Milton Vacation Rentals

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Milton vacation rentals

Dining

The Blue Door Place

The Blue Door Place
Florence
9.8 out of 10, Exceptional, (23 reviews)
"Very clean, had everything we needed! "
United States
james w.
$160 nightly
The price is $179
Jun 7 - Jun 8
Total with taxes and fees
The Blue Door Place
Private kitchen

Charming new tiny house-Friendship IN

Charming new tiny house-Friendship IN
Versailles
10.0 out of 10, Exceptional, (1 review)
"This tiny home was exactly what we had expected. Very clean, nice and welcoming. The owners were great and communication was excellent. We will be sure to see if it is Ava when we come to visit family again. "
United States
Randall B.
$173 nightly
The price is $194
Jun 8 - Jun 9
Total with taxes and fees
Charming new tiny house-Friendship IN
Exterior detail

Cedar Rustic Cabin at Lost Trails

Cedar Rustic Cabin at Lost Trails
Madison
10.0 out of 10, Exceptional, (26 reviews)
"Everything was great and we were taking care of excellently."
United States
Frank B.
$171 nightly
The price is $191
Jun 7 - Jun 8
Total with taxes and fees
Cedar Rustic Cabin at Lost Trails
Exterior

Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway

Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway
Sparta
9.8 out of 10, Exceptional, (12 reviews)
"Wonderful vacation home. Very clean, great host that was very helpful. "
United States
Ashley C.
$359 nightly
The price is $396
Jun 7 - Jun 8
Total with taxes and fees
Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway
TV, fireplace

Cabin on the Ridge: The Sequel

Cabin on the Ridge: The Sequel
Madison
10.0 out of 10, Exceptional, (19 reviews)
"Our stay was amazing! Loved this cozy cabin in the woods! "
United States
Alison F.
$199 nightly
The price is $229
Jun 8 - Jun 9
Total with taxes and fees
Cabin on the Ridge: The Sequel
TV, fireplace, DVD player

Cabin on the Ridge

Cabin on the Ridge
Madison
10.0 out of 10, Exceptional, (19 reviews)
"Nice cabin"
United States
Nathan M.
$206 nightly
The price is $237
Jun 8 - Jun 9
Total with taxes and fees
Cabin on the Ridge
Exterior

Maple Cozy Cabin at Lost Trails

Maple Cozy Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (11 reviews)
"Very nice place definitely recommend "
United States
Eric T.
$160 nightly
The price is $179
Jun 7 - Jun 8
Total with taxes and fees
Maple Cozy Cabin at Lost Trails
Exterior

Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (12 reviews)
"We had a wonderful stay! Everything was clean, communication was great - it was the perfect weekend getaway!"
United Kingdom
Karen L.
$155 nightly
The price is $173
Jun 7 - Jun 8
Total with taxes and fees
Sassafras Woodland Cabin at Lost Trails
Exterior

The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (33 reviews)
"The place was quiet, well laid out, and exactly as advertised. The snacks and drinks were a nice add-on as well"
United States
Andrew S.
$206 nightly
The price is $237
Jun 8 - Jun 9
Total with taxes and fees
The Artist’s A-Frame
Terrace/patio

Walnut Secluded Cabin at Lost Trails

Walnut Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (5 reviews)
"Was a great space! Clean, modern and very cute! Would highly recommend "
United States
Anna M.
$155 nightly
The price is $173
Jun 7 - Jun 8
Total with taxes and fees
Walnut Secluded Cabin at Lost Trails
Fridge, microwave, oven, stovetop

Mulberry Secluded Cabin at Lost Trails

Mulberry Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (3 reviews)
"Mulberry Cabin at Lost Trails was great! The cabin was cozy and felt pretty private (even though the other cabins are within view). The bed was super comfy, and they did a great job making sure the cabin had everything one might need on a trip away from home. It was also very close to all things Madison, so it felt very convenient. We would definitely stay there again!"
United States
Emily I.
$155 nightly
The price is $173
Jun 22 - Jun 23
Total with taxes and fees
Mulberry Secluded Cabin at Lost Trails
Property grounds

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Madison
9.6 out of 10, Exceptional, (9 reviews)
"Welcoming host and cottage as described. Thanks! "
United States
Adam H.
$169 nightly
The price is $194
Jun 9 - Jun 10
Total with taxes and fees
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Property grounds

River Retreat

River Retreat
Charlestown
10.0 out of 10, Exceptional, (1 review)
"Easy check in. Nice cozy home right by the river. Even left a golf cart for use when staying!"
United States
Brady S.
$231 nightly
The price is $261
Jul 5 - Jul 6
Total with taxes and fees
River Retreat
Exterior detail

The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201

The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201
Madison
9.6 out of 10, Exceptional, (18 reviews)
"Perfect place for our short stay! Had everything we needed and was super clean!! Would definitely stay there again!"
United Kingdom
Heather E.
$125 nightly
The price is $133
Jun 29 - Jun 30
Total with taxes and fees
The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201
Smart TV

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Hanover
9.8 out of 10, Exceptional, (44 reviews)
"The property was clean and the host was very responsive prior to and during the stay ensuring a positive trip. "
United States
Natalie H.
$217 nightly
The price is $250
Jun 8 - Jun 9
Total with taxes and fees
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Smart TV

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

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Madison
9.8 out of 10, Exceptional, (62 reviews)
"Nice friendly town and eating places"
United States
Paul P.
$205 nightly
The price is $236
Jun 7 - Jun 8
Total with taxes and fees
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
2 bedrooms, iron/ironing board, WiFi, bed sheets

Campus Cottage: Cozy, Convenient, Captivating on Hanover College Campus

Campus Cottage: Cozy, Convenient, Captivating on Hanover College Campus
Hanover
9.6 out of 10, Exceptional, (4 reviews)
"Everything was as described and clean. Beds were extremely comfortable and house was spotless. "
United States
Ed S.
$190 nightly
The price is $219
Jun 7 - Jun 8
Total with taxes and fees
Campus Cottage: Cozy, Convenient, Captivating on Hanover College Campus
Jetted tub, hair dryer, towels, soap

Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison

Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
Madison
10.0 out of 10, Exceptional, (1 review)
"The host was extremely nice and allowed us to get into the loft a little early. The loft was really nice and we enjoyed out stay. "
United States
Judi K.
$148 nightly
The price is $170
Jun 23 - Jun 24
Total with taxes and fees
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
Microwave, oven, stovetop, dishwasher

The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St

The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St
Madison
9.8 out of 10, Exceptional, (16 reviews)
"Great property for a group outing. Great location."
United States
Paul S.
$380 nightly
The price is $437
Jun 7 - Jun 8
Total with taxes and fees
The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St
Fridge, microwave, oven, stovetop

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Charlestown
10.0 out of 10, Exceptional, (20 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
$138 nightly
The price is $156
Jun 29 - Jun 30
Total with taxes and fees
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
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

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

10/10 Excellent
"What a beautiful property! The building is lovely and the rooms were so spacious, large and well appointed. The staff were very friendly. What a great way to showcase a historic building!"
David 1-night trip
Posted 1 hour ago
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Milton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $133 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 Main Stay - Steps from Ohio River, Shopping, & Dining on Main St: Visitors like this Milton vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

What’s there to see and do in Milton?

Ohio River Valley and Ohio River are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Thomas Family Winery and Schofield House.

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.