Apartment holiday rentals in Owensboro

5.0 out of 5 average rating, 40 reviews

Family ready 4BR apt l King suite l DT adjacent

Perfect for families, work crews, or group trips! This spacious 4-bedroom, first-floor apartment sits under a mile from Deaconess Midtown Hospital and 1.5 miles from IU School of Medicine-Evansville. You'll be close to the Ford Center (1.5 miles), Old National Events Plaza (1.4 miles), and local favorites like the Deaconess Aquatic Center and historic Bosse Field (1.1 miles). Evansville Regional Airport is 7.7 miles away and the Vanderburgh 4H Center (9.9 miles) is just 20 minutes away, as well.

4.85 out of 5 average rating, 26 reviews

Dwntwn 1bd Apt w/RooftopYoga, Cable, Wi-Fi, Office

*Queen Bed *Central Location *Elevator *Free Parking Garage *Secured Building *Iron *Dishwasher *Free WiFi *Keurig Coffee Maker *Dining Room Table *Washer & Dryer *Quiet Area *Free Cable *Hair Dryer *Community Courtyard *Smart TV *Walking Distance to Restaurants *Outdoor Movie Theater *Fully Stocked Kitchen *Game Room *Fitness Center *Rooftop Lounge Area *Shared Social Space *Shared Working Space *Complimentary Coffee/Tea Bar *Stylish Experience *Wine for Purchase *Early Check In *Late Check Out

5.0 out of 5 average rating, 19 reviews

Flat in Henderson

The Mint Julep! Upstairs 3BD/2BA - Next to Brewery

Book your stay at The Mint Julep and experience Henderson like a local. Fresh vibes, classic charm, and a stay worth toasting. You are "mint" to make memories at The Mint Julep. Welcome to The Mint Julep, a stylish and spacious upstairs retreat in the heart of Henderson, Kentucky! This 3-bedroom, 2-bath rental is perfectly located adjacent to Henderson Brewing Co., near Holy Name Church, and just a short walk from downtown restaurants, shops, riverfront attractions, and seasonal festivals.

4.93 out of 5 average rating, 92 reviews

A four-poster bed with a floral patterned duvet is positioned against a light grey wall, complemented by two decorative pillows. Soft lighting from a bedside lamp creates a cozy ambiance, while yellow curtains frame the window, adding warmth to the space.

Flat in Henderson

Suburban Chateau (No cleaning fee)

Located roughly a mile from city limits, this spacious and serene duplex offers a comfortable retreat with easy access to nearby attractions while still providing a peaceful setting. Guests will have exclusive use of their unit, including a separate driveway and private entrance. Please note, this is a duplex. Accommodates up to 4 guests max -Farmer & Frenchman • 3.7 miles away -Holiday World • 43 miles away -Sloughs Hunting State Land • 12 miles away -Sandy Lee Watkins • 9.6 miles away

A modern living space features a cozy sofa with decorative pillows and a dark blue accent chair. A kitchen with stainless steel appliances and granite countertops is visible. Artwork adorns the walls, and a patterned area rug adds texture to the floor.

4.96 out of 5 average rating, 112 reviews

Studio On 3rd

This bright, stylish city center apartment is the perfect base to explore downtown Evansville. Located in a secure block between the Ohio Riverfront and the Ford Center, this contemporary living space has everything to make you feel at home – WiFi, Netflix, washer & dryer, King size bed, a well-equipped kitchen featured with granite countertops. Blocks from all things downtown: Main St., Ford Center, Old National Events Plaza, Haynie’s Corner Art District, Evansville’s best restaurants.

The entrance features ornate wooden doors with intricate carvings and lace curtains visible through the glass. Large urns filled with colorful flowers flank the doorway, adding vibrant touches to the entry. A decorative doormat lies at the base of the steps.

5.0 out of 5 average rating, 440 reviews

Historic Home Apt B: 3 Blks to Haynie's Corner

Location, location, location! This 1BR/1BA apartment has all the perks and pampering of a hotel, but in a fully furnished private luxury residence. Our 1850 home is located in downtown Evansville on coveted First Street. This architecturally diverse street is filled with historic mansions, giving it character that is unmatched in any other neighborhood in Evansville. Guests will have the privilege of experiencing a unique atmosphere whether they are in town for business or leisure.

5.0 out of 5 average rating, 32 reviews

Flat in Owensboro

The Guest House at Kate & Waverly

Welcome to the Guesthouse at Kate & Waverly! This beautiful historic building, built in 1902, is located in downtown Owensboro. We are walking distance to many downtown restaurants and bars, as well as the Convention Center, Bluegrass Music Hall of Fame, Bluegrass Fieldhouse, and the beautiful Ohio riverfront and park. The AirBnB is located on the second floor above Kate & Waverly—a gift shop with unique vintage and antique finds, as well as an interior design center.

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.

4.94 out of 5 average rating, 284 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.

5.0 out of 5 average rating, 15 reviews

A spacious living area is highlighted by a large sectional sofa adorned with decorative cushions. A flat-screen TV is mounted on the wall, while a ceiling fan provides airflow. Natural light enters through an open doorway leading to a dining space, enhancing the inviting ambiance.

Flat in Owensboro

Bluegrass Hideaway

Cozy 2-bedroom, 1-bath retreat perfect for families, friends, or business travelers. Sleeps 4 comfortably with plush bedding. Fully equipped kitchen, spacious living area, high-speed WiFi, and Smart TV for entertainment. Fresh towels and toiletries provided. Free parking available. Conveniently located near restaurants, shopping, and local attractions. Experience comfort and convenience in a relaxing space. Book your stay today!

4.99 out of 5 average rating, 103 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.

Flat in Owensboro

River House Suite

This special place is close to everything, making it easy to plan your visit. Walking distance to Downtown Owensboro’s Bluegrass Hall of Fame, Riverpark Center and the Convention Center. Peaceful culdesac with a nice view of the Ohio River from the spacious deck where you can barbeque or just relax and watch the river roll by. Walk a few steps to the rivers edge for a look at the Blue bridge and Owensboro's Riverfront.

Decorative signs indicate the presence of 'The Zen Den,' complemented by a peaceful meditation-themed plaque. A greenery arrangement adds a natural touch to the space, enhancing the serene atmosphere found in the entrance area.

4.86 out of 5 average rating, 140 reviews

The Zen Den - Dog friendly! NO cleaning fee!

Find your zen at this peaceful and centrally-located space. Upstairs apartment with private entrance & off-street parking. Relax from a long day in the tub, cozy king bed, or on the spacious balcony. Yoga equipment provided to help clear your mind from the daily stresses of life. Lots of local touches to connect you to artists & artisans of the area. Your home away from home.

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