Holiday rentals in Middletown

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Top-rated holiday rentals in Middletown

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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, 115 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
An open-concept living space features a dining table set for four, with polished plates and glasses. A cozy sofa is adjacent to the fireplace, and the kitchen area includes wooden cabinetry and modern appliances. Natural light filters in through large windows, accentuating the wood paneling.
Home in Hartford City
4.92 out of 5 average rating, 209 reviews

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!

Top 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
4.92 out of 5 average rating, 331 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, 224 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
Guest suite in Muncie
4.97 out of 5 average rating, 451 reviews

The Eagle’s Nest | Historic Riverfront Retreat

Experience The Eagle's Nest, a private two-bedroom suite in The Whiteley House, an 1892 Queen Anne Victorian overlooking the White River. Enjoy a private entrance, off-street parking, full kitchen, spacious living area, and peaceful treetop views. Walk to Minnetrista, the Cardinal Greenway, and downtown, with Ball State just minutes away. Whether visiting for work, family, or a weekend escape, enjoy historic character paired with modern comfort in one of Muncie's most distinctive stays.

Guest favourite
The exterior of the property features a large covered porch with rustic wooden supports and a metal roof. A decorative horse statue stands prominently in front of a landscaped area with colorful flowers and gravel pathways, set against a backdrop of open fields and a blue sky.
Barn in Springport
4.97 out of 5 average rating, 37 reviews

Barndominium country retreat

Step into a stunningly unique taste of the West! This extraordinary property combines 40 gorgeous country acres with wooded trails, wildlife, horses and miniature cattle. Elegant western décor will assist you in slipping into vacation mode in no time. When you want to breathe in a bit of fresh air, bring your morning coffee or evening cocktail out to the furnished covered porch. This unforgettable getaway is perfect to simply escape the city and breathe the fresh country air.

Guest favourite
A modern kitchen features white cabinetry and a large granite island. A bottle of wine is placed on a tray beside a vase of flowers. Stainless steel appliances and a stylish shelving unit displaying wine-related decor add to the kitchen's inviting ambiance.
Townhouse in Muncie
4.93 out of 5 average rating, 162 reviews

Lakeside Delight

This town home sits on Sandpiper Lake! It has 2 spacious bedrooms & 2 full bathrooms. Walking distance to a few restaurants, fast food establishments, & even mini golf at Boulder Falls! 1 car garage with parking in front of garage with a couple public spaces available. 5 minute drive to Ball State! Minutes to downtown! Quiet & peaceful area! Townhome is 1 story with all hardwood floors! There is limited cable channels & wonderful wifi in home. Self-check in.

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, 352 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.

Top guest favourite
A spacious yard is framed by lush green grass under a colorful sky at sunset. Trees provide shade, while a vast field stretches into the distance, contributing to the peaceful ambiance of the serene surroundings.
Guest suite in Anderson
4.84 out of 5 average rating, 56 reviews

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.

Guest favourite
A modern living room displays a sectional leather sofa arranged around a circular coffee table. A sleek fireplace is built into the wall beneath a large flat-screen television. Subtle lighting fixtures illuminate the space, complemented by decorative plants and artwork.
Home in Anderson
4.82 out of 5 average rating, 17 reviews

Family-Friendly Retreat

Escape to this peaceful, family-friendly retreat—where cozy meets spacious in a serene, stylish setting. Perfect for families or small groups, this beautifully designed home offers comfort, charm, and plenty of room to relax. Enjoy quiet mornings, stylish interiors, and a welcoming vibe that feels just like home. Ideal for making memories, unwinding, and experiencing a true sense of calm.

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
4.95 out of 5 average rating, 127 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, 348 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

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