Pet-friendly holiday rentals in Tobermory

4.95 out of 5 average rating, 108 reviews

The exterior of a two-story cottage is visible against a bright blue sky, positioned near the shoreline of Lake Huron. A red roof complements the gray-blue siding. A flagpole displays a Canadian flag to the right, while a drive leads to an outdoor space surrounded by greenery.

Cottage in Miller Lake

Lakefront, sauna, sunsets: Alvar Garden Lakehouse

Waterfront cottage located halfway between Tobermory and Lion’s Head, on the shores of Lake Huron. Enjoy a spacious lakefront retreat with shallow, warm waters and spectacular sunsets. This cottage is the perfect gateway for hiking, kayaking, sightseeing, fireside evenings, stargazing, and year-round relaxation — including rejuvenating time in the outdoor sauna. Bruce Peninsula at its best, with major attractions within a 30-minute drive. The perfect base for adventure, water, and sunsets.

WalkabilityOutdoor spacesParking

Place to stay in Chatsworth

Two glasses of rosé wine sit on a decorative table, capturing sunlight against a backdrop of rolling hills. The landscape features vibrant autumn foliage in shades of orange and yellow, with a clear blue sky and wispy clouds visible above.

5 out of 5 average rating, 127 reviews

Secluded Cabin overlooking Valley.

Our comfy one-room cabin sits on the edge of 40 wooded acres, overlooking a pastoral valley. Enjoy a relaxing breakfast (included) on the deck while taking in the countryside view, and in the evening, lose yourself in the deep, dark, star-studded sapphire sky. A great home base as you experience the area - hiking beaches, waterfalls, cideries, vineyards and wineries. See more things to do at visitgrey. ca. Or stay put and enjoy your secluded getaway. Read a book, take a hike, or have a nap.

PetsOutdoor spacesGetting around

Place to stay in Southgate

A charming A-frame cabin stands amidst lush green trees, with expansive glass doors opening to a wooden deck. Comfortable seating arrangements are present, complemented by planters filled with blooming flowers, creating a serene and inviting outdoor space.

4.99 out of 5 average rating, 283 reviews

Aframe cabin by babbling brook with sauna & hottub

Cabin 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 *Wood hot tub replaced in 2025 with nordic spa *Cabin situated on heavily treed 1 acre property with a creek directly in front of a quiet municipal road *Wood stove remains off-limits during the summer season (June-September). Wood & kindling provided for fall/winter use *No firewood provided for firepit/guests to pick up

PetsWalkabilityAccuracy

4.95 out of 5 average rating, 236 reviews

Cabin in Tobermory

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.

Outdoor spacesWalkabilityCheckout

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.

5 out of 5 average rating, 243 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.

PetsOutdoor spacesCondition

Cottage in Northern Bruce Peninsula

A peaceful outdoor area is showcased, featuring a hot tub and a cedar barrel sauna set among tall trees. The patio is furnished with stylish black wire chairs, creating an inviting space for relaxation.

4.95 out of 5 average rating, 233 reviews

Glamping Cabin Nature Retreat

License #STA-2024-59 4PPL MAXIMUM. Best suited for Families and Couples. Quiet Neighbourhood- no parties/loud noise This cute &cozy “glamping” cottage is located in beautiful Miller Lake and within walking distance to Lake Huron access. Sleeping 4 people this small space comes with all the comforts needed for an amazing, quiet and cozy holiday! Unwind and decompress from the stresses of busy lives with the sounds of nature and the simpler joys of life at this “unplugged” cottage

PetsWalkabilityIndoor spaces

4.93 out of 5 average rating, 303 reviews

A serene view of Little Lake is presented, featuring a calm surface reflecting the evening light. A grassy area is framed by a black fence, while a dog gazes toward the water. A sandy beach and dock are visible along the lake’s edge, surrounded by greenery.

Cabin in Lion's Head

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

PetsOutdoor spacesLocation

4.95 out of 5 average rating, 131 reviews

A charming A-frame cabin is surrounded by tall trees, featuring a triangular roof and wooden siding. The entrance includes a white door with a window above, complemented by a small wooden deck with stone accents.

Cabin in Clarksburg

Tiny A-Frame near the Bruce Trail

Find yourself nestled among pines trees just steps from the Bruce Trail! This 100 sq. ft. tiny A-Frame offers cozy comfort with two stackable twin beds that convert into a queen (side-by-side) when desired. Amenities include the essentials: BBQ, drinking and dish water, power box to charge devices and a small light, plus an outhouse with a composting toilet. Centrally located near Old Baldy Lookout, Beaver Valley, Blue Mountain and Duncan Caves. The perfect spot to relax and unwind!

Outdoor spacesPetsFamily

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.

5 out of 5 average rating, 122 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!

PetsWalkabilityHospitality

A family walks through the shallow waters of Lake Huron, silhouetted against the sun's reflection on the surface. The scene captures the splashing waves and the shoreline, with glimmers of sunlight creating a shimmering effect on the water.

4.95 out of 5 average rating, 134 reviews

The Kickback 3 BR Tobermory Waterfront with Beach

Escape to The Kickback, a cozy Lake Huron waterfront cottage near Tobermory. Set on 2 private acres with 120+ feet of shoreline, enjoy sandy beaches, flat rock ledges, stunning sunsets, campfires, and crystal-clear swimming. Minutes from Bruce Peninsula National Park, The Grotto, Flowerpot Island, Little Cove and Tobermory attractions. Sleeps 6 (max 4 adults, 2 children). Off-season 2-night minimum; July & August weekly rentals Friday-Friday. Book your 2026 getaway today!

Outdoor spacesPetsBackyard

4.93 out of 5 average rating, 120 reviews

Cottage in Mar

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.

PetsOutdoor spacesFamily

Luxe

Cottage in Meaford

4.97 out of 5 average rating, 120 reviews

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.

Outdoor spacesPetsLocation

Popular amenities for Tobermory pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.97 out of 5 average rating, 168 reviews

A charming century home features a blend of red brick and light siding. The entryway is highlighted by a covered porch and decorative star. Lush greenery surrounds the property, adding to its inviting appeal under clear blue skies.

Home in Meaford

Beach & Hiking Nearby • Large Private Fenced Yard

WalkabilityPetsAmenities

4.95 out of 5 average rating, 208 reviews

A well-lit living area features two comfortable gray sofas adorned with patterned throw pillows. Warm wooden floors complement the neutral wall tones. A staircase with wooden steps leads to the upper level, while large windows allow natural light to brighten the space.

Home in Williamsford

Williamsford Blacksmith Shop

WalkabilityOutdoor spacesKitchen

4.83 out of 5 average rating, 406 reviews

The exterior of the house features a spacious wooden deck with outdoor seating. A second-story balcony is visible, framed by large windows that allow natural light. Surrounding the property are grassy areas and gravel pathways, leading to outdoor recreational equipment.

Home in Miller Lake

5 Bedroom Bruce Retreat (license # NBP-2022-50

Outdoor spacesWalkabilityView

4.97 out of 5 average rating, 139 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

WalkabilityPetsHiking

4.85 out of 5 average rating, 320 reviews

A group of individuals enjoys the sunset from a dock, playfully splashing in the water. The warm hues of the setting sun create a serene backdrop, highlighting the joyful atmosphere of the moment by the waterfront.

Home in Mar

Red Bay Getaway

WalkabilityPetsView

5 out of 5 average rating, 29 reviews

Private Tobermory Cottage on Bruce Peninsula

WalkabilityOutdoor spacesTV

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, 136 reviews

Newly built home in Tobermory! AC and Pet friendly

Outdoor spacesWalkabilityCheck-in

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, 278 reviews

Lakeside Lounge

PetsOutdoor spacesAccess

Pet-friendly home rentals with a pool

Townhouse in Blue Mountain Resort Area

Two comfortable sofas with decorative pillows are positioned around a dark coffee table in a spacious living area. A minimalist art piece adorns one wall, while a staircase leads to the upper level. The modern kitchen is visible in the background.

4.89 out of 5 average rating, 179 reviews

The Snowbridge Lookout on Monterra Golf Course

PetsOutdoor spacesLong stay

4.92 out of 5 average rating, 133 reviews

Cottage in Meaford

Cottage on 5 Private Acres, Heated Pool & Hot Tub

PetsOutdoor spacesBathroom

4.99 out of 5 average rating, 149 reviews

A spacious outdoor area features a picnic table and multiple lounge chairs arranged on well-maintained grass. The wooden structure in the background has large windows, adorned with awnings, and is surrounded by greenery under a clear blue sky.

Farm stay in Markdale

Experience Country Living at Firefly Ridge

Outdoor spacesPetsComfort

Home in Blue Mountain Resort Area

A master bedroom features a spacious bed adorned with a blue and white comforter. Light wooden flooring is complemented by a decorative nightstand and a stylish chandelier. Large windows allow natural light to fill the room, offering views of the greenery outside.

4.94 out of 5 average rating, 239 reviews

Serene mountainside home with View/Shuttle Bus

PetsOutdoor spacesLayout

Chalet in Blue Mountain Resort Area

A bright, spacious dining area is illuminated by natural light from large windows. A long, rustic table is accompanied by white, spindle-back chairs. A vase with greenery is centered on the table, enhancing the inviting atmosphere of the space.

4.97 out of 5 average rating, 262 reviews

The White Cedar Chalet! Free shuttle to Village

WalkabilityPetsPool

Condo in Blue Mountain Resort Area

The living area features a comfortable sectional sofa and a modern electric fireplace. A smart TV is mounted on the wall above a stylish media console. A geometric area rug adds texture to the space, while a decorative shelving unit displays greenery and art.

4.89 out of 5 average rating, 121 reviews

The Parker Slopeside: Pool, Hot Tub, Tennis, Views

PetsWalkabilityHeating

Superhost

An outdoor heated swimming pool is surrounded by a spacious patio. Red and blue lounge chairs are placed around the pool area, with tall green trees providing shade in the background. A safety fence encloses the pool, creating a private atmosphere for guests.

Chalet in Blue Mountain Resort Area

4.78 out of 5 average rating, 146 reviews

*Haven on Blue*- Hot Tub, Heated Pool & Sauna

WalkabilityPetsHospitality

Townhouse in Blue Mountain Resort Area

A clear, inviting outdoor pool is surrounded by landscaped greenery and stone seating areas. The pool features a curved shape with steps leading in, and two poolside lounge chairs are visible. Mature trees provide shade in the background, enhancing the serene environment.

4.96 out of 5 average rating, 358 reviews

Walk 2 Village, Great Kitchen & Beds, Summer Pool!

PetsWalkabilityGetting around

Private, pet-friendly home rentals

5 out of 5 average rating, 23 reviews

Largest Luxury Beachfront & Hot Tub in Tobermory!

WalkabilityOutdoor spacesHot tub

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.

4.99 out of 5 average rating, 89 reviews

North Star Cottage

PetsOutdoor spacesTV

5 out of 5 average rating, 18 reviews

A charming two-story structure is set amidst lush greenery, featuring a wooden deck that extends from the upper level. Large windows provide natural light, while the building's rustic exterior blends harmoniously with the surrounding landscape.

Home in Meaford

Hilltop Mesa- carriage house on acreage

PetsOutdoor spacesQuiet

5 out of 5 average rating, 79 reviews

The modern cabin is set amidst a lush forest, featuring a sleek black and wood exterior. A spacious deck with outdoor seating is visible, alongside a gravel pathway leading to the entrance. Surrounding greenery enhances the private, serene atmosphere.

Cabin in Lion's Head

Modern Scandinavian Cabin in the Woods Lion's Head

Outdoor spacesPetsAir conditioning

4.95 out of 5 average rating, 21 reviews

The Lookout's exterior is framed by lush trees, resting on a cliff overlooking Miller Lake. Multiple outdoor seating areas are visible, providing a serene space to enjoy the surroundings. The warm glow of sunset softly illuminates the landscape, enhancing the retreat's natural beauty.

Home in Miller Lake

The Lookout - Miller Lake waterfront!

Outdoor spacesCheckoutHospitality

4.95 out of 5 average rating, 21 reviews

An aerial view captures a secluded lakeside retreat surrounded by lush greenery. The property features a charming A-frame structure, with the expansive shoreline of Lake Huron visible in the background, showcasing rippling waters under a clear blue sky.

Cabin in Tobermory

Lands End Private Tobermory Waterfront Escape

Outdoor spacesPetsBiking

Superhost

Home in Lion's Head

5 out of 5 average rating, 4 reviews

Georgian Sunrise Chalet

ComfortAccuracyAmenities