Pet-friendly holiday rentals in Owensboro

The Cottage on W Main

Family friendly 2 bed 2 bath! Charming and convenient space in downtown historic Newburgh. Easy walk to the scenic riverfront and downtown area which includes ice cream shops, restaurants, shopping and hair salon. Short walk to beautiful Rivertown Trail! Come explore downtown Newburgh and with easy access to multiple sites in Evansville the location is fantastic! So many family amenities with no stairs inside house, stroller, pack-n-play, outlet covers, kids books, and highchair provided!

Comfy 4BR retreat w/backyard & patio-Sleeps 6

Welcome to this spacious 4-bedroom home, offering 2,200 SF of modern comfort and charm perfect for families or groups of up to 6 guests. This inviting retreat features all the amenities you need for a relaxing stay, including a cozy atmosphere, a patio, and a backyard to unwind. Conveniently located just 10 minutes from Evansville Airport and 8 minutes from Deaconess Midtown, you’ll be close to top attractions like Mesker Park Zoo, Tropicana Casino, and the Evansville Museum.

Rooftop Views in the Heart of Downtown!

Welcome to the Dr. J.R. Mitchell House! Built in 1909 as what is believed to be the first animal clinic in Evansville, this century-old home has been renovated and modernized. Dr. Mitchell's owners' quarters above the original animal clinic now features two bedrooms, an open bunk room for kids, and three full bathrooms. You'll find the original exposed brick throughout the home which adds the perfect vibe to this modern industrial home.

Semper Fulgens: Historic Riverfront Home

On Evansville's "Gold Coast", Semper Fulgens (Always Shining) was converted to 2 luxury apartments after WWII. The second floor rental has full kitchen and three bedrooms/two bathrooms, with private entrance. Grand living room/dining room with a separate den/office complete the space. IF YOU WISH TO BRING A PET, THERE IS A $45 ADDITIONAL FEE AND THE PET MUST BE APPROVED. Message us to discuss. Thank you!

Best Value/Sleeps 4/ Cozy/Center Town /Pets ok!

This is a private unit, but There is a GUEST SUITE attached to this listing (also available on Air BNB.) However, there are NO shared spaces. Each listing has a separate entrance. Near shopping, restaurants. 1Bedroom-2 queen beds-1bath cable/wifi, stocked wi/ snacks & amenities. Key lock box entry, Washer/Dryer. Couch folds down with a pull out feature on the base see pics or contact us to operate.

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.

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!

Brick Bungalow

1150 Sq Ft House, two bedrooms with queen beds, office, separate dining area in quiet neighborhood in the center of town. We do allow pets for an additional one-time fee of $45 paid through Airbnb. No more than two dogs and we ask that animals not sleep or be on the beds. Thank you!

Riverview Escape

Great location, right on the river with awesome river view. 5 minutes from the redeveloped downtown /Owensboro Convention Center/ International Bluegrass Museum / Smothers Park. Walking distance to flea markets. Free WIFI and cable TV. (THIS IS A NON SMOKING HOUSE.)