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Madison Holiday Rentals

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Our top choices for Madison holiday rentals

1. 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
9.0 out of 10, Wonderful, (14 reviews)
"Nicely restored building. Charming decor"
United Kingdom
Rana W.
The price is HK$525
HK$978 total
includes taxes & fees
12 Aug - 13 Aug
The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101

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
10.0 out of 10, Exceptional, (3 reviews)
"Excellent location, nice deck and spa. Comfy bed large space."
United States
Zoey S.
The price is HK$755
HK$1,410 total
includes taxes & fees
25 Aug - 26 Aug
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison

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, (15 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 HK$833
HK$1,508 total
includes taxes & fees
1 Sept - 2 Sept
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

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, (44 reviews)
"Loved the whole place and all the little touches. It was super cozy and location wise is close to everything. We will definitely be stay again. "
United States
Hannah S.
The price is HK$840
HK$1,652 total
includes taxes & fees
11 Aug - 12 Aug
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining

5. Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (14 reviews)
"Perfect little weekend getaway "
United Kingdom
Carrie M.
The price is HK$784
HK$1,357 total
includes taxes & fees
11 Aug - 12 Aug
Sassafras Woodland Cabin at Lost Trails

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, (71 reviews)
"Great house just outside of historic Madison. Easy access to the river . Home is beautifully decorated and great place for a getaway. Many shops to visit in Madison ."
United States
John H.
The price is HK$883
HK$1,827 total
includes taxes & fees
23 Aug - 24 Aug
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

7. Maple Cozy Cabin at Lost Trails

Maple Cozy Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (13 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 HK$784
HK$1,357 total
includes taxes & fees
11 Aug - 12 Aug
Maple Cozy Cabin at Lost Trails

8. Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River

Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River
Madison
The price is HK$918
HK$1,822 total
includes taxes & fees
11 Aug - 12 Aug
Historic Hideaway - Steps to Main St, Shopping, Dining, & the Ohio River

9. 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
9.8 out of 10, Exceptional, (23 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 HK$1,052
HK$3,736 total
includes taxes & fees
16 Aug - 17 Aug
The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St

10. "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
10.0 out of 10, Exceptional, (21 reviews)
"we had a good time. enjoyed our visit"
United States
Douglas S.
The price is HK$1,069
HK$2,943 total
includes taxes & fees
24 Aug - 25 Aug
"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8

11. "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
9.6 out of 10, Exceptional, (14 reviews)
"We thoroughly enjoyed our time! Great place! We would definitely stay there again!"
United States
Howard B.
The price is HK$1,077
HK$2,953 total
includes taxes & fees
24 Aug - 25 Aug
"Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8

12. #207 King Suites, River Views, Deck, Downtown

#207 King Suites, River Views, Deck, Downtown
Madison
10.0 out of 10, Exceptional, (43 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 HK$1,404
HK$3,184 total
includes taxes & fees
11 Aug - 12 Aug
#207 King Suites, River Views, Deck, Downtown

13. The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (38 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 HK$988
HK$1,872 total
includes taxes & fees
24 Aug - 25 Aug
The Artist’s A-Frame

14. Walnut Secluded Cabin at Lost Trails

Walnut Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful cabin. Enjoyed our stay."
United States
Jim A.
The price is HK$784
HK$1,357 total
includes taxes & fees
26 Aug - 27 Aug
Walnut Secluded Cabin at Lost Trails

15. Mulberry Secluded Cabin at Lost Trails

Mulberry Secluded Cabin at Lost Trails
Madison Township
9.6 out of 10, Exceptional, (5 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 HK$784
HK$1,357 total
includes taxes & fees
11 Aug - 12 Aug
Mulberry Secluded Cabin at Lost Trails

16. 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, (48 reviews)
"It was great to have easy parking and available garage. The home was very pet and kid friendly. Super close to Hanover. Will stay here many times over in the future for visits. "
United States
Abby E.
The price is HK$911
HK$1,968 total
includes taxes & fees
19 Aug - 20 Aug
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

17. #209 Kings, River View, Deck, Bicentennial Park

#209 Kings, River View, Deck, Bicentennial Park
Madison
10.0 out of 10, Exceptional, (71 reviews)
"Couldnt recommend more! Great place and hosts!"
United States
Zach D.
The price is HK$1,404
HK$3,184 total
includes taxes & fees
11 Aug - 12 Aug
#209 Kings, River View, Deck, Bicentennial Park

18. Cedar Rustic Cabin at Lost Trails

Cedar Rustic Cabin at Lost Trails
Madison
10.0 out of 10, Exceptional, (29 reviews)
"Charming, cozy cabin! Perfect for a weekend getaway!"
United States
Mollie B.
The price is HK$863
HK$1,456 total
includes taxes & fees
1 Sept - 2 Sept
Cedar Rustic Cabin at Lost Trails

19. The Raven, a unique Edgar Allan Poe inspired Gothic themed home

The Raven, a unique Edgar Allan Poe inspired Gothic themed home
Madison
10.0 out of 10, Exceptional, (5 reviews)
The price is HK$1,372
HK$3,075 total
includes taxes & fees
11 Aug - 12 Aug
The Raven, a unique Edgar Allan Poe inspired Gothic themed home

20. Cozy Tiny House in Scottsburg

Cozy Tiny House in Scottsburg
Scottsburg
9.6 out of 10, Exceptional, (7 reviews)
"Great location nice place comfortable "
United States
Hipolito C.
The price is HK$678
HK$1,418 total
includes taxes & fees
13 Aug - 14 Aug
Cozy Tiny House in Scottsburg
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

Find out more about Madison

Search for holiday rentals in Madison on Expedia! You can easily find your home rentals, villas, holiday apartments in Madison using one of the methods below:

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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?

The Raven, a unique Edgar Allan Poe inspired Gothic themed home: This highly rated holiday home rental in Madison has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Our travellers also rate Glenda’s Overlook..everything you need to make visiting Madison a great getaway! as a favourite home for rent in Madison.

How many holiday rentals will I find in Madison?

Expedia has 46 holiday rentals for your stay in Madison.

What’s there to see and do in Madison?

Cultural attractions include Lanier Mansion and Schofield House, whereas Ohio River Valley and Johnson Lake are a couple of picturesque spots to enjoy the outdoors. Thomas Family Winery and Historic District 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.