
Holiday rentals with a pool in Southern Indiana
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Southern Indiana
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Art Studio at Turtle Hill, 5-Acre Oasis Near City
The Art Studio at Turtle Hill is located in Dayton, Ky, 2.2 miles from downtown Cincinnati. The studio is situated on 5 acres overlooking the Ohio River making it a unique urban location that feels like a country setting. The main house has a heated enclosed pool that is available to guests, a fire pit and pond. The studio has a full laundry, full kitchen and 4 off-street parking spots. The main bedroom (one queen) is on the first floor and the second bedroom (2 twins) is a loft. No cleaning fee

Peaceful apartment space in beautiful farm house
Our lovely farmhouse is minutes from Lake Lemon, Griffey Lake, Indiana University & many spots in Bloomington. Conveniently not far from I-69, we're 20 minutes away from Nashville. This is a basement apartment with private bedroom, private bathroom, large living/dining area, & kitchenette. Shared front door & ~10 steps inside main floor. The ranch is 50+ acres with 8+ acres of woods for hiking, pastures with cattle, a heated pool & patio area, & a beautiful front porch looking over the ranch.

Downtown Apt – King Bed, Hot Tub, Pool & Parking!
Stay in splendor as you enjoy the endless amenities and stylish touches this apartment has to offer! Enjoy a peaceful night's sleep on a comfortable mattress, and start your day with a complementary cup of coffee. Get a workout in the gym, hang out at the rooftop or walk around downtown. Being in the heart of downtown, the opportunities and activities are endless! To end the night, relax with a glass of wine and watch a movie on Hulu or Disney plus! Don't wait! Book your stay with us today!

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! 5/9/25)

Peaceful Cottage Minutes from Lake Access
Welcome to our fully stocked getaway! In this 2 bed, 2 bath cottage you will find everything you need to have a relaxing and fun vacation. You will love the deck with scenic views of Taylorsville Lake, and a hot tub with privacy fence. Lake access is less than a 5 minute drive, and there is a community pool just down the road when in season, and other community amenities you can enjoy. We are excited to host you here and hope that you will enjoy this place as much as we have!

4th Street Suites - Extravagant King Bed Suite
Wake up to the best of Louisville! Imagine starting your morning in a cozy king bed, strolling to 4th Street Live for brunch, and exploring nearby restaurants, bars, and theatres. Spend the afternoon lounging by the pool or soaking in the hot tub, then watch the city lights twinkle from the 7th‑floor terrace. This stylish suite is your launchpad for urban adventure—and a quiet, relaxing escape when it’s time to rest. Come make it yours and experience the heart of the city!

Lake Cabin in the Woods
🌲Looking for a relaxing getaway? Need a peaceful stopover on your Midwestern travels? Craving tranquility in a remote setting? Look no further—Lake Cabin in the Woods is your perfect retreat! Nestled about 60 miles from both Effingham, IL and Evansville, IN, our cabin offers the solitude you’re seeking without being too far from major highways. Located between Interstate 70 and Interstate 64, it’s a serene escape with easy access to wherever your journey leads.

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 hills of Kentucky. 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 2BR Lake Monroe Golf Condo IU Bloomington
A modern coastal style and freshly renovated condo located in beautiful Bloomington Indiana less than one mile from Lake Monroe. The second story cozy condo overlooks the 18th hole of our gated community. Amenities include a king size bed, queen size bed and Ashley queen sleeper sofa, fast unlimited WiFi internet and a 50" 4K LED TV with Hulu Live. Perfect for football and basketball games, parents weekends and visits to gorgeous Lake Monroe.

The Bunkhouse at Big Red Stables
There is no better way to experience Kentucky than horseback riding the rolling hills of the Bluegrass. Big Red Stables is happy to offer the Bunkhouse to visitors who want to ride horses, travel to nearby bourbon distilleries, go to the races or events at the Kentucky Horse Park, or just get away from it all on a third generation family farm. Horseback riding by appointment only as arranged with your hosts.

Captain Bill’s Lake House/seasonal swimming 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 pool and surrounding gardens. Boat parking is provided on the property, inquire for details. Heated pool is seasonal beginning Mid May through September.

Cozy cabin w/ pool, hot tub, gazebo & gardens
Our original log cabin with private pool (open Memorial Day-Oct. 1), hot tub and gardens provides the perfect get away! Located on Quaker Hill right next to a retreat center, you’ll have access to trails leading to a beautiful waterfall. The Historic Downtown and Depot Districts are both just a mile away or you can visit Earlham College or explore the Antique Alley nearby.
Popular amenities for Southern Indiana rentals with a pool
House rentals with a pool

Bourbon Trail Lake Home w/ Hot tub & King Bed

Bluegrass Fall FunZone! Pool! Hottub! GameRm!

Treetop Hideaway

*POOL* Fenced Yard- ARK Encounter, Creation Museum

Modern, newer home near Indianapolis - King bed

Farmers Market, Brewery, Bardstown 2 Decks & Porch

The Getaway House with Hot Tub and Pool

Kentucky Sunrise 18- Greet the Sun As it Rises
Condo rentals with a pool

The Retreat - At Lake Monroe

Cozy Retreat : Golf, Lake & Nature at Lake Monroe

Eagle Point Retreat

3 Bedroom Condo close to IU campus & Lake Monroe

The Big Blue Wave - 2-Bedroom Condo by Rupp Arena

Fantasy Island - Eagle Pointe on Lake Monroe

Spacious Riverfront Condo Minutes from Downtown!

Luxury Apartment/Near Louisville/EV Charger
Other holiday rentals with a pool

1791 Cabin on Historic Horse Farm

The Rockstar

Lux Riverfront Studio Louisville/Jeffersonville

The Pink Limozeen

Serene 1BR: Perfect Indy Stay

Lake Monroe 2/2 IU Bloomington

1 King Bedroom~1800’s Farm House first floor

The Lyric 185 - Norton Commons
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