Holiday rentals with a patio in Owensboro

4.93 out of 5 average rating, 122 reviews

A modern living area features a brown leather sectional sofa complemented by a patterned area rug. A wooden coffee table sits at the center, surrounded by decorative pillows. Large windows allow natural light to fill the space, while artwork adorns the walls.

Home in Newburgh

Bourbon Escape

Bourbon Escape is located in the hospital district with-in minutes of everything Evansville and Newburgh has to offer. Centrally located between Newburgh and Evansville makes this property a great option regardless if you are visiting for work or play. We are 15 min from Deaconees Sports Park, Goebel Soccer Complex, and Ford Center. The Warrick Wellness Walking Trail is only 400ft away. This beautifully decorated home invites you to relax and enjoy a glass of bourbon or any beverage you choose.

4.96 out of 5 average rating, 164 reviews

A sliding door opens onto a spacious deck, framed by a wrought iron screen. Outdoor seating is positioned on the deck, facing a green yard and trees, allowing for a serene view of nature.

Loft in Hartford

Cozy One Bedroom Apartment in the Country

What was originally a hay loft has been converted into a country chic barn apartment. We would love to host you and your friends and family (including actual kids and fur kids) on our property. Children love collecting eggs from the chicken coop and everyone loves a short hike to the creek. We are only an hour from Mammoth Cave National Park and an hour from Holiday World in Santa Claus Indiana. The local community has charming little shops, several restaurants, and The Beaver Dam amphitheater.

4.97 out of 5 average rating, 158 reviews

The exterior of a renovated two-story home is featured, showcasing a distinct architectural design with exposed beams. Large windows allow natural light to enter, while a welcoming front door is framed by decorative lighting fixtures. A concrete pathway leads to the entrance.

Cottage in Owensboro

The Woodford Retreat Cottage

Take it easy at this unique getaway.. Completely renovated 2,000 sq ft home with a beautiful river view, 3 bedrooms, 2 family rooms, 2 full bathrooms, fully stocked kitchen. The back yard is fenced with a deck, patio table and glider. This property is located a few blocks from the Owensboro Convention Center, Bluegrass museum, and multiple downtown restaurants. This property adjoins English park. Excellent rental for a weekend of downtown adventures or just enjoying the river view.

An open concept living area features a plush gray sofa with accent pillows, complemented by a modern coffee table on a textured area rug. The kitchen area includes wooden cabinets and bar seating, while natural light brightens the space through a nearby window.

5 out of 5 average rating, 180 reviews

4bed3BR Near Conv Ctr/Fisher Pk/30to HolidayWorld

METICULOUSLY CLEAN, updated 3 bedroom home, 4 beds each with tv, private Home is 3 miles from Convention center, River Park Center, Bluegrass Museum, Science Museum, Botanical Garden. It’s also minutes from baseball fields (Fischer) 30 min to Holiday world, private and fenced backyard with lighted patio. Home is well stocked with ALL you may need! If the home is empty previous night, early check in, no charge! - Wifi - Roku TV in all bedrooms - Washer and Dryer - Stocked kitchen.

A spacious living area features a large flat-screen television mounted on a dark wall. Two light gray sofas are arranged around a round coffee table on a textured rug. Soft lighting from two side tables complements the warm wooden flooring.

4.99 out of 5 average rating, 173 reviews

Midtown Cottage- Self Check-In & Centrally Located

Enjoy your stay in Owensboro, KY in this cozy, warmly decorated home! This home is centrally located to everything Owensboro has to offer, a short drive from downtown and the award winning riverfront. Wifi and parking are included. Enjoy a stylish experience at this centrally-located home. You will enjoy relaxing either in the home or the lovely backyard space. Whether you are in town for work or play indulge in the comfort and tranquility of this modern house.

A historic brick building stands on a cobblestone street, framed by mature trees and shrubs. The entrance features a set of stairs leading to double doors adorned with decorative glass. A lamppost adds charm to the inviting outdoor space.

4.95 out of 5 average rating, 231 reviews

Victorian 1 Bedroom Guesthouse Apt on 1st Street

This one-bedroom / one-bathroom apartment features high ceilings and exposed brick and is attached to your host’s home - a Victorian townhouse on one of Evansville’s historic cobblestone streets. Enjoy easy self-check-in and a location that is centrally located near the Ohio River, Downtown Evansville, and Haynie’s Corner neighborhoods. The Ford Center, Bally’s Casino, and many of Evansville’s best restaurants and bars are all a short walk away.

An aerial view of the inground pool, showcasing its vibrant blue water surrounded by a spacious patio. The area includes landscaped greenery, a wooden bench, and a shaded umbrella, inviting relaxation in a serene outdoor environment.

4.99 out of 5 average rating, 69 reviews

Blue Moon Cottage: Music Room, Inground Pool

Welcome to Blue Moon Cottage, a charming home nestled in the heart of Owensboro, that offers a lovely blend of vintage allure and modern comfort. Built in 1935 and recently remodeled, this historic home exudes both character and contemporary elegance. Relax by the pool or cozy outdoor seating area, or indulge in the beautifully decorated interiors which includes a room dedicated to bluegrass music, a musical genre that originated in this area.

Holiday home in Owensboro

A spacious kitchen features wooden cabinets and a granite countertop island. Four wooden dining chairs surround a rectangular table. A door leads outside, and natural light enters through two windows dressed with light curtains.

4.9 out of 5 average rating, 148 reviews

The little big cozy house

The little big cozy house offers you a place where you can relax and feel at home. a spacious kitchen with all the necessary elements such as The 3 bedrooms ,that invite you to rest with very suitable beds For you to spend a magnificent and comfortable night. The patio is a space where you can enjoy a grill surrounded by family or friends. This house is an excellent location that gives you quick access to any part of owensboro.

4.84 out of 5 average rating, 163 reviews

The Bluegrass Barbie

Welcome to Owensboro, KY home to the ONLY Bluegrass Museum Hall of Fame on PLANET EARTH! Minutes away from Owensboro Convention Center, ALL sports facilities, world class dining, & one of the MOST UNIQUE stays in Owensboro, KY! Great home to stay at for sports tournaments, visiting family, visiting Holiday World, or just a weekend away! And don't forget to check out The Green River Distillery!

4.98 out of 5 average rating, 346 reviews

The exterior of a two-story building is showcased, featuring a red metal roof and a balcony with black chairs. A sign hangs above the entrance, while the river and sunset are visible in the background. A pathway runs alongside the building, with parked cars lining the street.

Loft in Newburgh

Riverfront Loft Above Honey Moon Coffee Shop

Located right on the riverfront in downtown Newburgh. Perfect access for walking, hiking, running, or bike riding on the popular riverfront trail. With epic views of the Ohio River including a 2nd story balcony view of beautiful sunrises and sunsets, our stylish loft apartment is located directly over Honey Moon Coffee shop. 2 complimentary drip coffees are included with your stay.

A light-filled living area features a soft gray sofa adorned with textured cushions. A coffee table sits nearby on a patterned area rug, while a plush bean bag offers additional seating. Windows allow natural light to brighten the space, enhancing its inviting feel.

4.99 out of 5 average rating, 144 reviews

Newly renovated- 2.5 mi to Downtown Riverfront

The City House is a renovated 4 bed / 2.5 bath home in the heart of Owensboro. The convenient location makes it easy to get to restaurants, shopping, parks, downtown or sporting events. In less than 10 minutes, you can enjoy just about everything Owensboro has to offer whether it’s barbecue, bourbon or Bluegrass! We are also 40 minutes from Holiday World.

Holiday home in Evansville

An indoor pool area features a long, narrow pool, surrounded by large windows that allow natural light to fill the space. The tiled floor is complemented by potted plants, and wicker chairs with cushions are arranged nearby for seating.

4.94 out of 5 average rating, 193 reviews

Nugent House

It's rare to find a place that's both historic and one-of-a-kind. Whole house to enjoy in downtown Evansville Indiana. Walking distance to arts district , bars , restaurants, casino , ford center , Evansville museum, Evansville riverfront and much more.,, Home was built in 1915 as a mansion by the Nugent family. No lifeguard on duty, swim at your own risk

Popular amenities for Owensboro Holiday Houses with Outdoor Verandahs

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

Apartment in Downtown Evansville

A modern kitchen features wooden cabinetry with under-cabinet lighting. Stainless steel appliances, including a gas stove and refrigerator, are present. A central island with seating for two adds functionality, while hardwood flooring complements the space. Ductwork is visible along the ceiling.

4.89 out of 5 average rating, 18 reviews

Studio with a View

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

4.84 out of 5 average rating, 118 reviews

My Old Kentucky Home: Downtown Stylish 1 Bedroom

Apartment in Madisonville

A spacious kitchen area features a granite countertop with three metal stools. A refrigerator and stove are visible, along with various kitchen appliances. The room is accented by exposed brick, and light from a window brightens the space.

5 out of 5 average rating, 3 reviews

Darwin's Condo

A spacious bedroom features a large four-poster bed draped in white linens. Light enters through two shaded windows, illuminating a wooden wardrobe in the corner. A bedside lamp adds a touch of warmth to the inviting space.

4.83 out of 5 average rating, 40 reviews

Charming Unit in Historic District Area

A cozy living area features a light gray sofa adorned with patterned pillows and a striped throw. A dark ottoman sits nearby, and a low shelving unit displays small potted plants. Soft light emanates from a side lamp, highlighting adjacent artwork on the wall.

4.97 out of 5 average rating, 30 reviews

Contemporary within Historic

4.99 out of 5 average rating, 74 reviews

A spacious deck features a table and several chairs, providing an ideal space for outdoor dining. Lush trees frame the view of the Ohio River in the background, where calm waters reflect the sky. The setting offers a serene environment for relaxation.

Apartment in Owensboro

River House Suite

A spacious living area features a mix of seating options, including a green sofa and comfortable chairs, with large windows allowing abundant natural light. A cozy bedroom showcases a plush bed adorned with decorative pillows. The modern kitchen is equipped with stainless steel appliances and essential cookware. An aerial view reveals the vibrant neighborhood filled with greenery and urban buildings.

4.86 out of 5 average rating, 14 reviews

1 bd/1ba Apt near Haynies Corner

4.83 out of 5 average rating, 29 reviews

A modern kitchen space is shown with sleek black countertops and white cabinetry. Open shelving displays dishware and glassware. A stainless steel stove and coffee maker are visible. Natural light brightens the room, with a lightly textured area rug placed underfoot.

Apartment in Owensboro

River City Studio

Holiday House Rentals with a Verandah

4.96 out of 5 average rating, 93 reviews

A welcoming living area features a comfortable sectional sofa adorned with decorative pillows. A sleek coffee table occupies the center, while a modern television is positioned across from the seating. Soft lighting is provided by a ceiling fan, and large windows dressed in dark curtains allow natural light.

Home in Evansville

House Near U of Evansville and Ford Center

5 out of 5 average rating, 16 reviews

A charming, single-story home features a light brick exterior with a steeply pitched roof. Grassy landscaping surrounds the property, complemented by well-maintained shrubs. A two-car garage is situated on the left side, and welcoming front steps lead to an entry adorned by a decorative awning.

Home in Beaver Dam

Rise and Shine on Main

5 out of 5 average rating, 4 reviews

A charming one-bedroom house features a covered porch and is situated beside a detached garage. The surrounding area is adorned with mature trees and a gravel driveway, creating a serene and inviting outdoor space.

Home in Robards

Country Retreat House w/ Garage

A spacious living area features a combination of elegant furnishings, including a vintage sofa and armchairs. A crystal chandelier hangs from the ceiling, casting light over decorative elements. Large windows allow natural light to fill the room, enhancing the intricate woodwork and design.

4.87 out of 5 average rating, 39 reviews

TheeHeirloom+Historic Venue&Home

5 out of 5 average rating, 7 reviews

Home in Newburgh

Travelers Dream B - Evansville & Rivertown Trail

4.98 out of 5 average rating, 54 reviews

A cozy living area features a brown sofa and two armchairs, arranged around a low coffee table on a large area rug. Large windows are draped with dark curtains, allowing natural light to brighten the space, complemented by a standing lamp and decorative artwork.

Home in Evansville

Northside newly updated, 2 beds!

4.83 out of 5 average rating, 6 reviews

A well-lit living room features a gray sectional sofa and a yellow armchair. A round coffee table sits in front of the seating area. Large windows allow natural light, while curtains frame the views. A fireplace adds warmth to the space, complemented by decorative accents.

Home in University South

3 Blocks from the University of Evansville

4.97 out of 5 average rating, 63 reviews

A charming blue cottage is depicted, featuring a covered entryway and multiple awnings. Lush greenery surrounds the home, while a concrete pathway leads toward the entrance. A neighboring white building is visible in the background, set against a clear blue sky.

Home in Beaver Dam

The Bluegrass Cottage, Downtown Beaver Dam, KY

Holiday condos with a patio

A cozy living area is showcased with a dark gray couch adorned with several plush pillows. A small marble and wood coffee table sits on a decorative rug, complemented by a stylish accent chair. Natural light enters through draped windows, enhancing the space's comfort.

5 out of 5 average rating, 25 reviews

East Side Gem: 2BR Near Hospitals & Dining

Stylish and Comfy Condo with Balcony

The living area displays two gray sofas arranged around a soft area rug, with natural light streaming through large windows. A ceiling fan provides ventilation. The open kitchen, visible in the background, is equipped with modern appliances and a spacious countertop.

The Flats at Keystone | Luxury 2B/2B | Unit 4804

A serene bedroom is presented with a spacious bed dressed in crisp white linens. Two bedside lamps emit soft light, complementing the neutral color palette. A rug lies beneath the bed, and natural light filters through the blinds of the windows.

4.8 out of 5 average rating, 5 reviews

The Flats at Keystone | Luxury 2B/1B | Unit 6147

A spacious living area features a large gray sectional sofa, two accent chairs, and a round coffee table placed on a stylishly patterned rug. The open layout transitions smoothly into a well-equipped kitchen with light-coloured cabinetry and modern appliances.

5 out of 5 average rating, 4 reviews

The Flats at Keystone | Luxury 2B/1B | Unit 6145

5 out of 5 average rating, 32 reviews

A collage of a modern townhome featuring a white bed with decorative pillows, a stylish living space with a flat-screen TV, and a serene bathroom with a walk-in shower. An outdoor seating area is shown with a fire pit, inviting relaxation.

Condo in Owensboro

Center of city private Town Home W/fire pit &BBQ

A spacious living area features comfortable gray sofas positioned around a decorative area rug. Large windows allow natural light to fill the room, which is designed with neutral tones. An open layout is visible, extending towards a well-equipped kitchen in the background.

4.75 out of 5 average rating, 4 reviews

The Flats at Keystone | Luxury 2B/2B | Unit 6231

The spacious living area features two gray sofas with plush seating arrangements, a light area rug on warm wood flooring, and a modern ceiling fan. Natural light filters through large windows, creating a bright environment. A dining space with sleek chairs is visible nearby.