Apartment vacation rentals in Owensboro

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.

Location · Value · Pets

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.

Location · Family · Accuracy

The Brokerage Main Street Loft

Welcome to the biggest, most luxurious loft apartment in the entire area! With 12 foot ceilings, soaring original windows, 150 feet of exposed original brick walls. a massive 9x5 island and counters made from 140 year old heart pine wood, this is the perfect spot for family and friends in downtown Henderson. We can set up a queen Murphy bed upon request in the big master suite for extra company. Restaurants, shops and the famous Ohio River Walk are within 1 block. Find small town luxury here!

Family · Location · Kitchen

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

Value · Location · Getting around

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.

Value · Location · Air conditioning

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.

Value · Family · Walkability

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.

Family · Location · Amenities

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.

Value · Family · Outdoor spaces

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!

Cleanliness · Nearby · Kitchen

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.

Value · Family · Solo travel

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.

Location · Family · Access

Leaning House of Haynie A | 2BD/1BA Trendy Apt

Enjoy this trendy and clean two bedroom, one bath main floor apartment located in the bustling Haynies Corner arts district. - Sparkling Clean - 65” Smart TV - Fast WiFi - Dedicated Workspace - Premium Bedding - Stocked Kitchen - Free Street Parking - Prime Location - Washer and Dryer

Value · Family · Parks