Vacation rentals in Owensboro

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Popular amenities for Owensboro vacation rentals

Stay near Owensboro's top sights

Moonlite Bar-B-Q Inn18 locals recommend
Bluegrass Music Hall of Fame & Museum17 locals recommend
Spirits at The Miller House9 locals recommend
O.Z. Tyler Distillery9 locals recommend
The Famous Bistro8 locals recommend
Old Hickory Bar-B-Que8 locals recommend

Dog friendly vacation rentals in Owensboro

Top guest favorite
The charming front porch is visible, featuring two red rocking chairs and a welcoming American flag. Lush green bushes frame the path leading up to the entrance, while a well-maintained yard provides a spacious outdoor feel. A bright blue sky complements the inviting atmosphere.
Home in Beaver Dam
4.95 out of 5 average rating, 301 reviews

Country Charm

KristyRating, 5 stars1 week ago
The house was above and beyond what was expected. All the rooms and beds were clean and very comfortable. The extra nightlights around the house was an excellent touch for climbing the stairs. The kitchen was well-equipped with everything we could need. Chris was very easy to communicate with. Check in and check out instructions were very clear.
Top guest favorite
A welcoming front porch features a spacious, light-colored seating arrangement consisting of a sofa and two chairs. The area is framed by decorative columns, providing a shaded retreat. Large windows in the background allow natural light to fill the space.
Home in Owensboro
4.93 out of 5 average rating, 113 reviews

This_is_HORSE_Country

AshleyRating, 5 stars1 month ago
Lovely stay, felt like staying at grandmas house. Loved the atmosphere. Very well equipped kitchen and air mattress was a plus.
Top guest favorite
A spacious fenced backyard is visible, featuring a manicured lawn and a shaded patio area. A dog house is positioned in the background. Various trees surround the yard, offering greenery and shade. The area is securely enclosed with a chain-link fence.
Home in Owensboro
4.98 out of 5 average rating, 45 reviews

Peaceful Stay | Relax & Unwind

LorriRating, 5 stars2 weeks ago
We loved staying here and the dogs loved it too! We will definitely stay here again. Amy was awesome to communicate with.
Superhost
A charming house is displayed with a gabled roof and a front porch featuring large windows. The entrance is marked by a modern door with multiple panels. The front yard is bordered by low shrubs, complemented by a blue sky in the background.
Home in Evansville
4.89 out of 5 average rating, 9 reviews

Pet and child’s friendly home!

TommyRating, 5 stars1 day ago
Neat little house, very pet friendly, very nice televisions and comfortable furniture.
Guest favorite
A spacious living area features a sleek fireplace with decorative accents, complemented by a ceiling fan. A flat-screen TV is mounted above the mantel, and artwork adorns the walls. Light wood flooring contributes to the inviting ambiance, with comfortable seating arranged for relaxation.
Apartment in Owensboro
4.89 out of 5 average rating, 100 reviews

My Old Kentucky Home: Downtown Stylish 1 Bedroom

SammiRating, 5 stars1 week ago
Logan was very responsive. Pictures were exactly as shown. Limited parking was the only downside.
Superhost
A guest suite is displayed with a comfortable queen bed adorned with a patchwork quilt. A small kitchenette is visible, featuring a mini fridge and microwave. A bathroom is partially shown, revealing a sink and toilet. Warm green walls create a cozy ambiance.
Guest suite in Evansville
4.81 out of 5 average rating, 240 reviews

Private Suite/Sleeps 3/Center Town/Pets OK!

StevenRating, 5 stars2 weeks ago
another great stay
Guest favorite
A spacious living area is featured, showcasing a comfortable sofa with decorative pillows and a wooden coffee table set on an ornate area rug. Ambient lighting is provided by a chandelier and lamps, while artwork adorns the wall and a fireplace adds a cozy focal point.
Vacation home in Evansville
4.95 out of 5 average rating, 155 reviews

Nugent House

CourtneyRating, 5 stars1 month ago
David's place was an absolute treat to stay at! Visiting family in town, it allowed the kids to be entertained! David made sure to be a phenomenal host and had snacks readily available to make you feel right at home. The sleeping arrangements were of an abundance, and the mattress quality was spectacular! We look forward to the many bookings we will acquire with in the near future!
Guest favorite
A wooden entrance is framed by a lattice structure, partially covered in snow. A small dog stands in the snowy area just outside the door, surrounded by a quiet winter scene.
Apartment in Evansville
4.88 out of 5 average rating, 249 reviews

Semper Fulgens: Historic Riverfront Home

VeronicaRating, 5 stars1 week ago
Peaceful, comfortable and convenient place to stay. We slept well and had a great stay! I wish we'd had more time here because we didn't get to relax in the lovely garden or explore the art and history museum that was within walking distance. Our host made sure we had anything we needed and checking was smooth. They also suggested where to park due to storms-very considerate hosts! Lots to do within walking distance!

Other great vacation rentals in Owensboro

Top guest favorite
A three-person hot tub is filled with clear water, revealing a smooth interior with multiple jets. The relaxing atmosphere is enhanced by softly rippling water reflecting light. A side control panel is visible, indicating functionality.
Home in Owensboro
4.95 out of 5 average rating, 40 reviews

Hill Ave home

ColbyRating, 5 stars5 days ago
Randy met us at the house and gave a thorough tour, as well as recommendations for places to eat. We were close to everything we wanted to do during our stay. The house was perfect for a weekend getaway for 2 couples.
Guest favorite
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 weeks 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.
Top guest favorite
A charming single-story home is depicted with a light pink exterior and a sloped gray roof. A paved driveway leads to a two-car garage, flanked by well-maintained shrubs and small trees. Blue skies and greenery enhance the welcoming appeal of the property.
Home in Beaver Dam
4.99 out of 5 average rating, 72 reviews

Rise and Shine on Main

RobertRating, 5 stars3 weeks ago
this is our second stay at Rise and Shine! it is the cleanest place you will ever stay. Mark and Beth are so easy to work with. they have been very cordial to us on both stays. we will continue to come back here every year. thanks Mark and Beth for a very beautiful place to stay away from our home.
Guest favorite
A living area is highlighted by a modern television mounted on a low white console, complemented by blue LED lighting. A faux fireplace sits beneath the TV, and a comfortable blue armchair adds a pop of color. A small table and decorative wall art complete the space.
Home in Evansville
4.88 out of 5 average rating, 25 reviews

City Cottage

IrisRating, 5 stars8 months ago
Cute little house. Very clean. Close to the car show. Will stay again. Thanks for letting us stay at your home.
Top guest favorite
A cozy fire pit area is set in an open green space, featuring two red Adirondack chairs arranged around a central fire pit. The surrounding landscape includes expansive fields and distant trees, creating a serene outdoor atmosphere.
Home in Madisonville
4.98 out of 5 average rating, 56 reviews

Whippoorwill Farmhouse

AmandaRating, 5 stars1 month ago
We had an amazing relaxing stay. The home was better than the photos. Very clean. Furniture, beds, everything was extremely comfortable. Host was very responsive and proactive. Absolutely recommend and will definitely be booking again for future visits with family in the area.
Guest favorite
A spacious wooden deck is illuminated by warm string lights, creating a welcoming atmosphere. Dining chairs are arranged around a modest table, with a grill and potted plants nearby. The backdrop features a cozy log cabin, enhancing the outdoor experience.
Cabin in Henderson
4.97 out of 5 average rating, 34 reviews

Lakeside Log Cabin: Venue • Hunting • Fishing

MelanieRating, 5 stars2 months ago
Stayed here for a winter work retreat with 12 people. Communication was good, had some Internet challenges upon arrival but the owner resolved that very quickly! It’s an old hunting lodge, so if you don’t mind being one with nature and need loads of space, this is your place! The listing is very accurate, so read carefully- lots of stink bugs and japanese beatles. Thank you for a great stay, it met our needs (and beds are very comfortable)!
Top guest favorite
Soft yellow string lights are displayed overhead in the outdoor space, illuminating a stone pathway and lush green grass. A wooden deck is visible in the foreground under evening sky, creating a relaxed atmosphere for outdoor activities.
Home in Newburgh
4.97 out of 5 average rating, 126 reviews

Little Monticello

LeslieRating, 5 stars3 weeks ago
I absolutely loved this space. Brenda’s home is beautiful, very very clean, and quaint. Loved visiting Newburgh. The town itself is spotless. A beautiful Riverwalk close by. I can’t wait to stay there again. Also, the bed in the master room was so comfortable. I can’t say enough wonderful things about the space.
Guest favorite
A covered patio with wooden beams provides a shaded area for outdoor relaxation. A seating arrangement is positioned around a central fire pit, surrounded by potted plants and greenery. A neatly maintained lawn extends around the patio, contributing to an inviting outdoor space.
Home in Evansville
5 out of 5 average rating, 10 reviews

Huge Home for Everyone!

JessicaRating, 5 stars1 week ago
We have stayed with Brian several times now when we are in the area. Absolutly love working with him and staying at this house of his. Super friendly, worked with the crew and I, kept line of communication open.

Quick stats about vacation rentals in Owensboro

  • Total rentals

    110 properties

  • Nightly prices starting at

    $40 before taxes and fees

  • Total number of reviews

    6.2K reviews

  • Family-friendly rentals

    80 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Owensboro?

    Yes! Work meets play with ease at over 60 vacation rentals in Owensboro featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in house rentals in Owensboro?

    Experience the best of Owensboro with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Owensboro?

    Four-legged friends are welcome in Owensboro. Choose from more than 50 vacation rentals for guests traveling with pets.

  • What are the most popular amenities for House Rentals in Owensboro?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with self check-in, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Owensboro have self check-in?

    Absolutely! We offer over 10 house rentals with self check-in in Owensboro. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Owensboro have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Owensboro. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

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  3. Kentucky
  4. Daviess County
  5. Owensboro