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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Madison vacation homes

A wooden cabin with a porch, a staircase, and a deck.

1. Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (17 reviews)
"Perfect little weekend getaway "
United Kingdom
Carrie M.
The price is ￥13,748
￥25,938 total
includes taxes & fees
Nov 9 - Nov 10
Sassafras Woodland Cabin at Lost Trails
A modern kitchen with a central island, bar stools, and a dining area with a patterned table.

2. 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, (78 reviews)
"The place is very clean, also convenient and close to down town. Check in and everything was very smooth! I recommend this cute little place especially for young families."
United States
Kyle A.
The price is ￥16,355
￥34,801 total
includes taxes & fees
Oct 20 - Oct 21
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
A covered porch with a wooden door, potted plants, and a metal railing.

3. The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (41 reviews)
"Very cool house in a nice neighborhood. Had everything we needed and was close to anything you want to do in Madison. We will definitely stay there again!"
United States
Dean C.
The price is ￥21,649
￥40,975 total
includes taxes & fees
Oct 25 - Oct 26
The Artist’s A-Frame
A living room with a brown leather sofa, a cowhide rug, and a cowhide-patterned armchair.

4. 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, (54 reviews)
"Great place to stay for touring in historic Madison Indiana!"
United States
Linda G.
The price is ￥20,622
￥42,615 total
includes taxes & fees
Oct 22 - Oct 23
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
A residential property with a red door, a small front yard with grass and shrubs, and a neighboring church with a steeple.

5. 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 ￥20,622
￥40,435 total
includes taxes & fees
Oct 19 - Oct 20
Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River
A dining table set for six with white plates, bowls, and glasses, surrounded by wooden chairs.

6. #207 King Suites, River Views, Deck, Downtown

#207 King Suites, River Views, Deck, Downtown
Madison Historic District
10.0 out of 10, Exceptional, (48 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
An outdoor patio with a hot tub, a fire pit, and string lights.

7. "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 Historic District
10.0 out of 10, Exceptional, (22 reviews)
"This was perfect for our family of 6, the house was super clean and within walking distance to the river and many restaurants and shopping. We will definitely be staying again."
United States
George S.
The price is ￥22,913
￥61,241 total
includes taxes & fees
Nov 1 - Nov 2
"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8
A hallway with a wooden floor, a brick wall, and a door with a window.

8. 604 GQ on Mulberry: 2 King Luxury Suites, Patio

604 GQ on Mulberry: 2 King Luxury Suites, Patio
Madison Historic District
10.0 out of 10, Exceptional, (1 review)
"Great property and a lot of room which was great."
United States
Kathryn B.
The price is ￥23,442
￥47,279 total
includes taxes & fees
Oct 19 - Oct 20
604 GQ on Mulberry: 2 King Luxury Suites, Patio
An outdoor patio with a hot tub, a fire pit, and string lights.

9. "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 ￥23,096
￥61,632 total
includes taxes & fees
Nov 1 - Nov 2
"Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8
An outdoor patio with a hot tub, a fire pit, and string lights.

10. 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 ￥51,142
￥119,144 total
includes taxes & fees
Oct 28 - Oct 29
Madison Manor by the River | Hot Tub, Game Rm | 5 BRs, 4½ Bath, Sleeps 16
A modern kitchen with white cabinetry, a granite island, stainless steel appliances, and a hanging light fixture.

11. 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
10.0 out of 10, Exceptional, (31 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 ￥39,679
￥99,240 total
includes taxes & fees
Oct 26 - Oct 27
The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St
An aerial view of a water park with multiple swimming pools, slides, and a large blue spiral water feature.

12. #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 ￥32,528
￥75,076 total
includes taxes & fees
Oct 19 - Oct 20
#209 Kings, River View, Deck, Bicentennial Park
A kitchen with a central island, wooden stools, a trash bin, and a hanging plant arrangement.

13. The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison

The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison
Hanover
9.4 out of 10, Exceptional, (8 reviews)
"It was lovely!"
United States
Carolyne R.
The price is ￥31,999
￥74,780 total
includes taxes & fees
Oct 19 - Oct 20
The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison
A covered outdoor deck with a table and chairs, a ceiling fan, and a view of a body of water.

14. T&E Riverhouse Retreat

T&E Riverhouse Retreat
Hanover
10.0 out of 10, Exceptional, (13 reviews)
"Located in a quiet area with great river views. Well stocked kitchen. Would stay there again"
United States
Phil T.
The price is ￥36,163
￥66,674 total
includes taxes & fees
Nov 2 - Nov 3
T&E Riverhouse Retreat
A bedroom with a bed, a decorative wall piece, a rug, and a window with curtains.

15. The River View at Esther’s

The River View at Esther’s
Vevay
10.0 out of 10, Exceptional, (1 review)
The price is ￥17,777
￥34,424 total
includes taxes & fees
Oct 31 - Nov 1
The River View at Esther’s
Living area

16. Crittenden Ark Haven

Crittenden Ark Haven
4.5 star property
Crittenden
9.0 out of 10, Wonderful, (2 reviews)
"We recommend it to 💯"
Mexico
Greiby
The price is ￥23,377
￥72,631 total
includes taxes & fees
Oct 22 - Oct 23
Crittenden Ark Haven
A wooden pergola structure in a garden with a gravel path leading to it.

17. Cottage At Brianza Gardens And Winery

Cottage At Brianza Gardens And Winery
Crittenden
9.8 out of 10, Exceptional, (92 reviews)
"Nice accommodations in a beautiful setting. Very friendly host."
United States
Anonymous traveler
The price is ￥29,866
￥48,294 total
includes taxes & fees
Oct 21 - Oct 22
Cottage At Brianza Gardens And Winery
A living room with a brown leather sofa, a wooden entertainment unit, and a mounted TV.

18. Minutes from the Ark Encounter!

Minutes from the Ark Encounter!
Dry Ridge
9.6 out of 10, Exceptional, (67 reviews)
"Fantastic host and very nice property in a quiet area!"
United States
Michelle C.
The price is ￥21,190
￥46,702 total
includes taxes & fees
Oct 25 - Oct 26
Minutes from the Ark Encounter!
A modern kitchen with white cabinets, a wooden island, stainless steel appliances, and a chandelier.

19. The Restful Ark

The Restful Ark
4.0 star property
Crittenden
10.0 out of 10, Exceptional, (3 reviews)
"Our stay was great. Good communication, house had everything we needed, great play area in the garage. "
United States
Kristine
The price is ￥26,140
￥70,452 total
includes taxes & fees
Oct 26 - Oct 27
The Restful Ark
A modern kitchen with white cabinets, a wooden island, stainless steel appliances, and a chandelier.

20. The Restful Ark

The Restful Ark
Crittenden
9.4 out of 10, Exceptional, (37 reviews)
"Nice stay, well equipped and comfortable."
United States
Anonymous traveler
The price is ￥21,317
￥74,540 total
includes taxes & fees
Oct 25 - Oct 26
The Restful Ark
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 Madison Hotel Reviews

Comfort Suites Dry Ridge

Comfort Suites Dry Ridge

10/10 Excellent
"Good hotel overall"
Alexandra 1-night trip
Posted less than an hour ago
Comfort Suites Dry Ridge

Find out more about Madison

Madison Vacation Homes information

Number of reviews
608
Accommodation
473 Vacation Homes
Lowest Price
￥25,938
Highest Price
￥119,144