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Vacation rentals with a patio in Jefferson County

Find and book unique patio rentals on Airbnb

Top-rated patio rentals in Jefferson County

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

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Top guest favorite

A multi-level house is situated on a hillside, offering a wide deck with railings and large windows. Surrounding greenery and shrubs are visible, complementing the natural landscape. A clear blue sky serves as the backdrop, enhancing the peaceful ambiance of the property.

Home in Hanover

4.96 out of 5 average rating, 23 reviews

T&E Riverhouse Retreat

Experience the perfect blend of relaxation and recreation at our stunning property with panoramic river views. Enjoy direct beach access, where you can soak up the sun, swim, fish, kayak, and more. The home features upper/lower decks, a basketball goal, fire pit, and a kitchen on each level. Whether you're here for a peaceful getaway or an action-packed vacation, this riverfront retreat has everything you need for an unforgettable experience. Book your stay today and create lasting memories.

Top guest favorite

An historic black-and-white photograph depicts a two-story brick building with a sign reading 'Walnut St. Saloon.' In front, a horse-drawn wagon is positioned beside a man sitting on it, while another man stands by the building entrance.

Home in Madison

5 out of 5 average rating, 95 reviews

Walnut Street Saloon BNB

Step back in time to enjoy a historic tavern-turned-getaway in downtown Madison, Indiana. This spacious home, once a bustling town staple, combines rich history with modern amenities. Immerse yourself in Madison's vibrant heritage while staying just blocks away from locally owned shops, bars, and restaurants, as well as the beautiful Ohio River. It's the perfect vacation spot, whether you're here to shop, explore Clifty Falls State Park, or check out one of Madison's many festivals and events.

Top guest favorite

A cozy bedroom features exposed brick walls and wooden flooring. A spacious bed is adorned with a light blanket and a decorative pillow. A television is positioned on a dresser opposite the bed, and a seating area is visible in the corner.

Home in Madison

4.99 out of 5 average rating, 103 reviews

Main Street Retreat

Main Street Retreat offers a unique opportunity to immerse yourself in the beauty of Madison's historic district, all while enjoying the comforts of a home away from home. This homes Main Street prime location allows for easy access to live music, quaint shops, local eateries, walk along the river, and historic sites. Whether you're seeking a romantic escape, a girls trip, or a solo adventure, book your stay today and create lasting memories. One queen bed and couch are available for sleeping.

Top guest favorite

The exterior of the property features historic architecture with large, elegant windows. Decorative elements are visible along the façade, and potted plants are placed outside the entrance. The vibrant colors of the building contrast with the greenery of the surrounding trees.

Home in Madison

5 out of 5 average rating, 27 reviews

The Magnolia on Main hosted by Swell Stay

Featured on the Magnolia Network, this 1800’s property has been lovingly restored by the Beck Family. This 3 bedroom, 3.5 bath luxury residence has been thoughtfully designed with the Madison tourist in mind. Enjoy the view of the Main St parade from the 2nd and 3rd floors or spend time on the balcony watching the sun set on the majestic Ohio River. Centrally located on the Golden Block of Main Street in downtown Madison Indiana, you couldn’t stay in a more ideal location. Come stay awhile!

Top guest favorite

The exterior of a modern two-story house features a dark blue brick facade, accented by large arched windows. A wooden entrance is framed by a covered porch, leading to a well-maintained landscaped area with tidy gravel, small shrubs, and ornamental plants.

Home in Madison

4.96 out of 5 average rating, 74 reviews

Glenda’s Overlook

Situated just one and a half blocks from the iconic Milton-Madison Bridge spanning the picturesque Ohio River, Glenda's Overlook offers the perfect retreat for you and your loved ones. Our home is located merely a few walking blocks, or short golf cart ride, from the historic district, and offers easy access to the city's charming wineries, shops, restaurants, Crystal Beach and vibrant festivals that Madison has to offer. Additionally, we are only a short drive to Clifty Falls State Park.

An outdoor seating area features a round table surrounded by four metal chairs. A tall, grass-like sculpture stands nearby, complemented by a wooden railing and a concrete patio. The view of the hills in the background adds to the setting.

Home in Madison

4.92 out of 5 average rating, 75 reviews

Your Madison Home Away from Home

While staying in this cozy home, you can enjoy a peaceful morning with a small view of the Ohio River then use the golf cart to explore the historic town. Take a leisurely stroll along the Ohio River waterfront, visit the local winery, or indulge in the local restaurants and cafes nearby. Whether you're visiting Madison for a weekend getaway or a business trip, our home offers the perfect blend of comfort, convenience, and local charm. Book your stay today and make unforgettable memories.

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, 239 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.

Top guest favorite

A charming shotgun style home features a light blue exterior with white trimming and a covered front porch. The porch is adorned with plants and a small seating area. A pathway leads to the entrance, framed by a neat garden and wrought iron railing.

Home in Madison

4.95 out of 5 average rating, 38 reviews

The Baltmore

Experience the charm of an 1800's shotgun style home in Madison's National Historic District. This home was completely remodeled yet maintains its historic character. All of the artwork and decor was purchased locally and pays homage to Madison and its vibrant arts community. Located in a quiet neighborhood yet just a few walkable blocks away from the heart of downtown Madison's shops, restaurants and lively music scene. Perfect for a small family, couples or girlfriend getaway.

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

4.98 out of 5 average rating, 52 reviews

Cedar Rustic Cabin at Lost Trails

This cabin is nestled with 4 other cabins, tucked into 45 acres of wooded forest. It is minutes to Madison's Historic Downtown district. Walking trails, ponds and daily wildlife sightings make this stay a peaceful & serene getaway from the hurriedness of daily living. Offering a full kitchen, washer and dryer & family room with double recliner, this one-bedroom cabin is perfect for two people. The wraparound deck provides comfortable seating to relax & enjoy beautiful views!

Top guest favorite

A charming garden area features a variety of colorful flowers, including vibrant red and bright yellow blooms. The front entrance showcases a distinctive yellow door, flanked by two light blue chairs. A neatly arranged stone border adds structure to the lush greenery surrounding the space.

Guesthouse in Madison

4.93 out of 5 average rating, 100 reviews

The Goataway

Quaint and delightful guesthouse in downtown Madison within walking distance of all the activities and amenities our convivial town has to offer. Perfect for a couple but room for 3 on two large living room sofas. Bessi and Aberforth (aka Abe), the owners goats, live in the backyard seen from the eat-in kitchen. They are super friendly and always up for attention. The space is refreshing, bright and comfortably furnished. You’ll have everything you need for a pleasant stay.

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

4.99 out of 5 average rating, 141 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.

Top guest favorite

Home in Madison

5 out of 5 average rating, 46 reviews

Romantic Retreat w/ Hot Tub-5 min from downtown

Soak in your private hot tub under the stars while the firepit glows beside you — the perfect romantic escape just 5 minutes from Madison’s historic riverfront. This cozy cottage combines luxury touches (Sleep Number bed, massage chair, spa-style extras) with unforgettable experiences: stargazer projector, outdoor movie nights, and complimentary first bundle of firewood. Upgrade your stay with our romance, outdoor movie or fall picnic experience!

Vacation rentals for every style

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Popular amenities for Jefferson County patio rentals

Free parking on premises

Air conditioning

Apartment rentals with a patio

Top guest favorite

An open entertainment area is depicted, featuring a long table with high-backed chairs aligned along one side. Soft seating options are placed nearby, while a large screen is mounted on the wall for movie viewing. Natural light filters in through nearby windows.

Apartment in Aurora

4.93 out of 5 average rating, 58 reviews

Peaceful Paradise LOWER Family 2BR Hot Tub/Pool

Top guest favorite

A comfortable living area is presented, featuring a brown leather chesterfield sofa and a mid-century style wooden TV stand. A lamp beside the sofa offers soft lighting, while a decorative plant sits on the stand, enhancing the cozy and inviting space.

Apartment in Lawrenceburg

4.92 out of 5 average rating, 37 reviews

Below The O Lodging

A cozy bedroom features a spacious bed dressed in soft linens. A vintage wardrobe stands against one wall. Adjacent is a bedside table with a small plant and a lamp, providing a warm glow. Light wood flooring complements the overall decor.

Apartment in Versailles

The Hassmer House Inn

A spacious studio suite is presented, featuring a queen-size bed with a white quilt, complemented by two chairs beside it. Large windows allow natural light, framed by gray curtains. A comfortable couch is positioned nearby, and a black television is mounted on the wall.

Apartment in Madison

4.88 out of 5 average rating, 25 reviews

The Regatta Room (Unit 3) - Ohio River Views

A two-story house is displayed, featuring a large wraparound porch with railings. The home is painted in a soft white, with black accents around the windows and roof. A spacious grassy area surrounds the house, emphasizing its inviting outdoor space.

Apartment in New Castle

The bunker (2)

A spacious bedroom features a comfortable bed with white linens, complemented by a tufted bench at the foot. Exposed brick walls contrast with sleek modern appliances in the kitchen area, while warm wood flooring and soft lighting create a cozy ambiance.

Apartment in Aurora

4.85 out of 5 average rating, 117 reviews

Studio Apartment w/ Beautiful View!

A spacious living area showcases a neutral-colored couch with a coffee table. A wall-mounted television is positioned nearby. The open layout is highlighted by a dining space and access to a well-equipped kitchen, creating a welcoming flow between rooms.

Apartment in New Pekin

4.96 out of 5 average rating, 24 reviews

Spacious Apt for Business/Travelers

A serene morning scene captures a misty landscape as early sunlight begins to rise over a forested area. Layers of fog gently blanket the trees, with soft hues of orange and blue filling the sky, creating a tranquil atmosphere.

Apartment in Madison

5 out of 5 average rating, 3 reviews

Pleasant Ridge Bliss

House rentals with a patio

The exterior of a historic three-story home is displayed, featuring a light green facade with white trim. A set of black steps leads to a welcoming front door, flanked by flower boxes filled with seasonal plants. A neighboring pink building complements the historic charm.

Home in Madison

4.95 out of 5 average rating, 21 reviews

The Jefferson Street Retreat - Prime Location

A covered porch features a six-seat wrought iron dining set, providing a shaded space for outdoor gatherings. The flagpole displays the American flag against a clear blue sky. Surrounding greenery adds a touch of nature, enhancing the welcoming exterior of the home.

Home in Madison

4.92 out of 5 average rating, 72 reviews

Bicentennial Park View

A spacious living area features light blue walls and a comfortable sectional sofa. Natural light flows through the large windows, illuminating the room. An area rug with floral patterns lays on the hardwood floor, complemented by artwork depicting animals on the walls.

Home in Madison

4.96 out of 5 average rating, 47 reviews

The Nature House

The front porch of a historic house features intricate wooden details, including decorative trim and support columns. A wooden bench is positioned against the wall, and a stylish door with glass paneling provides access to the interior. Soft natural light enhances the pastel pink exterior.

Home in Madison

4.95 out of 5 average rating, 21 reviews

Little Pink House - South

Top guest favorite

The exterior of the house features a covered front porch with two wooden chairs and a small table, surrounded by landscaped greenery. A light-colored brick facade is complemented by a black roof and accents. A pathway leads to the entrance, providing a welcoming approach.

Home in Madison

4.98 out of 5 average rating, 45 reviews

Annies river house!

A charming brick home is set against a grassy lawn, framed by a large tree. A tranquil pond is visible in the background, adding to the peaceful rural surroundings. The structure features a sloped roof and multiple windows, ensuring ample natural light.

Home in Hanover

4.96 out of 5 average rating, 26 reviews

The Hanover Haven - Slice of Paradise

An inviting exterior of The Olive House is displayed, featuring a covered porch with wooden beams. The landscaped grounds feature a winding stone pathway, bordered by fresh greenery and mulch, leading to the entrance. A serene atmosphere is created by the surrounding nature.

Home in Madison

4.96 out of 5 average rating, 26 reviews

The Olive House

Top guest favorite

A contemporary two-story home features a dark exterior with large windows and a striking red front door. Well-maintained landscaping surrounds the property, with neatly arranged stone pathways leading to the entrance. A serene sunset casts a warm glow on the structure.

Home in Madison

5 out of 5 average rating, 19 reviews

2 King Suites Luxury Historic Home, decks, games

Other vacation rentals with a patio

A charming riverfront cottage features a spacious ramp leading to a covered porch, offering accessibility. The grassy yard is bordered by trees and includes a firepit for outdoor gatherings. A glimpse of the surrounding landscape is visible in the background, enhancing the home's serene atmosphere.

Cottage in Madison

4.97 out of 5 average rating, 37 reviews

Cheerful 3-Bedroom cottage with fireplace.

The log cabin exterior features a wraparound porch with wooden railings and stairs leading to the entrance. The structure is surrounded by mature trees, with wooden siding painted in a warm hue and a metal roof reflecting the natural woodland setting.

Cabin in Madison

5 out of 5 average rating, 5 reviews

Sassafras Cabin at Lost Trails

Top guest favorite

A view from the porch showcases the Ohio River, framed by leafless trees and rolling hills in the distance. A rope railing lines the edge, while a small round table and a chair are positioned in the foreground, inviting relaxation.

Home in Madison

5 out of 5 average rating, 19 reviews

Riverside Retreat 2 - Steps to the River & Main St

A newly remodeled house is featured with a front porch and a fenced yard. The brick exterior is complemented by a gabled roof and large windows. The entrance is characterized by steps leading up to a blue front door, surrounded by white columns.

Home in Madison

5 out of 5 average rating, 5 reviews

322 East 3rd Street

A cozy log cabin is nestled among greenery, featuring a wooden deck with steps leading up. Large windows offer glimpses of the serene outdoors, while air conditioning is discreetly installed on the side. The cabin’s warm wooden exterior complements the surrounding natural landscape.

Cabin in Madison

5 out of 5 average rating, 5 reviews

Mulberry Cabin at Lost Trails

The exterior view of a historic home features pastel pink siding and decorative woodwork. A wooden front door with glass panels is centered under a porch adorned with white columns. A wooden bench is positioned to the left on the porch, alongside a welcoming entrance.

Home in Madison

4.92 out of 5 average rating, 13 reviews

Little Pink House - North

Top guest favorite

A historic home is displayed with a charming façade featuring red accents, including a front door and window frames. Black shutters adorn the windows, and a decorative light fixture is positioned next to the door. The image captures a replica of the home held in front for contrast.

Home in Madison

4.97 out of 5 average rating, 31 reviews

Main Street Retreat Prime Location 3 Bedroom Top1%

Guest suite in Madison

Madison’s White Balcony Suites - Sunflower Suite

Destinations to explore