House holiday rentals in Owensboro

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Popular amenities for house rentals in Owensboro

House rentals with a pool

Top guest favourite
Home in Ferdinand
5 out of 5 average rating, 12 reviews

Eagles Nest Plus/Eagle Adventures LLC

JuliaRating, 5 stars2 weeks ago
We absolutely loved our stay here! The kids enjoyed the pool and slide and we enjoyed sitting out on the patio. The amenities were amazing and the house is beautiful. Would definitely recommend staying here!
Guest favourite
Home in Evansville
4.83 out of 5 average rating, 18 reviews

Pool Is Open! Waterslide!Fun!Home Away From Home!

BeverlyRating, 5 stars11 months ago
Such a wonderful house! Host even left things in case you forgot anything. More than enough towels. Rooms were very large. Pool was very inviting with the slide and diving board! Also played a little basketball with the kids! We are already planning on when to come back. House was very nice! Had a great time!
Top guest favourite
Home in Owensboro
5 out of 5 average rating, 54 reviews

Blue Moon Cottage: Music Room, Inground Pool

BrittanyRating, 5 stars2 weeks ago
We absolutely LOVED this home!! It was very clean, spacious enough for six people and it was in a great location. We all often struggle to feel at home but instantly it felt like home to us. If we are ever needing a place in this area again, we will 100% be hoping this home is available again. The host was also very responsive and seemed super sweet!
Home in Huntingburg
New place to stay

The Castle

DustyRating, 5 stars1 day ago
We came here to celebrate my birthday and my husband’s birthday. Between our family that came to celebrate us, we’ve stayed at over 50 Airbnb’s and I want to tell y’all right now, THIS WAS THE ABSOLUTE BEST AIRBNB ANY OF US HAVE EVER STAYED AT. I don’t honestly remember the last time I’ve received such hospitality and care. Nathan left us shocked time after time at the attention, the detail, the care, the everything he did to give a personal touch to make us feel special and seen. Wow. I don’t have the words to express how grateful I am for choosing this Airbnb to stay at. My family will never forget this experience. He restored our faith in humanity. There are still people who care about others and go above and beyond for a stranger. Nathan reminded my whole family of that. Thank you Nathan. Also, the house is DROP DEAD GORGEOUS!!! Me and my family were walking around and looking at everything and being amazed by everything!!! I won’t list it all here. You have to come see it.
Guest favourite
Home in Falls of Rough
4.96 out of 5 average rating, 28 reviews

ROUGH RIVER LAKE Hot Tub, Pool, Party Garage

CallieRating, 5 stars10 months ago
It was absolutely amazing!!. The place was so spacious. Plenty of towels and washcloths. The beds are very comfortable. Even the outside swing the pillows were absolutely amazing. Everything you could ask for this place has it. We had so much hanging out in the garage and playing games by the pool. The host was amazing. Fast responses and just so welcoming! Also the k cups for coffee was amazing and us girls were very thankful.
Top guest favourite
Home in Ferdinand
5 out of 5 average rating, 22 reviews

Eagles Nest (Eagle Adventures LLC)

DustinRating, 5 stars4 weeks ago
I wish I could write two reviews, because that's honestly how many stars Eagle Adventures deserves! The pictures did not do the home justice. The pool was amazing and the landscaping was immaculate. The host provided all the necessary items including things we didn't think of. The house had a warm cozy "home" feel. The home was beautifully decorated and spotless. Everything had its own place and was appropriately labeled. The host was responsive and courteous. There are some delightful fur friends that are sure to steal your heart. Overall, this was the best experience we have ever had in an Airbnb. If ever there was an award for Host of the Year, Karen would win it hands down.
Guest favourite
Home in Owensboro
4.86 out of 5 average rating, 14 reviews

Bluegrass Getaway

LaraRating, 5 stars4 days ago
Paradise tucked away in the city. Everything was clean and well maintained. The outdoor space was everything I hoped for and more!
Top guest favourite
Home in Owensboro
5 out of 5 average rating, 30 reviews

Hot Tub /Pool/Fire Pit & BBQ

JuliaRating, 5 stars2 weeks ago
Kelly and Jason are incredible hosts. So friendly and helpful. The house is decorated beautifully. Everything is top of the line. Bed Linens, towels, kitchen appliances, etc. And the backyard is awesome. The pool was immaculate, hot tub great. Lots of chairs, tables, a fire pit. We loved it. It is just like the pictures. The host are so thoughtful, if you have forgotten anything no worries, they have you covered. Will definitely stay again. Stayed with daughter her husband, son and his wife, 6 and 4 year old grand daughters and 4 week old grandson. Had more than enough room. They even had a pack n play. We stay in airbnb's everywhere we go and this is one of nicest we have stayed in. Thank you for making our family weekend a great one. Location is also great . Right off Fredrica and the bypass.

Weekly house rentals

Guest favourite
Home in Owensboro
4.94 out of 5 average rating, 50 reviews

A cozy place that helps you feel right at home.

HeatherRating, 5 stars2 months ago
The property was exceptionally clean and well-maintained, and Patty was incredibly responsive to all of our questions. We felt very comfortable and well-cared for during our stay.
Guest favourite
Home in Owensboro
4.9 out of 5 average rating, 92 reviews

The Bluegrass House

ScottRating, 5 stars3 weeks ago
Wonderful Hospitality. Big thanks to KEVIN
Top guest favourite
Home in Beaver Dam
4.99 out of 5 average rating, 79 reviews

Rise and Shine on Main

LynnRating, 5 stars1 day ago
I love this home! Girls night to go to show at The Dam. Everything in-house was perfect! Clean and comfortable! Beds comfortable. Thanks for bottled water and amenities. We will definitely stay again❤️
Top guest favourite
Home in Olaton
5 out of 5 average rating, 23 reviews

Cowbell Cottage farm stay

AmandaRating, 5 stars1 week ago
We absolutely LOVED our stay at the Cowbell Cottage! From the moment we arrived, our host Tracy went above and beyond to make us feel welcome – she was so kind and helpful. The cottage itself was spotless, beautifully decorated, and everything felt so fresh and new. The area is absolutely stunning and peaceful, yet just a quick 20-minute drive to the concert venue in Beaver Dam. The fresh eggs were such a sweet touch (and delicious – thank you, Tracy!), and let’s talk about those PILLOWS… hands down, the best sleep ever! Every detail of our stay was perfect. We can’t say enough great things about this little piece of paradise. We’ll absolutely be back!
Guest favourite
Home in Owensboro
4.94 out of 5 average rating, 33 reviews

house with king bed

PickyRating, 5 stars1 week ago
This Airbnb was exactly what we needed after a long day at a convention—quiet, cute, and in a neighborhood that felt safe and welcoming. The pictures matched perfectly, and it was super easy to get in. Everything we needed, including the convention center, was within 15 minutes. A great stay all around!
Top guest favourite
Home in Owensboro
5 out of 5 average rating, 19 reviews

Green River Getaway

JeffRating, 5 stars1 week ago
Beautiful updated home! Had high end appliances, tastefully decorated and very clean and comfortable. Beds were super comfortable! Loved the great water pressure.Enjoyed the big screen tvs. Outside was very manicured. Enjoyed the big covered porch as it rained a lot. Big dock and fire pits with wood our favorite Saw an eagle salamanders and a toad. Thanks so much for having us! God bless! Jeff and Mike
Top guest favourite
Home in Owensboro
5 out of 5 average rating, 25 reviews

Heartland Hideaway

JoshuaRating, 5 stars1 week ago
2nd time staying at this location. Nice, private home. Perfect for my extended stay in Owensboro. I will stay here again in the future.
Guest favourite
Home in Owensboro
4.92 out of 5 average rating, 61 reviews

Quite and Cozy

BrandiRating, 5 stars3 weeks ago
Location was great Beds Very comfortable and plenty of room We felt right at home We will be back again to stay Thank you for helping to make use feel so welcome

Private house rentals

Top guest favourite
Home in Newburgh
4.97 out of 5 average rating, 37 reviews

The Newburgh Nest

MichelleRating, 5 stars1 week ago
Such a wonderful place in a great location for visiting the town of Newburgh and Holiday World! We loved being so close to a cute little down but also the ability to quickly jump on the highway to get to Holiday World. It was so clean and had everything we needed for a quick stay! Thanks for having us!
Superhost
Home in Owensboro
5 out of 5 average rating, 4 reviews

On Sale! Home Base East Side Hwy 54 with Garage

QuadeRating, 5 stars9 months ago
I stayed here for 2 months on a work trip, and loved my time at the house. Amy and cohost Jenny are very responsive and quick to address any issues that arise. Beautiful property with plenty of space. All amenities the you could need!
Guest favourite
Home in Owensboro
5 out of 5 average rating, 20 reviews

The Farmhouse- 3 bedroom, 2 bath

AmyRating, 5 stars4 weeks ago
House was beautiful and comfortable, just what we needed for our stay. Clean and had all the amenities as well as extras (toiletries in the bathroom and coffee and snacks). Loved that it was out from town, though the immediate house next door made us second guess a bit but there were no issues. All in all 10/10 and we would stay again.
Guest favourite
Home in Richland
4.89 out of 5 average rating, 28 reviews

Secluded house on a farm retreat

KellyRating, 5 stars1 month ago
House was exactly as described. Very private with a fenced yard for dogs. Daniel was extremely communicative, answering messages within 15 minutes. Huge bowl of breakfast snacks and other goodies which was nice. Beds were super comfortable. A little bit outside of Owensboro , about 20 minutes, but if you enjoy a private country feel, dog friendly , comfortable, reasonable place you can’t beat this. Thank you , Daniel ! 🐾
Top guest favourite
Home in Webster County
5 out of 5 average rating, 18 reviews

Newly Listed! Secluded 3 BR house in the Woods!

MeganRating, 5 stars1 week ago
Thomas’s place is fantastic! A roomy stay, all the necessities provided, great hang space in a gorgeous finished basement and overall really well built home. Would recommend and hope to come back!!
Guest favourite
Home in Rockport
4.92 out of 5 average rating, 38 reviews

Near Holiday World & Owensboro, The Little House

JessicaRating, 5 stars5 days ago
We loved our stay at The Little House. The aesthetics of the house were beautiful! We also appreciated the nice, quiet neighborhood. This was the perfect place to come back to after long days at Holiday World!
Top guest favourite
Home in Henderson
5 out of 5 average rating, 23 reviews

Little House on the River

ShirleyRating, 5 stars2 weeks ago
I grew up in Henderson and was back for a high school class reunion and stayed here for 5 days. Growing up, several of my friends lived on this street and it is a safe and peaceful neighborhood. This was the perfect location and easy to get downtown Henderson! We enjoyed walking a few steps to the Ohio river, sitting on the benches there and watching the sunset. The bed was very comfortable, kitchen was fully stocked with pots/pans, plates and glasses and everything else needed. We will definitely stay here again!
Guest favourite
Home in Evansville
4.87 out of 5 average rating, 30 reviews

Game Room + Fire Pit + Yard Games & BBQ | Near UE

DanyelleRating, 5 stars2 weeks ago
Bobby was very responsive when we booked the house last minute. He made sure we were satisfied with everything. Emailed us to see if we needed anything else. Made us feel very welcome.

Quick stats about house rentals in Owensboro

  • Total rentals

    70 properties

  • Nightly prices starting at

    ₹5,182 before taxes and fees

  • Total number of reviews

    4.4K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Kentucky
  4. Daviess County
  5. Owensboro
  6. House rentals