Family-friendly vacation rentals in Tobermory

4.98 out of 5 average rating, 167 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 homes 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

4.99 out of 5 average rating, 158 reviews

The entrance of a yurt is featured, showcasing a wooden deck with a decorative orange door. The circular structure is surrounded by lush greenery, highlighting the natural setting. Soft light filters through the trees, creating a peaceful outdoor environment.

Yurt in Meaford

Quiet Retreat for Two

Spend a starry night in the country with the comfort of a soft bed, a wood stove, and plenty of space both indoors and out. Our yurt is located in a pocket of trees next to rolling farm fields and beautiful conservation land that the Rocklyn creek meanders through. You can prepare your meals in a sweet outdoor kitchen that is entirely screened in- or choose to sit by the fire. Bruce Trail access is just around the corner, and the towns of Meaford and Owen Sound are a short scenic drive away.

4.94 out of 5 average rating, 199 reviews

An inviting outdoor space features a firepit surrounded by several chairs, set against a backdrop of trees. The spacious deck of the modern house is visible with warm lighting illuminating the interior, creating a welcoming atmosphere as evening approaches.

Cabin in Tobermory

Luxury Tobermory Retreat: Modern Home + 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.

Superhost

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 homes in Meaford

4.85 out of 5 average rating, 387 reviews

Tiny Home Nestled between Thornbury & Meaford

Tinyhome situated 10 min to Thornbury and Meaford, and 20 min from Blue Mountain Village, nestled a country/residential area so it is quiet and dark at night. Has all the basic comforts including spacious 3 piece bathroom. Close drive to beaches and many hikes and cross country ski trails in the area. It is also a 15 minute drive from Beaver Valley Ski Club and a number of different cideries. Shared heated pool available for the summer months. Window Aircon/pool opens end of May or June.

4.99 out of 5 average rating, 124 reviews

The exterior of the cottage showcases a welcoming covered front deck framed by vibrant greenery. A sturdy wooden staircase leads to glass doors. The space features modern outdoor seating with bright yellow accents, surrounded by well-maintained gravel and flower arrangements.

Home in Wiarton

Huckleberry’s Hideaway (Sauna, Starlink Internet)

Relax and enjoy the true cottage lifestyle with a clean, restful and modern feel. Perfect spot to enjoy a peaceful getaway warming up in the Sauna or around the fireplace. Centrally located on the Bruce Peninsula to Tobermory and Sauble Beach. Lovely views of Berford Lake with a public beach only 10 min drive away. Family friendly or couples getaway - we’ve got you covered. Cozy interior, with lots of parking, beautiful covered front decking. BBQ, campfires, Sauna you name it - it’s here.

4.96 out of 5 average rating, 248 reviews

A serene outdoor space features four wooden chairs arranged around a fire pit on lush green grass. Behind, two vibrant autumn trees stand beside a tranquil lake, framed by a white fence and scenic hills in the background.

Guest suite in Kimberley

"Wine Down" in Scenic Grey Highlands

Join us at “Wine Down”, our beautiful property located on the highlands of the Beaver River Valley, just minutes away from all that Georgian Bay and the Blue Mountains have to offer. It is a very private 1 acre property with an incredible view of water, escarpment and wildlife. Enjoy more than 1,000 sq. ft. of living space including beds for 5, fully equipped kitchen, dining area, living room with large screen TV and full bathroom. Your hosts live on sight in the main level of the house.

4.96 out of 5 average rating, 122 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 white pine trees just steps off the Bruce Trail! This tiny A-Frame is 100 sq.ft providing enough room for cozy comfort. The cabin is equipped with 2 stackable twin beds converting into a queen bed when desired. Our amenities contain all the essentials, including a BBQ, drinking and dish water, and an outhouse with a composting toilet. Centrally located to Old Baldy Lookout, Beaver Valley, Blue Mountain and Duncan Caves. The perfect spot to relax and unwind!

4.94 out of 5 average rating, 231 reviews

A traditional Mongolian yurt features a white exterior adorned with blue patterns, supported by wooden poles. Two wooden adirondack chairs sit on a circular stone patio, inviting relaxation in the natural surroundings, with trees visible in the background.

Yurt in Priceville

Natural Mongolian Yurt on Biodynamic Farm and Spa

The yurt is located on our 200 acre biodynamic farm in beautiful West Grey. Guest are welcome to walk around the property and enjoy being in nature. A cozy insulated space available all year round. This accommodation is rustic with outhouse (composting toilets), an outdoor shower and wash basin. Farm experience is also available. Snowshoeing or skiing trails are nearby or on the farm. The Spa (hot tub and sauna) is only available for private bookings for an additional fee.

4.93 out of 5 average rating, 402 reviews

A rustic bunkie is nestled among lush trees, featuring a wooden porch with steps leading to the entrance. Two outdoor chairs are positioned beside a circular stone fire pit, creating a relaxed atmosphere for gatherings. A variety of greenery surrounds the area.

Guesthouse in Neustadt

Bunkie in the Country

Now open! The bunkie has a great view of the sunrise. It's a quiet rural area (please note it is a GRAVEL road). Good for couples, solo adventurers, hunters, someone looking to be outside of town. The bunkie is located approx. 30 feet behind our home. We have 1 large dog on site (lives in the house). For allergenic reasons and safety of other animals, we do not allow pets. May not be suitable for those with mobility issues (small hill & stairs). The bunkie has heat and A/C!

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, 312 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.

Superhost

A wooden dock extends over calm waters, bordered by trees. Four classic Adirondack chairs are positioned invitingly along the edge, offering a serene spot to enjoy the waterfront view. The soft natural colors of the surroundings enhance the peaceful ambiance.

4.83 out of 5 average rating, 103 reviews

Stella by Starlight

Book Now!! Relax with the whole family at this peaceful place to stay. Centrally located close to the town of Tobermory. Less than a 5 minute drive into town! Peaceful and calm waterfront, opening up to Lake Huron. **Long term rentals are welcome! Please inquire for monthly pricing details. *Books 7 night min in July/Aug Friday to Friday *3 night min other months **NO PETS** Restrictions: *Comforters, Bedding, Linens, dish cloths and towels are NOT provided

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, 129 reviews

The Kickback 3 BR Tobermory Waterfront with Beach

Scenic, tranquil waterfront cottage located on the shores of Lake Huron near Tobermory. Unique property features a mix of sand & rock & over 120 ft of shoreline and stunning sunsets. 7-10 minutes to Tobermory & popular attractions: Bruce Peninsula National Park (Grotto), Little Cove, Singing Sands & Flower Pot (by boat). 2 night off-season min 7 night (Friday check-ins) high-season end of June to early Sept Max occupancy 6 (4 adults 2 kids)

Popular amenities for Tobermory family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 134 reviews

A charming wooden cabin stands surrounded by lush green farm fields. Two light-colored chairs are positioned on the porch, providing a welcoming touch. The cabin features large windows and a unique circular entry, complemented by the vibrant greenery of trees and crops nearby.

Tiny homes in Kimberley

Boho Beaver Cabin 1 with saltwater hot tub

Loft in Blue Mountain Resort Area

The open-concept main floor features a comfortable brown couch adorned with patterned cushions. Natural light filters in through the windows, illuminating the space. A staircase leads to the upper level, while a decorative basket and potted plants add subtle touches of greenery.

4.79 out of 5 average rating, 203 reviews

Foxwood Retreat - Shuttle to Blue, Pool & Hot Tub

Tiny homes in Horning's Mills

A wooden bunkie is set among tall trees, featuring a spacious deck surrounded by a railing. A barbecue unit is positioned on the deck, and a rustic charm is evident in the structure with its natural wood finish and a sloped roof.

4.91 out of 5 average rating, 180 reviews

Pine River Bunkies: Owl’s Roost Off Grid Cabin

4.88 out of 5 average rating, 452 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

Waterfront* Hot Tub* - Beachhouse Hideaway *Unique

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, 217 reviews

Glamping Cabin Nature Retreat

4.97 out of 5 average rating, 176 reviews

Home in Wiarton

Kiss & Bond Water View Colpoys Bay 4 -Seasons

The cottage exterior features a green wood and stone facade, with large windows and an inviting porch. A spacious deck is furnished with chairs and a table, surrounded by natural greenery. An outdoor umbrella provides shade for relaxation.

4.83 out of 5 average rating, 114 reviews

Custom Built Craftsman Cottage on Lake Huron

4.8 out of 5 average rating, 106 reviews

A private cedar hot tub is surrounded by tall trees, providing a secluded retreat. Bubbles rise from the water's surface, with a rubber duck floating peacefully. Snow is visible on the ground, creating a serene winter atmosphere.

Cottage in Tiverton

Lake Huron Sunsets at the A-Frame | Cedar Hot tub

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 147 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

4.86 out of 5 average rating, 125 reviews

A fire pit is situated amidst smooth stones, casting a warm glow. Two red adirondack chairs are positioned nearby, inviting relaxation. The words "Life is Better By The Fire" are etched into the fire pit, surrounded by a dark, natural setting.

Cabin in Tobermory

Tobermory Stargazing Retreat

4.95 out of 5 average rating, 171 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

4.92 out of 5 average rating, 117 reviews

An open-concept living area is visible, featuring two aqua blue chairs with decorative pillows. The kitchen, equipped with modern appliances in sleek cabinetry, is situated in the background. A staircase leads to another level, while a textured wood accent wall adds warmth to the space.

Apartment in Meaford

"Bike" at Hills | Pet-Friendly Stay Near Blue Mtn

4.92 out of 5 average rating, 262 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!

4.92 out of 5 average rating, 210 reviews

An outdoor space features a picnic table with an umbrella, set near a tranquil pond. A stack of firewood is positioned beside a large tree, with a fire pit nearby. Lush greenery surrounds the area, creating a peaceful atmosphere.

Guesthouse in Southgate

Cozy, quiet, clean cabin with wi-fi and fire pit.

4.97 out of 5 average rating, 162 reviews

A cozy seating area is featured with a spacious gray sectional sofa adorned with decorative pillows. A coffee table sits in front, with magazines and a remote casually placed on it. A lamp and a window provide soft lighting, enhancing the comfortable space.

Loft in Neustadt

Cozy Loft at Carrick Creek Farmstead

4.95 out of 5 average rating, 246 reviews

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

Lakeside Lounge

Family-friendly home rentals with a pool

Condo in Blue Mountain Resort Area

A spacious open-concept living area is highlighted, featuring a large dining table set for meals. The kitchen is equipped with modern appliances and black cabinetry. Natural light enters through multiple windows, enhancing the inviting atmosphere of the space.

4.98 out of 5 average rating, 175 reviews

Lovely 3 Bedroom Condo with Stunning View and Pool

4.92 out of 5 average rating, 116 reviews

A swimming pool is surrounded by a spacious patio, featuring lounge chairs for relaxation. The sleek water reflects sunlight, creating a serene atmosphere. Lush greenery and trees provide a natural backdrop, while a shed sits nearby, offering additional outdoor storage.

Cottage in Meaford

Woodski Retreat w/Heated Pool on 3+ Private Acres

Condo in Blue Mountain Resort Area

The open concept living area features a spacious sofa with blue accent pillows, a flat-screen TV mounted above a modern fireplace, and large windows providing natural light. A dining area with bar stools is visible, complemented by a rustic wooden table.

4.82 out of 5 average rating, 207 reviews

Mountainside Escape at Blue - Outdoor Pool

4.95 out of 5 average rating, 293 reviews

A wooden dining area features a round table surrounded by four wooden chairs. The kitchen showcases wooden cabinets, a stove, a microwave, and a refrigerator. Natural light enters through a window above the sink, enhancing the warm wood tones of the room.

Cottage in Wasaga Beach

GATED RESORT COTTAGE

Townhouse in Blue Mountain Resort Area

An open concept living and dining area features a comfortable grey sectional sofa and two circular coffee tables on a textured area rug. The kitchen bar is equipped with four high-backed chairs. Large windows allow natural light to illuminate the space, with views of lush greenery outside.

4.94 out of 5 average rating, 530 reviews

3BR Sierra Scandi Chic - Closest to Village

4.84 out of 5 average rating, 193 reviews

A rustic cabin is nestled among towering trees, featuring a sloped metal roof and wooden door. A table with benches is positioned in front, accompanied by two Muskoka chairs. Gravel pathways lead to the cabin, enhancing its secluded ambiance.

Hut in Owen Sound

Harper Cabin

Apartment in Blue Mountain Resort Area

An open layout of the studio unit is displayed, featuring a modern kitchen with a breakfast bar and sleek cabinetry. The cozy living area contains a pullout sofa with decorative cushions, and a spacious king bed is situated in the corner, complemented by subtle green accent walls.

4.99 out of 5 average rating, 167 reviews

Evergreen Studio-KingBed/Pool/HotTub/Shuttle