Milton Holiday Rentals

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Milton holiday rentals

Dining

The Blue Door Place

The Blue Door Place
Florence
9.8 out of 10, Exceptional, (21 reviews)
"Very clean, had everything we needed! "
United States
james w.
The price is HK$740
HK$1,399 total
includes taxes & fees
23 May - 24 May
The Blue Door Place
Exterior

Maple Cozy Cabin at Lost Trails

Maple Cozy Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (9 reviews)
"Very nice place definitely recommend "
United States
Eric T.
The price is HK$783
HK$1,355 total
includes taxes & fees
18 May - 19 May
Maple Cozy Cabin at Lost Trails
Exterior

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.
The price is HK$783
HK$1,355 total
includes taxes & fees
28 May - 29 May
Walnut Secluded Cabin at Lost Trails
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.
The price is HK$1,112
HK$2,135 total
includes taxes & fees
21 May - 22 May
Cabin on the Ridge
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.
The price is HK$1,381
HK$3,100 total
includes taxes & fees
28 May - 29 May
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.
The price is HK$1,112
HK$2,026 total
includes taxes & fees
28 May - 29 May
Cabin on the Ridge: The Sequel
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.
The price is HK$689
HK$1,518 total
includes taxes & fees
18 May - 19 May
Charming new tiny house-Friendship IN
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, (8 reviews)
"The host was communicative! The space was clean:) Our pups were cozy! The host sent recommendations as well! Thanks, Laurel! "
United States
Meghan B.
The price is HK$768
HK$1,424 total
includes taxes & fees
19 May - 20 May
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Exterior

Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (11 reviews)
"The amenities were in excellent condition and great layout of the property. "
United States
Ed S.
The price is HK$783
HK$1,355 total
includes taxes & fees
17 May - 18 May
Sassafras Woodland Cabin at Lost Trails
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, (41 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.
The price is HK$909
HK$1,947 total
includes taxes & fees
17 May - 18 May
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Exterior detail

The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101

The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
Madison
9.0 out of 10, Wonderful, (12 reviews)
"Very easy check in and nice location. Very comfortable stay. "
United Kingdom
Michael S.
The price is HK$637
HK$1,097 total
includes taxes & fees
18 May - 19 May
The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
Fridge, microwave, oven, stovetop

Mulberry Secluded Cabin at Lost Trails

Mulberry Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (2 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.
The price is HK$783
HK$1,355 total
includes taxes & fees
17 May - 18 May
Mulberry Secluded Cabin at Lost Trails
Exterior

The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (32 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.
The price is HK$948
HK$1,856 total
includes taxes & fees
18 May - 19 May
The Artist’s A-Frame
Terrace/patio

Cozy Tiny House in Scottsburg

Cozy Tiny House in Scottsburg
Scottsburg
9.6 out of 10, Exceptional, (7 reviews)
"Cute, clean, and comfortable stay! Great communication with host! "
United States
Teresa B.
The price is HK$647
HK$1,382 total
includes taxes & fees
18 May - 19 May
Cozy Tiny House in Scottsburg
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.
The price is HK$861
HK$1,445 total
includes taxes & fees
17 May - 18 May
Cedar Rustic Cabin at Lost Trails
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, (60 reviews)
"Nice friendly town and eating places"
United States
Paul P.
The price is HK$862
HK$1,783 total
includes taxes & fees
21 May - 22 May
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Outdoor dining

Modern cabin very close to scenic riverfront walks

Modern cabin very close to scenic riverfront walks
Hanover
10.0 out of 10, Exceptional, (15 reviews)
"Very nice facility and relaxing setting . "
United States
Robert V.
The price is HK$547
HK$1,457 total
includes taxes & fees
2 Jun - 3 Jun
Modern cabin very close to scenic riverfront walks
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.
The price is HK$564
HK$1,744 total
includes taxes & fees
29 May - 30 May
River Retreat
Smart TV

The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining

The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
Madison
10.0 out of 10, Exceptional, (32 reviews)
"Always a wonderful place to stay!"
United States
Leann L.
The price is HK$839
HK$1,649 total
includes taxes & fees
20 May - 21 May
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
Terrace/patio

"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8

"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8
Madison
10.0 out of 10, Exceptional, (16 reviews)
"Great location and the host thought of everything to stock the house with."
United States
Kinni L.
The price is HK$1,067
HK$2,920 total
includes taxes & fees
18 May - 19 May
"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8
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

HavenPointe Inn & Suites

HavenPointe Inn & Suites

10/10 Excellent
"Staff was very accommodating and friendly. Room was super clean. "
Daniel 1-night trip
Posted 3 hours ago
HavenPointe Inn & Suites

Find out more about Milton

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Look no further and take a look at our great range of rental properties in Milton!

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?

Ohio River Valley and Ohio River are a couple of lovely local spots to get outside and enjoy nature. 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.