
Holiday rentals in Middletown
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Top-rated holiday rentals in Middletown
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Smart Condo Near Harrah's Casino
Looking for a place to stay that's smart, convenient, and near all the action? Look no further than this Airbnb! This condo is the perfect spot for those who want to be close to the casino, shopping, and everything in between Indianapolis and Muncie. And with all the amenities of home, you'll feel comfortable and relaxed during your stay. So why settle for a boring hotel room when you can have a smart and stylish condo all to yourself? Book your stay today and experience the best of both worlds!

Rustic Lake house with HOT TUB and Pool Table
Come relax in your cozy 1978 Lake House! Conveniently located between Muncie and Hartford City-16 min. from Taylor University, 24 min. from Ball State, 10 seconds from the dock! Enjoy the outdoors-Take out the kayaks, go fishing, enjoy the lake, soak up the sights in the hot tub, then end your night with a campfire! Inside-Shoot some pool on the 1800's pool table, pull out a board game with the family, or just relax in the four-season sunroom while watching the sunset. Enjoy Lake Time!

The Eagles Nest, two bedroom retreat.
Peaceful, centrally-located historic 1892 Queen Anne Victorian home. The Eagle's Nest has private entrance, off street parking, 2 bedrooms, furnished suite on the 2nd floor overlooking White River. Walk 0.6 miles to downtown Muncie, less than 2 miles to Ball State Univ. and 2 blocks to the Bob Ross Experience (Minnetrista). Nearby eatery and brewery options. Just 29 steps to 62-mile Cardinal Greenway, longest trail in Indiana. Might see an eagle hunting along the river too. You will love it!

🦉Wooded Suite Retreat - 2BR Easy i69 Access!
Recharge surrounded by nature in this cozy, comfortable, clean 2 BR “in-law” suite nestled among towering ash trees in a rural, wooded neighborhood just outside town near the White River. Enjoy the full private apt (2 BR, LR, kitchen, bath, washer & dryer) on lower level of host’s home. Great for singles, couples, families or work travelers. Near I-69, Anderson University, Hoosier Park, Mounds State Park, Rangeline Nature Preserve, Anderson Airport, St Vincent & Community Hospitals & more!

Quaint carriage house.
You’ll think you are in the country when you arrive at our peaceful 10 acre property right in Muncie. Located near our historic home, built in 1848, you’ll find a carriage house with an upstairs apartment with everything you need for a relaxing and comfortable stay. This is a quaint, rustic cabin like space with private outdoor area. You are only five to 10 minutes from BSU and IU Ball Hospital, downtown, Elm Street Brewing, the Children’s Museum, walking trails and most restaurants.

Riverfront Hideaway/Fishing/Pet‑Friendly/Views!
Welcome to @WhiteRiverCasita - a cozy getaway minutes from historic downtown Noblesville and Koteewi Park - enjoy a breathtaking slide down Koteewi Run, Indianapolis’ best and only snow tubing hill! This hidden 1-bedroom, 1-bath gem features a large deck overlooking the river with comfortable furniture for dining and enjoying the outdoors. You’ll love the peaceful surroundings but there’s also plenty to do nearby, including kayaking, hiking, golfing, shopping and more.

Wilderness Creek Farm Tiny House
Escape the hustle and bustle and discover the ultimate farm-stay experience. Perfectly sized for a solo traveler or a couple seeking a peaceful getaway, this cozy 1-bedroom, 1-bathroom suite offers an intimate connection to the heart of the countryside. Sit on the front porch with your cup of coffee and enjoy the view of our farm animals! You will see bunnies, geese, goats (including our free-ranging Gertie), emu, peacocks, alpacas , chickens, guinea fowl, and a donkey.

Studio by Falls Park
Welcome to the Studio by Falls Park. This is a family-friendly studio apartment with a separate entrance. You are within walking distance to several good restaurants and the local drinking hole (The Wine Stable), Falls Park, walking trails. Located 10 minutes off I-69, and 20 minutes North of Indianapolis. Harrah’s casino is 15 minutes North on I-69. Studio has shower/bath, 1 queen bed, a full size futon, queen size blowup mattress and kitchen.

Quiet Country Retreat Near Casino
Skip the noise. Stay somewhere peaceful. Private suite just 7 min from Harrah’s Casino & I-69, Mounds State Park, and Anderson University. Quiet, family-friendly retreat with easy private parking. Unwind in the cozy 1-bed suite: comfy bed, sofa sleeper, smart TV, and fast Wi-Fi. A mini-fridge, microwave, and coffee maker. Perfect for couples or small families seeking peaceful nights and quick casino fun.

Private, one car garage, hot coffee
Welcome to Robin's Nest, my cozy, modern, open-concept home in Indy! This inviting space includes 2 bedrooms, 1 bathroom, and 2 queen beds. Enjoy amenities such as a coffee bar, fire pit, and workstation. Let your fur babies run free in my fully fenced-in yard. You’re in close proximity to Lucas Oil, the Convention Center, and Gainbridge Fieldhouse, Murat, and many major hospitals are in a 10 mile radius.

Little Longhorn Lodge
The Little Longhorn Lodge! A rustic western themed stay at our small country farm. This home was designed with great attention to detail, hand picking every unique feature. You will feel right at home, relax and enjoy your stay. This is a working hobby farm so you will see horses and our friendly barn cats!

Cozy Two Bedroom Bungalow
Relax with family and friends at this peaceful place to stay. Close to Ball State University and the hospital. Newly renovated 2 bedroom with queen beds , 1 bathroom plus a large living room and family room. A beautiful deck off of the family room. A driveway for parking. Beautifully landscaped.
Popular amenities for Middletown holiday rentals
Other great holiday rentals in Middletown

*Marvelous Home Away from Home

The Petite Retreat

Cozy Charmer | 5 min to Uranus Fudge | Near Nestle

Cozy 3BR Near Ruoff

Family-Friendly Retreat

Quiet setting, perfect for family & professionals.

3 br hse with hot tub in country

Modern Townhome - Fishers District - Walkable
Destinations to explore
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- Lucas Oil Stadium
- Indianapolis Motor Speedway
- Indiana Convention Center
- Gainbridge Fieldhouse
- Indianapolis Zoo
- Eagle Creek Park
- Childrens Museum
- Broad Ripple Park
- Indiana State Fairgrounds & Event Center
- Butler University
- Grand Park Sports Campus
- University of Indianapolis
- IUPUI Campus Center
- Circle Centre Mall Shopping Center
- Holliday Park
- Indianapolis Museum of Art
- Fort Harrison State Park
- Garfield Park
- Indiana State Museum
- Indiana World War Memorial
- Eiteljorg Museum
- Indianapolis Canal Walk
- Victory Field
- Soldiers and Sailors Monument





