Vacation 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.

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Guest favorite

Cabin in New Richmond

4.84 out of 5 average rating, 200 reviews

Nature Spa House | Hot Tub, Sauna, Pool, Relax

Relax with the whole family or group of friends at this nature retreat. Kick back at the pool, hot tub and sauna. Prepare group meals in the gourmet, open kitchen. Appreciate nature with 10 acres to explore, a stocked pond, and evenings at the fire pit. Work out in the fitness center. Catch a film in the new movie room and play with the whole family in the new game room addition. Pets accepted with advanced notifications and an extra pet fee of $50/ pet. (Charge beyond 1st pet sent separately.)

Guest favorite

Farm stay in Liberty

4.9 out of 5 average rating, 351 reviews

Cozy country escape!

Peaceful, relaxing, private pool included in this country sanctuary setting, with all the comforts of home, and then some! Added cleaning and safety precautions taken for your piece of mind. We are pet, child, people friendly. We are pollinator and firefly and wildlife friendly. We are a sanctuary for all. There are weeds and wildflowers. If you’re looking for heavily manicured , landscaped , chemical laden land this is NOT your place. If you are looking for a respite from the above, welcome!

Guest favorite

Guesthouse in Maineville

4.97 out of 5 average rating, 203 reviews

The Barn at Serenity Acre

Take it easy at this unique and tranquil getaway, where relaxation abounds. We are located in Warren county, the playground of Ohio. - total and complete renovation in 2021 - fully equipped kitchen - cozy bedroom / living room - spacious bathroom with claw foot tub to soak or shower in, vanity, and robes - walking trails in woods behind our property, access to pool (seasonal), close to restaurants, stores, vineyard, historic towns, very close to Kings Island, bike trails, and so much more

Guest favorite

Condo in Bloomington

4.93 out of 5 average rating, 168 reviews

Cozy Condo and EaglePointe Golf Resort Lake Monroe.

Welcome to your Cozy Condo! Prices are current through 2024, but not beyond 2024. Coffee, goodie basket, private deck and porch swing awaits. Enjoy the deer, woods, and golf course view. There is a Pro-Golf Shop, enormous pool, pickleball, Sahm's Restaurant, Cabana, drinks, on Sahm's enormous deck, and mostly summer weekend bands walking distance from the condo! Fairfax Beach and Lake Monroe are a short 2 miles. $10 for each additional guest after 2 guests. No more than 4 guests.

Guest favorite

Barn in Mount Eden

4.99 out of 5 average rating, 143 reviews

Sweet Hollow Farm

Sweet Hollow Farm is located near Taylorsville Lake. 30 miles from Louisville, 40 miles from Lexington and 25 from Bardstown. We have a small farm with a studio barn apartment. Private entrance with full bath. We also have a beautiful pool that we share with our guests. There is a horseshoe pit, fire pit and multiple outdoor seating areas. Kids and dogs are welcome. We even have space for horses and boats. We can offer peace and quiet, a clear view of the stars and hummingbird theatrics.

Guest favorite

Home in Bloomington

4.92 out of 5 average rating, 367 reviews

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 - or 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).

Guest favorite

Cottage in Maceo

4.97 out of 5 average rating, 157 reviews

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 ONLY ONE bedroom which can be made into EITHER two California twins OR one California king -Wifi ..Smart TV... use your Netflix and so on with this TV ...... Kitchen has everything you need ..Eating/work space. Comfortable recliner chairs ... Use of pool/ plenty of places to roam on farm .

Guest favorite

Cottage in Taylorsville

4.96 out of 5 average rating, 189 reviews

Four Seasons Cottage at Taylorsville Lake KY

Nestled in the Bourbon Trail hills of Kentucky, rests Taylorsville Lakes only waterfront vacation community. Strategically placed; Cottage 37 sits on a ridge that overlooks the 3,050-acre lake and its 10,000 acres of wildlife preserve. The owners tried to capture the view from the kitchen table to inspire the cabins four-season theme. The wall hangings were chosen to mirror Kentucky’s beautiful hills, Derby culture, and the water of Taylorsville Lake.

Superhost

Home in Bloomington

4.88 out of 5 average rating, 187 reviews

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.

Guest favorite

Rental unit in Bloomington

4.93 out of 5 average rating, 239 reviews

Charming Lake Monroe 2/2 Condo Golf IU Bloomington

A modern coastal style and freshly renovated condo located in beautiful Bloomington Indiana less than one mile from Lake Monroe. The ground floor cozy condo sits on 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.

Guest favorite

Farm stay in Harrodsburg

4.95 out of 5 average rating, 136 reviews

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.

Guest favorite

Cabin in West Salem

4.99 out of 5 average rating, 121 reviews

Lake Cabin in the Woods

Looking for a relaxing getaway? Passing through the area and need a place to stay? Seeking peace and quiet in a remote area? Then look no further, Lake Cabin in the Woods is the place for you! Located approximately 60 miles from both Effingham, IL and Evansville, IN, our cabin is off the beaten path but is still accessible to highways and interstates to guide your midwestern travels.