Vacation rentals in Madison

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Popular amenities for Madison vacation rentals

Vacation rentals with pools in Madison

Guest favorite
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
Private room in Rising Sun
4.75 out of 5 average rating, 4 reviews

V's Place! 3 bedroom sleeps 10!

DerekRating, 5 stars11 months ago
Vanessa was an amazing host. Very hospitable and fun! This place is great for small get togethers!
Guest favorite
Home in Aurora
4.91 out of 5 average rating, 35 reviews

"French Riviera" Long Term Discounts

ІванRating, 5 stars4 months ago
Very nice place, I like it. My recommendation, thank you
Guest favorite
Home in Aurora
4.93 out of 5 average rating, 72 reviews

Unique Luxury Family Retreat

DonnaRating, 5 stars1 week ago
This was our first time in arranging accomodations through an Airbnb so I was a little nervous. However my anxiety was releived upon seeing the actual accomodations. The directions given on line were accurrate and the cleanliness was very evident. We had one minor issue on which we needed to contact Patrick and his response was very prompt and helpful. We had not seen some of our family for several years, so having this home available for our reunion was perfect. Thank you so much for opening your home to us.
Guest favorite
Home in Hanover
4.83 out of 5 average rating, 12 reviews

The Hanover O-Asis

PatsiRating, 5 stars2 months ago
This home looked new, very clean and open. The extras, games, snacks, coffee were great. we could walk to Hanover College which was why we were there. Road noise mentioned in the listing was so minimal, we really never noticed. This home is beautiful and very comfortable. Will absolutely go back when we visit grandaughter in college!
Superhost
Private room in Rising Sun

V's Place Kids room with double Bunk bed

Cortney Rating, 5 stars10 months ago
Me my husband and children have felt very comfortable and at home. Everything is what it says and it feels like a real vacation
Superhost
Private room in Rising Sun
4.6 out of 5 average rating, 5 reviews

V's Place King Size Bed with patio on 2nd story

CheyenneRating, 5 stars34 months ago
Great place to stay with very nice people . Very good accommodations. I will be going back to Vanessa's again.
Superhost
Private room in Rising Sun
5 out of 5 average rating, 3 reviews

V's Place Queen bed

PamelaRating, 5 stars9 months ago
great place to stay. this is our second time and we absolutely love it here. Vanessa and Ray were great hosts . the house is located in a perfect spot. everything is walking distance.

Other great vacation rentals in Madison

Guest favorite
Home in Madison
4.97 out of 5 average rating, 61 reviews

Glenda’s Overlook

AdrianRating, 5 stars1 week ago
Everything was lovely! Thank you!
Superhost
Apartment in Madison
4.92 out of 5 average rating, 12 reviews

Charolotte's Corner Overlook, Suite 101

AmandaRating, 5 stars2 weeks ago
Madison is a super cute town and his place is also very cute, easy parking, clean, shower was cool. Bed linens were super soft. Did hear street noise as others have said and is small, but very cute and quaint. Good for a couple’s getaway. Justin was great with communication.
Top guest favorite
Home in Madison
5 out of 5 average rating, 44 reviews

2 King Beds-1 Block to Main St-Downtown Cottage!

KristopherRating, 5 stars2 weeks ago
We had a great stay at this cozy little house in Madison! The 2-bedroom space was clean, comfortable, and pet-friendly, which was perfect for our trip. It's in a great location—an easy walk to the riverfront, Main Street, and lots of great bars and restaurants. Quiet neighborhood but close to everything. Highly recommend for a relaxing and convenient stay in Madison!
Top guest favorite
Home in Madison
5 out of 5 average rating, 82 reviews

Walnut Street Saloon BNB

SharonRating, 5 stars1 week ago
Highly recommend this rental. The location is great! We gathered for a family get together and it was spacious and comfortable. The history of the building and neighborhood was charming too. Our host made us feel very welcome.
Top guest favorite
Home in Madison
4.95 out of 5 average rating, 59 reviews

Bicentennial Park View

DouglasRating, 5 stars6 days ago
great place to stay. parked my car off street under a carport and never moved it. The river walk along the mighty Ohio was one block away and good shopping, restaurants and historic architecture best seen on foot was right there. house was clean and they thought of all the little details to make a comfortable stay. Well equipped kitchen. would definitely stay again. Also friendly neighbors and area
Top guest favorite
Guesthouse in Madison
4.95 out of 5 average rating, 87 reviews

Studio apartment above Garage in downtown Madison

MarciRating, 5 stars5 days ago
Ray’s place was fantastic. We loved it. Very Cozy. They had a nice comfortable bed in the room so after dinner in town and enjoying all the cute and quaint shops, we relaxed watching a movie on the big screen TV in our room. In the morning, we got a cup of coffee and sat out on the swing and watched the Koi in the little pond right off the balcony. So cool. Great stay.
Top guest favorite
Home in Madison
5 out of 5 average rating, 89 reviews

The Row House

AngieRating, 5 stars1 month ago
We’ve traveled all over the world (even to London & Paris, just like the themed rooms 😉), and this is one of the best Airbnb’s we’ve ever stayed in! Hilary’s attention to detail & thoroughness is amazing! The beds are super comfortable, the shower is wonderful, and we loved the fire bowl in the back! The location is unmatched- perfect for walking to the shops & restaurants nearby and a very short drive for hiking at Clifty Falls! We loved dinner at Red on Main (the dates appetizer was Michelin-star worthy) and seeing live music both nights at Mad Paddles Brewstillery (worth going for their beer wall and their ranch (best I’ve ever had!) alone! We also loved the 12,000 step hike we did at Clifty Falls- some of the most stunning views in Indiana! 🙂 Hilary & Tony’s Airbnb is the best of the best!
Top guest favorite
Home in Madison
4.93 out of 5 average rating, 30 reviews

The Baltmore

JudithRating, 5 stars1 month ago
This cottage is charming and you feel at home the minute you cross the threshold. It's tastefully decorated and updated without losing the historic charm. We loved the location which is off the main drag but easily walkable to the downtown shops. The back deck was a quiet place to enjoy breakfast and the perfect weather we were blessed with. Everything was clean, fresh, and spotless. We will definitely stay again when we're in the area! Loved it!

Quick stats about vacation rentals in Madison

  • Total rentals

    120 properties

  • Total number of reviews

    7.6K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    110 properties include access to wifi

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Madison?

    Yes! Work meets play with ease at over 60 vacation rentals in Madison featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in house rentals in Madison?

    Experience the best of Madison with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Madison?

    Four-legged friends are welcome in Madison. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Do house rentals in Madison have self check-in?

    Absolutely! We offer over 20 house rentals with self check-in in Madison. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

  1. Airbnb
  2. United States
  3. Indiana
  4. Jefferson County
  5. Madison