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Milton Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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
9.8 out of 10, Exceptional, (7 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 ￥15,712
￥28,920 total
includes taxes & fees
Sep 28 - Sep 29
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 ￥10,695
￥19,779 total
includes taxes & fees
Oct 6 - Oct 7
The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201

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 ￥14,014
￥26,969 total
includes taxes & fees
Sep 27 - Sep 28
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 ￥16,845
￥32,938 total
includes taxes & fees
Sep 27 - Sep 28
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 ￥17,694
￥35,723 total
includes taxes & fees
Oct 1 - Oct 2
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 ￥31,771
￥69,669 total
includes taxes & fees
Sep 28 - Sep 29
#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 ￥14,312
￥25,581 total
includes taxes & fees
Oct 26 - Oct 27
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 ￥19,817
￥37,346 total
includes taxes & fees
Sep 29 - Sep 30
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.
#207 King Suites, River Views, Deck, Downtown

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 ￥15,728
￥27,209 total
includes taxes & fees
Oct 4 - Oct 5
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 ￥21,630
￥55,910 total
includes taxes & fees
Oct 7 - Oct 8
"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 ￥15,885
￥24,221 total
includes taxes & fees
Oct 5 - Oct 6
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
9.6 out of 10, Exceptional, (15 reviews)
"We thoroughly enjoyed our time! Great place! We would definitely stay there again!"
United States
Howard B.
The price is ￥21,601
￥55,589 total
includes taxes & fees
Oct 6 - Oct 7
"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 ￥12,636
￥21,856 total
includes taxes & fees
Sep 28 - Sep 29
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 ￥47,830
￥106,915 total
includes taxes & fees
Oct 5 - Oct 6
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)
"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 ￥15,728
￥27,209 total
includes taxes & fees
Sep 28 - Sep 29
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 ￥18,402
￥36,536 total
includes taxes & fees
Oct 5 - Oct 6
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, (52 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 ￥18,260
￥38,183 total
includes taxes & fees
Oct 5 - Oct 6
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 ￥11,988
￥21,164 total
includes taxes & fees
Oct 5 - Oct 6
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 price is ￥35,246
￥87,380 total
includes taxes & fees
Oct 25 - Oct 26
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

The Chandler Hotel

The Chandler Hotel

8/10 Good
"Very nice place - clean but not 5 star clean. All nice materials and furnishings. Very unique with the old work and slanted floors. We would recommend the stay. Only negatives were obvious signs of rushed cleaning (Bathroom) and listed fees. $30 to check in 2 hours early and $200 if you checkout past 11am - pretty steep."
Levi 1-night trip
Posted 2 hours ago
The Chandler Hotel

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.