Vacation rentals in Middletown

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Top-rated vacation rentals in Middletown

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A cozy sleeping area features a queen-sized bed dressed in a decorative quilt with accent pillows. A floral painting adorns the wall above the bed, while a bedside lamp provides soft lighting. Drapes frame the window, allowing natural light to filter in.
Guest suite in Greenfield
4.94 out of 5 average rating, 268 reviews

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.

Top guest favorite
A serene bedroom features a spacious bed with soft linens and decorative pillows. A reading chair is positioned next to large windows, allowing natural light to illuminate the room. A decorative sign and plants add subtle character to the calming atmosphere.
Guest suite in Muncie
4.97 out of 5 average rating, 419 reviews

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!

Top guest favorite
An open living area is presented with high ceilings and exposed beams. A comfortable gray sofa faces a wall-mounted television, while a dining table is positioned beside a fully equipped kitchen. Large windows allow natural light to illuminate the space, enhancing the inviting atmosphere.
Condo in New Castle
4.96 out of 5 average rating, 211 reviews

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.

Guest favorite
The living area features a comfortable sofa and two wicker chairs, complemented by a coffee table on a soft area rug with leaf patterns. A Roku TV is positioned on a wooden console, while a decorative wall feature holds potted plants for a touch of nature.
Guest suite in Anderson
4.92 out of 5 average rating, 319 reviews

🦉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!

Top guest favorite
A cozy sleeping area features a wooden bedframe adorned with a patchwork quilt. A bedside table holds a lamp and decorative items. Natural light from the window showcases the room's warm wooden walls and rustic charm, complemented by green accents and flowing curtains.
Guesthouse in Muncie
4.93 out of 5 average rating, 135 reviews

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.

Top guest favorite
A spacious living area features warm wooden flooring and a cozy seating arrangement. A television is positioned on a dark wooden console, with a rocking chair nearby. A window seat with soft cushions offers additional seating, while framed photographs decorate the walls.
Apartment in Pendleton
4.98 out of 5 average rating, 334 reviews

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.

Superhost
A serene bedroom features a spacious bed with a white comforter and decorative pillows. A rustic wood headboard adds character. A round mirror hangs on the wall, complemented by framed artwork. Natural light enters through a nearby window, enhancing the calming atmosphere.
Home in Anderson
4.84 out of 5 average rating, 244 reviews

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!

Guest favorite
A modern living area is highlighted by a comfortable sectional sofa adorned with decorative pillows. A pair of armchairs and a wooden coffee table create a cozy seating arrangement. Natural light filters in through the window, complemented by a stylish lamp and wall art.
Home in Indianapolis
4.96 out of 5 average rating, 179 reviews

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.

Top guest favorite
A charming two-story home is set amidst a spacious grassy area, featuring a welcoming deck with outdoor seating. A fire pit is surrounded by four comfortable chairs, creating a cozy space for gatherings. Warm light glows from the windows as dusk begins to settle.
Home in Muncie
4.95 out of 5 average rating, 118 reviews

*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.

Top guest favorite
A spacious studio features a comfortable bed with a light-colored headboard, accompanied by a cozy seating area with a chair and couch. Natural light illuminates the room, and a decorative rug is placed on the floor. Wall-mounted lamps provide additional lighting.
Home in Pendleton
4.95 out of 5 average rating, 332 reviews

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.

Top guest favorite
A modern living area features a bright yellow couch adorned with decorative pillows. A rustic coffee table sits in front, displaying magazines. The room is enhanced by teal walls and a dining area with a round table, contributing to a lively and dynamic atmosphere.
Guesthouse in Indianapolis
4.99 out of 5 average rating, 661 reviews

Private GUEST HOUSE in NE Indianapolis

This is a fun 1,000 sq. foot space that is very modern and new. It is only used for guests, so I decided to put it on Airbnb. This is a private dwelling and I know you will enjoy your stay. Thanks for looking! If needed, there is a chair lift. The space has one queen bed and also a couch bed.

Top guest favorite
The exterior of the carriage house is framed by blooming trees, with vibrant pink flowers providing a pop of color. A welcoming entryway can be seen, alongside a spacious drive offering ample parking. The surrounding landscape includes well-maintained brick walls and planters.
Home in Anderson
4.96 out of 5 average rating, 340 reviews

Historic 8th Carriage House

Very comfortable carriage house with 2 bedrooms, 2 bathrooms, full kitchen, family room, dining room, washer and dryer. Located on second level. Property is located in close proximity to Anderson University and Harrah’s casino. 20 min drive to Ruoff Music Center and Fishers Event Center

Popular amenities for Middletown vacation rentals

  1. Airbnb
  2. United States
  3. Indiana
  4. Henry County
  5. Middletown