Cottage holiday rentals in Lion's Head

Lookabout Bay Waterview Cottage - The Lakehouse

The Lakehouse Cottage 2 night minimum stays 3 nights minimum stays on Holiday Weekends Four Guests Only Not Suitable for young children Come enjoy the beautiful Bruce Peninsula at the Lakehouse! The waterview cottage is an upper unit residence with a private entrance, steps from a Municipal dock located at Lookabout Bay. The Lakehouse cottage is located at a quiet family campground across the road from Lake Huron. Spend some time on the lake in the canoe and kayak provided for our guests.

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.

Trails End Family Friendly Beach House

Inviting couples and families looking for a relaxing vacation, enjoying beach days, scenic hikes, and stargazing nights. This 3-bedroom beach house is just one street from the sandy beach and playground. Sip your morning coffee on the deck, BBQ in the evenings, and end your day roasting marshmallows at the backyard fire pit under magical dark skies. Hike to the famous lookout. Walk to shops, restaurants, and groceries in minutes. Perfect location for daytripping around the Bruce Peninsula. ✨

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.

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.

Blue Feather Lake House - Tobermory

Welcome to Blue Feather Lake House. On our first day here we found a blue jay feather under the trees and “Blue Feather” was born. We are located on Larry’s Lake in Dorcas Bay on the Lake Huron side of the peninsula. This means beautiful sunsets, a family friendly lake, peace and tranquility. We are a short drive from Johnson’s Harbour, Singing Sands beach and Bruce Peninsula National Park and 20 min to downtown Tobermory. We hope you enjoy our space and the area as much as we do!

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 Cottage with Steam Sauna by Bruce Trail

Welcome to this stunning waterfront , cozy ,4 season cottage located on the edge of a cliff surrounded by the lake on one side and Bruce trail on the other. This private oasis is perfect for couples or families w. older kids where you can connect to nature but still stay close to the city. Walking distance to Bruce trail, short drive to Sauble Beach or Wiarton for shopping and dining, 25 min drive to Lions Head, 45 min to Tobermory. It's time to plan your visit to Bruce!!!

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.

Cape Chin Cottage

A cute 2 bedroom cottage on the shores of Georgian Bay awaits you. Explore The Bruce Peninsula while staying at this cosy beach front property. Cottage has 2 decks for your relaxation and getaway from city life. Close to the Bruce Peninsula National Park, Tobermory and Lions Head. Please note that only accepting one week rentals for July and August. Saturday to Saturday rentals only. Weekends with minimum 3 night stay for June, September and October.

Lakefront, sauna, sunsets: Alvar Garden Lakehouse

Waterfront cottage Located halfway between Tobermory & Lion’s Head on the shores of Lake Huron. Enjoy spacious lakefront cottage, shallow warm waters & spectacular sunsets. Our cottage is a perfect gateway for hiking, kayaking, sightseeing, sitting by the fire, stargazing & rejuvenating in outdoor sauna at any time of the year! Bruce Peninsula at its best with all attractions within 30 min drive.

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.