Holiday Rentals in Milton

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Holiday Rentals in Milton

Cozy Cabin Madison Indiana

10.0 out of 10, Exceptional, (13)
"The cabin was great! It was clean and very well maintained! We loved the outdoor space and the location. Close to town, but out far enough that we could enjoy the quiet and the stars at night. The only thing we found challenging was the shower set up. Quite a step up to get in and the shower curtain was a little long and a little bit of a hazard. Otherwise we had everything we needed and we were very comfortable."
Cozy Cabin Madison Indiana

1800’s restored log cabin on 26 private rolling wooded acres with sunset views

10.0 out of 10, Exceptional, (173)
"If you like a different kind of rental, rather remote, picturesque, quiet and private, this may be for you. 1800's cabin atmosphere with enough modern amenities to be very comfortable. A good "get away from it all" place."
1800’s restored log cabin on 26 private rolling wooded acres with sunset views

Peaceful getaway centrally located just min. from Madison and Belterra casino.

8.6 out of 10, Excellent, (12)
"Nice, quiet neighborhood in between Vevay and Madison."
Peaceful getaway centrally located just min. from Madison and Belterra casino.

The Wadsworth in National Historic District of Madison, Indiana.

10.0 out of 10, Exceptional, (34)
"We had an amazing time in Madison! The home was spotless and had everything you will need plus more! Mona checks in to be sure everything is fine and suggested things to do. You will love the location! Will be my place to stay at all upcoming visits! "
The Wadsworth in National Historic District of Madison, Indiana.

Carol’s Cabin in the Woods in Historic Hoosier Hills

10.0 out of 10, Exceptional, (26)
"Property and owner are great. Great stay (our 2nd time here). "
Carol’s Cabin in the Woods in Historic Hoosier Hills

Rustic cabin just outside of Madison!

10.0 out of 10, Exceptional, (28)
"It was a nice cabin that is away from people so privacy is good. "
Rustic cabin just outside of Madison!

Extremely clean! Beautiful Home 2 Blocks To Main St & 2 Blocks To The Ohio River

10.0 out of 10, Exceptional, (206)
"The house was very clean and decorated nicely. Beautiful old river town. Wifi was spotty. This was only an issue in the evening when we wanted to watch a movie. That's my only complaint and for sure not a deal breaker. Great property. Would stay here again!"
Extremely clean! Beautiful Home 2 Blocks To Main St & 2 Blocks To The Ohio River

Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!

10.0 out of 10, Exceptional, (31)
"Loved the stay,the cabin and the area. Will definitely be back"
The price is €182
includes taxes & fees
2 Dec - 3 Dec
Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!

Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…

10.0 out of 10, Exceptional, (19)
"My twin sister and I visited for a birthday trip. Looked just like in the pictures and beds were very comfortable. Kitchen was fully stocked with cooking utensils, pans, salt and pepper, etc. Suzie thought of everything I didn't know we needed or wanted...from a cute birthday banner and piece of cake to milk or cream in the fridge for coffee. Will definitely stay again! Thanks for the hospitality. "
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…

The Waterfall Suite Place + Walkout! Both Overlook Waterfall!

9.8 out of 10, Exceptional, (38)
"We had a lovely time at this property in Pendleton. It is located quite nicely between Louisville and Cincinnati. There were a few minor hiccups when we checked in, but Glenn was able to take care of those right away. The pool was a big hit with the kids. Overall, we highly recommend staying here!"
The Waterfall Suite Place + Walkout! Both Overlook Waterfall!

Red comfy cottage

10.0 out of 10, Exceptional, (69)
"House was in great condition and had everything we needed. We came for a girls trip to hike Clifty Falls and go shopping around downtown. Would stay again. "
Red comfy cottage

Jefferson Off Main: *4 Beds*King Beds*Walk to Main* 3 Full Bath

9.6 out of 10, Exceptional, (13)
"Very nice home with lots of space and great location to many shops."
Jefferson Off Main: *4 Beds*King Beds*Walk to Main* 3 Full Bath

Relaxing Country Getaway

9.6 out of 10, Exceptional, (25)
"What a beautiful spot! Secluded and wooded. Cozy and the hot tub hit the spot! 10 out of 10 would recommend. "
Relaxing Country Getaway

Stoney Creek - Sit back and unwind

10.0 out of 10, Exceptional, (66)
"We loved this cabin. Everything was perfect. We'll definitely be coming back!"
Stoney Creek - Sit back and unwind

THE WATERFALL WALKOUT & HILLTOP RETREAT, SLEEPS 10+, 4BR*2BA

9.8 out of 10, Exceptional, (44)
"Me and my whole family of 9 stayed here from out of state. It was a exactly as pictured and plenty of space. The teens enjoyed their own living space. The hot tub was warm and clean. We had a great time would definitely stay again if we ever visit the Louisville area again. "
THE WATERFALL WALKOUT & HILLTOP RETREAT, SLEEPS 10+, 4BR*2BA

KY log home close to The Ark Encounter on private 14 acres private seasonal pool

9.2 out of 10, Wonderful, (26)
"We enjoyed the space the cabin had to offer and had a great time."
KY log home close to The Ark Encounter on private 14 acres private seasonal pool

The Blue Door Place

10.0 out of 10, Exceptional, (5)
"The place is adorable and very comfortable. Things we especially appreciated were the super cute and tasteful decor, the fully stocked coffee bar (including travel cups & lids!), the front & back porch areas, location (lovely wooded winding drive leading to the property), and the FAST response from the host any time we had a question. I should also add the place was spotless. We fully enjoyed our stay and would not hesitate to come back!"
The price is €179
includes taxes & fees
8 Dec - 9 Dec
The Blue Door Place

Sonshine Cabin a great place to enjoy the Holidays with family or friends

10.0 out of 10, Exceptional, (283)
"We have been blessed this year to see Sonshine in all 4 seasons! Each season offers a different kind of beauty, its too hard to pick our favorite. But it doesn't really matter because we adore this cabin. Its so cozy, clean and inviting. The land surrounding it is so beautiful. We look forward to doing it all over again!"
Sonshine Cabin a great place to enjoy the Holidays with family or friends

#207 King Suites, River Views, Deck, Downtown

10.0 out of 10, Exceptional, (27)
"Great location! Fabulous place to stay! Very clean with comforts of home. Walked to all our destinations during our 3 day visit."
The price is €511
includes taxes & fees
1 Jan - 2 Jan 2025
#207 King Suites, River Views, Deck, Downtown

Luxurious 4 Bedroom Home in Heart of Historic Madison's Downtown

10.0 out of 10, Exceptional, (40)
"This is a beautiful house and very well equipped. Alert - all the bedrooms are on the 2nd floor with is up 25 steps - straight up! The 2 bathrooms on the 2nd floor are not connected to any of the bedrooms and are right next to each other. So - unusual. Wonderful location- easy party - comfortable beds. We did put some of the breakable decorations in a safer place because of our little ones. We enjoyed our stay and would recommend this home. "
Luxurious 4 Bedroom Home in Heart of Historic Madison's Downtown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Milton you may be interested in

Cozy Cabin Madison Indiana

10.0 out of 10, Exceptional, (13)
"The cabin was great! It was clean and very well maintained! We loved the outdoor space and the location. Close to town, but out far enough that we could enjoy the quiet and the stars at night. The only thing we found challenging was the shower set up. Quite a step up to get in and the shower curtain was a little long and a little bit of a hazard. Otherwise we had everything we needed and we were very comfortable."
Cozy Cabin Madison Indiana

Belterra Casino Resort

3.5 star property
8.4 out of 10, Very good, (1076)
"We had a really fun time!"
The price is €128
includes taxes & fees
8 Dec - 9 Dec
Belterra Casino Resort

Best Way Inn Madison

2.5 star property
6.8 out of 10, (450)
"Our TV was broken on arrival and they immediately replaced it even though it was getting late. Great attitudes of the staff."
The price is €73
includes taxes & fees
2 Dec - 3 Dec
Best Way Inn Madison
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I find holiday rentals in Milton?

Yes, there are holiday rentals close to the most popular sights in Milton, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Milton has to offer?

Peaceful getaway centrally located just min. from Madison and Belterra casino.: This holiday home rental outside of Milton is located in a rural location, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

What’s there to see and do in Milton?

Explore the area and family-friendly sights such as Madison Railroad Station Museum, or get out into nature at a spot like Ohio River. In the wider area, you’ll find Historic District and Lanier Mansion.

What are holiday rentals like in Milton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Milton. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for small groups.