Milton Vacation Rentals

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Vacation Rentals in Milton

Cozy Cabin Madison Indiana

10.0 out of 10, Exceptional, (16)
"The cabin was just as described online it's very quiet and was the perfect getaway "
Cozy Cabin Madison Indiana

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

10.0 out of 10, Exceptional, (195)
"This cabin is the perfect place to getaway and relax! It’s peaceful and beautiful!"
1800’s restored log cabin on 26 private rolling wooded acres with sunset views

Relaxing Country Getaway

9.4 out of 10, Exceptional, (36)
"Wonderful stay, very private. Cozy place perfect for couples looking to unwind. Would stay again."
Relaxing Country Getaway

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

9.8 out of 10, Exceptional, (38)
"We enjoyed the space. Had everything we needed. Great proximity to downtown shopping and entertainment. "
The price is CA $172
CA $342 total
includes taxes & fees
Sep 7 - Sep 8
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

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

10.0 out of 10, Exceptional, (47)
"Everything was really great...the property is beautiful...the amenities were amazing...and the owners so sweet and caring...the would answer a text message pronto...will stay again!"
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…

Stoney Creek - Sit back and unwind

10.0 out of 10, Exceptional, (93)
"Perfect setting. Beautiful cabin. "
Stoney Creek - Sit back and unwind

The Artist’s A-Frame

10.0 out of 10, Exceptional, (19)
"I can't say enough about our stay at the Artist's A-Frame. The hosts are exceptional, the location is ideal, and the space is beautiful! I highly recommend and am anxious to return!"
The price is CA $166
CA $326 total
includes taxes & fees
Sep 11 - Sep 12
The Artist’s A-Frame

Rustic cabin just outside of Madison!

10.0 out of 10, Exceptional, (42)
"This was a very nice property. The cabin was so cozy and the property was beautiful. We all enjoyed our stay."
Rustic cabin just outside of Madison!

Sunset over the city Suite 201, Sunset over the city Suite 201

9.6 out of 10, Exceptional, (9)
"Was just what i needed to stay the week after my dads passing. Safe,.comfortable and affordable "
The price is CA $109
CA $190 total
includes taxes & fees
Sep 23 - Sep 24
Sunset over the city Suite 201, Sunset over the city Suite 201

Hardy lake house. Ideal for relax fishing and spending quality time on lake.

2.0 star property
10.0 out of 10, Exceptional, (22)
"Home was exactly as described, very well kept and host was great! "
Hardy lake house. Ideal for relax fishing and spending quality time on lake.

Riverside Retreat ~ One Story ~ 3bd/2ba ~ Steps to the River & Main St

10.0 out of 10, Exceptional, (7)
"My husband and I came to celebrate our anniversary and his retirement and to go hiking- our favorite activity together! This place was perfect! Location! Location! Location! Near everything- walked downtown to shops and restaurants! The place itself was clean, nicely decorated, and very welcoming We will e back! "
Riverside Retreat ~ One Story ~ 3bd/2ba ~ Steps to the River & Main St

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

9.2 out of 10, Wonderful, (30)
"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

Candlelit Comfort: Hot Tub, Firepit, Massage Chair-Romantic Getaway!

10.0 out of 10, Exceptional, (7)
"This was such a nice place, very quiet and peaceful. The property was everything we had hoped for and the host was so nice and helpful."
Candlelit Comfort: Hot Tub, Firepit, Massage Chair-Romantic Getaway!

Bungalow on Main!!

9.8 out of 10, Exceptional, (17)
"Wonderful accommodations, beautifully decorated and very clean! We will be back!"
Bungalow on Main!!

Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102

9.6 out of 10, Exceptional, (5)
"This property was very quaint and clean. What a cute little town in Madison Indiana. "
The price is CA $101
CA $174 total
includes taxes & fees
Sep 23 - Sep 24
Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102

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

9.4 out of 10, Exceptional, (26)
"We enjoyed our stay and would recommend to others."
Peaceful getaway centrally located just min. from Madison and Belterra casino.

Sonshine Cabin is your own private park. With wildlife or a hike to the creek.

10.0 out of 10, Exceptional, (307)
"My family and I truly enjoyed our stay. We love coming here it has all the amenities that added to our comfort. Hosts were very accommodating which was really appreciated. "
Sonshine Cabin is your own private park. With wildlife or a hike to the creek.

Unique Secluded Cabin with Loft on Classified Forest

9.6 out of 10, Exceptional, (41)
"Beautiful, secluded cabin!! Loved seeing the deer each evening. If we are in this area again, we would definitely stay here!"
Unique Secluded Cabin with Loft on Classified Forest

Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV

2.0 star property
9.8 out of 10, Exceptional, (8)
"Really enjoyed our stay. Super easy to find, plenty of parking. Walking distance of the shops. 10/10 would stay again."
The price is CA $173
CA $231 total
includes taxes & fees
Sep 10 - Sep 11
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV

Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths

10.0 out of 10, Exceptional, (149)
"A beautiful place and just what we were looking for to get a bunch of people together for our DnD game. Host was responsive an accommodating to ensure our stay was enjoyable. Would stay again! "
Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths
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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Top Milton Hotel Reviews

Find out more about Milton

Find out more about Milton

Everything you need to know about Milton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Milton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Milton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Milton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Milton. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Milton vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Milton vacation rentals we have selected for you start as low as CA $101 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Milton rentals

At Expedia, we put the best Milton vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Milton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Milton vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Milton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

The Artist’s A-Frame: Visitors like this Milton vacation home rental. It offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a garden.

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.