A waterfall cascading into a pool surrounded by dense forest.

Madison Vacation Rentals

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Our top choices for Madison vacation 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 CA $93
CA $174 total
includes taxes & fees
Aug 12 - Aug 13
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, (2 reviews)
"Excellent location, nice deck and spa. Comfy bed large space."
United States
Zoey S.
The price is CA $132
CA $248 total
includes taxes & fees
Aug 25 - Aug 26
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 CA $146
CA $264 total
includes taxes & fees
Sep 1 - Sep 2
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, (40 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 CA $149
CA $295 total
includes taxes & fees
Aug 11 - Aug 12
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 CA $139
CA $241 total
includes taxes & fees
Aug 9 - Aug 10
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)
"We were very pleased with the location and cleanliness of the home. Comfy and cozy atmosphere and communication with owner was great! Highly recommend for a nice quiet getaway! "
United States
Julie L.
The price is CA $157
CA $323 total
includes taxes & fees
Aug 30 - Aug 31
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 CA $139
CA $241 total
includes taxes & fees
Aug 24 - Aug 25
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 CA $163
CA $324 total
includes taxes & fees
Aug 12 - Aug 13
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)
"This was a beautiful home and family friendly. "
United States
Cinda A.
The price is CA $187
CA $667 total
includes taxes & fees
Aug 16 - Aug 17
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 CA $191
CA $527 total
includes taxes & fees
Aug 24 - Aug 25
"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 CA $191
CA $522 total
includes taxes & fees
Sep 8 - Sep 9
"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 CA $250
CA $571 total
includes taxes & fees
Aug 10 - Aug 11
#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)
"Everything was absolutely wonderful "
United States
Michael (alex) W.
The price is CA $177
CA $348 total
includes taxes & fees
Aug 9 - Aug 10
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 CA $139
CA $241 total
includes taxes & fees
Aug 31 - Sep 1
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 CA $139
CA $241 total
includes taxes & fees
Aug 11 - Aug 12
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 CA $162
CA $348 total
includes taxes & fees
Aug 19 - Aug 20
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 CA $250
CA $564 total
includes taxes & fees
Aug 9 - Aug 10
#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 CA $153
CA $257 total
includes taxes & fees
Sep 8 - Sep 9
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 CA $244
CA $543 total
includes taxes & fees
Aug 9 - Aug 10
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 CA $127
CA $259 total
includes taxes & fees
Aug 13 - Aug 14
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Madison. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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Frequently asked questions

Are there vacation rentals in Madison?

Yes, we have vacation rentals in Madison close to Madison Railroad Station Museum, or you can choose a more secluded option if you'd like a relaxing place to stay. Visitors like the top-notch restaurants and riverfront in Madison. Allow some time to check out the shops during your trip.

What's the top vacation rental in Madison?

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!: Visitors give good reviews to this Madison vacation home rental, which 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. Our travelers also rate The Raven, a unique Edgar Allan Poe inspired Gothic themed home as a favorite home for rent in Madison.

How many vacation rentals will I find in Madison?

Expedia has 46 vacation rentals for your stay in Madison.

What’s there to see and do in Madison?

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

What’s a vacation rental in Madison like?

Vacation rentals are private properties you can book for several days or longer in Madison. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for small groups.