Milton Holiday Rentals

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Holiday Rentals in Milton

Living area
Cozy Cabin Madison Indiana
10.0 out of 10, Exceptional, (4)
"Nice and private. Nice yard and fire pit. Very clean. The pullout bed is rough sleeping...be nicer if some kind of thin rollout foam cushion to throw on top. Upstairs bed is comfy with low ceiling. Didn't have any dish soap left, no chocolate for s'mores (was in ad or wouldn't mention). No wood for fire. We purchased those 3 items and was too windy to have a fire sadly 😥. On the whole we were very happy and had a nice time. Host was great!"
Cozy Cabin Madison Indiana
Property grounds
1800’s restored log cabin on 26 private rolling wooded acres with sunset views
10.0 out of 10, Exceptional, (149)
"This is our 3rd year staying at the cabin. We love it! Best place to relax and get grounded."
1800’s restored log cabin on 26 private rolling wooded acres with sunset views
Property grounds
Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!
10.0 out of 10, Exceptional, (21)
"Our only regret was not spending more time here. We arrived late, after dark, and left early, before sunrise. The property is awesome and the star gazing was great."
The price is NZ$276
includes taxes & fees
4 Jun - 5 Jun
Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!
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Property grounds
The Cozy Cottage on Main
9.2 out of 10, Wonderful, (46)
"We was in town for a small bachelorette gathering. We had a blast. Loved the cottage"
The price is NZ$311
includes taxes & fees
29 May - 30 May
The Cozy Cottage on Main
Exterior
The Waterfall Suite Place + Walkout! Both Overlook Waterfall!
9.8 out of 10, Exceptional, (36)
"We've joined together for Thanksgiving for several years and this was by far the nicest place. My only complaint would be the ice maker didn't work. We hope to visit again!"
The Waterfall Suite Place + Walkout! Both Overlook Waterfall!
4 bedrooms, Internet, bed sheets
Rustic cabin just outside of Madison!
10.0 out of 10, Exceptional, (13)
"It was an adventure crossing the creek after a lot of rain, but we made it! There was plenty of room for our family of 11. The host was very attentive to our needs. Not every family member was prepared for the rusticness, but we had a great time nonetheless. The area is just gorgeous!"
Rustic cabin just outside of Madison!
Property grounds
Stoney Creek - Sit back and unwind
10.0 out of 10, Exceptional, (59)
""When can I move in?" This property was my personal heaven on earth dream home. I spent four days of no worries, relaxation, and comfort in this cabin. Close to Madison and Clifty Falls State Park if you really want and/or need to leave, but why? ;-)"
Stoney Creek - Sit back and unwind
Interior
The Wadsworth in National Historic District of Madison, Indiana.
10.0 out of 10, Exceptional, (16)
"We live in East Central IN, and have found Madison IN to be wonderful place for a quick get away, or for a week or more as there is plenty to do. But the best part of trip was the Wadsworth house. It is big enough for 2 couples very comfortably, but the amenities, the quality of the bedding, appliances, the way the house has been kept up is truly exceptional. It is so quiet and comfortable. It is a great place to come home to, whether it is as you're getting done with your road trip to Madison,...
The Wadsworth in National Historic District of Madison, Indiana.
Property grounds
River Views from Every Room! Clean, Newly Remodeled, Full Kitchen
9.8 out of 10, Exceptional, (52)
"2 days of rest"
River Views from Every Room! Clean, Newly Remodeled, Full Kitchen
Fridge, microwave, oven, stovetop
Tiny Too (Tiny house w/ River View)
10.0 out of 10, Exceptional, (116)
"Very nice. Enjoyed the river, the town, the state park."
Tiny Too (Tiny house w/ River View)
Property grounds
NEW! Riverside Retreat - Boats & Pets Welcome!
10.0 out of 10, Exceptional, (6)
"We had a very nice time with our two dogs at Riverside Retreat. It was quiet, cozy, and had everything we needed. We would definitely stay here again! It was a great experience."
NEW! Riverside Retreat - Boats & Pets Welcome!
Exterior
Extremely clean! Beautiful Home 2 Blocks To Main St & 2 Blocks To The Ohio River
10.0 out of 10, Exceptional, (190)
"Very clean. Comfy beds. Close to Clifty Falls. Enjoyed our getaway!"
Extremely clean! Beautiful Home 2 Blocks To Main St & 2 Blocks To The Ohio River
Exterior
Waterfront - Near Ark Encounter
9.6 out of 10, Exceptional, (34)
"Great house on the creek. Dock was awesome."
Waterfront - Near Ark Encounter
Property grounds
THE WATERFALL WALKOUT & HILLTOP RETREAT, SLEEPS 10+, 4BR*2BA
9.8 out of 10, Exceptional, (42)
"Nice little get away, hosts were great, the house was adequate for what we needed."
THE WATERFALL WALKOUT & HILLTOP RETREAT, SLEEPS 10+, 4BR*2BA
Property grounds
Relaxing Country Getaway
9.8 out of 10, Exceptional, (17)
"Bring coffee and ice trays for ice,no internet and poor cell service."
Relaxing Country Getaway
Outdoor pool
KY log home close to The Ark Encounter on private 14 acres private seasonal pool
8.8 out of 10, Excellent, (17)
"We had a great time staying at this cabin with my brother and his family! The kitchen had everything we needed to cook lots of meals together, and having two full bathrooms was just right for our two families. The property was well-maintained and fun to explore. Our kids especially loved the game room in the basement! I did dock one star from the "accuracy of online listing" section because the listing specifically states that there are four bedrooms (1 with 2 queens, 2 with 1 queen each, and 1...
KY log home close to The Ark Encounter on private 14 acres private seasonal pool
Exterior
Secluded Country Home in Historic Hoosier Hills
10.0 out of 10, Exceptional, (106)
"The property is beautiful and has great outdoor spaces including the back porch, fishing dock and fire pit. The house has plenty of room for dining and lounging incase the weather is too bad to enjoy the outside. We especially enjoyed the sunroom off of the master suite. The owners are very nice and respond quickly if needed. The property is located about 30 minutes from Madison and 15 minutes from Vevay."
Secluded Country Home in Historic Hoosier Hills
Fridge, microwave, oven, stovetop
2 King Suites, 2 Queens, 3.5 Ba, River Views, Deck. Bicentennial Park 209
10.0 out of 10, Exceptional, (38)
"This duplex was the perfect location and setup for our family (two adults, two kids five and under). Very clean, lots of personal touches and amenities - overall great experience. Thanks!"
The price is NZ$905
includes taxes & fees
27 Jun - 28 Jun
2 King Suites, 2 Queens, 3.5 Ba, River Views, Deck. Bicentennial Park 209
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…
10.0 out of 10, Exceptional, (4)
"This property is amazing. The owner helped make our stay enjoyable and relaxing."
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…
Outdoor dining
Red comfy cottage
10.0 out of 10, Exceptional, (62)
"The house was as advertised, very quiet, clean, and the owner was very good about communicating. We will be back to stay again in the future."
Red comfy cottage
Don't see what you're looking for?
See all available properties in Milton
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.

Other types of properties in Milton you may be interested in

Living area
Cozy Cabin Madison Indiana
10.0 out of 10, Exceptional, (4)
"Nice and private. Nice yard and fire pit. Very clean. The pullout bed is rough sleeping...be nicer if some kind of thin rollout foam cushion to throw on top. Upstairs bed is comfy with low ceiling. Didn't have any dish soap left, no chocolate for s'mores (was in ad or wouldn't mention). No wood for fire. We purchased those 3 items and was too windy to have a fire sadly 😥. On the whole we were very happy and had a nice time. Host was great!"
Cozy Cabin Madison Indiana
Property grounds
Belterra Casino Resort
3.5 star property
8.4 out of 10, Very good, (1005)
"Everything is very clean, the property is showing some age on the exterior. The casino needs updating with better games, better Sportsbook and better bars."
The price is NZ$292
includes taxes & fees
2 Jun - 3 Jun
Belterra Casino Resort
Indoor pool, pool loungers
Best Way Inn Madison
2.5 star property
6.6 out of 10, (412)
"Rooms are a little dated but the area is great people are super friendly."
The price is NZ$144
includes taxes & fees
5 Jun - 6 Jun
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Milton holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Milton. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Milton. Seeing all the best attractions is bound to make you fall in love with Milton. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Milton short-term rentals, that won’t be hard to do.

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?

The Cozy Cottage on Main: This holiday home rental outside of Milton is located in the city centre, and offers a selection of books, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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.

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