Pet-friendly vacation 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.

PetsOutdoor spacesBathroom

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.

PetsWalkabilityPool

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

PetsOutdoor spacesGetting around

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, 220 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!

PetsOutdoor spacesSleep quality

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, 293 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

WalkabilityOutdoor spacesFamily

4.85 out of 5 average rating, 103 reviews

The kitchen features a rustic wooden dining table surrounded by white chairs, complemented by a black armchair. Stainless steel appliances and cabinetry provide ample storage. Warm lighting highlights the cooking area, while a door leads outside, enhancing the functional and welcoming atmosphere.

Apartment in Southampton

Large Century Home 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!

WalkabilityOutdoor spacesHot tub

4.96 out of 5 average rating, 163 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.

Outdoor spacesWalkabilityCondition

4.99 out of 5 average rating, 424 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!

WalkabilityOutdoor spacesNearby

Luxe

Cottage in Meaford

4.96 out of 5 average rating, 127 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 spacesWalkabilityComfort

4.97 out of 5 average rating, 127 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.

PetsWalkabilityComfort

4.97 out of 5 average rating, 116 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

Our Lodge is perfect for a quiet get away from everyday life, a tranquil patch of greenery nestled in the escarpment of Beaver Valley. If you’re looking for a place to relax and recharge, a place for solitude and restoration, then the Lodge may be just what you need. Enjoy yoga on the side deck, reading in a hammock beside the stream, or exploring the many hikes and nearby amenities just a stones throw away.

PetsOutdoor spacesGetting around

4.91 out of 5 average rating, 157 reviews

The exterior of the house is shown, featuring a two-story structure with pale grey siding and white trim. Red Adirondack chairs are positioned on a grassy area in front. A fenced side yard is visible, and plenty of trees provide shade.

Home in Southampton

Dushi Beach House, Prime Southampton Location

Southampton Beach House is ideally located to take advantage of everything the area has to offer. Blocks to the beach, one block to High St (Southampton's Main St) and all of the great shops and restaurants. I purchased this 100+ year old house in Southampton in February 2021. From top to bottom the house was renovated and is basically brand new with all new furnishings.

WalkabilityPetsParks

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, 115 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

WalkabilityOutdoor spacesBackyard

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

Outdoor spacesWalkabilityCheck-in

4.95 out of 5 average rating, 222 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

WalkabilityPetsGetting around

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, 113 reviews

Birdsong, the perfect Blue Mountains getaway

Outdoor spacesPetsLong stay

4.97 out of 5 average rating, 144 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

Outdoor spacesPetsLocation

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

Outdoor spacesPetsDecor

4.98 out of 5 average rating, 109 reviews

Stonefox Retreat: Acerage, Pond, Hot Tub & Sauna

Outdoor spacesPetsSkiing

5 out of 5 average rating, 27 reviews

A spacious living and dining area is highlighted by large windows allowing natural light to fill the space. Gray sofas are positioned around a circular coffee table, with a dining table set for four nearby. The kitchen features a sleek counter and modern bar stools.

Home in Southampton

The Cobblestone Cottage 2-bedroom main floor

WalkabilityOutdoor spacesAccuracy

Pet-friendly home rentals with a pool

4.93 out of 5 average rating, 134 reviews

Cottage in Meaford

Cottage on 5 Private Acres, Heated Pool & Hot Tub

Outdoor spacesPetsGetting around

Superhost

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.

4.77 out of 5 average rating, 71 reviews

The Lakeview House

Outdoor spacesWalkabilityCheck-in

4.99 out of 5 average rating, 153 reviews

Farm stay in Markdale

Experience Country Living at Firefly Ridge

PetsOutdoor spacesGetting around

4.84 out of 5 average rating, 198 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

Outdoor spacesPetsHeating

Superhost

A rustic cottage exterior is framed by tall greenery, providing a sense of privacy. A wooden deck is visible, equipped with a BBQ. Bright blue chairs invite relaxation beside a picnic table on the lush grass, creating a comfortable outdoor space.

Bungalow in Wiarton

4.76 out of 5 average rating, 93 reviews

Rustic Cottage At Oliphant Family Campground

PetsOutdoor spacesAccuracy

4.88 out of 5 average rating, 215 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

PetsOutdoor spacesBathroom

4.89 out of 5 average rating, 166 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*

Outdoor spacesWalkabilityLocation

Superhost

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

5 out of 5 average rating, 3 reviews

Dragonfly Ridge: Adventure & Wellness Retreat

ViewHospitality

Private, pet-friendly home rentals

4.98 out of 5 average rating, 40 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

PetsOutdoor spacesDecor

4.98 out of 5 average rating, 134 reviews

Chalet in Meaford

Sundance of Blantyre Lodge +Hot Tub +Sauna +Pond

WalkabilityPetsAir conditioning

4.95 out of 5 average rating, 80 reviews

A single-story cottage is set within a lush landscape, showcasing a spacious lawn surrounded by vibrant autumn foliage. The exterior features a blue garage door and a welcoming front porch, with a wooden railing leading to the entrance.

Cottage in Sauble Beach

Blue Jay Getaway

PetsWalkabilityGetting around

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.

WalkabilityPetsNearby

4.72 out of 5 average rating, 339 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

Outdoor spacesWalkabilityLaundry

4.94 out of 5 average rating, 141 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

PetsOutdoor spacesGetting around

4.98 out of 5 average rating, 100 reviews

A yellow brick farmhouse is situated on a hillside, featuring a sloped roof with a unique glass front. A porch with white chairs offers a welcoming entrance, while a garage is visible below. Lush greenery surrounds the property under a clear blue sky.

Loft in Ayton

Hilltop View Farm

PetsWalkabilityKitchen