Madison Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Madison holiday rentals

An aerial view of a swimming pool complex with multiple water slides and a surrounding area with lounge chairs and umbrellas.

1. 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.
The price is NZ$854
includes taxes & fees
15 Nov - 16 Nov
207 King Suites, River Views, Deck, Downtown
A cozy room with a bed, a chair, a sofa, and a small table.

2. 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, (9 reviews)
"Excellent location, nice deck and spa. Comfy bed large space."
United States
Zoey S.
The price is NZ$297
includes taxes & fees
12 Nov - 13 Nov
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."

3. 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 NZ$204
includes taxes & fees
9 Dec - 10 Dec
The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201
An aerial view of a water park with multiple swimming pools, slides, and a large blue spiral water feature.

4. #209 Kings, River View, Deck, Bicentennial Park

#209 Kings, River View, Deck, Bicentennial Park
Madison Historic District
10.0 out of 10, Exceptional, (73 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 NZ$862
includes taxes & fees
15 Nov - 16 Nov
#209 Kings, River View, Deck, Bicentennial Park
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, (42 reviews)
"Lovely! We really enjoyed this amazing house!"
United States
Roxann W.
The price is NZ$430
includes taxes & fees
18 Nov - 19 Nov
The Artist’s A-Frame
A living room with a brown leather sofa, a cowhide rug, and a cowhide-patterned armchair.

6. 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, (55 reviews)
"Great place to stay for touring in historic Madison Indiana!"
United States
Linda G.
The price is NZ$452
includes taxes & fees
12 Nov - 13 Nov
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Property grounds

7. Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Madison
9.4 out of 10, Exceptional, (20 reviews)
"Clean and cozy"
United States
Julie
The price is NZ$290
includes taxes & fees
1 Dec - 2 Dec
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
An outdoor patio with a hot tub, a fire pit, and string lights.

8. "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, (19 reviews)
"Loved our stay at Madison Manor. It was beautiful and nicely situated. It fit our needs and would highly recommend it."
United States
Norris F.
The price is NZ$657
includes taxes & fees
16 Nov - 17 Nov
"Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8
A dining area with a view of a bridge over a river, a table set with plates and cutlery, and a potted plant on the windowsill.

9. Downtown Riverfront Cottage

Downtown Riverfront Cottage
Madison Historic District
10.0 out of 10, Exceptional, (3 reviews)
"House was very nice, very clean. The view of the river was magnificent. Next little getaway we would return again"
United States
Curtis M.
The price is NZ$589
includes taxes & fees
12 Nov - 13 Nov
Downtown Riverfront Cottage
A modern living room with a fireplace, a flat-screen TV mounted above it, and a staircase with wooden steps.

10. NEW! Historic, Walk to Main St, King Suites, Patio

NEW! Historic, Walk to Main St, King Suites, Patio
Madison Historic District
10.0 out of 10, Exceptional, (3 reviews)
"A perfect place to stay to explore the town of Madison! The location is within walking distance to everything you need."
United States
Claire Y.
NEW! Historic, Walk to Main St, King Suites, Patio
A room with a white door, a fireplace, a mounted TV, and a radiator.

11. 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, (52 reviews)
"Had a very nice stay"
United States
Brad P.
The price is NZ$387
includes taxes & fees
15 Nov - 16 Nov
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
A residential property with a red door, a small front yard with grass and shrubs, and a neighboring church with a steeple.

12. 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$424
includes taxes & fees
23 Nov - 24 Nov
Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River
A wooden cabin with a porch, a staircase, and a deck.

13. Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (21 reviews)
"Perfect little weekend getaway "
United Kingdom
Carrie M.
The price is NZ$258
includes taxes & fees
16 Nov - 17 Nov
Sassafras Woodland Cabin at Lost Trails
An outdoor patio with a hot tub, a fire pit, and string lights.

14. 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$1,207
includes taxes & fees
16 Nov - 17 Nov
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.

15. 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, (32 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$1,231
includes taxes & fees
29 Nov - 30 Nov
The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St
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, (134 reviews)
"Our family enjoyed our stay."
United States
Shanna S.
The price is NZ$441
includes taxes & fees
15 Nov - 16 Nov
Stoney Creek - Sit back and unwind
A compact kitchen with wooden cabinets, a black refrigerator, a microwave, and a coffee machine on a small shelf.

17. Mulberry Secluded Cabin at Lost Trails

Mulberry Secluded Cabin at Lost Trails
Madison Township
9.8 out of 10, Exceptional, (8 reviews)
"We loved the cabin, it had everything we needed - lovely peaceful surroundings, and was very clean! Thank you."
United States
Lisa S.
The price is NZ$303
includes taxes & fees
19 Nov - 20 Nov
Mulberry Secluded Cabin at Lost Trails
A modern kitchen with a central island, bar stools, and a dining area with a patterned table.

18. 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, (80 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$369
includes taxes & fees
16 Nov - 17 Nov
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
An outdoor patio with a hot tub, a fire pit, and string lights.

19. "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 NZ$654
includes taxes & fees
18 Nov - 19 Nov
"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8
A wooden log cabin with a dark brown door featuring a metal latch and a glass panel.

20. Cedar Rustic Cabin at Lost Trails

Cedar Rustic Cabin at Lost Trails
Madison
10.0 out of 10, Exceptional, (32 reviews)
"Charming, cozy cabin! Perfect for a weekend getaway!"
United States
Mollie B.
The price is NZ$313
includes taxes & fees
15 Nov - 16 Nov
Cedar Rustic Cabin at Lost Trails
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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Find out more about Madison

Everything you need to know about Madison holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Madison holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Madison holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Madison holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Madison. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Madison holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Madison holiday rentals we have selected for you start as low as NZ$195 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Madison rentals

At Expedia, we put the best Madison holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Madison rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Madison holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Madison. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there holiday rentals in Madison?

Yes, there are holiday rentals in Madison close to Madison Railroad Station Museum, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and riverfront in Madison. Allow some time to check out the shops during your trip.

What are some of the best holiday rentals that Madison has to offer?

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!: This highly rated holiday home rental in Madison offers a patio, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals will I find in Madison?

Expedia has 47 holiday rentals for your stay in Madison.

What’s there to see and do in Madison?

Cultural attractions include Schofield House and Jeremiah Sullivan House, whereas Ohio River Valley and Johnson Lake are a couple of picturesque spots to enjoy the outdoors. Historic District and Francis Costigan House are other places to visit while you're in town.

What’s a holiday rental in Madison like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Madison. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.