Holiday rentals with outdoor seating in Madison

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

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Popular amenities for Madison outdoor seating rentals

Holiday House Rentals with Outdoor Seating

Top Guest favourite
Home in Madison
4.99 out of 5 average rating, 88 reviews

Main Street Retreat

Nicole Rating, 5 stars2 weeks ago
Marcy's place was the perfect location for a girl's weekend trip. We were able to park our car and then walk everywhere the rest of our stay. Easy to walk to all the shops and restaurants on main street in Madison. We enjoyed sitting on the covered back patio as well. Would definitely stay here again. It's a beautiful place that was very clean and comfortable.
Top Guest favourite
Home in Burlington
4.98 out of 5 average rating, 180 reviews

Kick Back Watching The River Go By

BethRating, 5 stars6 days ago
Martine and Janice were both fantastic from the time we booked to the time we left with communicating with us. They provided clear instructions on how to gain access to the home, some interesting history on the area and home, activities to do in the area, and instructions for check out. The home was very clean. The floor plan was nice with large open living/dining space facing the river. Watching the barges on the river was pretty cool and there is a nice deck with comfy deck furniture or two comfy chairs inside you can enjoy watching them from!
Top Guest favourite
Home in Dillsboro
4.97 out of 5 average rating, 171 reviews

Spacious home in a quaint small town setting

KeithRating, 5 stars2 weeks ago
This was my 5th time of staying at the Dillsborough Inn. It is always a fantastic place to stay. Wonderful home that is well kept. Beautiful inside and out. Peaceful quiet safe neighborhood. Pam is a wonderful host. She makes everything so easy and is well organized. A very friendly lady that is always ready to answer any questions. I am looking forward to staying here again next year.
Top Guest favourite
Home in Madison
5 out of 5 average rating, 23 reviews

Annies Fabulous Federal house

LaurenRating, 5 stars1 week ago
Beautiful place! My spouse and I stayed here with our 2 pups for 4 nights and it felt like a home away from home. Very cozy, and it was so clean when we showed up. The king bed was SO comfy, I wanted to take it with us when we left. I slept incredible. She left great instructions, and checking in was easy. When we visit back, we only hope this place will be available to book again!!
Guest favourite
Home in Milton
4.91 out of 5 average rating, 167 reviews

Milton Hillton. River front home near Madison.

MichelleRating, 5 stars1 month ago
We loved our stay here! The pavilion was the highlight of our time. We spent many nights around the fire taking in the scenery. Unfortunately we got rained out the last few nights, but staying in was cozy and there were cards and a few games provided. Not much to do in Milton, but plenty to do right over the bridge in Madison, IN and in surrounding areas. The hosts seem very friendly and responsive. Would definitely stay here again!
Top Guest favourite
Home in Vevay
4.96 out of 5 average rating, 170 reviews

Secluded Country Home in Historic Hoosier Hills

MargaretRating, 5 stars4 days ago
Our stay was very nice and had a great time. We were able to feel right at home. Was great the 7 of us. Was great to have stocked kitchen and big pots and pans to be able to cook the full meal in. The deck in the back was our place most of the time. View was beautiful and wild life was seen several times. Mark and Janet were great to work with and communicate with. We had a WiFi issue but Mark jumped on it immediately to get issue taken care of. I felt like I knew them a long time. Thank you so much. We will be back again.
Top Guest favourite
Home in Madison
4.95 out of 5 average rating, 95 reviews

Watchmaker Place in Historic Madison District

BeckyRating, 5 stars1 week ago
I booked this place for a girls' weekend, and we all loved the house. The design, amenities, and location were great—close to Main Street and the Riverwalk. It was clean and well-stocked with everything we needed.. Christopher, the host was responsive and friendly to communicate with. I highly recommend this place to anyone looking for a wonderful space and atmosphere.
Top Guest favourite
Home in Madison
5 out of 5 average rating, 180 reviews

Charming shotgun in the heart of downtown Madison

JudyRating, 5 stars6 days ago
I wish I could give more than 5 stars. This property is perfect, and the hosts are amazing. They make us feel welcome every time we visit, and I think this may be our 6th time...maybe more... staying at this great house. The hosts always greet us with information before we arrive and always thank us when we check out. This house isn't just a place to stay, it is a great base for an amazing experience. We love sitting out on the porch in the evening. The people who pass by are very friendly and the vibe is super relaxing. We can't wait to go back.

Apartment rentals with outdoor seating

Guest favourite
Apartment in Aurora
4.89 out of 5 average rating, 36 reviews

Family-friendly 2BR Hot Tub & Pool

andrewRating, 5 stars2 weeks ago
awesome place, close to town but secluded, pool and hot tub did not disappoint, cool layout plenty of seating, good ac, loved the projector and surround sound we watched 2 family movies and had a great time, kids loved the love sacs. As fellow hosts nice work
Superhost
Apartment in Madison

Sugar Maple ~ Charming Guest House in Madison

RyanRating, 5 stars23 months ago
Love the place! 5 mins to downtown Madison and the river. The place was just as described, great amenities, clean, picturesque and had a cute very friendly cat outside
Guest favourite
Apartment in Madison
4.87 out of 5 average rating, 15 reviews

The Regatta Room (Unit 3) - Ohio River Views

JerriRating, 5 stars3 weeks ago
The area was amazing with shops, restaurants & museums. Short drive to downtown. The walks along the Ohio River were amazing! Would stay here again if coming to Madison! 😊
Top Guest favourite
Apartment in Madison
4.97 out of 5 average rating, 522 reviews

Dragonfly Suite

PatrickRating, 5 stars1 week ago
Tamara was great to work with. My wife and her friend stayed at the small home and they absolutely loved it. It was my wife’s birthday and Tamara took time out to do some sidewalk chalk art to celebrate my wife. Place was clean and easily accessible to downtown. Would definitely book here again.
Superhost
Apartment in Madison

Sugar Berry ~ Charming Guest House in Madison

JohnRating, 5 stars3 weeks ago
This location is very close to downtown but you feel like your way out in the country.
Top Guest favourite
Apartment in Madison
4.98 out of 5 average rating, 243 reviews

Rivers Edge-Historic Hunger House-Upstairs-Madison

ShelbyRating, 5 stars3 weeks ago
Stayed 3 nights at River's Edge and wish it would've been 3 weeks. Everything was wonderful - the walk-ability, view, cleanliness, entertainment options, comfort, etc. Madison was a delightful surprise all the way around. Angie's suggestions of what to do and where to eat were also too notch! Couldn't have asked for a better trip and can't wait to be back! The upstairs apartment does connect to the downstairs with an open staircase. There was a family staying downstairs when we were, which wasn't an issue in the slightest - I just didn't quite realize how connected the two were before checking in. We kept the box fans on that were provided in the unit and doors shut to maintain some privacy!
Superhost
Apartment in Aurora
4.84 out of 5 average rating, 108 reviews

Studio Apartment w/ Beautiful View!

LindsayRating, 5 stars1 week ago
The apartment is beautiful and extremely homey. Having the deck to sit on in the mornings was so nice. Would definitely recommend staying here if you’re visiting Aurora!
Apartment in Madison

Pleasant Ridge Bliss

GerardoRating, 5 stars5 months ago
Great place will be back

Quick stats about holiday rentals with outdoor seating in Madison

  • Total rentals

    60 properties

  • Nightly prices starting at

    $108 AUD before taxes and fees

  • Total number of reviews

    4.1K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore