Vacation rentals in Henderson

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Top-rated vacation rentals in Henderson

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

Guest favorite

Farm stay in Cannelton

4.98 out of 5 average rating, 46 reviews

Beech Hall Corner

CathyRating, 5 stars4 days ago
Have stayed here several times. Will definitely stay here again.
Guest favorite

Home in Newburgh

4.96 out of 5 average rating, 140 reviews

The Cottage on W Main

MeghanRating, 5 stars1 month ago
Spent the holidays here with our family. We had two little ones and this place had everything we needed to make us comfortable and able to enjoy. Loved all the amenities!! Walkable to all the downtown shops. Perfect cozy space with plenty of room. Nice fenced in yard to enjoy as well. We will be back. Thank You!!
Guest favorite

Cottage in Owensboro

4.98 out of 5 average rating, 124 reviews

The Woodford Retreat Cottage

ChrisRating, 5 stars3 days ago
This home was absolutely beautiful, much more room on the inside then what it would look like. walking distance to nice park that the kids loved. Well maintained house. My family and I loved this place and will absolutely be back. Thank you for allowing us to stay at your home.
Guest favorite

Townhouse in Newburgh

4.94 out of 5 average rating, 31 reviews

Quiet home on the water downstairs duplex A

MaryRating, 5 stars2 months ago
Kaci and Chuck’s place is exactly what we needed for the week we visited family. The location was perfect and we really enjoyed how peaceful it was. We even brought our chihuahua and she loved it! It felt like a French lakeside cottage, very clean and well stocked for everything we needed. We’ve found a home away from home for when we visit family and will be back!
Guest favorite

Home in Owensboro

4.96 out of 5 average rating, 112 reviews

The Cozy Cottage

MissyRating, 5 stars1 week ago
Benita was so helpful and communicative - and The Cozy Cottage lived up to its name! The space was so comfy, clean and cute as could be! I would 100% stay there again! If it wasn’t so frigid when I visited, I would have walked the block to the river; I plan to do that next time. Great, peaceful, relaxing stay!
Guest favorite

Cottage in Huntingburg

4.86 out of 5 average rating, 212 reviews

Lakeside Cottage Getaway Fishing, Hiking, Relaxing

AliciaRating, 5 stars3 days ago
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 Madisonville

4.92 out of 5 average rating, 26 reviews

Lake View, rm for 6, weekly & monthly discounts!

HeatherRating, 5 stars1 month ago
We absolutely loved this home!! It is beautifully located near the park. Our home had water damage and we were displaced during the holidays. Our children were bummed about not being home for Christmas. We arrived at the home and it was decorated for Christmas! Our kids were ecstatic! We felt at home and the host was amazing! It was the best experience we could have ever imagined. Grateful for this Airbnb find!! Amazing experience!
Guest favorite

Home in Owensboro

4.94 out of 5 average rating, 139 reviews

Cottage by the River & Convention Center

BernadineRating, 5 stars3 months ago
Beautiful & cozy place to relax in. Very cute house & the amenities were nice. I would definitely stay here again. Thank you, Bettie!!
Superhost

Cabin in Falls of Rough

4.86 out of 5 average rating, 105 reviews

Waterfront Cabin with Hot Tub

ColbyRating, 5 stars2 weeks ago
I loved it most definitely will be back in the spring to enjoy to nature
Guest favorite

Cottage in Newburgh

4.97 out of 5 average rating, 323 reviews

Boho Burgh Cottage with full kitchen/clawfoot tub

RachelRating, 5 stars2 weeks ago
Wonderful stay and amazing host! Very accommodating and helpful. We booked last minute and Leslie went out of her way to help us, very grateful and would recommend 100%
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.
Guest favorite

Home in Mount Vernon

4.89 out of 5 average rating, 108 reviews

Home in the woods

MadisonRating, 5 stars3 months ago
I got ready at this place for my wedding with my bridesmaids and it was absolutely perfect! The host was so nice and the place was clean! Very easy check in as well. The place is very private and secluded which is also a plus! Would definitely recommend:)

Popular amenities for Henderson vacation rentals

Stay near Henderson's top sights

John James Audubon State Park15 locals recommend
Hometown Roots6 locals recommend
Metzger's Tavern3 locals recommend

Other great vacation rentals in Henderson

Guest favorite

Home in Owensboro

4.94 out of 5 average rating, 48 reviews

A cozy place that helps you feel right at home.

JudeRating, 5 stars1 month ago
Patty's house was so great for our family during the holidays. The house was really large... there were several places to relax, work, and spread out. Beds were comfortable and we cooked a lot in the spacious kitchen. We were able to host a family meal for my in-laws who live locally, and the kids had a great time with all the games. The house was decorated really sweetly for Christmas. We enjoyed our time. We'll definitely look for this house the next time we return to Owensboro.
Guest favorite

Vacation home in Owensboro

4.92 out of 5 average rating, 112 reviews

The little big cozy house

JennyRating, 5 stars1 week ago
Francisco's home was exactly what my family needed. We were all from out of state travelling for a sad reason. Two of us driving long distance and two flying. The check-in was extremely easy and smooth. The home was very quiet, clean and cozy. There were no worries about anything and it was huge relief! I would definitely recommend this space to anyone.
Guest favorite

Home in Beaver Dam

4.98 out of 5 average rating, 65 reviews

Rise and Shine on Main

EricaRating, 5 stars1 week ago
We had a great stay. The house is spotless, the host was great to work with and we will definitely stay here again.
Guest favorite

Home in Evansville

4.88 out of 5 average rating, 25 reviews

City Cottage

IrisRating, 5 stars5 months ago
Cute little house. Very clean. Close to the car show. Will stay again. Thanks for letting us stay at your home.
Guest favorite

Home in Madisonville

4.98 out of 5 average rating, 51 reviews

Whippoorwill Farmhouse

KimberlyRating, 5 stars4 weeks ago
We got Harold an Brenda’s rental for extra accommodations around the New Year for a family gathering. Everything was Great! The host was very helpful and responsive! Definitely would book the rental again! Thank you Harold and Brenda!
Guest favorite

Cabin in Henderson

4.97 out of 5 average rating, 31 reviews

Lakeside Log Cabin: Venue • Hunting • Fishing

BenRating, 5 stars5 months ago
Very clean and relaxing place for a quiet getaway. We were 12 people for a family weekend. The grandkids had a good time fishing and playing outside. Some of the adults enjoyed kayaking. The kitchen is big and well equipped for 12. The cabin decor is interesting, and even the kids commented on several items. We had a family corn hole tournament which was probably the best fun for everyone.
Guest favorite

Home in Evansville

5 out of 5 average rating, 6 reviews

Huge Home for Everyone!

Sonny_golden@Yahoo.ComRating, 5 stars3 weeks ago
We had a great stay. The house provided plenty of space for our family of 10 adults and 2 children to celebrate our Christmas.
Superhost

Home in Newburgh

4.91 out of 5 average rating, 22 reviews

Modern Renovated Ranch 3 BDRM + HOT TUB

ScottRating, 5 stars6 months ago
Great house, would reccomend. No issues.

Quick stats about vacation rentals in Henderson

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ110 before taxes and fees

  • Total number of reviews

    310 reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

Destinations to explore

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  2. United States
  3. Kentucky
  4. Henderson County
  5. Henderson