House holiday rentals in Tobermory

4.87 out of 5 average rating, 536 reviews

The image captures a tranquil hot tub filled with clear water, positioned on a deck overlooking Georgian Bay. A soft sunset casts a warm glow across the sky, and the silhouettes of a gazebo and dock are visible in the background.

Home in Meaford

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

4.93 out of 5 average rating, 110 reviews

Home in Collingwood

The Artist's House B&B: Relax, Explore Collingwood

Welcome to The Artist's House — a charming getaway in the village of Nottawa, just minutes from Blue Mountain, Collingwood, Scandinave Spa, and Georgian Bay beaches. Surrounded by beautiful gardens, sculpture, and original artwork, our home offers three serene bedrooms, air conditioning, a fully equipped kitchen, and a cozy living room with gas fireplace. Relax on the patio, enjoy the BBQ and fire pit, and experience the perfect blend of village charm and nearby adventure. Fast Wi-Fi & parking.

4.96 out of 5 average rating, 141 reviews

An open and airy space features a large harvest table with pink legs, complemented by wooden chairs. A cozy bench is positioned alongside the table. A staircase leads to a loft area, while art supplies and decor are visible throughout the room.

Home in Desboro

Forest Loft - Forest, Sauna, Ponds & Stargazing

The “Forest Loft” is a one-of-a-kind space surrounded by the old-growth trees of Kinghurst Forest. The 1,600-square-foot space sleeps up to four and features two Queen-size beds and linens, huge harvest table, indoor kitchenette with a stovetop and fridge, filtered water, shower, propane and wood stove heating, in-door basketball hoop, hammock, picnic table, a commercial grade BBQ, fire ring and access to two beautiful spring-fed ponds. Access to Finnish sauna for four is available on request.

4.98 out of 5 average rating, 121 reviews

The modern two-story home presents a sleek exterior with dark cladding and large glass windows. A spacious deck features green chairs, offering panoramic views of the surrounding landscape. The manicured lawn extends gently toward the home, creating an inviting outdoor space.

Home in Kemble

Contemporary Million Dollar View Getaway

This four-season home offers you majestic views of Georgian Bay from all main living areas and accommodates up to 14 guests. It is your ideal base for exploring the Bruce Peninsula. Enjoy walking trails, golfing, boating, fishing, national parks, the Grotto and beaches. After a day of adventure, unwind by the firepit or watch a movie in the theater room. You have two fully stocked kitchens to prepare your feast. It's the perfect retreat for groups looking to relax and create memories together!

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.

4.96 out of 5 average rating, 283 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!

4.97 out of 5 average rating, 203 reviews

Home in Wiarton

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 .

A serene view of Georgian Bay is captured at sunset, with vibrant hues reflected in the water. The foreground features trees, framing the water's edge, while a boat is docked in the harbor, indicating a peaceful coastal setting.

4.99 out of 5 average rating, 206 reviews

Westwater Guest Suite (Waterview Private Unit)

Sit on your private water view deck enjoying the beautiful view of the Georgian Bay. Wake up to the beautiful morning sunrise while sipping on a cup of coffee, or enjoy the stunning sunsets while sipping on a glass of wine. During the day you are just steps away from the picturesque downtown, shopping, restaurants, bars, tours, and world class scenery are just steps away. Or take a short drive to Bruce Peninsula National Park (Grotto), Singing Sands or take a tour boat to Flowerpot Island.

5 out of 5 average rating, 6 reviews

Home in Lion's Head

Georgian Sunrise Chalet

Discover Georgian Sunrise, an opulent A-frame private getaway perched majestically on the eastern edge of Cape Chin, Bruce Peninsula, on the shore of Georgian Bay. Framed by soaring vaulted ceilings and generous floor-to-ceiling glass, this architectural masterpiece offers panoramic vistas of Georgian Bay's turquoise waters lapping against rugged limestone shores—perfectly aligned with sunrise, ensuring every morning begins in luminous wonder. This tranquil setting is a perfect escape.

A modern, single-story home is set amidst a forested area, featuring a combination of gray siding and a gabled roof. A gravel driveway leads to the front entrance, accented by steps and a small porch. Surrounding greenery enhances the home's secluded feel.

4.92 out of 5 average rating, 141 reviews

Newly built home in Tobermory! AC and Pet friendly

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 visitor centre 5 minute drive to the Chi Cheemaun ferry 5 minute drive to glass bottom boat cruises STA license number STA-2024-17

Home in South Bruce Peninsula

A bright living area features a cozy corner seating with natural light filtering through large windows. A simple round coffee table sits centrally on a textured area rug, while a record player is positioned nearby on a cart, enhancing a minimalist aesthetic.

4.95 out of 5 average rating, 109 reviews

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.

A rustic bedroom features a log-style queen bed with a patterned duvet. A wooden bench sits at the foot of the bed. Natural light filters through a nearby window, illuminating the warm wood floors and cozy decor, which includes a multi-colored area rug.

4.9 out of 5 average rating, 162 reviews

Mikinaak Cottage

Welcome to the Mikinaak Cottage! We are a two-bedroom, family & dog friendly cottage in the heart of Tobermory. Conveniently located within walking distance to restaurants, tour boats, grocery store, and shops. We are located across the street from the entrance of the parks Canada museum and the start of the Bruce Trail. The Grotto is also 10 km away. Enjoy the hiking trails in beautiful Tobermory by day and relax by the outdoor firepit at night!