Vacation rentals with outdoor seating in Trimble County

Find and book unique outdoor seating rentals on Airbnb

Top-rated outdoor seating rentals in Trimble County

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

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Top guest favorite

A welcoming living area features polished hardwood floors and large windows draped with golden curtains. A modern cream sofa is complemented by colorful accent pillows, while a cozy armchair and a stylish desk provide additional seating. A decorative fireplace adds character.

Home in Madison

5 out of 5 average rating, 87 reviews

The Row House

Modern flair with antique charm sets this BnB apart! Located on quiet street in the heart of historic downtown Madison, this fully renovated 1830s Row House has you steps away from everything! Whether it's a festival or fall colors, a boat race or car show on the riverfront, a micro brewery or winery, antiquing or historic tour, hiking Clifty Falls or simply just getting away, we have the location for you. *HVAC system includes whole-house air purifier. Max of 4 guests, no children under age 8.

Top guest favorite

The historic home features a classic brick exterior with intricate architectural details and large windows. A welcoming front porch is supported by white columns, enhancing the entrance. Surrounding greenery adds to the inviting atmosphere of this thoughtfully renovated property.

Apartment in Madison

5 out of 5 average rating, 143 reviews

River's Edge II-Historic Hunger House-Downstairs

Newly renovated DOWNSTAIRS unit of this historic home in the heart of downtown Madison. Experience the unique blend of historic character and contemporary comfort! Relax on our front porch (complete with swing and river view) after a busy day of touring shops, historic sites, cultural, or music festivals that are the heart of Madison... WELCOME to the River's Edge II! Extended stay (wk-mo) discounts 21%-49% Rent one or both floors (See "River's Edge-UPSTAIRS-listing) SEND INQUIRY FOR PRICING.

Superhost

Home in Madison

4.88 out of 5 average rating, 8 reviews

Riverside Retreat - Steps to the River & Main St

Newly remodeled, well furnished, spacious home in the heart of everything going on in historic downtown Madison, Indiana. Steps from the river puts you on the doorstep of the Riverwalk and all the festivals on Vaughn Dr. Just 2 blocks to Main St makes an easy walk to all of the shopping, dining and festivals on Main St. Views of the Ohio River and Madison bridge are beautiful from the front and back of this home. Close to the public boat ramp and ample room for boat parking. Come stay with us!

Guest favorite

Home in Madison

4.95 out of 5 average rating, 42 reviews

The Nature House

Historic home located in downtown Madison. Walking distance to all the shops, dining, and riverfront. The house is clean and beautifully decorated. Perfect for couples or groups. Modern kitchen with all the amenities you will need. Beautiful deck and patio out back with comfortable furniture and a fully fenced yard. The decor was inspired by Mother Nature and each room is decorated with gorgeous animal prints. Three bedrooms with comfortable mattresses and an office with a convertible couch.

Top guest favorite

The cabin exterior features a log construction with a sloped roof and a welcoming porch area. Several sturdy chairs are positioned on the porch, surrounded by neatly trimmed landscaping and a gravel pathway. Nearby trees provide a sense of tranquility to the outdoor space.

Home in Milton

5 out of 5 average rating, 29 reviews

The Madison-Milton Cabin

Welcome to the Madison Milton Cabin. Enjoy a unique, peaceful setting just 5 minutes from Downtown Madison. Enjoy the great shopping, dining, and entertainment and finish your day relaxing next to a cozy outdoor fire. If you love sunsets you will love the views from the cabin. The house features a loft bedroom with comfy adjustable bed. The bathroom includes an oversized soaking Tub/Shower and the main living room includes a queen size pull out couch. Stay connected with high speed internet.

Top guest favorite

A spacious home is visible, framed by greenery and a gravel pathway. Several outdoor chairs are arranged around a fire pit, while the deck features a covered seating area. The two-story structure showcases large glass windows, inviting natural light into the interior.

Home in Bedford

4.99 out of 5 average rating, 209 reviews

Atoka Farms

If you are looking to get away in seclusion and be with Mother Nature, this is the home. Very quiet, with a running creek beside the home. Walking distance to the Ohio river, two outdoor decks, one with a grill. A car port, full kitchen, two full baths, paved driveway, trees all around. The home sits between two hill ridges surrounded by 160 acres. It is a park like setting. 30 minutes from Gene Snyder and I-71 (Louisville). Historic Lagrange Ky and Madison In, are a must see and close by.

Top guest favorite

A covered porch is showcased, featuring a textured floor and decorative railings. Lattice panels provide privacy while the entrance to the home is visible at the far end. Sunlight filters through the nearby trees, illuminating the space.

Home in Madison

4.94 out of 5 average rating, 53 reviews

Bicentennial Park View

New June 2024! Full time Airbnb. Come stay at this newly renovated home in historic downtown Madison. This 3-bed/2-bath home is adjacent to Bicentennial Park and includes a fully stocked kitchen, washer & dryer, internet, keyless entry, front porch that overlooks the Ohio River and more. From the front porch of this home, enjoy the festivities of live concerts and Friday-night movies. You will enjoy easy access to everything Main Street offers from this centrally located home.

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, 130 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

The exterior of a charming Italianate-style townhouse is displayed, featuring a symmetrical facade with large windows adorned with black shutters. A vibrant red door adds a pop of color. Lush greenery surrounds the entrance, complementing the rustic brick exterior under a clear blue sky.

Townhouse in Madison

4.92 out of 5 average rating, 26 reviews

"Madison Manor I” By the River *Regatta Special

*Regatta Special* ~Noon check-in to start the party early ~2 chilled local beer growlers ~Late check-out. This spacious Italianate townhouse is nestled in the heart of downtown Madison just 2 blocks from the river. The house is beautifully furnished with ample amenities for optimal guest comfort & convenience. The decor reflects the rich train history of the city. The home adjoins Madison Manor II which can be booked separately. Shared patio includes hot tub, fire pit, gas grill.

Superhost

The exterior of the triplex features two levels with a light grey facade and contrasting red doors. A staircase leads to a balcony with seating, while gravel surrounds the building. Lush greenery and a hillside are visible in the background.

Home in Madison

4.83 out of 5 average rating, 12 reviews

The Regatta Room (Unit 3) - Ohio River Views

Welcome to The Regatta Room by Parker Places! This luxury studio suite is recently remodeled and features brand new everything. It comes stocked with a full eat-in kitchen, new appliances, one queen-size bed, a comfy couch, TV, WiFi, and more. PRIME location with a view of the Ohio River, instant access to the walking path along the river, close to shops, cafes, & restaurants. PERFECT location for anything downtown, and it is just steps away from Madison's famous Regatta event.

Guest favorite

Guest suite in Hanover

5 out of 5 average rating, 66 reviews

OFF THE CLOCK River House

OFF THE CLOCK RIVER HOUSE is a rare find among Air BnB options. Our riverfront property is ideal for ALL water activities; boating, jet skiing, kayaking, fishing, and swimming. A private concrete launching ramp and a large dock with a double jet ski dock are located directly in front of our home. Of course, you can also enjoy the gentle flow of this peaceful, riverside escape allowing yourself to unwind and recharge. Historic Madison offers many options to explore.

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, 103 reviews

209 King Beds, River View, Deck, Parking

General’s Quarters (209) is situated steps from the Ohio River. This renovated 3-level historic (circa 1830) home is a perfect (and spacious) gathering place for families and friends. We're located near all the festival action (Bicentennial Park) and easy walking distance to Main Street and bars and restaurants. Clifty State Park is a quick drive to the west side of town. GQ includes 4 bedrooms (2-King Suites, 2-Queen) and Queen sleeper sofa in the living room.