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 stars3 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 La Grange
5 out of 5 average rating, 240 reviews

Romance country getaway with hot tub

BrandiRating, 5 stars3 weeks ago
We had another great stay! This was our second stay and we would love to stay again some day. This place is so nice and relaxing, we absolutely love our time here. Very clean and smells so good when you walk in! The hot tub is wonderful and the grilling area is a great place to relax. The kitchen has everything that we need to cook our meals. The beds are comfy. The home is well stocked and you don't really need to bring anything besides clothes and food. The muffins and cinnamon rolls left for us are much appreciated! Another 10/10 stay and I highly recommend once again!
Top Guest favourite
Home in Dillsboro
4.97 out of 5 average rating, 170 reviews

Spacious home in a quaint small town setting

KeithRating, 5 stars1 week 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 stars1 day 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 stars4 days 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.

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
Apartment in La Grange

Prohibition Apt at Pillow and Paddock B & B

SharonRating, 5 stars3 weeks ago
We rented this space plus the attached pillow and paddock inn for our entire family and it was awesome! The owners go above and beyond to make you feel welcome. The place is fully stocked with everything you need and more. The pigs and horses were also great fun for the kids!
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, 521 reviews

Dragonfly Suite

MindyRating, 5 stars1 week ago
This place actually made me wonder if I could downsize enough. perfect for our anniversary overnight. Cozy, comfortable and close enough to walk.
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.
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

    $116 NZD 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