Vacation rentals with outdoor seating in Madison

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Top-rated outdoor seating rentals in Madison

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

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Guest favorite

Cabin in Owenton

4.86 out of 5 average rating, 307 reviews

Rustic Container Cabin on Beautiful Farm Near Ark

*New covered deck & sitting area!* No cleaning fees!* Cozy memory foam mattress!* 32" Smart TV!* Kentucky Oasis!*Soak up the vintage and rustic charm of this fully renovated container cabin. Nestled next to the woods, you'll enjoy a private stay on the ridge of our farm. Explore over 200 acres, go fishing in the creek, throw some steaks on the grill, sit back and relax while sipping on some local Kentucky bourbon. This is a custom built container cabin with treasures used from all over our farm.

Sep 7 – 14

G$21,644 GYD per night

Guest favorite

Apartment in Madison

4.99 out of 5 average rating, 202 reviews

Rivers Edge-Historic Hunger House-Upstairs-Madison

A unique blend of historic character and contemporary comfort! Floor to ceiling windows, amazing staircase and hardwood flooring with modern kitchen & bathroom, this UPSTAIRS unit with private entrance will be your oasis. The balcony, w/view of the Ohio river, is perfect for early morning coffee or relaxing after a busy day of touring Madison. WELCOME to the River's Edge! Extended stay (week-mo) discounts 21%-49%. Rent one or both floors (See "River's Edge II-listing) SEND INQUIRY FOR PRICING

Mar 3 – 10

G$19,458 GYD per night

Guest favorite

Townhouse in Madison

4.99 out of 5 average rating, 159 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.

Oct 1 – 8

G$25,320 GYD per night

Guest favorite

Home in Bedford

4.99 out of 5 average rating, 188 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.

Nov 3 – 10

G$28,947 GYD per night

Guest favorite

Cabin in Henryville

4.96 out of 5 average rating, 279 reviews

Stone Creek Cabin Retreat

Welcome to Stone Creek, a private 3 acre estate conveniently located minutes to Louisville, KY. This is the Ultimate Getaway! Upon entering the premises, you will find a custom iron security gate requiring coded access. Stone Creek boasts 2500+ sq ft of luxury living space complete with a full kitchen, laundry, and office. Guests will have full use of the grounds including the hot tub, fire pit, and the numerous covered decks & patios. Perfect romantic getaway or multi person retreat.

Feb 7 – 14

G$76,955 GYD per night

Superhost

Cottage in Madison

4.83 out of 5 average rating, 101 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.

Jan 29 – Feb 5

G$19,790 GYD per night

Guest favorite

Yurt in Madison

4.96 out of 5 average rating, 170 reviews

Madison's only Yurt experience!!!

You'll love this unique and romantic escape in the hills of southern Indiana! Located just 20 minutes from beautiful downtown Madison and Vevay. Enjoy the countryside in your very own yurt. Come relax after a hard day of shopping in downtown Madison or after a late night at Belterra casino. You will love the warm inviting boho style of decor while enjoy the beautiful sunsets from the deck. The stars look so close you could touch them from the grassy hillsides of this enchanting property.

Jun 26 – Jul 3

G$35,691 GYD per night

Guest favorite

Home in Milton

4.9 out of 5 average rating, 145 reviews

Milton Hillton. River front home near Madison.

Riverfront with stunning views of the Ohio River and downtown Historic Madison, IN. Located 1 mi. from Madison and 3 mi. from Clifty Falls State Park. Madison boasts a vibrant cultural district with shopping, dining, festivals, art and live music. Spacious outdoor pavilion included is great for relaxing, cookouts, watching the river roll by and fabulous sunsets. Includes plenty of seating, gas grill, fire pit, outdoor speakers and cornhole boards for your enjoyment.

Aug 5 – 12

G$45,398 GYD per night

Guest favorite

Bungalow in Dry Ridge

4.97 out of 5 average rating, 575 reviews

The Cute Little House Near The Ark Encounter

The "Little House" is a cute 1 bedroom house located on our farm in a beautiful country setting with 6 acres of outdoor space for relaxing. It is separate from our home and is all yours. It is conveniently located only 8 miles from the Ark Encounter and you only need to make one turn to get there. We have chickens, ducks, rabbits, a horse, and 2 goats. We also have a 1/2 mile nature trail to explore with a scavenger hunt, and a campfire spot with free firewood.

Sep 24 – 29

G$23,621 GYD per night

Guest favorite

Cottage in Madison

4.93 out of 5 average rating, 140 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.

Oct 18 – 25

G$19,108 GYD per night

Guest favorite

Home in Dillsboro

4.98 out of 5 average rating, 132 reviews

Spacious home in a quaint small town setting

This is a 1888 Victorian style two story brick house set in a neighborhood of older homes. Newly renovated with a fully equipped kitchen, laundry facility, dining room, living room, bedroom and 1 1/2 bathrooms on first floor. The second floor has three bedrooms and 2 full bathrooms. Each upstairs bedroom has a Smart TV and the living room has a Smart TV. It has a pleasant back yard with outdoor sitting and onsite parking.

Nov 11 – 18

G$30,005 GYD per night

Guest favorite

Farm stay in Goshen

4.98 out of 5 average rating, 286 reviews

The Coop

This 2 bedroom house is a renovated old farmhouse located on the site of a small vegetable farm and native plant nursery. The back deck overlooks the woods, where you can watch the wild birds and keep an eye on the free range chickens. This is a quiet spot for a retreat, but also 25 minutes from downtown Louisville. The Coop has a fully stocked kitchen and comes with eggs right from our flock....

Nov 1 – 8

G$23,832 GYD per night