Milton Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Milton

Fridge, microwave, oven, stovetop
The Blue Door Place

The Blue Door Place

Florence
9.6 out of 10, Exceptional, (17)
"Perfect spot "
United States
Damon G.
The price is ￥8,514
￥20,826 total
includes taxes & fees
Dec 9 - Dec 10
The Blue Door Place
TV, fireplace, DVD player
Cabin on the Ridge Su

Cabin on the Ridge Su

Madison
10.0 out of 10, Exceptional, (15)
"Peaceful relaxing stay. Will go back."
United States
Wendy P.
The price is ￥17,369
￥36,025 total
includes taxes & fees
Dec 7 - Dec 8
Cabin on the Ridge Su
Exterior
Cabin on the Ridge: The Sequel

Cabin on the Ridge: The Sequel

Madison
10.0 out of 10, Exceptional, (17)
"This was an excellent property and had everything we needed for a relaxing girls night!!! The cabin was very clean and in a quiet, secluded area which was perfect for enjoying nature!!!"
United States
Samantha B.
The price is ￥17,369
￥32,993 total
includes taxes & fees
Dec 7 - Dec 8
Cabin on the Ridge: The Sequel
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, (9)
"Wonderful vacation home. Very clean, great host that was very helpful. "
United States
Ashley C.
The price is ￥27,775
￥61,854 total
includes taxes & fees
Dec 7 - Dec 8
Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway
Fridge, microwave, oven, stovetop
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

Pendleton
9.8 out of 10, Exceptional, (62)
"Came to the area for a funeral. Worked out great for our needs. Alecia was quick to respond any time we called. Enjoyed it. "
United Kingdom
Clyde C.
The price is ￥13,647
￥36,244 total
includes taxes & fees
Dec 13 - Dec 14
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE
Exterior detail
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

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

2.0 star property
Madison
The price is ￥12,282
￥24,825 total
includes taxes & fees
Dec 6 - Dec 7
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Exterior
The Artist’s A-Frame

The Artist’s A-Frame

Madison
10.0 out of 10, Exceptional, (25)
"Wonderful place to stay "
United States
Susan H.
The price is ￥19,540
￥36,738 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Artist’s A-Frame
Fridge, microwave, oven, stovetop
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, (50)
"It is a nice place. We were able to walk to the river and main street fairly easy. "
United States
Paul W.
The price is ￥19,385
￥38,700 total
includes taxes & fees
Dec 28 - Dec 29
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Exterior detail
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, (33)
"Great place to stay for Hanover college "
United States
Lindsey M.
The price is ￥18,005
￥38,897 total
includes taxes & fees
Dec 7 - Dec 8
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Exterior
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV

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

2.0 star property
Madison
10.0 out of 10, Exceptional, (14)
"We could not have been happier with this cute little place. Wonderful location with easy walking access to both the riverfront and all Madison had to offer with shops and dining options. We would not hesitate to stay here again!"
United States
Gary W.
The price is ￥19,540
￥26,038 total
includes taxes & fees
Dec 8 - Dec 9
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV
1 bedroom, WiFi
Charming new tiny house-Friendship IN

Charming new tiny house-Friendship IN

Versailles
The price is ￥13,708
￥30,182 total
includes taxes & fees
Dec 25 - Dec 26
Charming new tiny house-Friendship IN
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, (21)
"Great downtown location in a peaceful little town. "
United States
Megan M.
The price is ￥16,683
￥33,159 total
includes taxes & fees
Dec 7 - Dec 8
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
Fridge, microwave, oven, stovetop
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)
"My wife and I enjoyed our stay here while checking out Madison. Great location, nicely decorated. "
United States
Justin L.
The price is ￥27,914
￥44,942 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Peaceful Cozy Cabin 10 minutes from Historic downtown Madison
Interior
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, (12)
"The property was clean and quiet. Great location in a nice residential neighborhood. Very close to Charlestown State Park where we did some hiking."
United States
Chris S.
The price is ￥14,733
￥22,782 total
includes taxes & fees
Dec 16 - Dec 17
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Fridge, microwave, oven, stovetop
"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill

"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill

Madison
10.0 out of 10, Exceptional, (12)
"Madison Manor II was perfect for our annual girls trip. We were comfortable, location was great, the home was very clean."
United States
Carissa N.
The price is ￥23,572
￥55,999 total
includes taxes & fees
Dec 9 - Dec 10
"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill
Exterior
Cozy Tiny House in Scottsburg

Cozy Tiny House in Scottsburg

Scottsburg
9.4 out of 10, Exceptional, (3)
"Cute, clean, and comfortable stay! Great communication with host! "
United States
Teresa B.
The price is ￥12,251
￥26,748 total
includes taxes & fees
Dec 29 - Dec 30
Cozy Tiny House in Scottsburg
Fridge, microwave, oven, stovetop
Modern Nature Cabin | Private Escape in the Forest

Modern Nature Cabin | Private Escape in the Forest

Hanover
9.8 out of 10, Exceptional, (7)
"Very nice facility and relaxing setting . "
United States
Robert V.
The price is ￥15,082
￥35,870 total
includes taxes & fees
Dec 11 - Dec 12
Modern Nature Cabin | Private Escape in the Forest
Interior
#207 King Suites, River Views, Deck, Downtown

#207 King Suites, River Views, Deck, Downtown

Madison
10.0 out of 10, Exceptional, (36)
"This is a beautiful historic house. Everything was neat, clean and perfect working order. Will definitely stay there again."
United States
Rick M.
The price is ￥30,998
￥67,615 total
includes taxes & fees
Dec 7 - Dec 8
#207 King Suites, River Views, Deck, Downtown
Fridge, microwave, oven, stovetop
#209 Kings, River View, Deck, Bicentennial Park

#209 Kings, River View, Deck, Bicentennial Park

Madison
10.0 out of 10, Exceptional, (62)
"Amazing stay in an beautiful town. Easy access to charming shops and restaurants. "
United States
Kyle L.
The price is ￥30,998
￥67,615 total
includes taxes & fees
Dec 7 - Dec 8
#209 Kings, River View, Deck, Bicentennial Park
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

Hillside Inn

Hillside Inn

10/10 Excellent
"We had a wonderful time in Madison. The hotel is quite charming and the history behind it is so fascinating. There are some minor updates that need to be repaired in Room 104, but overall, it's fine. Merry Christmas! "
Thomas 2-night trip
Posted 3 days ago
Hillside Inn

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?

Cozy Tiny House in Scottsburg: 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 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.