Family-friendly vacation rentals in Tobermory

Sunny Side Up Apartment

Welcome to Sunny Side Up, a newly renovated, 2 BDRM, fully furnished suite in the heart of Wiarton. Only a short walk to Bluewater Park which is located on the shores of Georgian Bay. Where you'll find the beach, splash pad, swimming pool, playground, picnic area, Dockside's restaurant, and the Bruce trail. Includes free WIFI, portable A/C, smart tv with Netflix and Disney+, fresh linens, fluffy towels, a fully stocked kitchen, your own private balcony with a BBQ and fire table, free parking.

Luxurious Creek Retreat With Hot Tub

Welcome to this luxury cottage on the water. The perfect place to relax and unwind while listening to the waterfall and babbling brook flowing past only a few feet away. If you're looking for privacy and tranquility along with all the pleasures of a luxury stay then look no further. This property boasts a propane fireplace inside as well as one outside, in-floor heat and A/C. Fully equipped kitchen, two bedrooms with hotel quality mattresses and a bathroom that exudes high-end style and decor.

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!

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.

Fireside Cottage (modern-rustic getaway)

Escape the city to this woodland retreat. On 25 acres of deciduous forest, this modern log cabin has all of the character required for the perfect, cozy, fireside evening inside or out. Enjoy long days of adventure exploring private trails, kayaking on nearby Miller Lake (1.3km away) or take in countless nearby national parks and beaches. Come home to all of the modern amenities and then try relaxing in the secluded, outdoor, summer shower before building a fire to take in the starry night.

Oliphant 4 Season Cottage one block from the Lake

Totally redone 4 season 4 bedroom rental. One block from Lake Huron in Oliphant. 10 minutes to Sauble Beach, and a short drive to the Bruce Peninsula and all it offers. Tobermory, the Grotto, Cypress Lake. The house is fully equipped with all linens. washer and dryer, dishwasher, fridge with ice maker, 2 full bathrooms. One bedroom and a bathroom on main floor for those who can't do stairs. Oliphant is a kite boarders dream. Propane bbq, fire pit. It’s country water water cooler provided

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.

Tobermory Stargazing Retreat

Keep life simple at this peaceful and centrally located cottage. Just 10 minutes from Tobermory, The Grotto, Singing Sands, and Little cove. Family friendly 3 Bedroom and 2 Full bathrooms with a private 25 acre forest to explore and water access to Lake Huron for swimming and sunsets just a quick 15min walk away. Quality time with family and friends is easy here! Winter - 5 Adult and 2 Youth Snowshoes available for guests! STA# NBP-2022-189 6 Adults Maximum + 2 Children

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.

Heaframe - An A-Frame cabin in the woods

A-frame cabin on 25+ acres with access to beautiful Lake Huron. The minimalist design caters to families or small groups. The cabin is plunked in the middle of the woods, 400 ft. off of a gravel road. This is a place to truly unwind, and become one with the natural surroundings. Access to some trails is right off the deck. From here, you can explore the forest or hike 10 minutes to the lake access where you can hop on a kayak, canoe or SUP.

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!

Myles Bay Cottage

Beautiful, quiet, private setting steps from the water and gorgeous sandy beach. Cottage is located near Lions Head ON on Myles/Stokes Bay. Boat launch close by (free government dock) one concession south, Lions Head Marina on east side of peninsula, or gradual entry steps away is good for canoe, kayak, or jet ski entry. Nicely finished interior for all your vacation needs.