Milton Vacation Rentals

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Vacation Rentals in Milton

Cozy Cabin Madison Indiana
10.0 out of 10, Exceptional, (5)
"We wanted to get away somewhere to just relax. This cabin was the perfect place. Peaceful and quiet. The property was just as described online and pictures were true to description. Property was very clean. Very close to downtown Madison and to Clifty falls. We would definitely stay here again if we decide to come back to this area. We give this cabin 5 stars!"
Cozy Cabin Madison Indiana
1800’s restored log cabin on 26 private rolling wooded acres with sunset views
10.0 out of 10, Exceptional, (152)
"We absolutely LOVED our stay here. Due to the nature of our jobs (both drivers for different companies) we don't get to see much of each other during the week. We have always preferred places away from everyone and everything and this place fit the bill perfectly for us. We are animal lovers and enjoyed the daily visits from the neighbors dogs, Macey and Forrest. It is so quiet and it's a long ways out of town along twisting winding roads. The queen size bed upstairs was soooo soft and...
1800’s restored log cabin on 26 private rolling wooded acres with sunset views
Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!
10.0 out of 10, Exceptional, (22)
"Great place. Thanks!"
The price is CA $206
CA $257 total
includes taxes & fees
Jul 7 - Jul 8
Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!
2 King Suites, 2 Queens, 3.5 Ba, River Views, Deck. Bicentennial Park 209
10.0 out of 10, Exceptional, (42)
"We loved staying at General's Quarters! The house had everything we could have needed and more. We loved the historical narrative provided about the house and seeing original details. The location was perfect for walking to all of the sites we were visiting as well as downtown for dinner. Thank you for a great stay!"
The price is CA $426
CA $760 total
includes taxes & fees
Jun 23 - Jun 24
2 King Suites, 2 Queens, 3.5 Ba, River Views, Deck. Bicentennial Park 209
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!
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!
The Artist’s A-Frame
10.0 out of 10, Exceptional, (2)
"This was our second visit to Madison and by far the best. The Artist's A-Frame was perfect, from the beautiful decorations, comfortable bed, and every amenity. We just wanted a quiet little get away from the day to day, and this was the answer. It is definitely on our "do again" list. So grateful for those who share their little paradises with others!"
The price is CA $143
CA $285 total
includes taxes & fees
Jun 30 - Jul 1
The Artist’s A-Frame
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
Tiny Cabin where you can enjoy wildlife, sounds of nature and Relaxation!!
10.0 out of 10, Exceptional, (16)
"As much as I would like to keep this place a secret…I must say…what a great little cabin. Paula, the owner, was very responsive and a genuine pleasure to visit with. So, if one has a desire to slip away into relaxation…this is the place for you!"
Tiny Cabin where you can enjoy wildlife, sounds of nature and Relaxation!!
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)
Pet + Family Friendly, 4 mins to Golf, on the Bourbon Trail, & close to the Ark!
10.0 out of 10, Exceptional, (1)
"The property was absolutely beautiful! Everything was stocked and labeled for us. Whatever we needed to find was made so incredibly easy."
The price is CA $641
CA $1,379 total
includes taxes & fees
Jun 25 - Jun 26
Pet + Family Friendly, 4 mins to Golf, on the Bourbon Trail, & close to the Ark!
2 King Suites, 2 Queens. 3.5 Ba. Deck, River Views, Bicentennial Park
10.0 out of 10, Exceptional, (20)
"We had an absolutely wonderful stay at this VRBO that exceeded all our expectations! The location was perfect, within walking distance to everything we wanted to explore. The apartment itself was beautifully appointed and immaculately clean, with stunning views of the river that made our mornings extra special. The host was incredibly accommodating and friendly, ensuring we had everything we needed for a comfortable stay. We couldn't have asked for a better experience and can't wait to return!"
The price is CA $424
CA $760 total
includes taxes & fees
Jun 18 - Jun 19
2 King Suites, 2 Queens. 3.5 Ba. Deck, River Views, Bicentennial Park
Enchanting, energizing, and enjoyable!
10.0 out of 10, Exceptional, (67)
"Great experience with family gathering. Great for kids"
Enchanting, energizing, and enjoyable!
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
Beautiful and spacious 3BR historic home centrally located in downtown, Madison.
10.0 out of 10, Exceptional, (31)
"Great location and owner was very responsive. We had a very nice time."
Beautiful and spacious 3BR historic home centrally located in downtown, Madison.
The Wadsworth in National Historic District of Madison, Indiana.
10.0 out of 10, Exceptional, (18)
"Wonderful Eli action and the property is fabulous!!!!! Everything you need for your stay."
The Wadsworth in National Historic District of Madison, Indiana.
The Cozy Cottage on Main
9.2 out of 10, Wonderful, (49)
"Cottage was so nice and decorated so cute. It was great for what we wanted to do,SHOP, so close to all the shops and restaurants. I hope we get the chance to stay there again! Jan and Kelly"
The price is CA $163
CA $294 total
includes taxes & fees
Jun 18 - Jun 19
The Cozy Cottage on Main
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…
East Main Lofts -Roller Rink 301
The price is CA $542
CA $958 total
includes taxes & fees
Jun 18 - Jun 19
East Main Lofts -Roller Rink 301
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
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

Cozy Cabin Madison Indiana
10.0 out of 10, Exceptional, (5)
"We wanted to get away somewhere to just relax. This cabin was the perfect place. Peaceful and quiet. The property was just as described online and pictures were true to description. Property was very clean. Very close to downtown Madison and to Clifty falls. We would definitely stay here again if we decide to come back to this area. We give this cabin 5 stars!"
Cozy Cabin Madison Indiana
Belterra Casino Resort
3.5 star property
8.4 out of 10, Very good, (1007)
"Great place for a quick get away"
The price is CA $197
CA $236 total
includes taxes & fees
Jun 23 - Jun 24
Belterra Casino Resort
Best Western Ashbury Inn
2.5 star property
8.0 out of 10, Very good, (728)
"Staff were very sweet and room was spacious and clean. Looks as if there has been a recent renovation. Loved the lobby but could use an outdoor driveup area for checkin. "
The price is CA $121
CA $138 total
includes taxes & fees
Jun 24 - Jun 25
Best Western Ashbury Inn
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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Milton?

Yes, we have vacation rentals close to the most popular local attractions in Milton, or you can select a more secluded option if you'd like a relaxing place to stay.

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

2 King Suites, 2 Queens, 3.5 Ba, River Views, Deck. Bicentennial Park 209: Visitors like this Milton vacation home rental. It is located on a river and has a patio, a garden, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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 larger area, you’ll find Historic District and Lanier Mansion.

What are vacation rentals like in Milton?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in Milton. Vacation rentals feature amenities like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a family getaway.

Recent reviews of Milton properties
Expedia verified reviews