Holiday rentals with a pool in Southern Indiana

Peaceful Paradise LOWER Fam 2BR Hot Tub/Pool/SAUNA

Located just 20 minutes from CVG airport, Perfect North Slopes, and the Creation Museum—come & enjoy a piece of Indiana in our 2 bedroom apartment! After a long day exploring our local parks or skiing on the slopes, soak in the hot tub or pool overlooking the valley or enjoy your evening by the fire pit! An in-home entertainment surround system will bring whatever movie you choose right into the room with you! Access to apartment is down stairs --not wheelchair accessible. Pool open 5/22-9/1

YOUnique 3+ bedroom, spa/hot tub, huge deck

Our place is close to Indiana University, IU athletics, I-69/37 to Indianapolis, great views, family-friendly activities, nightlife, restaurants and dining. You’ll love our place because of the privacy - and the friendly neighbors (us), the beautiful outdoor space, the kitchen/great room, the hardwood floors, and the volleyball court and large yard. Our place is good for couples, solo adventurers, business travelers, families (with kids), big groups, and furry friends (pets - but no cats).

Top 1%• Yard + Porch • 3BR • Peppermint Cottage

Step into Peppermint Cottage ( breakfast included) and find the perfect blend of convenience and charm! Just 20 minutes from SDF airport, Churchill Downs, and downtown Louisville, this trendy east end haven offers an irresistible walkable lifestyle. Stroll or bike to 18 mouth watering restaurants, 14 unique boutiques, 3 pools and YMCA. Enjoy lakeside fishing, Sunday farmers markets, summer concerts, parks and summer Friday food trucks with live music . Your Louisville adventure awaits !

Hattie's Hill Cottage

Cozy cottage located just behind the main home on the property (see photos). Relax by the pool, open seasonally, which is shared by the main house guests and host family, or enjoy an evening stroll out in the country. Conveniently located near Owensboro, Rockport, Hawesville, and Lewisport. The cottage features one flexible bedroom with either two twins or one California king, TV, well-stocked kitchen, dining/work space, comfortable recliners, and access to the beautiful grounds.

Lake Front w/ Pool! Between Ark & Creation Museum.

If you are looking to experience lake life, look no further! Our Guest House sits on the beautiful 140 acre Bullock Pen Lake. It's a great place to relax, or enjoy kayaking, paddle boating, paddle boarding and fishing. We have one of the best views of the lake. The Guest House is fully renovated and decorated with relaxation in mind. It has everything you would need for your stay. After all, the lake is where your worries fade and memories are made! (The pool is now OPEN!!!) 5/11/26

The Getaway House with Hot Tub and Pool

Enjoy the beautiful hot tub year round with the woods as your view, along with a screened-in area on the back deck and a semi-inground, heated swimming pool! Roasting marshmallows over a campfire is perfect for those cool evenings on the large concrete fire pit (firewood is available, free of charge). Metal skewers and a charcoal grill provided (bring your own charcoal/lighter fluid). Pool open 6/6 -9/7/25. This charming 2 bdrm, 1 bath home is perfect for families or couples.

Lakeside Cottage -upgraded hot tub- Bourbon Trail!

Welcome KY visitors, horse lovers, Bourbon Trail guests, or anyone looking for a getaway! This is a somewhat rustic, homey, comfortable 20 year old cottage. It's not perfect, but our guests find it charming and sufficient. You'll find the home exactly as described with the offerings and expectations. Rest, relax, and recharge in a gated community overlooking Taylorsville Lake. Don’t be another hotel's customer when you can stay in a spacious home with a Jacuzzi J-235 hot tub.

The Treehouse - Hot Tub - Indoor Pool Get Away!

The Treehouse is a perfect retreat! It is secluded by the hills surrounding Madison. Complete privacy, yet 5 minutes from downtown, or hilltop. Year-round views of the beautiful trees. Winter views of the Ohio River and downtown. The house has stunning ceilings made from coastal cedar off an island near Vancouver, British Columbia and beautiful skylights in the studio and indoor pool area. This is an Adults only property. 2-night min.

Cozy Condo at EaglePointe Golf Resort Lake Monroe.

Welcome to newly remodeled Cozy Condo! Coffee, a goodie basket, private deck and a porch swing awaits. Enjoy the deer, woods, and enormous golf course. There is a Pro-Golf Shop, pickleball, Eagle Pointe Restaurant and bar, an enormous pool, huge deck, cabana, and mostly summer weekend bands just walking distance from the condo! Just 10 easy steps to the condo. Prices extend through 2027 only. I would be honored to be your Superhost!

Restful Bourbon Trail Lodge with Pool and Hot Tub

This spacious and cozy three-bedroom home is less than one mile from Lawrenceburg's city center - nestled in a quiet, residential neighborhood with a swimming pool and dual-level deck. Downtown restaurants, grocery stores, Wild Turkey Bourbon Distillery, Four Roses Bourbon Distillery, and the city park are all within close proximity. The property was completely renovated in Spring 2019 and contains all new furniture and flooring.

Captain Bill’s Lake House Heated Salt Water Pool

Captain Bill’s Lake House. This majestic A-frame is at the entrance to the Cataract Lake boat ramp. The house will accommodate up to 7 guests, with three bedrooms and two full baths. All guests have full access to Captain Bill’s shared heated salt water pool and surrounding gardens. Boat parking is available on the property, inquire for details. Heated Salt Water Pool is seasonal beginning May 1, through September 30th.

Little Slice of Heaven-27

Welcome to Cottage 27! Our "Little Slice of Heaven" overlooks Taylorsville Lake, just 25 minutes from Louisville. Cottage 27 is equipped with a full kitchen, outdoor grill, washer & dryer, smart TV's, dvd player & large selection of games. Cabin 27 is the perfect location to stay if visiting the lake, just getting away from it all or for those traveling the wine or bourbon tours in the area.