Holiday rentals with a pool in Owensboro

Pool Is Open! Waterslide!Fun!Home Away From Home!

Bring the whole family to this great home! Lots of space for fun! Inground pool with water slide ,bb court & grill! Great for family reunions or to hang with friends or just away! Newly renovated bathrooms with waterfall rain massage showers in both master bath and hall bathroom which has private entrance. Soaking tub with jets in master bath. Nice spacious home perfect place for friends & family to gather! Summer is here & the pool is open! Come play! Come relax! You choose! It’s all here!

Hot Tub /Pool/Fire Pit & BBQ

Hot Tub On Hill /SHORT 40 MIN DRIVE TO HOLIDAY WORLD SPLASHIN ' SAFARI . A very spacious vacation spot the whole group will enjoy! Easy access to everything and centrally located. Close to downtown, the regional airport and all major attractions the city has to offer. Unbeatable location that puts you minutes away from boutique shopping, fine dining, concerts on the river, festivals ,nightlife and sport facilities. Pool , hot tub, Fire-Pit with outdoor patio and BBQ with enough seating for 14

NYA river front castle

It's rare to find a place that's both historic and one-of-a-kind.Here you have it all, freshly renovated 4,000 sq/ft sleeps 20, in-ground summer pool and year around hot tub.Breath taking views of the Ohio River with plenty of to do inside and out. Enjoy our game room pool/pingpong table, shuffle board and darts along with a spectacular Ohio River view from each room! We are conveniently located 1 hour from Louisville,Owensboro and Evansville.Check us out NYAMillennial on ticktock and YouTube.

Doc's Place at Rough River

Doc's Place is sure to be your home away from home. With an ideal location overlooking the banks of Rough River this home is an outdoor lover's dream. Enjoy time rocking on the front porch, roasting marshmallows at the fire pit or playing any of our indoor and outdoor games. With comfort in mind we have made it a priority to make sure your every need will be met. The Kitchen has been stocked with all new pots, pans, dishes, coffee and everything in between. If we don't have it we will get it.

Third Street Retreat Modern Victorian 2BR Apt

This extraordinary 2 bedroom 3rd floor apartment offers a mix of midcentury modern decor with original trim and doors and a 14' vaulted ceiling. The apartment is accessible via stairs only and entry is through the house. Each bedroom has a desk, plenty of storage and seating. The fully furnished kitchen, dining space and large living room with a 55" TV and large bathroom with a shower is for all. The outdoor spaces are shared with other guests and hosts and are available for your enjoyment.

Luxury Ranch in Darmstadt

Truly in "A League of Its Own"! Step into the home famously known as the residence where Tom Hanks lived during filming in Evansville. Nestled on 5 acres, just down the street from The Bauerhaus. Enjoy the private lake and walkout deck, perfect for relaxing by the water. Sonos speaker system throughout the property. Take a dip in the inground pool or watch some TV under the covered patio. This home is a true gem! Experience it for yourself and discover why it’s truly in a league of its own.

Heated Swimming Pool + Hot Tub + Newly Renovated

Leave your worries behind! Relax in the hot tub, go for a swim, or cozy up with a book by the fireplace! There are a lot of things to do in Owensboro including “Friday After 5” event downtown, concerts, Green River Distillery, Smothers Water Park, Bluegrass Music Hall of Fame & Museum, Owensboro Museum of Science & History, Edge Ice Skating Center, Owensboro Museum of Fine Art, Malco Cinema + much more. Located only 40 minutes from Holiday World. 2 minutes from Hillcrest Golf Course!

Hattie's Hill Cottage

Cottage sits behind our home (see photo). NOTE- Main house may have large groups. Pool and outside areas share spaces. Near Owensboro, Rockport, Hawesville & Lewisport. There is ONE bedroom which can be made into EITHER two California twins OR one California king -Wifi. We have a Smart TV you may use your Netflix and so on with. Kitchen is well stocked with necessities. Eating/work space is provided. Comfortable recliner chairs. Access to the grounds.

Bluegrass Getaway

Welcome to **Bluegrass Getaway**, your perfect retreat for relaxation and connection. This cozy home has 2 bedrooms 1 bath and features a private pool with lounge chairs, a firepit for evening gatherings, and a beautiful, fully stocked kitchen for all your cooking needs. The warm, inviting décor creates a comfortable space to unwind and make memories. Perfect for families or small groups, this getaway combines charm and comfort for an unforgettable stay.