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 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, 117 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 favorite
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, 211 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 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, 332 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
Guest suite in Muncie
4.97 out of 5 average rating, 454 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.

Top guest favorite
Apartment in Muncie
4.96 out of 5 average rating, 50 reviews

Downtown Muncie | Luxe Loft, Spa Bath, 1 Bed, BSU

Downtown Luxe Loft: Historic charm meets modern luxury, stylish, flexible 1 bed with spa bath. Entire 2nd floor apt. -In the Walnut Street Historic District. Walkable access to Muncie’s best restaurants, cafés, bakeries, and boutique shopping. Steps from your door. -6-minute drive to Ball State University & IU Health -Close to Canan Commons, Minnetrista, and Muncie Civic Theatre, Cardinal Greenway, Prairie Creek Reservoir, and Oakhurst Gardens -High-speed Wi-Fi -Downtown Muncie

Guest favorite
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 favorite
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 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, 354 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 favorite
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, 57 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 favorite
A sleeping area features a metal frame bed topped with soft gray bedding. Natural wood walls and ceiling enhance the cozy ambiance. A decorative area rug outlines the space, and light enters through two windows adorned with sheer drapes.
Home in Anderson
4.94 out of 5 average rating, 108 reviews

The Ravens' Nest

Located adjacent to Anderson University, this tiny home is big on charm and comfort. Across the street from Myers Hall, it is our hope that the home's convenient location, comfortable furnishing, and modern improvements will allow for an enjoyable visit. We live only 20 minutes away, and it is our aim to see that your stay in Anderson exceeds expectations.

Top guest favorite
A charming exterior view showcases a white brick structure with a spacious porch, flanked by lush greenery and colorful flowerbeds. Two sets of large windows provide natural light to the inviting entryway, framed by decorative plants and wrought iron fencing.
Home in Anderson
4.99 out of 5 average rating, 155 reviews

Historic Eighth Guest house

You'll have a great time at this comfortable place to stay. The unit is set up similar to a duplex . Shared stairway to upper unit with lockbox entry to unit . 2 bedrooms , 1 bathroom, kitchen, sunroom, family room, dining room, laundry room. Adults only in this unit due to balconies . Owner also currently hosts Historic Eighth carriage house .

Top guest favorite
A single-story house is surrounded by well-maintained lawns and greenery. Flowering trees with pink blossoms are present in the foreground, and a driveway leads to a garage beside the home. Large windows and a welcoming front door invite guests, complementing the open and airy atmosphere.
Guest suite in Muncie
4.96 out of 5 average rating, 124 reviews

Country Side Getaway l

Need a breathe of fresh air? Come enjoy this en suite in the country, over looking 10 acres of wetlands, fields, and forests. Take a dip in the pool or a walk in the woods and remember what it is like to live slow. En suite includes living room area with kitchenette, private bathroom, queen bed, and beautiful views of the countryside.

Popular amenities for Middletown vacation rentals

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