Milton Holiday Rentals

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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

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 and comfortable, secluded location made for a very peaceful evening around the firepit"
United States
Gage G.
The price is HK$739
HK$1,396 total
includes taxes & fees
15 Feb - 16 Feb
The Blue Door Place
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, (10 reviews)
"Wonderful vacation home. Very clean, great host that was very helpful. "
United States
Ashley C.
The price is HK$1,231
HK$2,906 total
includes taxes & fees
15 Feb - 16 Feb
Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway
Smart TV, fireplace, video games, ping pong

Pet + Family Friendly, 4 mins to Golf, on the Bourbon Trail, & close to the Ark!

Pet + Family Friendly, 4 mins to Golf, on the Bourbon Trail, & close to the Ark!
Owenton
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful area, clean house and gorgeous views. Would love to stay here again. "
United States
Grace S.
The price is HK$1,602
HK$5,265 total
includes taxes & fees
17 Feb - 18 Feb
Pet + Family Friendly, 4 mins to Golf, on the Bourbon Trail, & close to the Ark!
Exterior

The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (26 reviews)
"This is a fantastic property with attentive hosts! Super easy from start to finish. Clean and homey accommodations. We would definitely choose to stay here again!"
United States
Laura P.
The price is HK$813
HK$1,681 total
includes taxes & fees
18 Feb - 19 Feb
The Artist’s A-Frame
Property grounds

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

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Madison
10.0 out of 10, Exceptional, (1 review)
"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$689
HK$1,332 total
includes taxes & fees
15 Feb - 16 Feb
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
1 bedroom, WiFi, bed sheets

East Main Lofts - Boho 203

East Main Lofts - Boho 203
Madison
9.6 out of 10, Exceptional, (8 reviews)
"I didn’t receive check in information and had to text several times to get information that I should have received. The unit was nice but basically just a big hotel room. Location is great. "
United States
Leann L.
The price is HK$2,236
HK$3,641 total
includes taxes & fees
15 Feb - 16 Feb
East Main Lofts - Boho 203
Interior

Peaceful Cozy Cabin 10 minutes from Historic downtown Madison

Peaceful Cozy Cabin 10 minutes from Historic downtown Madison
Madison
9.6 out of 10, Exceptional, (20 reviews)
"My wife and I enjoyed our stay here while checking out Madison. Great location, nicely decorated. "
United States
Justin L.
The price is HK$1,407
HK$2,265 total
includes taxes & fees
15 Feb - 16 Feb
Peaceful Cozy Cabin 10 minutes from Historic downtown Madison
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
9.6 out of 10, Exceptional, (39 reviews)
"Great place to stay for Hanover college "
United States
Lindsey M.
The price is HK$908
HK$1,970 total
includes taxes & fees
15 Feb - 16 Feb
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, (55 reviews)
"Nice friendly town and eating places"
United States
Paul P.
The price is HK$821
HK$1,744 total
includes taxes & fees
16 Feb - 17 Feb
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Terrace/patio

Pendleton, KY Farm in Oldham Co

Pendleton, KY Farm in Oldham Co
Pendleton
10.0 out of 10, Exceptional, (4 reviews)
"The house was perfect for our group of 8. Very clean, great gathering space inside and out and well maintained. Highly recommended! Thanks Betty!"
United States
Scott B.
The price is HK$3,900
HK$7,867 total
includes taxes & fees
16 Mar - 17 Mar
Pendleton, KY Farm in Oldham Co
Pool

#209 Kings, River View, Deck, Bicentennial Park

#209 Kings, River View, Deck, Bicentennial Park
Madison
10.0 out of 10, Exceptional, (62 reviews)
"Great house, great location and the host was very responsive! I would definitely recommend this place. "
United States
Lisa C.
The price is HK$1,477
HK$3,283 total
includes taxes & fees
16 Feb - 17 Feb
#209 Kings, River View, Deck, Bicentennial Park
TV, fireplace, DVD player

Cabin on the Ridge Su

Cabin on the Ridge Su
Madison
10.0 out of 10, Exceptional, (15 reviews)
"Nice cabin"
United States
Nathan M.
The price is HK$930
HK$1,897 total
includes taxes & fees
22 Feb - 23 Feb
Cabin on the Ridge Su
Exterior

Lakeside Cabin: 4 bed/2.5 bath

Lakeside Cabin: 4 bed/2.5 bath
Henryville
The price is HK$2,103
HK$4,766 total
includes taxes & fees
15 Feb - 16 Feb
Lakeside Cabin: 4 bed/2.5 bath
Pool

#207 King Suites, River Views, Deck, Downtown

#207 King Suites, River Views, Deck, Downtown
Madison
10.0 out of 10, Exceptional, (37 reviews)
"Loved this place, very clean and well stocked with the little extras that you always seem to need. "
United States
Matt C.
The price is HK$1,477
HK$3,283 total
includes taxes & fees
16 Feb - 17 Feb
#207 King Suites, River Views, Deck, Downtown
Fridge, microwave, oven, stovetop

Mulberry Secluded Cabin at Lost Trails

Mulberry Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (1 review)
"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$821
HK$1,358 total
includes taxes & fees
16 Feb - 17 Feb
Mulberry Secluded Cabin at Lost Trails
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, (14 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is HK$743
HK$1,148 total
includes taxes & fees
15 Feb - 16 Feb
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Exterior

Sleeps 4, Rustic, Secluded

Sleeps 4, Rustic, Secluded
Lexington
8.0 out of 10, Very good, (4 reviews)
"The cabin and property were very clean and easy to find. We loved the back yard for chilling around after we got back from the event we were attending. Host was very friendly and had good communication. Will stay again if we are back in the area! "
United States
Nicole C.
The price is HK$769
HK$1,707 total
includes taxes & fees
16 Feb - 17 Feb
Sleeps 4, Rustic, Secluded
Private kitchen

Charming new tiny house-Friendship IN

Charming new tiny house-Friendship IN
Versailles
The price is HK$688
HK$1,515 total
includes taxes & fees
18 Feb - 19 Feb
Charming new tiny house-Friendship IN
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, (15 reviews)
"Our stay was wonderful. Cynthia was friendly and responded quickly to all of our questions. Cynthia has thought and provided everything you could need for a wonderful stay. "
United States
Mary R.
The price is HK$1,085
HK$2,955 total
includes taxes & fees
1 Mar - 2 Mar
"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8
Exterior

5 King Beds,Private Covered Hot Tub w/ Heated Pool

5 King Beds,Private Covered Hot Tub w/ Heated Pool
La Grange
10.0 out of 10, Exceptional, (18 reviews)
"Had such a wonderful stay! The house was beautiful, fun and exactly as described. The host Deb was responsive, and made everything easy for us. Would definitely stay again! "
United States
Kasey H.
The price is HK$2,088
HK$6,437 total
includes taxes & fees
22 Feb - 23 Feb
5 King Beds,Private Covered Hot Tub w/ Heated Pool
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

Holiday Inn Express & Suites La Grange by IHG

Holiday Inn Express & Suites La Grange by IHG

10/10 Excellent
"Clean, nice, comfortable beds, and good breakfast!"
Amber 1-night trip
Posted 7 days ago
Holiday Inn Express & Suites La Grange by IHG

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?

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!: This holiday home rental outside of Milton offers a patio, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 Schofield House and Historic District.

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.