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Milton Vacation Rentals

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Check prices for these dates

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

Our top choices for Milton vacation rentals

A cozy room with a bed, a chair, a sofa, and a small table.

1. 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 AED 367
AED 675 total
includes taxes & fees
26 Oct - 27 Oct
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

2. 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 AED 250
AED 462 total
includes taxes & fees
5 Oct - 6 Oct
The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201
Property grounds

3. 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 AED 327
AED 630 total
includes taxes & fees
5 Oct - 6 Oct
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
A modern living room with a black sofa, a wooden coffee table, and a brick accent wall.

4. 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 AED 426
AED 807 total
includes taxes & fees
1 Oct - 2 Oct
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
A modern kitchen with a central island, bar stools, and a dining area with a patterned table.

5. 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 AED 413
AED 855 total
includes taxes & fees
1 Oct - 2 Oct
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
An aerial view of a water park with multiple swimming pools, slides, and a large blue spiral water feature.

6. #209 Kings, River View, Deck, Bicentennial Park

#209 Kings, River View, Deck, Bicentennial Park
Madison Historic District
10.0 out of 10, Exceptional, (72 reviews)
"The house was clean, comfortable, and had everything we needed. The location was great; very close to restaurants and shops on Main Street as well as the parks by the river. "
United States
Hannah M.
The price is AED 797
AED 1,789 total
includes taxes & fees
5 Oct - 6 Oct
#209 Kings, River View, Deck, Bicentennial Park
A wooden cabin with a porch, a staircase, and a deck.

7. 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 AED 378
AED 648 total
includes taxes & fees
1 Oct - 2 Oct
Sassafras Woodland Cabin at Lost Trails
A covered porch with a wooden door, potted plants, and a metal railing.

8. 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 AED 503
AED 948 total
includes taxes & fees
25 Oct - 26 Oct
The Artist’s A-Frame
An aerial view of a swimming pool complex with multiple water slides and a surrounding area with lounge chairs and umbrellas.

9. #207 King Suites, River Views, Deck, Downtown

#207 King Suites, River Views, Deck, Downtown
Madison Historic District
10.0 out of 10, Exceptional, (45 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 AED 738
AED 1,502 total
includes taxes & fees
5 Oct - 6 Oct
#207 King Suites, River Views, Deck, Downtown
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10. 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 AED 367
AED 635 total
includes taxes & fees
20 Oct - 21 Oct
Maple Cozy Cabin at Lost Trails
An outdoor patio with a hot tub, a fire pit, and string lights.

11. "Madison Manor II” Last Minute Chautauqua 1 Night Special! Hot Tub, Game Room

"Madison Manor II” Last Minute Chautauqua 1 Night Special! Hot Tub, Game Room
Madison Historic District
10.0 out of 10, Exceptional, (22 reviews)
"we had a good time. enjoyed our visit"
United States
Douglas S.
The price is AED 536
AED 1,335 total
includes taxes & fees
7 Oct - 8 Oct
"Madison Manor II” Last Minute Chautauqua 1 Night Special! Hot Tub, Game Room
A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

12. 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 AED 220
AED 415 total
includes taxes & fees
13 Oct - 14 Oct
The Madison Inn, Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102
An outdoor patio with a hot tub, a fire pit, and string lights.

13. "Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8

"Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8
Madison Historic District
9.8 out of 10, Exceptional, (17 reviews)
"We thoroughly enjoyed our time! Great place! We would definitely stay there again!"
United States
Howard B.
The price is AED 504
AED 1,298 total
includes taxes & fees
5 Oct - 6 Oct
"Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8
A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

14. 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 AED 227
AED 438 total
includes taxes & fees
18 Oct - 19 Oct
The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
An outdoor patio with a hot tub, a fire pit, and string lights.

15. Madison Manor by the River | Hot Tub, Game Rm | 5 BRs, 4½ Bath, Sleeps 16

Madison Manor by the River | Hot Tub, Game Rm | 5 BRs, 4½ Bath, Sleeps 16
Madison Historic District
10.0 out of 10, Exceptional, (3 reviews)
"Great house. Quiet location. Easy walk to main street resturanrs and shops."
United States
christine g.
The price is AED 1,117
AED 2,674 total
includes taxes & fees
5 Oct - 6 Oct
Madison Manor by the River | Hot Tub, Game Rm | 5 BRs, 4½ Bath, Sleeps 16
A compact kitchen with wooden cabinets, a black refrigerator, a microwave, and a coffee machine on a small shelf.

16. 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 AED 367
AED 635 total
includes taxes & fees
5 Oct - 6 Oct
Mulberry Secluded Cabin at Lost Trails
A residential property with a red door, a small front yard with grass and shrubs, and a neighboring church with a steeple.

17. 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 AED 430
AED 870 total
includes taxes & fees
11 Oct - 12 Oct
Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River
A living room with a brown leather sofa, a cowhide rug, and a cowhide-patterned armchair.

18. 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 AED 426
AED 892 total
includes taxes & fees
1 Oct - 2 Oct
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

19. 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 AED 280
AED 494 total
includes taxes & fees
5 Oct - 6 Oct
The Madison Inn, Est 1925 Historic suite 107
A modern kitchen with white cabinetry, a granite island, stainless steel appliances, and a hanging light fixture.

20. The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St

The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St
Madison Historic District
9.8 out of 10, Exceptional, (29 reviews)
"Great stay and beautiful house. The location was really outstanding and many restaurants, boutiques, and coffee shops were within walking distance. "
United States
Stephanie B.
The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St
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 Hotel & Suites Madison by IHG

Holiday Inn Express Hotel & Suites Madison by IHG

10/10 Excellent
"Staff was extremely helpful"
Cristy 1-night trip
Posted 1 hour ago
Holiday Inn Express Hotel & Suites Madison by IHG

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.