Vacation rentals in Flowerpot Island

An aerial view captures the spacious black cottage surrounded by lush trees. A large deck is adorned with several red outdoor chairs, providing a welcoming space for relaxation. The private setting emphasizes the natural surroundings of the property.

4.99 out of 5 average rating, 123 reviews

Fairwinds Lake House

Fairwinds Lake House is a waterfront luxury cottage built in 2020. With its private water access, large deck and amazing sunset views it is the perfect location for your family vacation. Fairwinds looks out on Lake Huron and is a 10 min. drive to Tobermory. ***Guest limit is 10. Max. 8 adults(age 13+) plus 2 guests under age 12 according to local STA Licensing of North Bruce Check-in is 4pm, check-out is 11am NO PETS. NO SMOKING. July/Aug. min. 4 night. Aug30-June28 min. 2 night min.

LocationFamilyCheck-in

Cabin in Northern Bruce Peninsula

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.

LocationFamilyKitchen

4.95 out of 5 average rating, 244 reviews

Guest suite in Northern Bruce Peninsula

The newly built home presents a modern exterior with expansive glass windows and a spacious upper deck. A landscaped pathway leads to the entrance, bordered by natural stone and greenery, creating a welcoming approach to the property.

OBX North Bed and Breakfast Waterfront Guest Suite

Enjoy a fully self-contained suite on the main floor of this newly built home. Serene waterfront destination on Hay Bay, only 3 km from the heart of the vibrant village of Tobermory. Our home is best suited for couples, solo travelers, or small families looking for a quiet, relaxing stay. It is not designed for parties, gatherings, or group bookings. Separate guest entrance & patio doors to outside deck. Hot tub & BBQ access just outside the door. Hot gourmet breakfast included.

LocationFamilyKitchen

5.0 out of 5 average rating, 105 reviews

An open deck features comfortable seating arrangements with white frames and blue cushions, overlooking the tranquil waters. A round wooden dining table sits adjacent to the lounge area, with views of the natural landscape and distant islands enhancing the outdoor space.

4.99 out of 5 average rating, 254 reviews

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.

ValueFamilyTV

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.

4.98 out of 5 average rating, 368 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.

LocationValueParking

Guest favorite

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, 154 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

LocationValueParking

Luxe

The striking facade of the modern lake house is framed by lush greenery, showcasing large windows and a unique architectural design. A custom pickleball court is visible in the foreground, bordered by flower planters, enhancing the outdoor environment.

Cottage in Meaford

Bayview Oasis: Luxe Lakeside Escape w/ Pickleball

Welcome to Bayview Oasis, our luxurious lake house on Georgian Bay. Enjoy breathtaking water views, a modern kitchen with high-end appliances, a cozy basement with a pool table and bar, and a master suite with top-notch amenities. Outdoors, relax in the cabana with a pizza oven, fireplace, picnic tables, spacious patio, hot tub, and our new custom pickleball court. Whether it's a romantic getaway or family vacation, Bayview Oasis is the perfect retreat.

FamilyLocationKitchen

4.96 out of 5 average rating, 132 reviews

4.97 out of 5 average rating, 30 reviews

Big Tub Harbour Waterfront Cottage

Discover Big Tub Lookout, a Tobermory waterfront Airbnb with stunning harbour views and direct rock shoreline water access. This Bruce Peninsula cottage rental is perfect for a Tobermory weekend getaway or family-friendly vacation. Explore Big Tub Harbour with two kayaks and a paddleboard, then relax on the deck and enjoy the peaceful lakefront setting. Book your Tobermory short-term rental today for comfort, adventure, and unforgettable memories.

FamilyLocationWalkability

Superhost

4.84 out of 5 average rating, 89 reviews

The Blues Traveler

Welcome to The Blues Traveller! This three bedroom, two bathroom private vacation property is perfect for 6 guests. We are a brand new home centrally located with just a 5 minute drive to downtown Tobermory as well as a 5 minute drive to the Bruce Peninsula National park! You will have access to a fully stocked brand new kitchen , Wifi, Netflix, and a backyard patio set and propane BBQ. Professionally managed by Vibe Getaways

LocationFamilyComfort

5.0 out of 5 average rating, 99 reviews

Casolena Panoramic Waterfront Cottage in Tobermory

Update: One remaining slot before kayak season ends (Sep 26-30). Casolena is an elevated lakefront retreat in Tobermory, curated for guests who value nature, privacy and thoughtful design. Its distinctive architecture features expansive lake & sky windows, creating an open and immersive space filled with natural lights from sunrise to sunset, and making every moment here an experience that can’t be truly captured in words.

LocationFamilyComfort

Superhost

4.9 out of 5 average rating, 49 reviews

Bay Shore Luxe - Lake Huron Waterfront with Kayaks

🌊 Bayshore Luxe | Waterfront Retreat Near Tobermory ✨ Escape to this stunning 3-bedroom 2 - bathroom waterfront cottage just minutes from Tobermory. Wake up to breathtaking lake views, relax in peaceful natural surroundings, and enjoy unforgettable days on the water with included kayaks 🚣‍♂️🌊 Perfect for families, couples, and small groups seeking the ultimate Bruce Peninsula getaway.

FamilyLocationGrill

A bright, open kitchen area showcases wooden cabinetry and stainless steel appliances. A central island with seating for three is positioned in front of a large window, allowing natural light to fill the space. A cozy living area with comfortable seating and decorative elements is visible in the background.