Holiday houses in Lion's Head

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Top-rated holiday rentals in Lion's Head

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
The exterior of a two-story cottage features a spacious lower deck with seating and stairs leading to the upper level. Large windows allow natural light to fill the interior. Lush greenery surrounds the property, creating a natural landscape.
Home in Tobermory
4.95 out of 5 average rating, 255 reviews

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!

Top Guest favourite
A cozy cottage exterior features a gray siding with a welcoming front deck. Sunlight reflects off large windows, offering views of the surrounding landscape. The property is accented by a landscaped area with stones and plants, emphasizing a well-maintained appearance.
Cottage in Lion's Head
4.94 out of 5 average rating, 172 reviews

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. ✨

Guest favourite
The exterior features a well-maintained yard with lush green grass surrounding a tree stump and a fire pit, creating a relaxing outdoor space. A red grill is positioned next to the entrance of the stone-clad house, and string lights add subtle illumination.
Guest suite in Wiarton
4.93 out of 5 average rating, 238 reviews

Cozy Getaway on the Bruce Trail!

Newly renovated, this spectacular and spacious two floor unit comes equipped with everything you need for a perfect getaway to the Bruce! This 3 acre property is conveniently located on the Niagara Escarpment with access to the Bruce Trail through the backyard, Only a 5-minute walk to downtown Wiarton or Georgian Bay. A 20-minute drive from Sauble Beach, and only 45 minutes to Tobermory. You won’t need to travel far from this central location to enjoy all the beauty this area has to offer!

Top Guest favourite
Home in Wiarton
4.97 out of 5 average rating, 183 reviews

Kiss & Bond Water View Colpoys Bay 4 -Seasons

Hello,, I'm the owner of a newly built home, that I hope I will provide first-rate, memorable experiences for my guests, I'm a nurse for over 30 years, and I love to explore. Im an animals lover, I'm also a mother of 3 boys and have been married for 33 years ,being outdoors is one of my favourite activities, snowmobiling, hiking. I've owned our cottage for 10 years and we decided to rebuild , to enjoy the beautiful views of Colpoys Bay and in the back yard the Bruce Pennisula escarpment .

Top Guest favourite
A charming barn conversion is pictured, with a unique stone exterior and a distinct blue and gray metal roof. A welcoming entrance is highlighted by a red door and a covered porch. The surrounding yard is adorned with greenery and autumn leaves.
Barn in Lion's Head
4.95 out of 5 average rating, 181 reviews

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

Top Guest favourite
Cabin in Tobermory
4.95 out of 5 average rating, 214 reviews

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.

Guest favourite
Home in Tobermory
4.88 out of 5 average rating, 106 reviews

Evenstar - Luxury in Nature

Winters at Evenstar are for snuggling under blankets, hot outdoor showers, and campfires in the snow. Quiet, peaceful, romantic, 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.

Top Guest favourite
A spacious living area features large floor-to-ceiling windows offering unobstructed views of Lake Huron. Natural light fills the room, highlighting a mix of seating options and decorative elements. Outside, a private deck and dock can be seen, surrounded by trees and garden space.
Cottage in Lion's Head
4.9 out of 5 average rating, 160 reviews

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.

Top Guest favourite
A winter scene captures a cozy retreat surrounded by snow-covered trees. The cabin features a welcoming deck, with sunlight peeking through the clouds as a colorful sunset casts a warm glow over the landscape. A nearby sauna adds charm to the serene environment.
Cabin in Lion's Head
4.92 out of 5 average rating, 274 reviews

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

Top Guest favourite
A cottage elevated on a wooden deck is surrounded by tall trees under a starry night sky. Warm light spills from the windows, creating a cozy ambiance. A staircase leads up to the entrance, while a pathway and gathering area with seating are visible in the foreground.
Cottage in Tobermory
5 out of 5 average rating, 113 reviews

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!

Top Guest favourite
A spacious waterfront cottage is set against a backdrop of lush greenery and clear blue skies. The structure features multiple large windows, allowing for ample natural light. A rocky shoreline runs along the water's edge, providing a beautiful view of the surrounding nature.
Cottage in Tobermory
4.98 out of 5 average rating, 320 reviews

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.

Top Guest favourite
The charming exterior of the home features a welcoming red door framed by a lush garden filled with colorful flowers and greenery. Two distinct sections of the building showcase traditional architecture, blending seamlessly with the vibrant natural surroundings.
Apartment in Lion's Head
4.91 out of 5 average rating, 242 reviews

Lion's Head Bahay

This 2-bedroom apartment above an old Ontario farmhouse sits on a half-acre lot with award winning gardens. It has a separate entrance providing a private getaway. It is a great place for staycation, or as a work-from-home alternative, or for families. It is situated in downtown Lion's Head, steps from everything: stores, shops, restaurants, pub, LCBO, beach, marina, children's park, and Bruce trails. NEW in 2024: air-conditioning.

Popular amenities for Lion's Head holiday rentals

When is the best time to visit Lion's Head?

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Frequently Asked Questions

  • What are the most popular amenities for House Rentals in Lion''s Head?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there pet-friendly vacation rentals in Lion''s Head?

    Four-legged friends are welcome in Lion''s Head. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Do house rentals in Lion''s Head have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Lion''s Head. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Lion''s Head have wifi?

    Absolutely! We offer over 10 cottage rentals with wifi in Lion''s Head. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Lion''s Head?

    Lion''s Head has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in cottage rentals in Lion''s Head?

    Experience the best of Lion''s Head with our cottage rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Lion''s Head?

    Yes! Work meets play with ease at over 10 vacation rentals in Lion''s Head featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do cottage rentals in Lion''s Head have free parking?

    Absolutely! We offer over 10 cottage rentals with free parking in Lion''s Head. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Lion's Head

  • Total holiday rentals

    Explore 40 holiday rentals in Lion's Head

  • Nightly prices starting at

    Lion's Head holiday rentals start at $90 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,680 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Lion's Head holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Lion's Head rentals

  • 4.7 Average rating

    Lion's Head stays receive an average rating of 4.7 out of 5 from guests

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