Holiday rentals with a pool in Owensboro

ROUGH RIVER LAKE Hot Tub, Pool, Party Garage

Large Lake House with plenty of indoor and outdoor space for enjoying the Lake and entertaining. Private saltwater sport pool! (May-Oct 1) Enjoy a competitive game of pool volleyball or relax and soak up the sun. The large screened in porch is great for relaxing and enjoying your morning coffee or an afternoon nap, while over looking the pool. The large party garage is a great gathering spot for watching sports and having a cold beverage. S’mores around the fire pit, wood will be provided.

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.

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.

Bluegrass Getaway • Swim, Relax & Unwind

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. ** Heated Pool- Closes October 17th**

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!

Poolside Serenity Cabin

Relax and enjoy time away at our Poolside Serenity Cabin. Our cabin at Camp Safe Haven is awaiting your escape just 11 miles outside Owensboro, Kentucky. A serene retreat away from the hustle and bustle of everyday life. Located in the center of our campground, right next to the pool and pool deck, and playground. Whether you're seeking a romantic getaway or a peaceful retreat with loved ones, our cabin provides the perfect setting for relaxation fun and adventure.

Eagles Nest (Eagle Adventures LLC)

Spacious 3 BR, 2.5 bath, LR w/six recliners, baby bed, kitchen, dining, laundry, pool, hot tub, & outdoor patio with seating, TV, & pellet grill. Space is set up for up to three families traveling together. No neighbors in sight. We also rent a cabin on our property (Eagle Pines Cabin, sleeps 4). If you need something bigger check out Eagles Nest Plus which includes the master bedroom & bathroom and sleeps 12. For more info see our website visiteagleadventures.

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.

Blue Moon Cottage: Music Room, Inground Pool

Welcome to Blue Moon Cottage, a charming home nestled in the heart of Owensboro, that offers a lovely blend of vintage allure and modern comfort. Built in 1935 and recently remodeled, this historic home exudes both character and contemporary elegance. Relax by the pool or cozy outdoor seating area, or indulge in the beautifully decorated interiors which includes a room dedicated to bluegrass music, a musical genre that originated in this area.

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

*Queen Bed *Central Location *Elevators *Free Parking Garage *Secured Building *Free WiFi *Quiet Area *Free Cable *Complimentary Netflix *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