Pet-friendly vacation rentals in Southampton

4.98 out of 5 average rating, 399 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! An hour from Toronto.Check out our insta-gram :thestoneheron. Small stone house completely reno'd!Large master bedroom, gorgeous bathroom 2nd BR bunk beds w/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

4.94 out of 5 average rating, 132 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

4.97 out of 5 average rating, 313 reviews

An A-frame cottage is surrounded by vibrant autumn foliage, featuring a welcoming front deck with white railings and multiple chairs. Large glass doors invite natural light into the living space, while the steeply pitched roof adds to the rustic charm of the structure.

Cottage in Blyth

Up The Creek A-Frame Cottage

Relax in an A-frame Cottage over looking a stocked trout pond surrounded by trees. 20 acres of trails. Fish swim, kayak or canoe in the pond or creek. Watch the ducks, frogs, herons, birds, turtles & a variety of wildlife. Enjoy the stars & roast marshmallows at the camp fire. Fully stocked kitchen, BBQ, wood stove, fire pit and 3 piece bathroom. Wood and linens supplied. Ninja course, water mat & trampoline for your use. Groups welcome, extend your group send your request for more info.

4.94 out of 5 average rating, 126 reviews

The backyard features a spacious deck with steps leading down to the lawn. A hot tub is positioned beside a natural gas BBQ. Patio chairs are arranged on the deck, surrounded by a variety of trees, with side views of the house's two-story structure.

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.

4.82 out of 5 average rating, 142 reviews

A bright living area features a gray sofa, two accent chairs in blue, and a wooden coffee table. A retro red refrigerator is positioned in the kitchen space, accompanied by white cabinetry and a modern stove. Natural light enhances the welcoming atmosphere.

Cabin in Southampton

Cabin Suite #5 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!

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.

4.85 out of 5 average rating, 170 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 driving shed 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!

4.97 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

Carrick Creek Farmstead is a sanctuary in the corner of Southeast Bruce County in Ontario. The Farmstead offers you 170 acres of rolling hills, a woodlot and walking trails. The Loft is a suite above our garage. A king bed and pull out sofa bed allow accommodation for 4 adults. The loft has kitchen facilities, shower, television, and air conditioning for the summer. Enjoy a meal on the nearby patio. If you would like to enjoy some prepared food from the Carrick Creek kitchen, just ask.

4.85 out of 5 average rating, 387 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

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.

Place to stay in Southgate

4.98 out of 5 average rating, 265 reviews

Aframe by babbling brook with sauna & hot tub

Nov 1 to early May the cabin is partially OFF GRID- No running water/shower/indoor bathroom at this time. Water is provided with water dispenser//outhouse cleaned between guests. Sauna & roto spa tub available yr round. Pet friendly// 1 dog per booking with pet fee. Cabin heated by wood stove in the winter months and supplemented with a mini split heater. Firewood/kindling provided. Summer/fall 2025 there may be some construction noise during your stay due to development in the area.

4.97 out of 5 average rating, 260 reviews

A charming log cabin is nestled among lush greenery, with a covered porch extending from the front. A stone bridge arches over a serene pond, surrounded by tall grasses and wildflowers, inviting exploration of the natural landscape.

Cabin in Owen Sound

Cozy 'Off the Grid" Rustic Cabin

If you enjoy 'roughing it', stay in our beautiful log home from the late 1800's. It has been completely redone, maintaining all of the old character. It is nestled in the edge of the bush, that provides kilometres of hiking trails. The cabin is also situated on a pond so you can spend your days swimming, canoeing, fishing and exploring this nature lover's paradise. Spend your time here unplugging from your everyday life and reconnecting to the healing properties of a natural environment.

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!

4.92 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.

Welcome to Penny Creek. A simple cabin just south of Durham. A private location surrounded by ponds, streams and forest - yet close to many day adventures should you want to explore beyond the property. Nearby amenities include restaurants, grocery, lcbo, fuel, coffee and shopping . An open concept space that offers one queen bed and a pull out sofa. Full kitchen and bath. Picnic tables, Fire pit and bbq. Excellent hiking trails nearby. Easy access to ofsc (snowmobile) trails!

Popular amenities for Southampton pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.91 out of 5 average rating, 44 reviews

A serene living area is equipped with a comfortable sofa and accent chair, positioned around a light wood coffee table. A television is mounted on the wall, while a gas fireplace adds warmth. Large windows are dressed with soft curtains, allowing natural light to fill the space.

Home in Port Elgin

The Dekking House

4.96 out of 5 average rating, 28 reviews

A spacious loft area is seen from the main floor, featuring a sleeping space and a chandelier with candles. Natural wood paneling adorns the walls, and light streams in from large windows. A staircase with a wooden railing connects the two levels.

Home in Wiarton

Charming 1899 Church Haven in Oliphant

5 out of 5 average rating, 46 reviews

A historic stone cottage is nestled among lush greenery, surrounded by well-maintained gardens. The structure showcases characteristic architectural features, with a gentle slope of the roof and multiple windows reflecting the warm glow of the sunset. The expansive lawn offers a serene outdoor space.

Home in Meaford

Stonefox Retreat: secluded cottage on 100 acres

4.97 out of 5 average rating, 143 reviews

A charming farmhouse is set amidst a lush green lawn, surrounded by mature trees. A white fence complements the landscape. The building features a red door and light grey siding. Two dogs can be seen on the grass, adding a warm touch to the serene country setting.

Home in Grey Highlands

Newly Renovated! Charming Beaver Valley Farmhouse

4.97 out of 5 average rating, 136 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

Home in South Bruce Peninsula

An open concept kitchen and living area is shown, featuring a large island with a wooden countertop and seating. A dining table is surrounded by chairs, while a comfortable seating arrangement is placed near a window. Modern appliances and decorative accents enhance the space.

4.87 out of 5 average rating, 179 reviews

TOTALLY RENOVATED CLOSE TO THE BEACH

4.86 out of 5 average rating, 115 reviews

The entrance features a dark door adorned with a decorative wreath, framed by red brick walls. A mailbox is positioned next to the door, while a small bush adds a touch of greenery beside the entryway.

Home in Owen Sound

Harbour Veiw 2 bedrooms/ Den

4.89 out of 5 average rating, 46 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, 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

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

4.84 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

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.

4.93 out of 5 average rating, 214 reviews

Serene mountainside home with View/Shuttle Bus

Condo in Blue Mountain Resort Area

An open living area features a large, comfortable sectional sofa and an ottoman, complemented by a decorative throw. Natural light filters in through windows, illuminating a cozy sleeping corner with a neatly made bed. A calming blue and white area rug adds warmth to the space.

4.9 out of 5 average rating, 105 reviews

The Parker Slopeside: Hot Tub + Mountain Views

Condo in Blue Mountain Resort Area

A modern kitchen area features blue cabinetry with open shelves displaying neatly arranged dishes. A central island with seating for two is complemented by sleek bar stools. Stainless steel appliances are integrated into the kitchen layout, providing a functional and inviting cooking space.

4.87 out of 5 average rating, 465 reviews

Base of Blue Mountain, Modern Studio

Townhouse in Blue Mountain Resort Area

A dining area features a wooden table set with a red-striped runner and natural decorations. In the background, the kitchen is visible, showcasing modern appliances and cabinetry. The living space is bright and welcoming, adorned with comfortable seating, including a grey couch and decorative accents.

4.96 out of 5 average rating, 342 reviews

Great kitchen, comfy beds, games, walk 2 village +

Townhouse in Blue Mountain Resort Area

A spacious living room features large windows allowing natural light to fill the area. Comfortable sofas are arranged around a coffee table, complemented by a soft rug. A fireplace adds warmth, while a large television is mounted above the mantel.

4.99 out of 5 average rating, 146 reviews

Blue Mountain Escape! Pool&HotTub. Walk to Village

Private, pet-friendly home rentals

4.96 out of 5 average rating, 26 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

5 out of 5 average rating, 61 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.

5 out of 5 average rating, 54 reviews

Two lively donkeys are featured against a snowy backdrop. One donkey, wearing a halter, stands prominently, showcasing its expressive eyes, while the other donkey is positioned to the side, partially visible. The snow-covered ground suggests a crisp and serene outdoor setting.

Apartment in Owen Sound

The Roamin' Donkey

4.93 out of 5 average rating, 30 reviews

A wooden deck area is featured, with a dark door framed by large windows. The brick wall displays a warm texture, and decorative elements can be seen near the door. Sunlight reflects off the glass, providing a bright ambiance.

Apartment in Paisley

Walnut Grove Guest Suite

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!

4.71 out of 5 average rating, 308 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

5 out of 5 average rating, 28 reviews

A dome-shaped glamping capsule is nestled among greenery, featuring a queen bed with comfortable bedding. Soft lighting creates a warm ambiance inside, while the round structure allows views of nature beyond. The design emphasizes a cozy, immersive sleeping experience in a unique outdoor setting.

Dome in Priceville

The Dream Capsule