A waterfall cascading into a pool surrounded by dense forest.

Holiday Homes in Madison

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Check prices for these dates

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

Our top choices for Madison holiday 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 NZ$303
includes taxes & fees
9 Nov - 10 Nov
Sassafras Woodland Cabin at Lost Trails
An aerial view of a swimming pool complex with multiple water slides and a surrounding area with lounge chairs and umbrellas.

2. #207 King Suites, River Views, Deck, Downtown

#207 King Suites, River Views, Deck, Downtown
Madison Historic District
10.0 out of 10, Exceptional, (47 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 NZ$837
includes taxes & fees
18 Oct - 19 Oct
#207 King Suites, River Views, Deck, Downtown
A narrow alley with brick buildings, outdoor seating, and a mural on the left wall.

3. Charming 2-bedroom house with a river view in wonderful Madison

Charming 2-bedroom house with a river view in wonderful Madison
Madison Historic District
9.0 out of 10, Wonderful, (10 reviews)
"The place was indeed charming. The host was wonderful and available for all questions! "
United States
Amy W.
Charming 2-bedroom house with a river view in wonderful Madison
A residential property with a red door, a small front yard with grass and shrubs, and a neighboring church with a steeple.

4. 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 NZ$445
includes taxes & fees
18 Oct - 19 Oct
Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River
A covered porch with a wooden door, potted plants, and a metal railing.

5. 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 NZ$445
includes taxes & fees
16 Nov - 17 Nov
The Artist’s A-Frame
A modern kitchen with a central island, bar stools, and a dining area with a patterned table.

6. 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 NZ$388
includes taxes & fees
20 Oct - 21 Oct
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
A living room with a brown leather sofa, a cowhide rug, and a cowhide-patterned armchair.

7. 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 NZ$472
includes taxes & fees
22 Oct - 23 Oct
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
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.
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 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)
"we had a good time. enjoyed our visit"
United States
Douglas S.
"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8
An outdoor patio with a hot tub, a fire pit, and string lights.

10. "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.
"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.

11. 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 NZ$1,300
includes taxes & fees
19 Oct - 20 Oct
Madison Manor by the River | Hot Tub, Game Rm | 5 BRs, 4½ Bath, Sleeps 16
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.
#209 Kings, River View, Deck, Bicentennial Park
A modern kitchen with white cabinetry, a granite island, stainless steel appliances, and a hanging light fixture.

13. 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 NZ$1,235
includes taxes & fees
10 Nov - 11 Nov
The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St
A kitchen with a central island, wooden stools, a trash bin, and a hanging plant arrangement.

14. 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 NZ$817
includes taxes & fees
18 Oct - 19 Oct
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.

15. 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 NZ$741
includes taxes & fees
2 Nov - 3 Nov
T&E Riverhouse Retreat
A bedroom with a bed, a decorative wall piece, a rug, and a window with curtains.

16. The River View at Esther’s

The River View at Esther’s
Vevay
The price is NZ$384
includes taxes & fees
18 Oct - 19 Oct
The River View at Esther’s
A covered patio with a door, two wicker chairs, and string lights.

17. Cozy Tiny House in Scottsburg

Cozy Tiny House in Scottsburg
Scottsburg
9.6 out of 10, Exceptional, (8 reviews)
"Great location nice place comfortable "
United States
Hipolito C.
The price is NZ$350
includes taxes & fees
24 Oct - 25 Oct
Cozy Tiny House in Scottsburg
Living area

18. 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 NZ$809
includes taxes & fees
18 Oct - 19 Oct
Crittenden Ark Haven
A wooden pergola structure in a garden with a gravel path leading to it.

19. 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 traveller
The price is NZ$540
includes taxes & fees
19 Oct - 20 Oct
Cottage At Brianza Gardens And Winery
A living room with a brown leather sofa, a wooden entertainment unit, and a mounted TV.

20. Minutes from the Ark Encounter!

Minutes from the Ark Encounter!
Dry Ridge
9.6 out of 10, Exceptional, (67 reviews)
The price is NZ$528
includes taxes & fees
30 Oct - 31 Oct
Minutes from the Ark Encounter!
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

Holiday Inn Express & Suites Cincinnati Riverfront by IHG

Holiday Inn Express & Suites Cincinnati Riverfront by IHG

10/10 Excellent
"Very clean, kind and helpful staff and always a good breakfast."
Mark 1-night trip
Posted less than an hour ago
Holiday Inn Express & Suites Cincinnati Riverfront by IHG

Find out more about Madison

Madison Holiday Homes information

Number of reviews
585
Accommodation
477 Holiday Homes
Lowest Price
NZ$303
Highest Price
NZ$1,300