
Holiday rentals in Middletown
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Top-rated holiday rentals in Middletown
Guests agree: these stays are highly rated for location, cleanliness and more.

Greenfield German Cottage-minutes to downtown Indy
The perfect place for you to stay when visiting Greenfield or nearby Indianapolis. Located within 1/2 mile of I-70. Restaurants and shopping within 1 mile. Downtown Indy is an easy 20-mile drive. We offer a comfy queen size bed, comfy roll away twin bed, kitchenette, full bathroom, walk-in closet, sitting area with couch and tv, private entrance with a private drive and parking area. You can also enjoy many extra features on the property, which include beautiful flower gardens and fountains.

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!

Cute Studio in Old West End
Enjoy a budget-friendly experience at this cozy apartment in Muncie's Old West End neighborhood. Close to downtown hotspots and a short hop to BSU/hospital. Perfect for 1-2 guests. Newly renovated and stylish; all art in the apartment is by local artists. *Please note*, there are no exceptions to the “nonrefundable” option if you choose it. Please research our neighborhood before booking - our prices reflect our location in a diverse, populated urban neighborhood that is being revitalized.

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!

Maxwell-Commons #105, New Castle IN, 2bd2bth dwntn
#105 Maxwell-Commons: downtown LOFT for business, family, pleasure - HAVEN for peace. Wild party? PLEASE go elsewhere. Nea: HC Saddle Club; Go-Karts; NC High School; Hall of Fame. Indianapolis 50min; Richmond 30min; Muncie, Anderson 20min. Bring toiletries. Coffee available. THERE ARE STAIRS. 3 or 100s of guest voiced complaint re overnight trains. I am powerless over the midwest rail-schedules. It is fair to let would-be guests know. There are 2 assigned outdoor parking-spaces.

🦉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!

Entire Home with Modern Conveniences - New Castle
This home has been equipped with everything you need for a relaxing stay. Unwind in the evening while watching your 65” TV. The updated kitchen offers plenty of space for cooking dinner.The first bedroom features a King size bed and room darkening window treatments. The second bedroom offers a designated office space w/ high speed internet and a trundle bed. To start your day well, the bonus room offers a coffee bar with Nespresso and wellness area complete with treadmill and yoga space.

Summit Lake Guest House
A quaint & unique space; the Summit Guest House provides a farmhouse setting, perfect for kids, & anyone looking to slow down and enjoy the peaceful country life. Excellent views of local farmland w/ ample wild life. Minutes away from Summit Lake & Wilbur Wright birthplace. Host lives on premises and is available to help with any needs. The space is fully fenced and has a small gated backyard, perfect for little ones! We look forward to hosting you, ~Kristen & Tim

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.

Anderson Art House-Entire house to yourself nearAU
We are located 0.3 miles from Anderson University, 1 mile from down town Paramount theatre. This is a house all to yourself with 3 bedrooms and 2 full baths. Each bedroom can sleep two plus additional two for the sofa bed in the living room. There is a small deck with a bbq grill when the weather is nice. This house will feature local artist's artwork through the house because there's so many talent in town we want to share with the world!

*Charming Westside Home Close to BSU & IU Health*
Your family will be close to everything when you stay at this centrally-located home. A short walk from Ball State's Campus and IU Health. Nestled in a peaceful and family friendly neighborhood. Plenty of room to stretch out in this large 4 bedroom house centered on an expansive wooded corner lot with a sea of grass and shade.

Studio M
Studio M is located in the small Historic town of Pendleton, IN. The home is within walking distance of our shops, restaurants and Falls Park. We have a fully stocked kitchen, car port with chairs to sit out and enjoy the beautiful outdoors. Our house is conveniently located to Fishers, Anderson, Noblesville and Indianapolis.
Popular amenities for Middletown holiday rentals
Other great holiday rentals in Middletown

Popup Campsite and Farm Stay

White River Retreat

Charming 2 bedroom Cozy Retreat

Registered historic home, heart of Muncie

Little Longhorn Lodge

Carriage House Loft Apartment

The BALL House

Big Mann on Campus
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- Lucas Oil Stadium
- Indianapolis Zoo
- Eagle Creek Park
- Indianapolis Motor Speedway
- Summit Lake State Park
- The Fort Golf Resort
- Mounds State Park
- Brickyard Crossing
- The Country Club of Indianapolis
- River Glen Country Club
- The Sagamore Club
- Country Moon Winery
- Prairie View Golf Club
- Woodland Country Club
- Greatimes Family Fun Park
- Ironwood Golf Course
- Broadmoor Country Club
- Hopwood Cellars Winery & William Rose Distillery
- Crooked Stick Golf Club
- Marion Splash House
- Adrenaline Family Adventure Park
- Urban Vines Winery & Brewery
- Bridgewater Club