Pet-friendly holiday rentals in Lion's Head

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.

Aframe cabin by babbling brook with sauna & hottub

Cabin is partially OFF GRID in winter months (Nov 1-May 7) No running water/shower/indoor bathroom at this time. Water is provided with water dispenser/maintained outhouse Sauna & jacuzzi tub available yr round. Note: Wood hot tub replaced in 2025 with jacuzzi spa Cabin heated by wood stove in the winter months and supplemented with a mini split heater. Firewood/kindling provided Cabin situated on heavily treed 1 acre property with a creek directly in front of a quiet municipal road

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.

Little Lake Lookout: Sauna, Beach, Dock, Dogs!

Escape to Little Lake Lookout! This serene 2-bedroom + loft and 2-bath retreat boasts 170ft of private lakefront on Little Lake. Enjoy stunning views of the Niagara Escarpment and an abundance of nature and wildlife. With all-season amenities and a scenic drive from the GTA and London, this dog-friendly oasis (we're fenced!) is the perfect getaway for making memories. Only 7 minutes from the charming village of Lion's Head. Book now for a truly unique experience! @NorthPawProperties

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!

Newly built cottage in Tobermory!

This brand new home is right in Tobermory and is just a 5 minute drive from the harbour and it’s amenities! Our 3 bedroom 2 bathroom home is perfect for a group up to 6 people. Enjoy the convenience of being close to town while being nestled right in the forest. 10 minute drive to the Grotto 5 minute drive to the Parks Canada visitors centre 5 minute drive to the Chi Cheemaun ferry 5 minute drive to glass bottom boat cruises STA license number STA-2024-17

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 Almost Waterfront - Lions Head Cottage

Lake view cottage only steps to the Sandy Lions Head Beach with Central air conditioning! The cottage is extremely clean, comfortable and well equipped with 3 bedrooms on the upper floor and 2 bedrooms on the ground floor with 3 full-size washrooms, a full kitchen and a large living area. Propane BBQ and fire pit on site. Within 5 min walk to Restaurants , Grocery & Ice Cream 8 Adults Maximum + 2 Children NBP-2022-274

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.

Evenstar - Luxury in Nature

Quiet, peaceful, no neighbours in sight. 💕 Immerse yourself in two acres of untouched natural beauty, showcasing the unique ecosystems of the Northern Bruce Peninsula. With forest, alvar, and watercourse, this retreat is a haven for nature enthusiasts. 5 min walk to Lake Huron & Johnson's Harbour waterfronts. Central drive to Singing Sands, Grotto, Tobermory & Lions Head.

Stone Cottage By Georgian Bay

Cosy and private 2 bedroom Stone Cottage directly across from Georgian Bay. Approximately half an acre with water views from the comfort of your living room. Enjoy the fire pit, bbq, games and everything this cottage has to offer. Walk 1.5 kilometres to town and see the caves from the Niagara Escarpment that are 450 million years old. It’s amazing!

The Kickback 3 BR Tobermory Waterfront with Beach

Cozy waterfront cottage rental near Tobermory on Lake Huron. Enjoy stunning sunsets, private shoreline, dock, and rustic vintage décor. Minutes to Bruce Peninsula National Park, Flowerpot Island, and local attractions. Sleeps 6 (max 4 adults, 2 kids). Book for 2026! Off-season 2-night min, high-season 7-night min (Fri-Fri).