. Full galley. Linens and towels provided. It is disinfected before your arrival. Extra person $50/day agreed prior. Centre bed $50 for stay. This accommodation is for the boat at the dock only. It does not include driving the boat or use of the cottage property. The boat is a non smoking.

Family · Kitchen · Accuracy

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.

Kitchen · Family · Value

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

Family · Kitchen · Walkability

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.

Indoor spaces · Kitchen · Outdoor spaces

Glamping Cabin Nature Retreat

License #STA-2024-59 4PPL MAXIMUM. Best suited for Families and Couples. Quiet Neighbourhood- no parties/loud noise This cute &cozy “glamping” cottage is located in beautiful Miller Lake and within walking distance to Lake Huron access. Sleeping 4 people this small space comes with all the comforts needed for an amazing, quiet and cozy holiday! Unwind and decompress from the stresses of busy lives with the sounds of nature and the simpler joys of life at this “unplugged” cottage

Indoor spaces · Kitchen · Air conditioning

Prime Lakefront Tamarack Island Sta-2024-297

Beachfront property on Lake Huron. Great view of sunrise over the lake as cottage is facing east. At night there are amazing reflections of a full moon over the lake as well. Has a large deck and dock. Beautiful garden. This property is in a prime area on Tamarac Island in Stokes Bay. 1500 square feet with loft and windowed porch. Loft has huge desk and pull out bed if needed. Excellent swimming as on the main bay area with deep and warm waters. Back door camera in tree by parking.

Family · Kitchen · Long stay

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.

Kitchen · Family · Hiking

Pine Villa-Mediterranean Cottage with Hot Tub

Escape to our charming Mediterranean-inspired villa nestled in the serene countryside of Ontario. With minimalist aesthetics, the cottage offers a tranquil retreat for relaxation. Immerse yourself in the natural beauty that surrounds as you unwind on the patio or in the hot tub, or explore the countryside with our complimentary bikes. Inside, enjoy minimalist design, cozy details, and a nostalgic record player—where modern comfort meets rustic charm.

Indoor spaces · Family · Access