New Madison Vacation Rentals

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Sep 19 - Sep 21
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Oct 31 - Nov 2
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Nov 28 - Nov 30
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Dec 26 - Dec 28

Vacation Rentals in New Madison

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

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

9.8 out of 10, Exceptional, (193)
"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.
Living area

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

9.0 out of 10, Wonderful, (11)
"Nice, quiet, peaceful."
Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.
The Cedar Door Place
Outdoor dining

The Cedar Door Place

10.0 out of 10, Exceptional, (15)
"This is a great place to stay! Rural, yet conveniently close to town. "
$174 nightly
The price is $182
Sep 7 - Sep 8
Total with taxes and fees
The Cedar Door Place
Boho Bungalow off Main-one block from Lovely Park
Interior

Boho Bungalow off Main-one block from Lovely Park

9.0 out of 10, Wonderful, (11)
"Neighborhood a little blighted. Little house is a great piece of history. Very well maintained, appointed and loved. We were comfortable."
$160 nightly
The price is $179
Sep 7 - Sep 8
Total with taxes and fees
Boho Bungalow off Main-one block from Lovely Park
Pet-Friendly Greenville Home w/ Private Yard
Fridge, microwave, stovetop, dishwasher

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
* Cozy 2 bedroom home with 2 TV’s *
TV, video games

* 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!"
$202 nightly
The price is $202
Sep 5 - Sep 6
Total with taxes and fees
* Cozy 2 bedroom home with 2 TV’s *
Miami Pearl: 3BR Themed Rooms-Game and Movie Room!
Game room

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! "
$320 nightly
The price is $320
Sep 21 - Sep 22
Total with taxes and fees
Miami Pearl: 3BR Themed Rooms-Game and Movie Room!
Cumberland House - A Cozy Historical Stay
House, 2 Bedrooms, Microwave | Living room

Cumberland House - A Cozy Historical Stay

2.0 star property
Cumberland House - A Cozy Historical Stay
Charming Home! Prime Location! Dog-Friendly!
Terrace/patio

Charming Home! Prime Location! Dog-Friendly!

9.8 out of 10, Exceptional, (10)
"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. "
$294 nightly
The price is $329
Sep 14 - Sep 15
Total with taxes and fees
Charming Home! Prime Location! Dog-Friendly!
Charming 3-bedroom house in tranquil Greenville with WiFi, AC, and game room.
Exterior

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!!"
$246 nightly
The price is $246
Sep 8 - Sep 9
Total with taxes and fees
Charming 3-bedroom house in tranquil Greenville with WiFi, AC, and game room.
THE STARR LOFT- Earlham, IUEast, Historic District
Interior

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
Property grounds

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! "
$222 nightly
The price is $222
Sep 9 - Sep 10
Total with taxes and fees
Charming 2-bedroom cabin in Lewisburg with privacy, WiFi, AC
Gem City Paradise
Outdoor pool, a heated pool

Gem City Paradise

2.0 star property
8.4 out of 10, Very Good, (8)
"we really enjoyed our stay beautiful property"
$584 nightly
The price is $584
Sep 8 - Sep 9
Total with taxes and fees
Gem City Paradise
Charming 3-bedroom house with AC, WiFi in Greenville
Property grounds

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."
$248 nightly
The price is $248
Sep 8 - Sep 9
Total with taxes and fees
Charming 3-bedroom house with AC, WiFi in Greenville
Spacious House with Large yard and King-size bed
Private kitchen

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. "
$490 nightly
The price is $513
Sep 8 - Sep 9
Total with taxes and fees
Spacious House with Large yard and King-size bed
Pet-friendly Greenville Home w/ Private Yard
House (3 Bedrooms) | Interior

Pet-friendly Greenville Home w/ Private Yard

3.0 star property
Pet-friendly Greenville Home w/ Private Yard
The Red House
Property grounds

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
Westcott Mansion with Pickleball Court & Huge Gazebo
8 bedrooms, WiFi, bed sheets

Westcott Mansion with Pickleball Court & Huge Gazebo

9.8 out of 10, Exceptional, (34)
"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."
$296 nightly
The price is $332
Sep 6 - Sep 7
Total with taxes and fees
Westcott Mansion with Pickleball Court & Huge Gazebo
Recently remodeled Colonial-style home with room for the whole family!
Exterior

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

10.0 out of 10, Exceptional, (39)
"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!
Leader Loft, Cozy and Quaint
1 bedroom, WiFi, bed sheets

Leader Loft, Cozy and Quaint

10.0 out of 10, Exceptional, (3)
"Very nice loft in a neat little town along old US 40, stayed overnight while doing the 127 yard sales."
$146 nightly
The price is $153
Sep 15 - Sep 16
Total with taxes and fees
Leader Loft, Cozy and Quaint
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the New Madison vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

New Madison vacation 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 low season months. For more hustle and bustle, you may prefer to visit New Madison in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $153 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on New Madison rentals

At Expedia, we put the best New Madison vacation 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 vacation.

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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in New Madison?

Yes, there are vacation rentals close to well known local attractions in New Madison, or you can select a secluded option if you're looking for relaxation.

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

Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!: Visitors like this New Madison vacation home rental. It is located in a rural location and has an indoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

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 Prairie Ridge Meadow. Darke County Fairgrounds and Indiana University East are a couple of places you'll find in the larger area.

What are vacation rentals like in New Madison?

Vacation rentals are privately owned accommodations you can book for several days or more in New Madison. Vacation rentals provide amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a family trip.