Family-friendly holiday rentals in Tobermory

4.98 out of 5 average rating, 180 reviews

The exterior of a charming tiny house is showcased, featuring a rustic wooden design and a welcoming deck. Large windows allow for ample natural light, while a pergola extends over part of the deck, creating a shaded area for outdoor relaxation amidst a lush, green landscape.

Tiny home in Kimberley

Hand-Crafted Cabin in Stunning Beaver Valley

Lovingly designed and built tiny house in the heart of the beautiful Beaver Valley. 2 Double beds, small kitchenette, rustic deck & living area with a gorgeous outhouse. The property has extensive edible landscapes & greenhouse filled with seedless grapes & edible perennials. Beautiful views of the escarpment, close to the Bruce Trail & Beaver River access point for canoeing and kayaking. Shop at the achingly charming Kimberley General Store. Close to Blue Mountains, Thornbury & Collingwood

KitchenIndoor spacesHeating

4.89 out of 5 average rating, 123 reviews

Tiny home in Wiarton

S08 Nature Heaven at the Farm: Cabin on The Lake

One of a kind unique & unmatched experience Your cabin with two large windows will face a quiet semiprivate lake, enjoying sunsets on the water. On the opposite side, you will relax to the sounds of birds and mesmerized by 150+ feet tall maple trees canopy. Walk and follow the gravel road to see 200+ goats with their babies in the background. On a clear night, you’ll see the Milky Way, a pure magic and fairytale experience. Stay with us for three+ days and recharge. Our reviews say it all

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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, 121 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.

KitchenIndoor spacesNearby

4.96 out of 5 average rating, 224 reviews

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

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

KitchenFamilyBiking

Cabin in Northern Bruce Peninsula

4.95 out of 5 average rating, 244 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.

KitchenFamilyQuiet

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.

5.0 out of 5 average rating, 100 reviews

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.

KitchenIndoor spacesView

4.93 out of 5 average rating, 313 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

KitchenFamilyBackyard

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, 363 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.

Indoor spacesFamilyHiking

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, 117 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.

KitchenFamilyCheckout

4.95 out of 5 average rating, 271 reviews

A geodesic dome is nestled among trees, featuring multiple circular windows that invite natural light. A wooden deck leads to the entrance, where a rustic carving is displayed. A dog sits calmly on the deck, enhancing the serene, natural setting.

Dome in Markdale

Forest Dome

This is an air b&b you'll definitely remember. Experience the magical feeling of waking up among the trees and birds. Feel the exhilaration of taking an outdoor shower. Enjoy the crackling fire and take the time to dream again. Nature, art, waterfalls and trails are all just outside your doorstep. Try our available snowshoes to explore even further! You don't want to miss this peaceful retreat.

FamilyKitchenBreakfast

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, 104 reviews

North Star Cottage

Minutes from Tobermory, Little Cove, Singing Sands, and the Grotto 🌊! This new cottage has all the comforts of home 🏡 but feels like a peaceful escape 🌲. Enjoy mornings on the covered porch ☕, evenings by the firepit 🔥, relax in the hammock 🌿 or soak in the bath 🛁 after a day of adventure. Walking distance to Little Tub Bakery 🥐! We can’t wait to host you 😊 STA - 2024 - 131

KitchenIndoor spacesWalkability

A serene view of Lake Huron at sunset shows a wooden dock extending over the calm water. The sky is filled with soft hues of orange and pink, reflecting on the surface. Lush green trees line the shore, contributing to the peaceful atmosphere.

4.98 out of 5 average rating, 113 reviews

Cape Cottage Tobermory- Waterfront on Lake Huron

Cape Cottage is a peaceful oasis nestled in the trees on Lake Huron, just minutes away from Tobermory in Fathom Five National Marine Park. Cape Cottage offers the most spectacular water views from the living room and decks and the sunsets are a photographers dream. We would like to note the hot tub IS available for use year round.

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Popular amenities for Tobermory family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Cabin in South Bruce Peninsula

The exterior of The Morhaven is showcased, featuring a log cabin structure with warmly lit windows. Surrounded by tall trees and landscaped gardens, a cozy seating area with an umbrella is situated nearby, creating an inviting outdoor space for relaxation.

4.92 out of 5 average rating, 225 reviews

The Morhaven-Luxe Meets Nature. Sauna/Hot tub/Dogs

Indoor spacesKitchenCleanliness

Superhost

An aerial view of a lush, green landscape along a tranquil shoreline, showcasing a secluded cove with sandy and pebbly beach areas. The clear turquoise water gently laps at the natural contours of the land, surrounded by dense trees that provide natural shade.

Cottage in Saugeen Shores

4.83 out of 5 average rating, 143 reviews

Secluded 1200' beachfront private 64 acre log home

FamilyIndoor spacesWalkability

4.92 out of 5 average rating, 185 reviews

The exterior of a Mongolian yurt is showcased, featuring a sturdy wooden door with glass panels and a welcoming entrance mat. The yurt is surrounded by lush green grounds, indicating a serene rural setting.

Yurt in West Grey

Green Mongolian Yurt on Biodynamic Farm and Spa

FamilyIndoor spacesWalkability

4.87 out of 5 average rating, 546 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

Indoor spacesFamilyWi-Fi

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

4.96 out of 5 average rating, 130 reviews

Bayview Oasis: Luxe Lakeside Escape w/ Pickleball

KitchenIndoor spacesAccuracy

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, 240 reviews

Glamping Cabin Nature Retreat

Indoor spacesKitchenLayout

4.98 out of 5 average rating, 135 reviews

Chalet in Meaford

Sundance of Blantyre Lodge +Hot Tub +Sauna +Pond

KitchenFamilySleep quality

Superhost

A private hot tub is nestled under a wooden pavilion, surrounded by lush greenery. Sunlight filters through the trees, creating a serene outdoor environment. The bubbling water reflects the natural landscape, inviting relaxation and peaceful moments in a tranquil setting.

Cabin in Lion's Head

4.84 out of 5 average rating, 100 reviews

Serene Spring & Summer Escape with Hot Tub

FamilyIndoor spacesLaundry

Family- and pet-friendly home rentals

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, 253 reviews

Luxury Waterfront Cottage in Tobermory

FamilyKitchenComfort

4.85 out of 5 average rating, 142 reviews

A charming cottage is nestled among vibrant autumn trees, showcasing hues of orange, yellow, and green. The cottage features a modest porch and seating area, surrounded by an open lawn that gently slopes toward the foreground, creating a serene and inviting outdoor space.

Cottage in Miller Lake

Cozy 1 Bedroom Cottage with Lake View

FamilyKitchenParks

A wooden dock extends over tranquil waters, featuring four Adirondack chairs positioned to face a colorful sunset. The sky displays a range of hues, reflecting beautifully on the surface of the lake. This peaceful scene evokes a serene atmosphere for relaxation.

4.96 out of 5 average rating, 242 reviews

Way Way Back 3BR Tobermory Waterfront-Private Dock

FamilyKitchenGetting around

4.94 out of 5 average rating, 143 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

Indoor spacesFamilyCheckout

4.99 out of 5 average rating, 139 reviews

The log home is set against a backdrop of trees, featuring a wrap-around porch. Sunlight streams through the trees, creating a warm glow. The ground is partially covered with snow, highlighting the rustic wooden structure.

Cabin in Hepworth

Cozy Log Cabin

KitchenFamilyBeach

4.97 out of 5 average rating, 159 reviews

A cozy cottage corner features large windows that invite natural light. A teepee with glowing candles provides an enchanting outdoor setting. The living area showcases comfortable seating and decorative pillows. A charming bedroom offers a colorful bedspread and unique lighting, while a hammock hangs between trees for relaxation.

Cabin in Miller Lake

Lazy Acres: Cottage Retreat on 24 Acres of Forest

FamilyKitchenBathroom

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.

4.99 out of 5 average rating, 126 reviews

Blue Feather Lake House - Tobermory

FamilyIndoor spacesQuiet

Cabin in Northern Bruce Peninsula

An outdoor deck offers a spacious dining area with tables and chairs, set against a backdrop of a tranquil lake at sunset. Adironack chairs are positioned for relaxation, while trees frame the scene, enhancing the peaceful lakeside setting.

4.89 out of 5 average rating, 140 reviews

Miles Away Cabin Sunsets and S’mores (Lake Huron)

Indoor spacesFamilyBiking

Family-friendly home rentals with a pool

4.87 out of 5 average rating, 446 reviews

An aerial view of the tiny house surrounded by lush greenery and trees. The rustic wooden structure features a slanted red roof and an inviting porch area with seating. A clear view of the grassy land leads to the house, emphasizing its quaint and natural setting.

Tiny home in Meaford

Tiny Home Nestled between Thornbury & Meaford

FamilyKitchenCheck-in

4.97 out of 5 average rating, 173 reviews

A peaceful beach scene captures the soft sand shoreline leading to the water's edge. Gentle waves lap at the shore, and the sky is filled with warm sunset hues. A cottage is visible in the background, nestled among trees, enhancing the serene atmosphere.

Cottage in Tiny

Ultimate Georgian Bay Vacation Getaway

Indoor spacesKitchenSleep quality

Superhost

Cottage in Meaford

4.92 out of 5 average rating, 137 reviews

Cottage on 5 Private Acres, Heated Pool & Hot Tub

Indoor spacesKitchenPets

4.84 out of 5 average rating, 292 reviews

Cottage in Lafontaine

Cozy Beach Cottage with Pool | Georgian Bay

FamilyKitchenShared spaces

4.99 out of 5 average rating, 158 reviews

Farm stay in Markdale

Experience Country Living at Firefly Ridge

KitchenIndoor spacesCleanliness

4.97 out of 5 average rating, 275 reviews

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.

Chalet in Blue Mountain

White Cedar Chalet (Pool & Free Village Shuttle)

KitchenFamilyWi-Fi

4.95 out of 5 average rating, 1016 reviews

The living area is designed with a cozy sectional and an armchair, accompanied by a coffee table. A television is mounted above a stone fireplace. Large windows provide ample natural light and views of the surrounding hills and golf course.

Condo in Blue Mountain

Maple & Mountain | Pool/Hot Tub/Shuttle/WalkToBlue

Indoor spacesFamilySleep quality