Holiday rentals with outdoor seating in Southampton

4.97 out of 5 average rating, 103 reviews

The exterior of a green-grey one-story apartment is visible, featuring a private entrance and wooden steps. Large windows allow natural light to illuminate the space, while fallen leaves frame the walkway. A small shrub is positioned beside the entrance, enhancing the inviting appearance.

Flat in Owen Sound

Private with Self Check-in Bright & Modern Comfort

License: STR2025-9250261010 Welcome to our bright and clean one-bedroom suite ideal for singles, couples, or small families. Walking distance to the Bruce Trail, a short drive to parks, beaches, and lakes; and a good home base to explore the Bruce Peninsula and Tobermory. A comfortable queen size bed in the bedroom with a selection of bedding and pillows. Fully equipped kitchen, modern bathroom, full suite of TV streaming with high-speed internet. Residential area on the west side of town.

4.94 out of 5 average rating, 138 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

4.99 out of 5 average rating, 155 reviews

A modern cottage features a stone exterior with a sloped roof, harmoniously blending into the surrounding forest. A cozy propane fireplace is visible on the patio, which overlooks a gently flowing stream bordered by smooth stones and lush greenery.

Cottage in Southgate

Luxurious Creek Retreat With Hot Tub

Welcome to this luxury cottage on the water. The perfect place to relax and unwind while listening to the waterfall and babbling brook flowing past only a few feet away. If you're looking for privacy and tranquility along with all the pleasures of a luxury stay then look no further. This property boasts a propane fireplace inside as well as one outside, in-floor heat and A/C. Fully equipped kitchen, two bedrooms with hotel quality mattresses and a bathroom that exudes high-end style and decor.

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.

4.95 out of 5 average rating, 140 reviews

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.

4.8 out of 5 average rating, 118 reviews

The cozy bedroom features a spacious bed with a patterned white and yellow duvet. Natural light enters through the nearby window, illuminating the room. A small lamp beside the bed adds soft lighting, while the open doorway reveals a glimpse of the kitchen area.

Cabin in Southampton

Cabin Suite #3 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, 134 reviews

The cottage exterior is presented with a welcoming front porch and charming double doors. Soft lighting highlights the staircase and surroundings, while landscaped greenery enhances the appeal. A combination of large windows and a gable roof contribute to the inviting architectural design.

Cottage in Southampton

Spa cottage: hot tub, sauna, cold plunge & firepit

Open plan bright cottage with Scandinavian inspiration including mid century modern furniture. Walk to beaches, bike trails and picturesque downtown (brewery, restaurants). Great for Fall hiking (Bruce Peninsula) and Winter snow shoeing and ice skating (McGregor provincial park) Go to an OHL game (Owen Sound), golf or yoga class. Outdoor spa: 7 person hot tub, 6 person sauna, cold plunge tub and fire pit. Pizza oven. Indoors: Fast wifi, table tennis and two fireplaces (natural gas)

The exterior of The Nest is depicted, featuring a charming brick façade with large windows. Lush greenery and vibrant shrubs surround the entrance, which is approached by a stone pathway. The inviting porch offers a welcoming entrance to the suite.

4.89 out of 5 average rating, 105 reviews

The Nest at Victoria Street

Welcome to The Nest! This sweet, cozy 1-bedroom self-contained suite is part of a gorgeous century home in the heart of Southampton. Located one block from the main street, walking distance to downtown shopping, restaurants, parks, hiking, swimming as well as the best small town ice cream parlours. Directly across the street is a playground & splash pad for the kids. Enjoy a cocktail & BBQ on your private deck. Come relax & treat yourself to a vacation in our lovely beach town.

Guest house in Port Elgin

A sunset view over Lake Huron is captured, displaying a vibrant array of orange and red hues reflecting on calm water. The horizon is met with silhouettes of distant trees, creating a serene coastal landscape.

4.83 out of 5 average rating, 130 reviews

Cozy waterfront apartment with beach access

Lakeview paradise ! 1 min walk to the beach. Waterfront guest(studio) apartment with a panoramic view of Lake Huron. Enjoy the breathtaking sunset and lake view from couch or bed. Lovely bike and walking trails nearby. 2 bikes and 2 person inflatable kayak available for rental. French press coffee machine, electric kettle, microwave, double hot plate, 3.3 cuft refrigerator + fridger, pots/pans and cutleries. I have camera facing front yard and driveway for your privacy.

4.92 out of 5 average rating, 105 reviews

An open-concept living and dining area features hardwood floors and large windows providing ample natural light. A comfortable sectional sofa and coffee table are situated in the foreground. The dining table, accommodating multiple guests, is visible in the background near the kitchen.

Home in Port Elgin

The Clubhouse - Welcome to Port Elgin, Ontario.

A true BEACH TOWN experience! The Clubhouse in PORT ELGIN has: - Beautiful private backyard with firepit, upper and lower decks - 4 bedrooms w/ queen beds - 2 full bathrooms - 3 parking spots - 8-person dining and games table - foosball table - a home theatre w/ Netflix You will be: - 10 min WALK from Port Elgin beaches, downtown shops & pubs - 90 mins from The Grotto (Tobermory) - 40 mins from Sauble Beach No smoking, pets or parties please.

4.94 out of 5 average rating, 530 reviews

A welcoming front porch features two red Adirondack chairs flanking a vibrant potted plant. Surrounding the patio, a garden is landscaped with various colorful flowers and greenery, creating an inviting outdoor space. A path leads to the entrance of the house.

Flat in Kincardine

Lambton Place

LOCATION! LOCATION! LOCATION! Country charm meets urban chic in this stylish three-room suite in 100-year-old house. One block from the beach, one block from downtown shopping, restaurants and pubs. 1) Extra large bedroom, with closet, bureau, king bed; 2) Luxurious, four-piece, ensuite bathroom, with soaker tub, walk-in shower; 3) Sitting room with Wi-Fi, Smart-TV, cable; couch, chair, coffee-maker and small fridge. No kitchen.

4.99 out of 5 average rating, 145 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

Relax in a charming cordwood cabin on an off-grid property powered entirely by solar energy. Enjoy exclusive use of 50 acres of varied woodlands with over 4km marked & maintained nature trails (loaner snowshoes provided!) and special features like a SoundForest, a meditative walking labyrinth, plus a sauna made of local cedar... it’s like having your own private park! There’s even an option ($) to have a breakfast basket brought out.

4.88 out of 5 average rating, 344 reviews

A log cabin interior is showcased, featuring warm wooden walls and a cozy seating area. A fireplace is centrally positioned, with a small table nearby. A television is visible, and large windows allow natural light to flood the space, while a loft area is seen above.

Cabin in Owen Sound

Heritage Reflections Guest House

Our place is perfect for someone looking for quiet, private place for a getaway. It is close to the Bruce Trail for hiking and Sauble Beach. We also are close to the Georgian Bluffs rail trail for cycling and hiking. Our guest house is great for couples, solo adventurers, and business travelers. We are a rural property with extensive gardens that you are welcome to explore and enjoy.

Popular amenities for outdoor seating rentals in Southampton

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

The exterior of a charming two-story house is visible, framed by lush greenery and shrubs. A welcoming front porch with steps leads to the entrance, complemented by decorative plants and a stone pathway. The bright sky adds to the inviting atmosphere.

4.97 out of 5 average rating, 32 reviews

High Street Haven 3 bedrooms, 5 beds, 2 full baths

4.95 out of 5 average rating, 102 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

4.97 out of 5 average rating, 161 reviews

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.

Home in Meaford

Close to Beach & Hiking with Large Fenced in Yard

4.95 out of 5 average rating, 186 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

4.85 out of 5 average rating, 311 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

A spacious living room features leather sofas arranged around a wooden coffee table. Large windows allow natural light, while greenery from potted plants adds a refreshing touch. A patterned area rug covers the floor, and a cozy fireplace is framed by stacked wood.

4.98 out of 5 average rating, 59 reviews

Spacious, 3 king beds with a hot tub and sauna!

4.97 out of 5 average rating, 185 reviews

Home in Wiarton

Kiss & Bond Water View Colpoys Bay 4 -Seasons

4.87 out of 5 average rating, 106 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

Apartment rentals with outdoor seating

4.96 out of 5 average rating, 28 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.

Flat in Southampton

Coyotes on 14

4.95 out of 5 average rating, 175 reviews

A cozy living room features a teal sofa, a brown armchair, and a wooden television stand. A flat-screen TV is mounted on the wall. A patterned area rug covers the hardwood floor, while a coffee table with a geometric design sits in the center. Natural light enters through a window.

Flat in Owen Sound

Suite on the Creek

5 out of 5 average rating, 64 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.

Flat in Owen Sound

The Roamin' Donkey

4.68 out of 5 average rating, 102 reviews

The exterior showcases a multi-level brick structure with large windows. A spacious rooftop patio can be seen above a side entrance, offering an additional outdoor area. Snow covers the driveway, accentuating the architectural features of the building against a cloudy sky.

Flat in Northward

*HOME FOR NOW - Ground level apartment no stairs!

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.

Flat in Paisley

Walnut Grove Guest Suite

4.98 out of 5 average rating, 165 reviews

A cozy living space features a gray sofa adorned with flower-patterned cushions, accompanied by a wooden coffee table. A desk is situated to the left, with a plant adding a touch of greenery. A barn door leads to another area, while artwork of a longhorn adds character.

Flat in Wiarton

Sunny Side Up Apartment

4.96 out of 5 average rating, 449 reviews

A cozy seating area features two rattan swivel chairs with a view of Georgian Bay through large windows. The hardwood floor is complemented by a small round side table, while a potted plant adds a touch of greenery to the inviting space.

Flat in Meaford

Sunrise and Bayview with Kayaks & Bikes

4.91 out of 5 average rating, 242 reviews

The charming exterior of the home features a welcoming red door framed by a lush garden filled with colorful flowers and greenery. Two distinct sections of the building showcase traditional architecture, blending seamlessly with the vibrant natural surroundings.

Flat in Lion's Head

Lion's Head Bahay

Other holiday rentals with outdoor seating

4.94 out of 5 average rating, 72 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

4.91 out of 5 average rating, 46 reviews

A modern kitchen area features a central island with seating for six, complemented by light cabinetry. Large windows provide river views, while a cozy sitting area with a gas fireplace and comfortable furnishings is visible in the background.

Cottage in Southampton

Osprey Lookout ~ 4 Season Riverfront Cottage

5 out of 5 average rating, 54 reviews

The winter scene captures a snow-covered landscape surrounding a stone house. Frost-laden branches frame the view, while a quaint wooden archway, adorned with a rustic wheel, adds charm to the entrance path leading to the home.

Home in Meaford

Stonefox Retreat: secluded cottage on 100 acres

5 out of 5 average rating, 44 reviews

An open-concept living area showcases a modern kitchen with black stainless appliances and a 4-seat island. A light-colored sofa with decorative pillows sits in the foreground, while floor-to-ceiling windows provide natural light. The bedroom is seen in the background, partially visible.

Cottage in Port Elgin

The Summers on Mill, The Sunset Cottage

4.75 out of 5 average rating, 32 reviews

A small cottage is framed by lush green and yellow bushes, with a wooden deck leading to the front door. The exterior features white siding and a dark roof. A table and chairs are positioned on the deck, creating an inviting outdoor space.

Cottage in Port Elgin

Cozy Lake Huron Cottage Close to Bruce Power

5 out of 5 average rating, 15 reviews

A modern two-story structure features a rich dark exterior and large windows, providing ample natural light. Outdoor seating is arranged with red lounge chairs. A wooden deck is visible on the upper level, overlooking the spacious surroundings that include lush green fields.

Guest suite in Formosa

West Suite

4.71 out of 5 average rating, 314 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

An open-concept living space features a modern design with a cozy sofa adorned with decorative cushions. A natural wood table is positioned in front, while a stone fireplace adds warmth to the area. Soft lighting illuminates the room, creating a welcoming atmosphere.