Holiday rentals in Middletown

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Top-rated holiday rentals in Middletown

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Top guest favourite
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
4.95 out of 5 average rating, 239 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 favourite
A modern living area is furnished with a comfortable gray sofa and an accent chair. A large flat-screen TV is mounted on the wall, while a decorative rug enhances the space. Natural light enters through the windows, illuminating the open layout.
Home in Anderson
4.98 out of 5 average rating, 88 reviews

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!

Guest favourite
The living room features a green velvet sofa, adorned with decorative cushions. A wall showcases various pieces of local artwork, providing a pop of color. A television sits on a simple stand, with a coffee table positioned in front, enhancing the cozy seating area.
Flat in Old West End
4.91 out of 5 average rating, 139 reviews

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.

Top guest favourite
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, 377 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!

Guest favourite
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.
Apartment in New Castle
4.96 out of 5 average rating, 201 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 favourite
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
4.91 out of 5 average rating, 311 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 favourite
A comfortable living area is highlighted by a caramel-colored sofa and two armchairs with decorative cushions. A wooden coffee table sits in the center, complemented by a woven basket and plants. Art prints hang on the wall, and a large TV is mounted nearby.
Home in New Castle
4.99 out of 5 average rating, 204 reviews

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.

Top guest favourite
A charming farmhouse is depicted with a bright red roof, surrounded by expansive green farmland. A winding pathway made of pavers leads to a red gate that opens to a fenced area. Lush grass provides an inviting approach to the home.
Tiny home in New Castle
5 out of 5 average rating, 26 reviews

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

Top guest favourite
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.
Flat in Pendleton
4.98 out of 5 average rating, 313 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
4.83 out of 5 average rating, 240 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 favourite
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
4.94 out of 5 average rating, 101 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 favourite
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, 322 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.

Popular amenities for Middletown holiday rentals

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  3. Indiana
  4. Henry County
  5. Middletown