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Milton Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Milton vacation rentals

A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

1. 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 Historic District
9.6 out of 10, Exceptional, (23 reviews)
"Our room was so cute and perfect for a couple. We loved it! The location was perfect as well!"
United States
Stee
The price is ￥10,705
￥19,798 total
includes taxes & fees
Oct 5 - Oct 6
The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201
A covered outdoor seating area with Adirondack chairs and a fire pit, surrounded by trees and gravel.

2. Modern cabin very close to scenic riverfront walks

Modern cabin very close to scenic riverfront walks
Hanover
9.4 out of 10, Exceptional, (20 reviews)
"The space was very clean and had everything we needed! It was so close to everything but in its own secluded spot at the same time. We loved our stay "
United States
MaKayla Q.
The price is ￥11,488
￥33,636 total
includes taxes & fees
Oct 26 - Oct 27
Modern cabin very close to scenic riverfront walks
A wooden cabin with a porch, a staircase, and a deck.

3. Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (16 reviews)
"Perfect little weekend getaway "
United Kingdom
Carrie M.
The price is ￥15,900
￥27,416 total
includes taxes & fees
Nov 1 - Nov 2
Sassafras Woodland Cabin at Lost Trails
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4. Maple Cozy Cabin at Lost Trails

Maple Cozy Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (14 reviews)
"The overall stay was perfect for just the two of us and we loved how everything was a close drive but still felt far enough away. "
United States
Shyanne D.
The price is ￥15,743
￥27,235 total
includes taxes & fees
Nov 1 - Nov 2
Maple Cozy Cabin at Lost Trails
Property grounds

5. 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, (17 reviews)
"Host was very accommodating and this place was perfect for a place to stay while visiting friends. Everything was very comfortable, especially the very soft bed!! "
United States
C J.
The price is ￥14,027
￥26,995 total
includes taxes & fees
Oct 5 - Oct 6
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
A cozy room with a bed, a chair, a sofa, and a small table.

6. 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 Historic District
9.6 out of 10, Exceptional, (8 reviews)
"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.
The price is ￥15,727
￥28,948 total
includes taxes & fees
Oct 26 - Oct 27
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
A wooden deck with two black rocking chairs and a small table, surrounded by a wooden railing.

7. Walnut Secluded Cabin at Lost Trails

Walnut Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful cabin. Enjoyed our stay."
United States
Jim A.
The price is ￥15,737
￥27,225 total
includes taxes & fees
Oct 21 - Oct 22
Walnut Secluded Cabin at Lost Trails
A compact kitchen with wooden cabinets, a black refrigerator, a microwave, and a coffee machine on a small shelf.

8. Mulberry Secluded Cabin at Lost Trails

Mulberry Secluded Cabin at Lost Trails
Madison Township
9.8 out of 10, Exceptional, (8 reviews)
"This is a total hidden gem! The cabin seemed brand new and was outfitted with everything you might need. We spent our 25th wedding anniversary weekend here and loved every second! Would highly recommend!"
United States
Jodi E.
The price is ￥15,743
￥27,235 total
includes taxes & fees
Oct 5 - Oct 6
Mulberry Secluded Cabin at Lost Trails
A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

9. The Madison Inn, Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102

The Madison Inn, Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102
Madison Historic District
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed our visit and would recommend to others looking for a convenient location and comfortable stay."
United States
Renee M.
The price is ￥9,442
￥17,783 total
includes taxes & fees
Oct 13 - Oct 14
The Madison Inn, Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102
A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

10. 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 Historic District
9.0 out of 10, Wonderful, (14 reviews)
"Very easy check in and nice location. Very comfortable stay. "
United Kingdom
Michael S.
The price is ￥9,729
￥18,754 total
includes taxes & fees
Oct 18 - Oct 19
The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
A modern kitchen with a central island, bar stools, and a dining area with a patterned table.

11. 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, (76 reviews)
"Love the stay very relaxed"
United States
Steve C.
The price is ￥17,704
￥36,648 total
includes taxes & fees
Oct 4 - Oct 5
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
A wooden log cabin with a dark brown door featuring a metal latch and a glass panel.

12. Cedar Rustic Cabin at Lost Trails

Cedar Rustic Cabin at Lost Trails
Madison
10.0 out of 10, Exceptional, (31 reviews)
"Charming, cozy cabin! Perfect for a weekend getaway!"
United States
Mollie B.
The price is ￥17,311
￥29,035 total
includes taxes & fees
Oct 6 - Oct 7
Cedar Rustic Cabin at Lost Trails
A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

13. The Madison Inn, Historic woodside view suite 205, Historic woodside view suite 205

The Madison Inn, Historic woodside view suite 205, Historic woodside view suite 205
Madison Historic District
9.8 out of 10, Exceptional, (7 reviews)
"Cozy, peaceful, wonderful with great location. "
United Kingdom
Ed E.
The Madison Inn, Historic woodside view suite 205, Historic woodside view suite 205
A covered porch with a wooden door, potted plants, and a metal railing.

14. The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (40 reviews)
"Very nice house and convenient to downtown, etc. If you stay here you definitely won’t be disappointed."
United States
Shirley L.
The price is ￥21,560
￥40,625 total
includes taxes & fees
Oct 25 - Oct 26
The Artist’s A-Frame
A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

15. The Madison Inn, Est 1925 Historic suite 107

The Madison Inn, Est 1925 Historic suite 107
Madison Historic District
10.0 out of 10, Exceptional, (5 reviews)
"Clean and quiet. Exactly as listed."
United States
Daniel F.
The price is ￥16,377
￥25,867 total
includes taxes & fees
Oct 14 - Oct 15
The Madison Inn, Est 1925 Historic suite 107
A log cabin with a covered porch, wooden rocking chairs, and a potted plant.

16. Stoney Creek - Sit back and unwind

Stoney Creek - Sit back and unwind
Madison
10.0 out of 10, Exceptional, (128 reviews)
"Very well kept and beautiful home to stay in. The hot tub, for pit, and wrap around porch were all very nice amenities."
United States
Daniel N.
The price is ￥19,687
￥40,919 total
includes taxes & fees
Oct 5 - Oct 6
Stoney Creek - Sit back and unwind
A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

17. The Madison Inn, Historic city overlook suite 206, Historic city overlook suite 306

The Madison Inn, Historic city overlook suite 206, Historic city overlook suite 306
Madison Historic District
9.2 out of 10, Wonderful, (10 reviews)
"Very nice property for weekend visit."
United States
Mark S.
The Madison Inn, Historic city overlook suite 206, Historic city overlook suite 306
A residential property with a red door, a small front yard with grass and shrubs, and a neighboring church with a steeple.

18. Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River

Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River
Madison Historic District
9.0 out of 10, Wonderful, (2 reviews)
"Good location, well stocked with essentials."
United States
Leslie W.
The price is ￥20,537
￥40,268 total
includes taxes & fees
Oct 4 - Oct 5
Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River
A modern living room with a black sofa, a wooden coffee table, and a brick accent wall.

19. 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, (50 reviews)
"Had a very nice stay"
United States
Brad P.
The price is ￥21,245
￥38,910 total
includes taxes & fees
Oct 18 - Oct 19
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
A living room with a brown leather sofa, a cowhide rug, and a cowhide-patterned armchair.

20. 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, (53 reviews)
"Close to downtown Madison and Clifty Falls, this place had everything we needed to visit the area and relax I'm the evening."
United States
Maggie D.
The price is ￥20,537
￥42,440 total
includes taxes & fees
Oct 4 - Oct 5
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
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

8/10 Good
"Beautiful rooms in fabulous location. Room was in excellent condition. Balcony area on lower floor still has lovely view of Madison. Balcony light didn't work. Room had queen bed and table with 2 chairs. Outlets on radio and desk lamp. Roomy closet space. Side chair. Refrigerator but no microwave. Several clothes drawers. Nice bathroom with coffee maker on the counter that had slide in coffee packs. Complementary shampoo, sewing kit, and q-tips. Coffee maker limits use of bath counter but not a deal breaker. Staff very nice. Full breakfast offered in lower level included eggs which didnt taste all that great. Bacon, sausage, waffles. They had other items but I don't remember what they were. Nice view downstairs eating area obstructed slightly by some windows that were not clean..musty smell in lower level eating area and in main lobby was off putting and staff should have taken care off. Individual Rooms smelled great. Docked one point for the musty smell. I would stay here again."
Deborah or Ronald 1-night trip
Posted 13 hours ago
Hillside Inn

Find out more about Milton

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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?

Red comfy cottage : Visitors like this Milton vacation home rental. It offers an indoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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.