Southeastern Indiana Vacation Rentals

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Browse Select Southeastern Indiana Vacation Homes

Family/Pet-Friendly Riverside Home w/Amazing Views
9.0 out of 10, Wonderful, (16)
"Right on the river, great view. Convenient to the city, about 20 minutes. Front porch(first impression) needs some work…. Lots of empty boxes, used AC filters, and ant bait sprinkled everywhere. Door hinges also broken. An easy cleanup to prevent a bad first impression. Comfy beds, clean interior rooms. Just needs some TLC on the outside. Would stay there again though. "
Family/Pet-Friendly Riverside Home w/Amazing Views
The Luxe! 3 bedroom 1 bath
9.6 out of 10, Exceptional, (5)
"Excellent communication with home manager. Super clean. TV's in 2 of 3 bedrooms, plus a TV in living room. Baby rabbits in the back while we were there. Very nice house, updated."
The Luxe! 3 bedroom 1 bath
Grand Fireplace at the Heart of the Home! Updates Galore, but lots of Old Charm!
10.0 out of 10, Exceptional, (15)
"This space really exceeded expectations. It was much larger than I was expecting and was situated in a quiet neighborhood near downtown. Gaining access to the home was easy and communicated well by the host. I would certainly consider rebooking this space on a return visit to Madison."
The price is CA $187
CA $367 total
includes taxes & fees
Oct 13 - Oct 14
Grand Fireplace at the Heart of the Home! Updates Galore, but lots of Old Charm!
Historic Home! Walking Distance to Shops, Restaurants, Events, & Ohio River
10.0 out of 10, Exceptional, (19)
"This was the perfect place for my wedding party to get ready! Located just minutes from amenities and our venue. Well kept and very lovely. "
The price is CA $160
CA $332 total
includes taxes & fees
Oct 13 - Oct 14
Historic Home! Walking Distance to Shops, Restaurants, Events, & Ohio River
River Views from Every Room! Clean, Newly Remodeled, Full Kitchen
9.8 out of 10, Exceptional, (55)
"The property is an easy drive to Downtown Madison and Clifty Falls! The views from unaide the housr are awesome to watch the barges and ships on the river. Communication with the owner was fantastic! Just becareful pulling out of the driveway... people speed around the bend."
River Views from Every Room! Clean, Newly Remodeled, Full Kitchen
The Curated Chateau—Minutes from Louisville
9.8 out of 10, Exceptional, (17)
"Wonderful stay and location! A walk away from several restaurants and near a barber if you’d like a haircut!"
The price is CA $178
CA $401 total
includes taxes & fees
Oct 21 - Oct 22
The Curated Chateau—Minutes from Louisville
3 Bed, 3 Bath Loft in Downtown Louisville! Amazing River Views! Private Deck!
10.0 out of 10, Exceptional, (46)
"A great stay. Clean. Close to a lot of activities and restaurants. "
3 Bed, 3 Bath Loft in Downtown Louisville! Amazing River Views! Private Deck!
6BD - Riverfront Home w/ Gorgeous Views
9.2 out of 10, Wonderful, (21)
"This home was so Amazing. Most of the windows in the house face the water. Loved having the two livingroom areas. Kids in one and adults in the other. Love the fact that there were bedrooms on the first floor for those who had hard time with stairs. Nick was Awesome. He answered all my questions and was very accommodating. My Family and I definitely recommend this home. Amazing and qu"
The price is CA $323
CA $761 total
includes taxes & fees
Sep 30 - Oct 1
6BD - Riverfront Home w/ Gorgeous Views
NEW! Riverside Retreat - Boats & Pets Welcome!
10.0 out of 10, Exceptional, (9)
"Very clean and comfortable"
NEW! Riverside Retreat - Boats & Pets Welcome!
Relaxing Country Getaway
9.6 out of 10, Exceptional, (23)
"The property was so comfortable and secluded, it was perfect. I would definitely recommend."
Relaxing Country Getaway
DerbyDeluxe: Sunny & Modern, Near Derby
10.0 out of 10, Exceptional, (15)
"We loved how clean this place was! Also very quick walk to the river walk with a cup of coffee! Beautiful way to start the morning. "
DerbyDeluxe: Sunny & Modern, Near Derby
Red comfy cottage
10.0 out of 10, Exceptional, (68)
"Looking forward to a second stay!"
Red comfy cottage
Beautiful and spacious 3BR historic home centrally located in downtown, Madison.
10.0 out of 10, Exceptional, (35)
"Stayed 7 nights. Repeat Madison visitors for 30+ years. Loved the location in Historic District. Walking distance to almost everything. Very old and marginally clean. I’m picky. High sided claw foot tub with too small shower curtain was dangerous to enter and exit. It’s the only tub/shower in this rental. It was dirty. Needs safety bars on wall and maybe a step-stool. Needs hooks near sink for hand towels. Cleaners left no hand towels and only 2 bath towels out and we had to hunt them down....
Beautiful and spacious 3BR historic home centrally located in downtown, Madison.
DerbyGrove: Newly Renovated & Near Derby
9.8 out of 10, Exceptional, (16)
"We just had a relaxing week staying here at this beautiful home. It sits across from a park and is very peaceful. We enjoyed it very much!"
DerbyGrove: Newly Renovated & Near Derby
The Wadsworth in National Historic District of Madison, Indiana.
10.0 out of 10, Exceptional, (26)
"Quick getaway for 4 sisters (from Cincinnati) and the home was the perfect setting! So clean and newly renovated- great soothing color scheme and decorations makes it feel like you’re at home. Very well stocked (coffee and toiletries) and lots of info on Madison with things to do. Hosts are very responsive. Nice location - walkable to town and to river walk - with outdoor seating on front and back porches. Definitely will visit again! "
The Wadsworth in National Historic District of Madison, Indiana.
Toliver Guest House, Premier location on Main Street! Newly remodeled-spacious.
10.0 out of 10, Exceptional, (49)
"Super cute, clean, and close to everything! "
Toliver Guest House, Premier location on Main Street! Newly remodeled-spacious.
Jefferson Vacation Rental: 7 Mi to Louisville!
9.0 out of 10, Wonderful, (2)
Jefferson Vacation Rental: 7 Mi to Louisville!
Jeffersonville Home: Walk to Ohio River Boat Ramp
9.4 out of 10, Exceptional, (6)
"Everything was great except for the couch was sucken in couldnt enjoy the living area and we couldnt go fishing because of private property and someone at your company said we could..."
Jeffersonville Home: Walk to Ohio River Boat Ramp
The Nature House is a perfect mix of charm and location!
10.0 out of 10, Exceptional, (22)
"The house was clean, house is in a good location, check in and check out was easy, "
The Nature House is a perfect mix of charm and location!
Urban Sophistication Mid Century - Farm Home
10.0 out of 10, Exceptional, (7)
"This home is fabulous. The layout/decor was great for our group. Location was central to everything we needed. Very comfortable and nice home in a nice neighborhood. Lacks nothing. Hope to be back soon. Communication was awesome. Had no issues. "
Urban Sophistication Mid Century - Farm Home
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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 property types in Southeastern Indiana

The Villas at French Lick Springs
3.0 star property
8.8 out of 10, Excellent, (158)
"Very Quiet. Peaceful"
The Villas at French Lick Springs
Stellar Suites
4.5 star property
9.6 out of 10, Exceptional, (83)
"My room was amazing with all the amenities for an extended stay. If I make it bake to Louisville I will for sure stay there again."
The price is CA $187
CA $287 total
includes taxes & fees
Oct 22 - Oct 23
Stellar Suites
Hancock House
3.0 star property
8.0 out of 10, Very good, (181)
"This property was fantastic, especially for the price. I came for a festival so most places were charging a lot more and weren’t half as nice or spacious. Nulu is also just around the corner and offers several great places to eat and shop. This is a hidden gem. I would highly recommend staying here. "
The price is CA $103
CA $120 total
includes taxes & fees
Oct 7 - Oct 8
Hancock House
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.