
Holiday houses in Madison
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Top-rated holiday rentals in Madison
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Madison
Top Guest favourite

Home in Madison
4.99 out of 5 average rating, 73 reviewsCabin in the Holler
Hyun JiRating, 5 stars2 weeks ago
Pauline’s place was so beautiful! It had everything listed and Pauline herself was so sweet! We didn’t have to worry about privacy as the property had so much space and the check in and out process was extremely easy. It is also located close to Madison, IN which had great restaurants and a great downtown (You will need a car to get to downtown). Overall would love to stay again.
Guest favourite

Farm stay in Turners Station
5 out of 5 average rating, 5 reviewsThe Lodge in Henry Co.
ShanonRating, 5 stars9 months ago
This has been an absolute fantastic place to stay. Very accommodating and responsive when needed. It certainly feels homely the minute you walk in. It has made my deployment so much better having somewhere I can relax and unwind and away from the city distractions. Highly recommended if you want quiet away from the city lights.
Top Guest favourite

Apartment in Madison
4.98 out of 5 average rating, 107 reviewsThe Treehouse - Hot Tub - Indoor Pool Get Away!
MelissaRating, 5 stars1 week ago
Pictures do not do this amazing home justice. It’s just magical. Sandy is soooo sweet and helpful. I can’t wait to go back! I felt like a Disney princess when the deer came strolling by. ❤️ peaceful beautiful surroundings and the pool is to die for! Thank you Sandy!
Top Guest favourite

Cabin in Rising Sun
4.99 out of 5 average rating, 77 reviewsCheerful 2 BR cabin on 48 acres with ponds/firepit
AngelaRating, 5 stars3 weeks ago
We really, really enjoyed this property even though it rained & stormed every day. The view is so gorgeous! We actually enjoyed watching the storms out the large windows that overlook the property, the large pond and rolling hills. Watching the deer meandering around as they fed and the turkeys chasing each other was better than watching TV. This property is so peaceful. On nice days, there is lots to do as he says in the description…pontoon & paddle boat on the pond, a fire pit area, the hot tub, corn hole, comfortable deck, and just walking the property. The home was spotless and very comfortably appointed. We could not think of one thing we would have wanted that wasn’t already provided. So many towels, blankets, kitchen utensils, etc. Beautiful and tasteful decor. Comfortable beds. We traveled with another couple & there was plenty of room. Jim was very responsive from beginning to end. If we could give more than 5 stars, we would. I’m sure anyone would love their stay.
Guest favourite

Home in Sparta
4.98 out of 5 average rating, 65 reviewsLake House with River Dock - Ark & Creation Museum
JamesRating, 5 stars2 months ago
This was a great place to stay. Justin was very helpful and accommodating.
Guest favourite

Home in Aurora
4.92 out of 5 average rating, 66 reviewsUnique Luxury Family Retreat
AliciaRating, 5 stars4 days ago
We had a great stay. No issues , everything went smoothly and the house was perfect!
Top Guest favourite

Home in Burlington
4.98 out of 5 average rating, 173 reviewsKick Back Watching The River Go By
KathyRating, 5 stars3 weeks ago
Beautiful place outstanding view. Lightning storm over the river was amazing. Very clean and host were SUPER.
Top Guest favourite

Cabin in Pendleton
4.96 out of 5 average rating, 54 reviewsA Little Piece of Heaven
YazminRating, 5 stars1 week ago
A truly special stay for a truly special weekend! We stayed at A Little Piece of Heaven to celebrate my 30th birthday, and the experience exceeded every expectation. The hosts were incredibly thoughtful, communicative, and kind throughout our entire visit—from the detailed directions to the fresh eggs waiting for us on the porch. The property itself is beautiful and peaceful, with so many personal touches that made us feel right at home. One of the highlights was the farm tour—my nieces got to feed the chickens, gather eggs, and meet some of the animals. It was such a sweet experience, and I know it’s something they’ll remember forever. We truly appreciated their hospitality and openness—it made our trip feel like more than just a stay. I can’t recommend this place enough if you’re looking for a peaceful, welcoming getaway surrounded by nature and good people. Thank you again for everything!
Quick stats about holiday 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
Wi-Fi availability
110 properties include access to Wi-Fi
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- Ark Encounter
- Big Four Bridge
- Creation Museum
- Buffalo Trace Distillery
- Perfect North Slopes
- Louisville Slugger Field
- Louisville Slugger Museum & Factory
- Waterfront Park
- Muhammad Ali Center
- River Run Family Water Park
- Kentucky Kingdom & Hurricane Bay
- Versailles State Park
- Kentucky Derby Museum
- Angel's Envy Distillery
- Hurstbourne Country Club
- Kentucky Science Center
- Evan Williams Bourbon Experience
- Falls of the Ohio State Park
- At The Barn Winery
- Valhalla Golf Club
- Charlestown State Park
- Big Spring Country Club
- Turtle Run Winery
- Frazier History Museum