Vacation rentals in Orleans

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Top-rated vacation rentals in Orleans

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost

Home in Old Louisville

4.84 out of 5 average rating, 81 reviews

Exposition Center, Bourbon Trail, Downtown, & I65

JoshRating, 5 stars3 weeks ago

This home was just as described- clean, furnished, decorated. Adequate provisions in the kitchen (dishes, cookware) and bathrooms (towels, shampoo, body wash). Beds were very firm, which I like, but family members didn't. Master bedroom on the first floor with additional bedrooms upstairs was perfect. Teen kids had the upstairs to themselves. Loved the local decor- bourbon barrel table and stools, wall decor, large mural, wven the shower curtains. Confirming other reviews- area is noisy with interstate and plane traffic, back alley was dark, cluttered, and seemed unsafe, but we had no actual problems. Well worth the money.

Guest favorite

Loft in Central Business District

4.96 out of 5 average rating, 83 reviews

NuLu Loft 1885|Historic|Free Parking| KY Derby

RickRating, 5 stars1 month ago

I was in Louisville with my daughter’s family for Christmas and Volleyball Tournament. We had 5 people and it was perfect. Great Location. Excellent parking arrangements. We had a code box which the battery went dead. Within a minute we had a response and an alternate way to get in. Perfect!! My grandsons are 13 and 6 we went to Louisville Slugger, Ali, Kentucky Derby and Frazier Museums. 3 different generations and we all found value and had fun Strongly recommend a trip to Louisville and if it fits your family this is a fantastic place to stay It is on second level so if steps are a concern…

Guest favorite

Cabin in French Lick

4.98 out of 5 average rating, 177 reviews

Warm up @ Southern Grace Cabin - cozy and private!

JeffRating, 5 stars4 weeks ago

We love love love this place! Been there five times now and love spending Christmas away from all the bustle of things. Me and my daughters love the hot tub especially in the winter and we got lucky this time it was nice enough to have a fire! We will definitely be back!

Guest favorite

Cottage in Hardinsburg

5 out of 5 average rating, 47 reviews

Quiet Country Oasis with Hot Tub

AngieRating, 5 stars6 days ago

Trent and April have the most amazing house with beautiful surroundings! We took our children grandchildren for a ski trip to Paoli and this was the perfect size and location! The house is stocked with everything you need and more! Don’t pass this one up! You won’t regret it! Our plan is to visit in the fall! I’m sure it will be absolutely beautiful! We will definitely try out the hot tub next time! Thank you for an amazing stay! ❄️⛷️❄️

Guest favorite

Cottage in Huntingburg

4.86 out of 5 average rating, 211 reviews

Lakeside Cottage Getaway Fishing, Hiking, Relaxing

AliciaRating, 5 starstoday

This is such a great find! The inside is beautiful, the bathroom is fantastic. The pond is right out the back door. we loved waking up and seeing the animals. the pictures don't do it justice. and how sweet to be invited onto someone's homestead like this. hope to stay again for longer.

Guest favorite

Home in Loogootee

4.86 out of 5 average rating, 88 reviews

Covel’s Cottage 3br easy checkin great location

BettyRating, 5 stars1 month ago

Our family very much appreciated the exceptionally clean and welcoming atmosphere this listing provided and Melba is very easy to communicate with which is a blessing . We had no problems while there but I am sure if we had, any concerns would have been taken care of promptly. We can definitely recommend the hostess and the cottage - thanks !

Guest favorite

Home in Mount Washington

5 out of 5 average rating, 14 reviews

Bourbon Trail Bungalow w/Hot Tub

StephanieRating, 5 stars2 months ago

This home was impeccably clean and so cute! Even better in person than the photos. It was well equipped for all the needs and was perfect for a mom-friend meetup with kids. We loved the semi private spacious yard, quiet almost zero traffic dead end street and the park behind it is amazing with 3 great playgrounds and paved walking path which helped get our kids energy out and was so easily accessible! There was a concert in the park during our stay so that was an added perk and the hot tub was great. We literally ate at home and kicked back with our kiddos and had such a great time. The hosts were also super responsive and friendly and we loved coming in to apples, bananas, snacks and drinks already stocked as an extra bonus. so kind!

Guest favorite

Cottage in Birdseye

4.95 out of 5 average rating, 101 reviews

Eagles Nest

MissyRating, 5 stars4 weeks ago

We booked the cabin to do Christmas with our adult children. Wes was very knowledgeable about the area, and accommodating with our pets. The cabin was well stocked and sat in a beautiful surrounding. It was an extremely peaceful trip with a short drive to French Lick for dinner and shopping. We will definitely be returning this year, hopefully in the fall when the trees are full of leaves.

Guest favorite

Home in Santa Claus

5 out of 5 average rating, 12 reviews

X Marks the Spot (Green)

MichelleRating, 5 stars5 months ago

Amy’s place was awesome! So close to Holiday World. It had everything you need to stay. Kitchen with plenty of dishes, pots & pans,bakeware, washer/dryer, nice bathroom with shampoo, conditioner and body wash. Not to mention a propane grill! We had a great time and will definitely stay here when we return to Santa Claus ,IN.

Vacation rentals for every style

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Popular amenities for Orleans vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Orleans

Superhost

Home in Sullivan

4.89 out of 5 average rating, 9 reviews

Country rental

ZacharyRating, 5 stars2 days ago

Nice place good location simple check in check out. Will be back.

Superhost

Home in New Albany

4.88 out of 5 average rating, 58 reviews

Modern Townhome on Mansion Row w/Pool Table

JuliaRating, 5 stars1 month ago

Great location and great space! The pool table, the huge projector screen, and the game table kept us occupied and the beds were super comfy. The view of the outdoors was amazing. We were lucky to wake up to the first snowy day of the season and it was just gorgeous. I communicated with them a couple times throughout our stay and they were always very responsive and helpful.

Guest favorite

Home in Louisville

5 out of 5 average rating, 7 reviews

Derby Oasis with Hot tub and King Bed

FernandoRating, 5 stars3 weeks ago

I’ll keep it short the home was great the Host was responsive and nice whenever we come back to visit family. This Host is at the top of our list for a 5 star stay away from Home

Guest favorite

Apartment in Bloomington

5 out of 5 average rating, 44 reviews

Walk-out Guest Suite/Apartment near IU

Marianne JRating, 5 stars1 month ago

Erin and Jim’s cozy basement unit is worth the time and money for our family. We wish we had sat in their beautiful backyard with the red leaves on either maple or oak trees, and our Wisconsin trees were bare at the end of November, although the temperature was in the low 30s! Thanks, Erin and Jim, for the opportunity.

Guest favorite

Apartment in Louisville

4.83 out of 5 average rating, 120 reviews

Highlands Harmony House - Near Cherokee Park

ScottRating, 5 stars1 month ago

Great location ... right in the middle of town and close to all the nightlife, yet on a secluded street, very quiet. I am a big fan of Victorian homes, this one has lots of character including a clawfoot tub. Very charming!

Guest favorite

Cabin in Nashville

5 out of 5 average rating, 20 reviews

BC Woods Cabin and Cottage, 4 BR

EmilyRating, 5 stars3 months ago

This was our second time staying at this property and we once again loved our stay. the cottage is modern and will appointed with two TV's and an accessible shower. the cabin is rustic in the best way, with a real wood fireplace and very comfortable beds. Our two families were both very comfortable for our stay and loved the peace and quiet. We got great use out of the fire pit and the beautiful grounds. Thanks so much for another stellar stay!

Guest favorite

Home in Bloomington

4.93 out of 5 average rating, 150 reviews

Spacious luxury

KarenRating, 5 stars2 months ago

We had a great stay in Michael’s home. Loved the spacious common areas (bigger than appears in photos), the live house plants and the backyard grilling area.

Guest favorite

Home in Jeffersonville

5 out of 5 average rating, 7 reviews

Amazing 2 units house mins to Louisville!

DarinRating, 5 stars2 weeks ago

The properties we rented exceeded our expectations. Up to date amenities, comfortable, clean and a nice neighborhood. Renee delivered good information and was very responsive. We had a great trip!

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Vacation rentals in Orleans

Top-rated vacation rentals in Orleans

Home in Old Louisville

Loft in Central Business District

Cabin in French Lick

Apartment in Bloomington

Cottage in Hardinsburg

Cottage in Huntingburg

Cottage in Paoli

Home in Loogootee

Home in Mount Washington

Cottage in Birdseye

Home in Santa Claus

Home in Loogootee

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Orleans vacation rentals

Other great vacation rentals in Orleans

Home in Sullivan

Home in New Albany

Home in Louisville

Apartment in Bloomington

Apartment in Louisville

Cabin in Nashville

Home in Bloomington

Home in Jeffersonville

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