Milton Vacation Rentals

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Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28

Our top choices for Milton vacation rentals

1 bedroom, free WiFi, bed sheets

East Main Lofts - Farmhouse 204

East Main Lofts - Farmhouse 204
Madison
9.6 out of 10, Exceptional, (9 reviews)
"Such a cute place and great location!"
United States
Katy A.
The price is ￥23,389
￥44,586 total
includes taxes & fees
Mar 29 - Mar 30
East Main Lofts - Farmhouse 204
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 ￥24,813
￥58,563 total
includes taxes & fees
Mar 7 - Mar 8
Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway
Smart TV, fireplace, video games, table tennis

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.
Pet + Family Friendly, 4 mins to Golf, on the Bourbon Trail, & close to the Ark!
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, (21 reviews)
"My wife and I enjoyed our stay here while checking out Madison. Great location, nicely decorated. "
United States
Justin L.
The price is ￥28,253
￥45,487 total
includes taxes & fees
Mar 7 - Mar 8
Peaceful Cozy Cabin 10 minutes from Historic downtown Madison
Exterior

The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (27 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 ￥15,696
￥34,115 total
includes taxes & fees
Mar 9 - Mar 10
The Artist’s A-Frame
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 ￥70,491
￥148,133 total
includes taxes & fees
Mar 16 - Mar 17
Pendleton, KY Farm in Oldham Co
TV, fireplace, DVD player

Cabin on the Ridge

Cabin on the Ridge
Madison
10.0 out of 10, Exceptional, (16 reviews)
"Nice cabin"
United States
Nathan M.
The price is ￥16,795
￥35,560 total
includes taxes & fees
Mar 10 - Mar 11
Cabin on the Ridge
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 ￥44,892
￥73,106 total
includes taxes & fees
Mar 8 - Mar 9
East Main Lofts - Boho 203
Exterior detail

The Sweet Retreat Wheelchair Accessible Historic Home

The Sweet Retreat Wheelchair Accessible Historic Home
La Grange
10.0 out of 10, Exceptional, (5 reviews)
"We had a family gathering over Thanksgiving and the large table was very nice and appreciated. Host was very prompt with communication and most everything we needed was there. Would stay again!"
United States
Shelley S.
The price is ￥42,222
￥72,989 total
includes taxes & fees
Apr 5 - Apr 6
The Sweet Retreat Wheelchair Accessible Historic Home
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 ￥19,620
￥39,169 total
includes taxes & fees
Mar 11 - Mar 12
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
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 ￥18,223
￥39,549 total
includes taxes & fees
Mar 8 - Mar 9
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Exterior

Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
9.8 out of 10, Exceptional, (7 reviews)
"Very clean, quiet location. Very relaxing. Host was very helpful. Would definitely stay here again!"
United States
Wendy E.
The price is ￥13,812
￥24,988 total
includes taxes & fees
Mar 9 - Mar 10
Sassafras Woodland Cabin at Lost Trails
Pool

#207 King Suites, River Views, Deck, Downtown

#207 King Suites, River Views, Deck, Downtown
Madison
10.0 out of 10, Exceptional, (38 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 ￥29,665
￥65,918 total
includes taxes & fees
Mar 8 - Mar 9
#207 King Suites, River Views, Deck, Downtown
Terrace/patio

Walnut Secluded Cabin at Lost Trails

Walnut Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (2 reviews)
"Was a great space! Clean, modern and very cute! Would highly recommend "
United States
Anna M.
The price is ￥15,068
￥26,432 total
includes taxes & fees
Mar 8 - Mar 9
Walnut Secluded Cabin at Lost Trails
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)
"Great location and the host thought of everything to stock the house with."
United States
Kinni L.
The price is ￥21,778
￥58,618 total
includes taxes & fees
Mar 18 - Mar 19
"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8
Pool

#209 Kings, River View, Deck, Bicentennial Park

#209 Kings, River View, Deck, Bicentennial Park
Madison
10.0 out of 10, Exceptional, (63 reviews)
"Great house, great location and the host was very responsive! I would definitely recommend this place. "
United States
Lisa C.
#209 Kings, River View, Deck, Bicentennial Park
Private kitchen

Charming new tiny house-Friendship IN

Charming new tiny house-Friendship IN
Versailles
The price is ￥13,812
￥30,588 total
includes taxes & fees
Mar 18 - Mar 19
Charming new tiny house-Friendship IN
Exterior

Maple Cozy Cabin at Lost Trails

Maple Cozy Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (7 reviews)
"Very nice place definitely recommend "
United States
Eric T.
The price is ￥13,342
￥24,447 total
includes taxes & fees
Mar 9 - Mar 10
Maple Cozy Cabin at Lost Trails
Dining

Glencairn Knoll, Estate, Heated Pool, Games, Dogs

Glencairn Knoll, Estate, Heated Pool, Games, Dogs
La Grange
10.0 out of 10, Exceptional, (18 reviews)
"We had a wonderful stay!"
United States
Katie H.
The price is ￥32,063
￥116,846 total
includes taxes & fees
Mar 19 - Mar 20
Glencairn Knoll, Estate, Heated Pool, Games, Dogs
TV, fireplace

Cabin on the Ridge: The Sequel

Cabin on the Ridge: The Sequel
Madison
10.0 out of 10, Exceptional, (17 reviews)
"Our stay was amazing! Loved this cozy cabin in the woods! "
United States
Alison F.
The price is ￥16,857
￥33,698 total
includes taxes & fees
Mar 10 - Mar 11
Cabin on the Ridge: The Sequel
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

Hampton Inn & Suites Scottsburg

Hampton Inn & Suites Scottsburg

10/10 Excellent
"Clean and comfortable beds. Continental breakfast was a nice selection."
AMY 2-night trip
Posted 7 hours ago
Hampton Inn & Suites Scottsburg

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 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?

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!: Visitors like this Milton vacation home rental. It 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 larger area, you’ll find Schofield House and Historic District.

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.