Vacation rentals with outdoor seating in Jefferson County

Find and book unique outdoor seating rentals on Airbnb

Top-rated outdoor seating rentals in Jefferson County

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

A historic brick house features a spacious wraparound porch adorned with white railings. Lush green grass and manicured shrubs surround the home, while large trees provide shade. The house showcases a classic two-story design, with original architectural details visible on the exterior.

Loft in Madison

4.93 out of 5 average rating, 96 reviews

Downtown Historic Maddox House - on Main Street

The Historic Maddox House is owned by the former president of the South Carolina Bed and Breakfast Association and a retired Air Force Fighter Pilot. Once you arrive and walk up a few steps standing on the wraparound front porch facing historic Madison Main Street your senses will be heightened knowing that this home was built during the Civil War in 1863. We hope you enjoy as much as we do, the original windows, the original trim and the original architecture. Welcome to this piece of history.

Top guest favorite

The living room features a large sectional sofa facing a wooden coffee table and an electric fireplace. Natural light enters through two windows with light curtains, while a cozy armchair is positioned beside the fireplace, creating a relaxed atmosphere.

Townhouse in Madison

4.99 out of 5 average rating, 228 reviews

Cozy downtown home with patio. Walk to everything.

Your family will be close to everything in downtown Madison when you stay at this conveniently located, updated home built in 1880. First floor open concept floor plan includes living room equipped w/electric fireplace and an eat-in kitchen w/bar stool seating for 4. Upstairs offers two bedrooms and full bath w/shower and old old-fashioned soaker tub. Enjoy nice weather on the fenced back patio. Note: This property contains stairs and is not recommended for guests with mobility issues.

Guest favorite

A wooden deck overlooks a lush, green landscape with trees and a winding path. A metal planter sits on the deck, offering a space for gardening. Dappled sunlight filters through the leaves, creating a serene outdoor setting.

Cottage in Madison

4.86 out of 5 average rating, 144 reviews

Cozy Cottage downtown *Pets*Trails*firepit*Clean

Sue’s Cottage is a quaint two bedroom cottage with a porch over looking the Heritage Trail of Madison. It is perfect for pets. It is a home to many species of birds and wildlife. Relax on the deck bird watching or stroll through the heritage trail & scenic railroad tracks surrounding the cottage, which leads to the river walk. We are walking distance to all historic Madison offers. We are less than a mile from Clifty Park. A portion of each stay is donated to local charity.

Top guest favorite

A view from the property showcases the Ohio River through large trees. A landscaped backyard features a dining area under a pergola with a gravel pathway. In the distance, recreational activities can be seen along the riverbank, adding to the vibrant outdoor atmosphere.

Home in Madison

4.98 out of 5 average rating, 147 reviews

Riverview Historical Retreat

Full time Airbnb home in Historic Downtown Madison. This two bed, two bath home overlooks the Ohio River and includes a fully stocked kitchen, washer/dryer, screened in back porch, internet, keyless entry, and more Centrally located next to Bicentennial Park, enjoy one of the many restaurants, bars, parks, and local events, or enjoy a quiet weekend away with a weekly Music/Movie by the river, a local farmers market, and shops. There is something for everyone to enjoy in Madison

Top guest favorite

A log cabin with a charming wood exterior is framed by lush greenery. The front porch features wooden railings and a welcoming entrance. A seasonal decoration is positioned beside the pathway, adding a touch of character to the inviting entrance.

Cabin in Madison

5 out of 5 average rating, 42 reviews

Cedar Rustic Cabin at Lost Trails

Tucked into 45 acres of wooded forest this cabin is just minutes to Madison's Historic Downtown district. Walking trails, ponds, and daily wildlife sightings make this stay a peaceful and serene getaway from the hurriedness of daily living. Offering a full kitchen with washer and dryer and family room with double recliner, this one-bedroom cabin is perfect for two people. The wraparound deck provides comfortable seating to relax and enjoy beautiful views to both water features.

Top guest favorite

A spacious hot tub is positioned on a wooden deck, surrounded by a stone border. Soft purple lights illuminate the water, creating a soothing ambiance. Tall outdoor candles add soft warmth, enhancing the private outdoor experience, with a wooden fence visible in the background.

Home in Madison

5 out of 5 average rating, 32 reviews

Romantic Retreat w/ Hot Tub & Massage Chair

Romantic retreat that will redefine what romance is for you. Soak in a private hot tub under the stars surrounded by the glow of candles and just steps from a cozy firepit. Enjoy a covered front deck with a gas fire table and grill. Inside: Sleep Number bed, romantic candles, heated massage chair, Stargazer projector, cocktail and coffee bars, and spa-style extras. Upgrade your stay with outdoor movie, luxury romance and proposal packages for a truly unforgettable experience.

Top guest favorite

An indoor pool area is showcased with a bright sky and floor-to-ceiling windows offering scenic views of the surrounding hills. The pool is surrounded by tiled flooring and potted plants, creating a serene setting. Skylights enhance the natural light within the space.

Apartment in Madison

4.98 out of 5 average rating, 129 reviews

The Treehouse - Hot Tub - Indoor Pool Get Away!

The Treehouse is a perfect retreat! It is secluded by the hills surrounding Madison. Complete privacy, yet 5 minutes from downtown, or hilltop. Year-round views of the beautiful hills of Kentucky. Winter views of the Ohio River and downtown. The house has stunning ceilings made from coastal cedar off an island near Vancouver, British Columbia and beautiful skylights in the studio and indoor pool area. This is an Adults only property. 2-night min.

Superhost

The open living area features a cozy seating arrangement with a dark sofa and a light wood coffee table. The kitchen showcases modern stainless appliances, butcher block countertops, and a reclaimed wood island with stools. Sliding barn-style doors lead to an inviting space beyond.

Cottage in Madison

4.9 out of 5 average rating, 183 reviews

Cozy Farmhouse Retreat in Historic District

Located in the Historic District in Madison! Lisa and Richard co-own and co-host this recently updated cottage. Welcome to our cozy, chic Farmhouse Retreat. It is one block from Main Street, featuring so many charming shops, restaurants, and historic buildings for which Madison is famous. Only three blocks from the mighty Ohio and a short five-minute drive to Clifty Falls State Park. We fell in love with Madison and know you will, too.

Top guest favorite

The spacious living area is furnished with a large sectional sofa and an ottoman, complemented by decorative pillows. A mix of historic photographs adorns the walls, while natural light enters through a large window. A desk with a lamp and a Bluetooth speaker add functionality.

Townhouse in Madison

4.98 out of 5 average rating, 111 reviews

209 King Beds, River View, Deck, Parking

Stay at General’s Quarters (209) — a stylish 3-level home in historic downtown Madison! Just steps from the Ohio River, Bicentennial Park, shops, bars, and restaurants. Sleeps 10 with 4 bedrooms & 3.5 baths. Enjoy modern comforts, fast Wi-Fi, a full kitchen, reserved parking and walkable access to festivals and local charm. Perfect for families or group getaways!

Top guest favorite

The cabin features a rustic wooden exterior with a metal roof, surrounded by lush greenery. A wide porch with log railings offers a shaded area, and stairs lead up to the inviting entrance. Multiple seating options can be seen on the porch.

Cabin in Madison

4.99 out of 5 average rating, 184 reviews

Stoney Creek Cabin - Sit back and unwind

Welcome to Stoney Creek Cabin. This charming 2 bedroom cabin is nestled in the hills of Madison, IN. Situated far enough away to offer all the privacy you want, yet only 8 miles from historic downtown, where there are so many gems nearby to explore. Enjoy the HOT TUB, wrap around porch, and patio! There could not be a more relaxing place to unwind.

Top guest favorite

A warm dining area features a wooden table surrounded by black chairs. Natural light brightens the space, reflecting off the polished wooden floor. A modern kitchen is visible in the background, equipped with stainless steel appliances and light cabinetry.

Home in Madison

5 out of 5 average rating, 182 reviews

Charming shotgun in the heart of downtown Madison

This charming, stylish 2-bedroom shotgun house is located on Main Street in historic downtown Madison, IN. You'll be just steps away from locally owned shops, bars, and restaurants, and within walking distance of the Ohio River and Madison's many festivals and events. Enjoy off-street parking, modern amenities, and the perfect front-porch view.