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.

Apartment 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.

4.99 out of 5 average rating, 154 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.

4.95 out of 5 average rating, 138 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.

4.84 out of 5 average rating, 114 reviews

A cozy living area features a large television atop a wood and white media console, alongside a gas fireplace that emits a warm glow. A compact kitchen setup is visible in the background, creating an inviting space for relaxation.

Cabin in Southampton

Cabin Suite #6 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!

4.95 out of 5 average rating, 186 reviews

A charming barn conversion is pictured, with a unique stone exterior and a distinct blue and gray metal roof. A welcoming entrance is highlighted by a red door and a covered porch. The surrounding yard is adorned with greenery and autumn leaves.

Barn in Lion's Head

The Stone Barn @ Lion's Head

Explore winter on The Bruce Peninsula! Discover our charming 1920s barn conversion, nestled in the heart of the Bruce Peninsula. This cozy retreat accommodates up to 5 guests in 3 spacious bedrooms. Unwind in the inviting living room, prepare meals in the fully-equipped kitchen, and gather around the outdoor fire pit. Explore nearby attractions, including Georgian Bay, Bruce Trail, Lion's Head, Tobermory, and Bruce Peninsula National Park. Book now for a memorable stay! Permit #STA-2024-248

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)

4.81 out of 5 average rating, 119 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

Relax with the family lakeside and among the cedars at this peaceful A-frame retreat on the shoreline of Lake Huron. The door opens up into a large living room and kitchen with a 180 degree view of the lake. An 8-foot island surrounded by bar stools anchors the kitchen. Watch the famous Lake Huron sunsets while having a meal or soaking in the hot tub. Our front is a rocky beach with a fire pit. We swim here with our water shoes. The sandy beach is a 2 mins drive or a 5-10 min bike ride.

4.89 out of 5 average rating, 105 reviews

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.

Home in Southampton

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.

Superhost

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.

Guesthouse in Port Elgin

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.

4.93 out of 5 average rating, 410 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 CLOSED until spring 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. For allergenic reasons and safety of 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!

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.

Apartment 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.

Popular amenities for Southampton outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

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

Home in Blue Mountain Resort Area

The living area features a modern design with a stone fireplace and a mounted TV. Large windows allow natural light, while a spacious coffee table sits between a sectional couch and a sleek armchair. A neutral color palette is complemented by decorative plants.

4.97 out of 5 average rating, 408 reviews

Mountain Cedar Chalet! Across from The Village

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

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.

4.94 out of 5 average rating, 226 reviews

Serene mountainside home with View/Shuttle Bus

4.94 out of 5 average rating, 151 reviews

An open concept game room features a polished pool table at the center, with a bar area equipped with stools to one side. Large windows allow natural light to fill the space, while a mounted TV and comfortable sectional couch create an inviting entertainment area.

Home in Badjeros

JJ’s small town country retreat

4.88 out of 5 average rating, 110 reviews

A bright living area features a spacious sectional sofa adorned with textured cushions and a soft throw. Sunlight filters through large windows, revealing views of the surrounding forest. A comfortable armchair sits nearby, complemented by a small side table and a stylish light fixture.

Home in Tobermory

Evenstar - Luxury in Nature

4.87 out of 5 average rating, 53 reviews

A spacious living room is furnished with a comfortable sofa and a coffee table, featuring a ceiling fan above. A television is placed on a console, with large windows allowing natural light. An open doorway leads to a dining area with a round table and wooden chairs.

Home in Saugeen Shores

Red Doors on Green

Apartment rentals with outdoor seating

Apartment in Horning's Mills

A private wooden deck is shown with an umbrella-covered table and four chairs, surrounded by lush greenery. Windows on the building's façade allow natural light, while potted plants add a touch of color, enhancing the outdoor space for relaxation.

4.96 out of 5 average rating, 321 reviews

Beautiful Riverside Country Apartment

4.95 out of 5 average rating, 174 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.

Apartment in Owen Sound

Suite on the Creek

Superhost

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.

Apartment in Northward

4.68 out of 5 average rating, 102 reviews

*HOME FOR NOW - Ground level apartment no stairs!

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.

Apartment 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.

Apartment in Meaford

Sunrise and Bayview with Kayaks & Bikes

4.93 out of 5 average rating, 126 reviews

A modern living area is presented with two light grey sofas facing a glass coffee table, which rests on a decorative rug featuring shades of blue and neutral tones. Natural light enters through two windows, highlighting the stylish wall decor.

Apartment in Shelburne

L&S Comfy Suite

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.

Apartment in Lion's Head

Lion's Head Bahay

4.94 out of 5 average rating, 228 reviews

The exterior of a light-colored home is visible among tall trees, featuring large screened porch windows that invite natural light. A path lined with greenery leads to the entrance, enhancing the sense of seclusion near the Grand River.

Apartment in Fergus

Riverside Retreat

Condo rentals with outdoor seating

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, 195 reviews

Lovely 3 Bedroom Condo with Stunning View and Pool

An open-concept living area showcases a modern kitchen with stainless steel appliances and a large island. A cozy seating area features a dark sofa and an armchair, positioned near a stone fireplace. Natural light fills the space through multiple windows.

4.92 out of 5 average rating, 187 reviews

Blue Mountain condo in Historic Snowbridge

A cozy family room features a spacious gray sectional sofa and a wooden coffee table. Light-colored walls and a patterned rug create a welcoming atmosphere. In the background, a kitchen area is visible, equipped with modern appliances and seating for two.

4.93 out of 5 average rating, 321 reviews

Cozy Studio Mountainside stay in Blue Mountains

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.

4.89 out of 5 average rating, 114 reviews

The Parker Slopeside: Hot Tub + Mountain Views

A spacious living area features a modern fireplace with a stone surround and a wall-mounted flat-screen TV. A small blue chair complements the neutral tones, while the open kitchen includes a breakfast bar with two high stools. Natural light enters through the window, illuminating the room.

4.85 out of 5 average rating, 114 reviews

BLUE MOUNTAIN STUDIO OASIS

A bright living area features large windows that allow natural light to fill the space. Comfortable seating is arranged around a central coffee table, with a modern fireplace and a wall-mounted TV providing amenities. Soft, neutral tones dominate the décor, creating a relaxed atmosphere.

4.97 out of 5 average rating, 114 reviews

3 Peaks at Blue Mountains, your luxury staycation!

The open-concept living area features two comfortable sofas with decorative cushions. A dining table is set for six nearby, while kitchen access is visible in the background. Natural light enters from large windows, with wooden accents enhancing the space.

4.88 out of 5 average rating, 152 reviews

Out of the Blue | Shuttle to Village & Ski lifts

The living room is designed with a cozy sectional sofa and a coffee table placed centrally. A mounted flat-screen TV is positioned above a white-brick fireplace. Natural light filters through sheer curtains, enhancing the welcoming feel of the space.