Holiday rentals with a pool in Southern Indiana

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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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Top guest favourite
An indoor heated pool is enclosed within a greenhouse, surrounded by lush greenery and potted plants. The water appears inviting and clear, reflecting the natural light filtering through the translucent roof. Decorative elements, including sculptures, enhance the tranquil atmosphere.
Guest house in Dayton
4.96 out of 5 average rating, 129 reviews

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

Top guest favourite
A sprawling green field stretches towards the horizon, filled with soft clover and dotted with trees. In the foreground, a planter holds bright flowers, adding colorful contrast to the natural landscape. The sky is lightly clouded, enhancing the serene atmosphere.
Guest suite in Bloomington
4.99 out of 5 average rating, 135 reviews

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.

Guest favourite
A charming red barn-style guesthouse is shown among lush greenery, with wooden seating in the foreground. Seasonal decorations enhance the welcoming entrance, while a porch is visible, inviting relaxation. Tall grasses frame the scene, contributing to the peaceful atmosphere of the property.
Guest house in Maineville
4.95 out of 5 average rating, 251 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 favourite
A modern living area features a gray sofa adorned with navy blue and white cushions. A light coffee table sits on a patterned rug, complementing the space. Behind, a dining area with a table and chairs is visible, along with a well-equipped kitchen showcasing stainless steel appliances.
Flat in Louisville
4.94 out of 5 average rating, 144 reviews

Chic Apt – Pool, Hot Tub, Gym & Golf Simulator!

Live in luxury while being in the heart of it all! This centrally located space has all of the amenities and ambiance for a lavish getaway! Enjoy a peaceful nights sleep on a king bed, and wake up to a complementary cup of coffee! Get a workout in at our state-of-the-art gym, or explore everything Louisville has to offer right from your doorstep! With tons of bars, restaurants, live music, and other activities within a block, you'll never be bored! Book your stay with us today!

Top guest favourite
A serene view of Bullock Pen Lake is captured, showcasing calm waters reflecting the fluffy clouds above. The lush greenery lines the shore, creating a peaceful atmosphere ideal for relaxation. Bright blue skies dominate the scene, enhancing the natural beauty of the landscape.
Cottage in Crittenden
5 out of 5 average rating, 129 reviews

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 closed!)

Top guest favourite
A resort-style pool area is showcased, surrounded by a modern building with large windows. Lounge chairs are arranged along the deck, offering a space for relaxation. The pool features steps and a smooth surface, inviting guests to enjoy the water.
Flat in Louisville
4.91 out of 5 average rating, 187 reviews

4th Street Suites - Beautiful 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!

Top guest favourite
The cabin's exterior is gently nestled among lush greenery, showcasing wood siding and a welcoming red front door. A paved pathway leads through manicured landscaping, with trees providing shade in the vicinity. The serene lake is visible behind the cabin, enhancing the natural setting.
Cabin in West Salem
4.99 out of 5 average rating, 139 reviews

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.

Top guest favourite
The cottage features a welcoming front porch adorned with red shutters and a bright red door. Two large, round rocking chairs are positioned on the porch, surrounded by greenery and a blue planter. The pathway leads to the spacious entrance.
Cottage in Maceo
4.97 out of 5 average rating, 173 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 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.

Top guest favourite
An indoor pool area is showcased with a bright sky and floor-to-ceiling windows offering scenic views of the surrounding hills. The pool is surrounded by tiled flooring and potted plants, creating a serene setting. Skylights enhance the natural light within the space.
Flat in Madison
4.99 out of 5 average rating, 147 reviews

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.

Top guest favourite
A spacious living area features a comfortable sofa paired with a wooden coffee table, adorned with decorative items. A modern rug lies beneath, complementing light wood flooring. A small kitchen bar with stools is visible in the background, highlighting the open layout of the space.
Home in Bloomington
4.89 out of 5 average rating, 215 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 favourite
A spacious heated pool is surrounded by lounge chairs and umbrellas, set in a lush garden area. The inviting pool features a fountain, while the deck offers ample seating for relaxation. A cozy living space features comfortable seating, a flat-screen TV, and a dining table amid warm wood accents.
Cabin in Poland
4.94 out of 5 average rating, 109 reviews

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.

Superhost
The pool area is surrounded by lush greenery and mature trees. A paved walkway leads to a clear, inviting pool, with a wooden pavilion nearby offering shaded outdoor seating. Potted plants add a touch of nature throughout the space, creating a serene atmosphere.
Cabin in Richmond
4.89 out of 5 average rating, 344 reviews

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

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