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Top Holiday Rentals in New Madison

Our top choices for New Madison holiday rentals

Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!

9.8 out of 10, Exceptional, (192)
"We had a great stay! Ted was very communicative and thoughtful of our needs. The house fit our group perfectly and was so much fun. We enjoyed the games onsite and the indoor pool. We were able to visit and relax. A perfect weekend getaway! "
Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!

Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.

9.0 out of 10, Wonderful, (10)
"Nice, quiet, peaceful."
Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.

The Cedar Door Place

10.0 out of 10, Exceptional, (15)
"This is a great place to stay! Rural, yet conveniently close to town. "
The price is £138
includes taxes & fees
7 Sept - 8 Sept
The Cedar Door Place

Pet-Friendly Greenville Home w/ Private Yard

10.0 out of 10, Exceptional, (21)
"Enjoyed another great stay at this property! Clean, quiet and several thoughtful amenities."
Pet-Friendly Greenville Home w/ Private Yard

Miami Pearl: 3BR Themed Rooms-Game and Movie Room!

2.0 star property
10.0 out of 10, Exceptional, (26)
"We had an enjoyable stay! Great place for a small group of girls! "
The price is £230
includes taxes & fees
4 Sept - 5 Sept
Miami Pearl: 3BR Themed Rooms-Game and Movie Room!

Cumberland House - A Cozy Historical Stay

2.0 star property
Cumberland House - A Cozy Historical Stay

Charming 3-bedroom house with AC, WiFi in Greenville

8.0 out of 10, Very good, (3)
"Nice place good location. Would highly recommend to anyone."
The price is £185
includes taxes & fees
8 Sept - 9 Sept
Charming 3-bedroom house with AC, WiFi in Greenville

Charming Home! Prime Location! Dog-Friendly!

9.8 out of 10, Exceptional, (9)
"We are from Richmond originally and come back to visit family often. Definitely will be back. Great stay, great host, very accommodating, and clean. Highly recommend if you are in the area. "
The price is £249
includes taxes & fees
1 Sept - 2 Sept
Charming Home! Prime Location! Dog-Friendly!

Recently remodeled Colonial-style home with room for the whole family!

10.0 out of 10, Exceptional, (38)
"A very comfortable home for a family stay. The kitchen is well equipped for a family stay. Backyard fire pit is a plus for S’mores. Very quiet neighborhood. "
Recently remodeled Colonial-style home with room for the whole family!

Charming 3-bedroom house in tranquil Greenville with WiFi, AC, and game room.

2.0 star property
7.4 out of 10, Good, (3)
"This is a beautiful home with exceptional amenities. Is just about the closest home to the fairgrounds. Does need a gas grill.Thank you for letting us stay!!"
The price is £187
includes taxes & fees
1 Sept - 2 Sept
Charming 3-bedroom house in tranquil Greenville with WiFi, AC, and game room.

THE STARR LOFT- Earlham, IUEast, Historic District

9.4 out of 10, Exceptional, (32)
"Spacious, Unique property. Incredible location within the Starr Historic Distric of Richmond.Enjoyed the weekend exploring and 5 minutes from the Earlham College Campus."
THE STARR LOFT- Earlham, IUEast, Historic District

Charming 2-bedroom cabin in Lewisburg with privacy, WiFi, AC

9.8 out of 10, Exceptional, (9)
"Great spot in a nice area. Host was great! Look forward to coming back again someday! "
The price is £169
includes taxes & fees
9 Sept - 10 Sept
Charming 2-bedroom cabin in Lewisburg with privacy, WiFi, AC

Gem City Paradise

2.0 star property
8.4 out of 10, Very good, (8)
"we really enjoyed our stay beautiful property"
The price is £479
includes taxes & fees
1 Sept - 2 Sept
Gem City Paradise

* Cozy 2 bedroom home with 2 TV’s *

8.4 out of 10, Very good, (6)
"The owner was extremely accommodating and went above and beyond to make sure we had a great stay!"
The price is £152
includes taxes & fees
8 Sept - 9 Sept
* Cozy 2 bedroom home with 2 TV’s *

Boho Bungalow off Main-one block from Lovely Park

8.8 out of 10, Excellent, (10)
"Neighborhood a little blighted. Little house is a great piece of history. Very well maintained, appointed and loved. We were comfortable."
The price is £136
includes taxes & fees
31 Aug - 1 Sept
Boho Bungalow off Main-one block from Lovely Park

Pet-friendly Greenville Home w/ Private Yard

3.0 star property
Pet-friendly Greenville Home w/ Private Yard

The Red House

9.6 out of 10, Exceptional, (18)
"This was our 2nd stay at the red house while in town to visit family. Perfect location and space for our family of four. Friendly communication with the owner. Would happily stay again. Recommend!"
The Red House

Spacious House with Large yard and King-size bed

10.0 out of 10, Exceptional, (1)
"Amazing renovations. Tons of space. Thank you for the hospitality, we had a great time! And Thank You for the cookies! Kiddos loved them. "
The price is £389
includes taxes & fees
8 Sept - 9 Sept
Spacious House with Large yard and King-size bed

Westcott Mansion with Pickleball Court & Huge Gazebo

9.8 out of 10, Exceptional, (33)
"We had a nice time celebrating my sons graduation from Earlham college. There was plenty of room for everyone to have their own bedroom. Very unique property with very nice furnishings. A historic property. We had everything we needed for our stay. Definitely would recommend."
The price is £251
includes taxes & fees
1 Sept - 2 Sept
Westcott Mansion with Pickleball Court & Huge Gazebo

RARE FIND! Remodeled Ranch, near Airport

10.0 out of 10, Exceptional, (7)
"Nicely remodeled home with an huge back yard for the pups in a very quiet neighborhood. We were all impressed and really enjoyed our stay."
The price is £339
includes taxes & fees
7 Sept - 8 Sept
RARE FIND! Remodeled Ranch, near Airport
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 New Madison Hotel Reviews

Find out more about New Madison

Find out more about New Madison

Everything you need to know about New 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 New Madison holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 New Madison holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

New Madison holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in New 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 New 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 New Madison holiday rentals we have selected for you start as low as £136 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on New Madison rentals

At Expedia, we put the best New 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 New 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 New 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 New 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

Can I find a holiday rental in New Madison?

Yes, there are holiday rentals close to the most popular sights in New Madison, 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 New Madison has to offer?

Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!: This holiday home rental outside of New Madison is located in a rural location, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 10 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

What’s there to see and do in New Madison?

While exploring the area, visit family-friendly sights like Glenn Miller Park, or get outside and enjoy nature at Hayes Arboretum. Darke County Fairgrounds and Indiana University East are a couple of places you'll find in the wider area.

What are holiday rentals like in New Madison?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in New Madison. Holiday rentals offer extras such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you the experience 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 great choice for family trips.