Pet-friendly holiday rentals in Daviess County

A spacious living area is furnished with a large sectional sofa, complemented by decorative pillows. A ceiling fan provides airflow, while natural light filters through the window blinds. A guitar hangs on the wall, and a wall-mounted artwork adds a pop of color.

4.91 out of 5 average rating, 123 reviews

The Bluegrass House

Welcome y'all! Serene hot tub, fenced-in back yard (2-dog limit, extra charge). Airport shuttle (separate fee). Nestled near parks, 3 miles from Edge Ice/Sports Arena. Immerse yourself in cultural richness at Bluegrass Music Hall of Fame and Owensboro Symphony Orchestra. Enjoy free summer outdoor entertainment on the Riverfront. Holiday World (30+min). Experience southern style with breakfast at Windy Hollow Biscuit House, & ribs, mutton or burgoo at Moonlight BBQ (visited by celebrities).

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.

4.86 out of 5 average rating, 43 reviews

TheeHeirloom+Historic Venue&Home

Welcome to Historic Heirloom and prime location in Owensboro. This circa 1900 Home has been renovated and is perfect for entertaining and only a couple stoplights away from Owensboro’s best restaurants, largest city park, and shopping on Frederica Street. This 3 story mansion has the main living area, multiple dining rooms and a bar on the first floor with a men/women’s restroom. The 2nd floor has 4 bedrooms and 2 full bath with a giant hair and makeup room. Truly a unique space to gather

Place to stay in Owensboro

4.9 out of 5 average rating, 50 reviews

Woodsy Waterfront Cabin with Loft

Escape to our secluded waterfront cabin, nestled amidst natural surroundings, our cabin offers a serene retreat away from the hustle and bustle of everyday life. Wake up to the soothing sounds of nature and breathtaking views of the water. Whether you're seeking a romantic getaway or a peaceful retreat with loved ones, our cabin provides the perfect setting for relaxation and rejuvenation. Experience the magic of nature at its finest in this special haven. WiFi is available and included.

5 out of 5 average rating, 29 reviews

A rustic log cabin is set against a backdrop of greenery, with a large Osage Orange tree providing shade. The cabin features a combination of natural wood exteriors and a modern addition, showcasing a warm and inviting entrance surrounded by well-maintained landscaping.

Cabin in Utica

Rustic Log Cabin Old Farm

Step back in time at this 1800s log cabin on historic DeLacey Farm. Surrounded by barns, wildlife, and wide-open fields, this rustic getaway sits on a nearly 100-year-old working farm—just minutes from Owensboro’s BBQ, bourbon, and small-town charm. Relax on the back deck with views of the original farm buildings, or head into town to explore the Green River Distillery and local eats. It’s the perfect blend of peaceful retreat and convenient access to everything Owensboro has to offer.

4.88 out of 5 average rating, 8 reviews

The Villa

Need a place to unwind and just relax and enjoy the city perfect place. Located in the Dogwood Azalea neighborhood. Perfect location 6 minute drive to downtown. Just a 1 minute drive to the sports center. Conveniently 6 minute drive for the Bluegrass Music hall of fame. It’s the unique home to accommodate your needs for your stay. Sleeps 7 guest Bedroom 1 king bed Bedroom 2 queen bed Bedroom 3 queen bed Living room sofa bed

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, 154 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.

4.96 out of 5 average rating, 280 reviews

2 bedroom w/free on-site parking. Near downtown

When you stay at this centrally located accommodation, your family will be close to everything. The backyard is fenced in and has a fire pit. The sofa has one pullout bed. The master suite has one queen bed. The second bedroom has two XL twin beds. Complete kitchen with dishwasher, plates, utensils, and washer and dryer. No more than two pets. Pets must be under 30 pounds each.

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.

4.97 out of 5 average rating, 159 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.

A single-story brick home with a brown, shingled roof is set against a clear blue sky. Lush green shrubs frame the entrance, and a manicured lawn leads to a two-car garage. A small decorative figure is positioned near the flowerbed, adding a subtle touch to the exterior.

4.98 out of 5 average rating, 49 reviews

Horse Haven at the Heartlands

In Owensboro with family or on a business trip, this home is a peaceful place to stay. Conveniently located right off of Hwy 54, minutes away from shopping, grocery stores and restaurants. Amentities also available, a short distance to hop on the Greenbelt to enjoy a tranquil walk/bike ride or take the kids to the quaint neighborhood park.

The kitchen features sleek white cabinetry and stainless-steel appliances, including a microwave, oven, and refrigerator. A double sink is situated beneath a window, providing natural light. Modern countertops offer ample workspace, and a trash bin is visible in the corner.

4.96 out of 5 average rating, 74 reviews

Peaceful Stay | Relax & Unwind

We allow one dog per stay with a maximum weight of 25 lbs. Any dog over 25 lbs, or requests for more than one dog, must be approved prior to booking and may be subject to additional cleaning fees and/or deposits. Nearby attractions include Jack C. Fisher Park, Waymond Morris Park, Green River Distillery, and Holiday World.

A spacious living area features a large wooden dining table surrounded by several chairs. A comfortable couch and rocking chair provide additional seating. A flat-screen television is mounted on a brick wall, with windows dressed in light curtains allowing natural light to brighten the room.

4.93 out of 5 average rating, 132 reviews

This_is_HORSE_Country

Large 3 Bedroom, 2 Bath home located in a quiet, mature neighborhood. Fiber-optic Internet. Two pull-out sofa beds, and plenty of room for air mattresses, if needed. Large fenced in back yard. Please check out the Neighborhood Description or Getting Around section for area attractions.

A serene bedroom features a spacious bed dressed in white linens, positioned against a dark accent wall. Two pendant lights hang from the ceiling, and a full-length mirror reflects the room's layout, which includes natural light filtering through window blinds.