Dupont Holiday Rentals

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Holiday Rentals in Dupont

1800’s restored log cabin on 26 private rolling wooded acres with sunset views
Property grounds

1800’s restored log cabin on 26 private rolling wooded acres with sunset views

10.0 out of 10, Exceptional, (173)
"If you like a different kind of rental, rather remote, picturesque, quiet and private, this may be for you. 1800's cabin atmosphere with enough modern amenities to be very comfortable. A good "get away from it all" place."
1800’s restored log cabin on 26 private rolling wooded acres with sunset views
Peaceful getaway centrally located just min. from Madison and Belterra casino.
Outdoor spa tub

Peaceful getaway centrally located just min. from Madison and Belterra casino.

8.6 out of 10, Excellent, (12)
"Nice, quiet neighborhood in between Vevay and Madison."
Peaceful getaway centrally located just min. from Madison and Belterra casino.
Historic Home! Walking Distance to Shops, Restaurants, Events, & Ohio River
Exterior

Historic Home! Walking Distance to Shops, Restaurants, Events, & Ohio River

10.0 out of 10, Exceptional, (32)
"We enjoyed our weekend in Madison! This property was clean and well managed, and in a great location. We were able to walk down to the river, and to the shopping district, spent the morning hiking in Clifty Falls, and shared a bottle of wine in the afternoon at the Thomas Family Winery. "
Historic Home! Walking Distance to Shops, Restaurants, Events, & Ohio River
Rustic cabin just outside of Madison!
4 bedrooms, free WiFi, bed sheets

Rustic cabin just outside of Madison!

10.0 out of 10, Exceptional, (28)
"It was a nice cabin that is away from people so privacy is good. "
Rustic cabin just outside of Madison!
Carol’s Cabin in the Woods in Historic Hoosier Hills
Aerial view

Carol’s Cabin in the Woods in Historic Hoosier Hills

10.0 out of 10, Exceptional, (26)
"Property and owner are great. Great stay (our 2nd time here). "
Carol’s Cabin in the Woods in Historic Hoosier Hills
The Wadsworth in National Historic District of Madison, Indiana.
Interior

The Wadsworth in National Historic District of Madison, Indiana.

10.0 out of 10, Exceptional, (34)
"I can’t say enough good things about our stay. Mona was just incredible and very kind and helpful. The house was so cozy and so clean. We had everything we needed and felt so at home during our stay. Mona even texted me before we arrived and asked if we’d like for her to put up the Christmas tree. Of course we said “YES”. It was just so sweet of her to ask. It added extra ambiance to an already beautiful home. It was the perfect place for me to bring my daughter to celebrate her 40th...
The Wadsworth in National Historic District of Madison, Indiana.
Cozy Cabin Madison Indiana
Living area

Cozy Cabin Madison Indiana

10.0 out of 10, Exceptional, (13)
"The cabin was great! It was clean and very well maintained! We loved the outdoor space and the location. Close to town, but out far enough that we could enjoy the quiet and the stars at night. The only thing we found challenging was the shower set up. Quite a step up to get in and the shower curtain was a little long and a little bit of a hazard. Otherwise we had everything we needed and we were very comfortable."
Cozy Cabin Madison Indiana
Extremely clean! Beautiful Home 2 Blocks To Main St & 2 Blocks To The Ohio River
Exterior

Extremely clean! Beautiful Home 2 Blocks To Main St & 2 Blocks To The Ohio River

10.0 out of 10, Exceptional, (206)
"The house was very clean and decorated nicely. Beautiful old river town. Wifi was spotty. This was only an issue in the evening when we wanted to watch a movie. That's my only complaint and for sure not a deal breaker. Great property. Would stay here again!"
Extremely clean! Beautiful Home 2 Blocks To Main St & 2 Blocks To The Ohio River
Red comfy cottage
Outdoor dining

Red comfy cottage

10.0 out of 10, Exceptional, (69)
"The home was fabulously clean, relaxing, and perfect for our small family. The location is not ideal as it is located between the Comfort Inn and a vehicle repair shop and is on the corner of two very busy/noisy roads. The front yard is literally the driveway between the two so smaller kids would not be able to go from the car to the house without an adult. However, the backyard was very private and the hot tub was the key to a wonderfully relaxing weekend. "
Red comfy cottage
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…
Interior

Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…

10.0 out of 10, Exceptional, (19)
"My twin sister and I visited for a birthday trip. Looked just like in the pictures and beds were very comfortable. Kitchen was fully stocked with cooking utensils, pans, salt and pepper, etc. Suzie thought of everything I didn't know we needed or wanted...from a cute birthday banner and piece of cake to milk or cream in the fridge for coffee. Will definitely stay again! Thanks for the hospitality. "
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…
Southern view on Main suite 202, Southern view on Main suite 202
Fridge, microwave, oven, stovetop

Southern view on Main suite 202, Southern view on Main suite 202

10.0 out of 10, Exceptional, (2)
"The studio was quaint and well appointed. Great location! The host was very accommodating. We look forward to a return stay."
The price is AU$210
includes taxes & fees
1 Dec - 2 Dec
Southern view on Main suite 202, Southern view on Main suite 202
Relaxing Country Getaway
Interior

Relaxing Country Getaway

9.6 out of 10, Exceptional, (25)
"What a beautiful spot! Secluded and wooded. Cozy and the hot tub hit the spot! 10 out of 10 would recommend. "
Relaxing Country Getaway
Stoney Creek - Sit back and unwind
Terrace/patio

Stoney Creek - Sit back and unwind

10.0 out of 10, Exceptional, (66)
"We loved this cabin. Everything was perfect. We'll definitely be coming back!"
Stoney Creek - Sit back and unwind
Jefferson Off Main: *4 Beds*King Beds*Walk to Main* 3 Full Bath
Private kitchen

Jefferson Off Main: *4 Beds*King Beds*Walk to Main* 3 Full Bath

9.6 out of 10, Exceptional, (13)
"4 of us were coming to Madison area to celebrate our 50 year homecoming. The house allowed us to have more direct contact with each other than staying in a hotel and we enjoyed having a full kitchen and gathering space in the living areas. One bedrooms is very, very small with only a single bed in it and no other furniture. Might be OK for a child but renters need to be aware that there are only 3 full bedrooms in the house with one space to sleep an extra person."
Jefferson Off Main: *4 Beds*King Beds*Walk to Main* 3 Full Bath
Sonshine Cabin a great place to enjoy the Holidays with family or friends
Exterior

Sonshine Cabin a great place to enjoy the Holidays with family or friends

10.0 out of 10, Exceptional, (283)
"We have been blessed this year to see Sonshine in all 4 seasons! Each season offers a different kind of beauty, its too hard to pick our favorite. But it doesn't really matter because we adore this cabin. Its so cozy, clean and inviting. The land surrounding it is so beautiful. We look forward to doing it all over again!"
Sonshine Cabin a great place to enjoy the Holidays with family or friends
Luxurious 4 Bedroom Home in Heart of Historic Madison's Downtown
Restaurant

Luxurious 4 Bedroom Home in Heart of Historic Madison's Downtown

10.0 out of 10, Exceptional, (40)
"This is a beautiful house and very well equipped. Alert - all the bedrooms are on the 2nd floor with is up 25 steps - straight up! The 2 bathrooms on the 2nd floor are not connected to any of the bedrooms and are right next to each other. So - unusual. Wonderful location- easy party - comfortable beds. We did put some of the breakable decorations in a safer place because of our little ones. We enjoyed our stay and would recommend this home. "
Luxurious 4 Bedroom Home in Heart of Historic Madison's Downtown
#207 King Suites, River Views, Deck, Downtown
Interior

#207 King Suites, River Views, Deck, Downtown

10.0 out of 10, Exceptional, (27)
"Great location! Fabulous place to stay! Very clean with comforts of home. Walked to all our destinations during our 3 day visit."
The price is AU$894
includes taxes & fees
2 Dec - 3 Dec
#207 King Suites, River Views, Deck, Downtown
Livery Loft: our other BEST downtown location! Award winning! Come see why.
Aerial view

Livery Loft: our other BEST downtown location! Award winning! Come see why.

10.0 out of 10, Exceptional, (9)
"We really enjoyed our stay at Liverly Loft. Even though it rained, we had plenty things to do to keep us busy. This was one of the best VRBO I have ever stayed. Definitely will be back again... "
Livery Loft: our other BEST downtown location! Award winning! Come see why.
Secluded Country Home in Historic Hoosier Hills
Exterior

Secluded Country Home in Historic Hoosier Hills

10.0 out of 10, Exceptional, (115)
"Great property, very peaceful. "
Secluded Country Home in Historic Hoosier Hills
#209 Kings, River View, Deck, Bicentennial Park
Fridge, microwave, oven, stovetop

#209 Kings, River View, Deck, Bicentennial Park

10.0 out of 10, Exceptional, (53)
"The location was perfect to walk downtown, to the river and bicentennial park. Lots of restaurants and bars. Clifty falls a few miles away. The host Kelly was great! Property was clean, had plenty of towels and linens. The kitchen was fully stocked. We loved the coffee bar in the mornings. Definitely would stay there again! Highly recommend "
The price is AU$894
includes taxes & fees
4 Dec - 5 Dec
#209 Kings, River View, Deck, Bicentennial Park
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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Other types of properties in Dupont you may be interested in

Best Way Inn Madison
Indoor pool, pool loungers

Best Way Inn Madison

2.5 star property
6.8 out of 10, (450)
"Our TV was broken on arrival and they immediately replaced it even though it was getting late. Great attitudes of the staff."
The price is AU$119
includes taxes & fees
4 Dec - 5 Dec
Best Way Inn Madison
Hampton Inn Seymour
Reception

Hampton Inn Seymour

2.5 star property
9.4 out of 10, Exceptional, (735)
"Very clean, the breakfast was meticulously cared for. Staff was great. "
The price is AU$211
includes taxes & fees
4 Dec - 5 Dec
Hampton Inn Seymour
Comfort Inn
Exterior

Comfort Inn

2.5 star property
8.8 out of 10, Excellent, (546)
"Room was very clean and comfortable "
The price is AU$145
includes taxes & fees
12 Dec - 13 Dec
Comfort Inn
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Frequently asked questions

Can I find holiday rentals in Dupont?

Yes, there are holiday rentals close to the most popular sights in Dupont, or you can select a more secluded option if you're looking for a relaxing stay.

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

Peaceful getaway centrally located just min. from Madison and Belterra casino.: This holiday home rental outside of Dupont is located in a rural location, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

What’s there to see and do in Dupont?

Explore the area and family-friendly sights such as Madison Railroad Station Museum, or get out into nature at a spot like Clifty Falls State Park. In the wider area, you’ll find Muscatatuck Urban Training Center and Lanier Mansion.

What’s a holiday rental in Dupont like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Dupont. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for family trips.