Pet-friendly holiday rentals in Southampton

4.98 out of 5 average rating, 131 reviews

The exterior of the modern home is shown at dusk, with warm light glowing from windows. A circular fire pit is surrounded by wooden Adirondack chairs, and the lawn is well-maintained. The covered patio is visible, providing ample space for outdoor seating.

Cottage in Kincardine

Kinloft Cottage!

Escape to the relaxed charm of Kincardine, where the gorgeous sandy beaches of Lake Huron are just a 9-min walk away. Spend your days swimming, watching renowned sunsets, strolling the shoreline, or simply relaxing in this peaceful lakeside community. Discover friendly local restaurants, unique shops and the welcoming atmosphere that keeps guests coming back every year.Planning a family vacation, or a weekend getaway, we’d love to host you.We are a great choice for Bruce Power execs/contractors.

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

Tucked away across from the shore of Lake Huron, nestled within a serene conservation area, The Morhaven provides a private, quiet, & nurturing space to unwind. Begin your day with a peaceful hike through our serene forest. Head to the beach (2 min drive) for a swim. Unwind with a soothing sauna & saltwater spa. As evening falls, paddle the tranquil waters, watching our world-class sunsets. End your night by the crackling campfire, under a starlit sky. Perfectly situated to explore The Bruce.

4.94 out of 5 average rating, 154 reviews

A light-filled living area features a comfortable gray sofa and two rattan chairs with cushions. A flat-screen TV is mounted on the wall, and a natural fiber rug lies beneath a white coffee table. Elements of greenery can be seen, adding a refreshing touch.

Cottage in Sauble Beach

COMPLETELY RENOVATED cottage -steps from the Beach

Charming coastal cottage, 2 min walk to the beach and 5 to the main strip. This is a perfect beachside retreat, with new flooring throughout, plank ceilings, fully loaded kitchen with SS appliances and quartz countertops, new bathroom, new mattresses... a large fully furnished patio and fire pit. 2.5 hours outside of TO on the shores of Lake Huron - and fully winterized for year-round getaways! AS SEEN IN HOUSE AND HOME MAGAZINE, JULY 2019! FOLLOW US: @amabelbeachhouse * linens not provided

4.86 out of 5 average rating, 109 reviews

An open living area showcases a cozy sectional sofa with decorative pillows, complemented by a soft area rug. Natural light fills the space through large windows, and a wooden staircase leads to an upper level. A fully equipped kitchen with bar seating is visible in the background.

Cabin in Owen Sound

Cozy Cabin Inn & Spa (HotTub, Sauna, Chalet Vibe)

Welcome to the Cozy Cabin Inn! Your peaceful hideaway nestled in the serene nature surrounding Meaford and Georgian Bay. Unwind after a day of hiking & skiing in our private hot tub and woodfired sauna or around the camp fire. 35 mins to Blue Mountain. Sleeps 8 - 10ppl. A Nordic, boho inspired, lux log cabin on 1.3 acres of private pine forest. Offers 4 bedrooms, loft, fully equipped lower level suite, chefs kitchen, and farm house table. Enjoy a complimentary robes, slippers, coffee and more!

Farm stay in Township Of Southgate

An industrial-style apartment features a spacious open living area with a dark leather couch and a wooden coffee table. A staircase leads to an upper sleeping area, while concrete walls provide a modern backdrop. Natural light enters from nearby windows, enhancing the interior space.

4.86 out of 5 average rating, 224 reviews

Loft Where City Meets Country With Hot Tub

This unique place has a style all its own, while situated on a very private 39 acres where city style meets country living. The industrial apartment has been designed inside of a large building and offers all the luxuries of real glamping. Comfort and style throughout, complete with hotel quality mattress and linnens. The forested trails and beautiful property are a nature lovers paradise. You will find everything needed for a perfect getaway rather walking the trails or relaxing by the pond!

4.79 out of 5 average rating, 140 reviews

An outdoor deck area features a brightly patterned rug and several black chairs. A gas grill is positioned nearby, with an umbrella providing shade. The entrance to the Beach Cabin is visible, framed by wooden supports and walls, enhancing the inviting outdoor space.

Cabin in Southampton

Cabin Suite #1 at Driftwood Haus

Pet Friendly! Listen to the waves steps away! All newly renovated with brand new beds and furnishings. Enjoy the freedom. With the second best sunsets in the world according to National Geographic, Southampton is a community on the shores of Lake Huron in Bruce County, Ontario, Canada and close to Port Elgin. It is located at the mouth of the Saugeen River next to the Saugeen Ojibway Nation Territory. We have the most beautiful public beach in Ontario, a natural harbour and 3 lighthouses!

4.96 out of 5 average rating, 168 reviews

The exterior of a two-story house is depicted, featuring a combination of blue siding and brick. Soft illumination highlights the windows, providing a warm glow. A green lawn and a tree are visible in the foreground, alongside a vehicle parked in the driveway.

Home in Southampton

Holiday House on Huron

The location is truly special—just a short walk to boutique shops, local cafés, excellent restaurants, and a craft brewery. Whether you're here for the beach, biking the scenic Saugeen Rail Trail, or exploring the charm of small-town life, this is the perfect spot to experience it all. The open concept upper level is designed for gathering, entertaining, or simply unwinding in comfort. Main floor, you’ll find three cozy bedrooms (primary bedroom with ensuite), a full bathroom with bathtub.

4.98 out of 5 average rating, 135 reviews

Chalet in Meaford

Sundance of Blantyre Lodge +Hot Tub +Sauna +Pond

Welcome to Sundance of Blantyre! Step back in time in this historic yet modernized Lodge! This 3600 sq. ft retreat on the Bruce Trail has Breathtaking Valley Views from your own Private Hot Tub & Fire Pit all the Way to Georgian Bay. We invite you to enjoy our truly unique and tranquil getaway with 6 bedrooms + Private Sauna House! With 3 firepits, swimmable/fishing pond, hiking, cross country skiing and snow shoeing + snowmobile/ ATV trail access at your door, Your adventure awaits!

4.99 out of 5 average rating, 427 reviews

A charming stone house is set against a backdrop of lush greenery. The facade features large windows and a welcoming porch. A well-kept lawn leads to the entrance, offering a serene view of the surrounding trees.

Cabin in Arthur

The Stone Heron

Welcome to the Stone Heron, a diamond in the country side!.Check out our insta-gram :thestoneheron. Small stone house completely reno'd!Large master bedroom, gorgeous bathroom and queen bed in aw/game table downstairs a pool table & darts. DVD, TV wii. Entire home is yours to use, its private, nestled into a hillside covered in periwinkle -nature your only neighbour! Large pond walking trails, wildlife, unplug relax and enjoy!Star filled nights amazing sunsets. Pet friendly!

4.91 out of 5 average rating, 160 reviews

Home in Southampton

Dushi Beach House, Hot Tub + Fire Pit

Southampton gets very quiet after Labour Day. That’s the best thing about coming in the off-season. A five-bedroom house with a hot tub on the back deck and a fire pit in the fenced side yard. Twelve people, two and a half baths, a perfect off-season getaway. Four minutes’ walk to the pub. Twenty minutes to the lit ice-skating trail at MacGregor Point. And the sunsets Southampton is known for are better in January than July . Self check-in. Hot tub ready on arrival.

Luxe

Cottage in Meaford

4.96 out of 5 average rating, 130 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.

4.97 out of 5 average rating, 129 reviews

A cozy living area features a blue mountain mural accent wall, complemented by a dark sofa and round dining table. Soft lighting from two lamps enhances the inviting space, while blue chairs provide a touch of color. The open layout connects to a kitchen, visible through an archway.

Apartment in Meaford

"Hike" at Hills | Pet-Friendly Escape Near Blue Mt

Welcome to Hills! Once known as Hill's Dairy in Meaford, this historic building has been converted into four rental units with an adventure shop. Steps to downtown Meaford, and minutes to Georgian Bay, Georgian Trail cycling route, the infamous Trout Hollow Trail, shops and restaurants, beaches, and 25 mins from Blue Mountain. This modern suite is the perfect year-round getaway spot to unwind after a day of exploring the area.

Popular amenities for Southampton pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.95 out of 5 average rating, 116 reviews

The cottage features a modern exterior with a combination of dark siding and light accents, set among tall trees. A spacious wooden deck is visible, furnished with various seating options and a dining table. Lush green grass surrounds the property, enhancing the outdoor setting.

Home in Ripley

The Birdhouse Cottage in Point Clark

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.

4.97 out of 5 average rating, 170 reviews

Beach & Hiking Nearby • Large Private Fenced Yard

4.95 out of 5 average rating, 226 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

An open game room features a polished wooden pool table at its center, surrounded by exposed timber beams and vibrant green walls. Large windows provide natural light, while a television is mounted nearby. Additional seating is available, enhancing the space's social atmosphere.

4.98 out of 5 average rating, 114 reviews

Birdsong, the perfect Blue Mountains getaway

4.96 out of 5 average rating, 148 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

4.97 out of 5 average rating, 112 reviews

Stonefox Retreat: Acerage, Pond, Hot Tub & Sauna

4.86 out of 5 average rating, 128 reviews

An aerial view captures the surrounding neighborhood with lush greenery and residential properties. Lake Huron is visible in the background, providing a scenic backdrop. The area displays a mix of homes and open spaces, emphasizing a tranquil and community-oriented setting.

Home in Kincardine

Downtown Lake House, 6 Bedrooms, Big Yard, Beach

4.89 out of 5 average rating, 56 reviews

A serene outdoor seating area is illuminated by string lights, offering a view of a sunset over the water. Red Adirondack chairs surround a stone fire pit, framed by lush greenery and a tranquil waterfront landscape.

Home in Port Elgin

Stay on the Bay

Pet-friendly home rentals with a pool

4.92 out of 5 average rating, 138 reviews

Cottage in Meaford

Cottage on 5 Private Acres, Heated Pool & Hot Tub

The exterior of a custom-built home is showcased, featuring a dark shingled roof and brick facade. Lush green landscaping, including tall hydrangeas and a birch tree, enhances the inviting approach. Clear blue skies with scattered clouds provide a peaceful backdrop to the property.

4.75 out of 5 average rating, 73 reviews

The Lakeview House

4.99 out of 5 average rating, 158 reviews

Farm stay in Markdale

Experience Country Living at Firefly Ridge

4.84 out of 5 average rating, 200 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

4.88 out of 5 average rating, 217 reviews

The kitchen features an open layout with warm wood flooring and a large dining table set for twelve. Natural light enters through two windows beside the door. Stainless steel appliances and a well-equipped countertop complete the functional space.

Home in Kimberley

Heart of Kimberley - with views and a hot tub

4.89 out of 5 average rating, 169 reviews

A cozy bedroom features a spacious bed adorned with a white and blue floral duvet. Warm lighting is provided by bedside lamps on either side of the bed. A tasteful horse artwork is displayed on the wall, complementing the calming blue walls.

Home in Chatsworth

Stonehaven - large country retreat, with pool*

5 out of 5 average rating, 3 reviews

The exterior of a charming cabin features a gabled roof with red tiles and wooden siding. A small patio area with a table and two chairs offers a welcoming spot to relax. Surrounding foliage displays autumn colors, creating a cozy atmosphere.

Cabin in Kimberley

Dragonfly Ridge: Adventure & Wellness Retreat

4.98 out of 5 average rating, 251 reviews

The entrance showcases intricate woodwork and architectural details, with a grand staircase leading to the upper level. A large door opens to the outside, and a vintage chandelier illuminates the inviting foyer, highlighting the craftsmanship of the historic home.

Home in Owen Sound

Butchart Estate: Breathtaking Victorian mansion

Private, pet-friendly home rentals

4.95 out of 5 average rating, 43 reviews

A spacious sleeping area features a large bed with a light-colored quilt. Natural light fills the room through glass doors that lead to a private deck. Wooden cabinetry provides storage, while a small area rug and potted plants add a touch of warmth.

Apartment in Southampton

Coyotes on 14

4.84 out of 5 average rating, 128 reviews

Cottage in Walkerton

Historic Tudor Home| Saugeen River & Rail Trail

5 out of 5 average rating, 83 reviews

A spacious living area features a large dining table extending towards a window wall, which allows natural light to fill the space. A surfboard is mounted above the seating area, which includes a comfortable leather couch and unique lighting fixtures, enhancing the relaxed ambiance.

Cottage in Southampton

Surfhütte on Chantry Beach in Southampton Ontario.

4.97 out of 5 average rating, 118 reviews

The Lodge is surrounded by lush greenery and features a wraparound deck with outdoor seating. A gentle stream flows nearby, accentuating the natural landscape. The rustic exterior blends seamlessly with the forested backdrop, providing a peaceful and private retreat.

Chalet in Markdale

Grey Highlands Lodge

4.99 out of 5 average rating, 147 reviews

A cordwood cabin is surrounded by lush forest, featuring a green living roof. The rustic structure has a wooden door and multiple windows, with a small outdoor seating area that includes two chairs and a table. Stacked firewood is nearby.

Cabin in Chatsworth

Peaceful cabin-in-the-woods 50 acre private forest

4.72 out of 5 average rating, 345 reviews

The exterior of the cottage is marked by a dark grey facade and a peaked roof. White trim outlines the windows and door. A set of steps leads to the front entrance, surrounded by vibrant white flowers and neatly maintained greenery.

Cottage in Southampton

Cozy Southampton Beach House - Pets Welcome

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