House holiday rentals in Middletown

Find and book unique houses on Airbnb

Top-rated house rentals in Middletown

Guests agree: These houses are highly rated for location, cleanliness and more.

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Guest favourite
A vibrant arcade room is showcased, featuring multiple classic and modern arcade games. Neon lighting enhances the playful atmosphere. An air hockey table occupies the foreground, while pinball machines and an arcade cabinet are visible in the background, contributing to a lively entertainment space.
Home in Kettering
4.9 out of 5 average rating, 105 reviews

Hot Tub Massage Pinball Stylish! By The Greene

Unwind in the Cedar Hottub Room or Massage chair. Have a blast with family and friends in or game room with brand-new Stern Pinball machines, Slot machines, Digital Putt-putt, Yard darts, cornhole, bowling, and arcade gaming systems. This house is a freshly remodeled home, everything is brand new. The outdoor Cedar room is a completely private area, romantic and relaxing. Literally 1 min drive from the Greene Outdoor Shopping Mall! You can expect a luxurious and super clean stay! GAMES ARE FREE

Top Guest favourite
A welcoming front porch features a vibrant yellow door framed by comfortable seating on either side. Lush green bushes surround the entrance, and colorful flowers are planted along the steps leading to the home.
Home in Lebanon
4.87 out of 5 average rating, 248 reviews

Historic Lebanon Rustic Charm Experience

Rustic, historical two story home in downtown Lebanon, Ohio. Four blocks from the historical Golden Lamb Restaurant, walking distance to the boutiques and restaurants in Lebanon. 10 minutes from Kings Island, Miami Valley Gaming, Outlet Malls, Flea Markets, WC Sports Complex. Minutes away from many other attractions such as Valley Vineyard, Caesar's Creek, Little Miami Canoeing and the Ohio Renaissance Festival. We’re an hour from Columbus, 30 minutes from Dayton and 40 minutes from Cincinnati

Top Guest favourite
An inviting upstairs area features two spacious twin beds with dark bedding against the backdrop of rustic wood paneling. A central rug with geometric patterns is positioned between the beds, while decorative wall hangings and a window provide natural light and charm.
Home in Lebanon
4.98 out of 5 average rating, 178 reviews

The Homespun Landing

Our newly renovated home was planned and decorated with YOU in mind! All of your home-away-from home needs will be met here! Our large upstairs area is our favorite spot to share! We know your kids will find this a very inviting get-away space! Our kitchen is full of all the things! We offer games, toys, foosball, AND a seven-seat hot tub out back! Enjoy coffee shops, restaurants, boutiques all within walking to Historical downtown Lebanon. We would love to be your new choice get-away!

Superhost
A spacious living room features a comfortable couch and an accent chair. Natural light filters through a sheer curtain, illuminating the hardwood floors. A small table nearby holds a welcome booklet, while a door leads to another area of the home.
Home in Dayton
4.91 out of 5 average rating, 336 reviews

Suite Serenity! 3Bed-2Bath! Family/Business/Travel

Peace and Serenity await you! Sit back, relax and get away from it all! Natural elements surround this home and are added inside to make this the ultimate getaway! Calm, quiet & close to it all! Near to Restaurants, Movie Theater, Shopping, Mall, Wright State University, Nutter Center, WPAFB, Yellow Springs, business or pleasure! Quick highway access. Note: Strict cleaning and sanitizing measure are in place to ensure the health and safety of our guests. Thank you for your understanding.

Top Guest favourite
A cozy sitting area features a modern black fireplace adorned with decorative candles. Two brown leather chairs are positioned beside a wooden side table, with a small potted plant nearby. Natural light streams in through the windows, illuminating the elegant rug and neutral wall tones.
Home in Madisonville
4.95 out of 5 average rating, 118 reviews

Tranquil Oasis 2BR/2BA with King Bed & Coffee Bar

Escape to our charming 2-bedroom, 2-bathroom Airbnb located in the serene suburbs of Cincinnati! Our home offers comfortable beds, a pillow bar to choose from, two clean full bathrooms, and a fully stocked kitchen. Unwind in the cozy living space or sip your morning coffee from our fully stocked coffee bar. Just a short drive from downtown Cincinnati, our Airbnb provides easy access to local shops, restaurants, and attractions while offering a quiet respite from the city bustle

Top Guest favourite
A cozy living area showcases two cream-colored couches positioned around a dark coffee table. Natural light enters through a large window, enhancing the space. A sleek ceiling fan is visible, and a small dining area is arranged with a table and two chairs against the wall.
Home in Miamisburg
4.95 out of 5 average rating, 187 reviews

The Linden Guesthouse - bike/hike/golf/shop/visit

This updated stylish 2 bed/1.5 bath single story guesthouse is perfect for work, group trips, fun, or family visits. The kitchen has dishes, cookware utensils, and pantry basics (oil, seasonings, sugar & flour). A Keurig single-serving and carafe coffee maker with k-cups and coffee filters is provided. The guesthouse has two living spaces, a dining room, a kitchen, a utility room with a washer and dryer, a private patio with outdoor seating, and a grill.

Superhost
The living room features a spacious layout with comfortable seating arranged around a round coffee table. A large flat-screen TV is mounted on the wall, and soft natural light filters through sheer window treatments. Decorative accents include plants and framed art.
Home in Liberty Township
4.87 out of 5 average rating, 147 reviews

Liberty House ♦ Near Kings Island & Liberty Centre

Welcome to Liberty Township! This four-bedroom, single-level home has everything you need for a comfortable stay. It's conveniently located to I-75, grocery stores, shopping, and tons of restaurants! This is the perfect home for traveling professionals or families. The home is located in a safe, desirable suburb of Cincinnati near Kings Island and other attractions. We're just a 30-minute drive from downtown Cincinnati and 40 minute drive to downtown Dayton.

Top Guest favourite
A spacious living area is characterized by soft blue walls and ample natural light from large windows. A light-colored sofa with decorative pillows faces a central coffee table, while a fireplace is framed by built-in shelves displaying books and decor.
Home in Hamilton
4.95 out of 5 average rating, 133 reviews

Hamilton Home Away From Home!

Charming Midwestern house, close to Hamilton city-center, Spooky Nook, and Miami University! You and your family will find yourself comfortably at home with everything you need for an enjoyable stay. Take advantage of the freshly updated kitchen, the spacious family room with reclining sofas, and unwind with some fun in the game room. With tree lined streets and a friendly neighborhood you are sure to find yourself at home in Hamilton!

Guest favourite
A single-story house is depicted, featuring light-colored siding and a sloped roof. A two-car garage is present, with a neatly paved driveway leading to the entrance. Lush green grass surrounds the home, complemented by a leafless tree in the front yard.
Home in Middletown
4.89 out of 5 average rating, 199 reviews

New home & huge yard! 3-bd, 2 baths with game room

Enjoy our spacious master bedroom, brand new furniture, peaceful backyard with a 2 person hot tub, BBQ grill, fully equipped kitchen, game room, convenient parking, and 3 spacious bedrooms. We have everything you need to stretch your legs and relax. Ideal for visiting sights in Cincinnati (25 min) or Dayton (15 min) as well as King's Island (15 min). Close to shops, restaurants, and entertainment. Kids and families are welcome!

Guest favourite
A living room is depicted with a television mounted on a wooden stand, flanked by two comfortable reclining chairs and a sectional sofa. An aviation-themed artwork hangs above, while a sleek, metal coffee table adds a modern touch. Natural light enters through windows with light blinds.
Home in Middletown
4.92 out of 5 average rating, 108 reviews

5 Minute Call

"5 Minute Call" is located next to the Middletown Regional Airport (home of ​Start Skydiving) and Smith Park. ​ The house is a 1 minute walk to the airport, 2 minute walk to Smith Park, 23 min drive to Spooky Nook, 29 min drive to Miami University Oxford. With an arcade set-up in the basement, large kitchen dining table, and theatre-like living room, the house has multiple rooms for gathering with friends and family.

Guest favourite
A dining area features a rustic wooden table set with a woven runner and a decorative vase containing fresh flowers. Surrounding it are four white, cushioned chairs. The space is brightened by natural light coming through large windows, with a cozy living area visible in the background.
Home in Dayton
4.93 out of 5 average rating, 209 reviews

Updated home in Dayton with low fees!

This unique home in Dayton is loaded with charm. It has been updated in all of the right places to maintain its original character while providing all of the amenities you desire. You'll get quartz countertops, new appliances, high-end mattresses, brand new wood bedframes, and a sit-in front porch. Whether you are here for work or play, this home will be a great "home away from home".

Guest favourite
A dining area is presented with a round table and four chairs, set with blue placemats and a glass centerpiece. A plush sofa and decorative artwork are visible in the adjacent living area, while a ceiling fan provides a comfortable ambiance throughout the space.
Home in Hamilton
4.92 out of 5 average rating, 125 reviews

Short walk to Spooky Nook & Main St./downtown area

Centrally located to the Hamilton area, we are only 2 short blocks away from the Spooky Nook Sports facility. Only a short drive(20 mins)to Miami University in Oxford for a visit with your student, and only mile to Main Street restaurant and entertainment DORA district. Come enjoy the many events and amenities now available in Hamilton on your visit.

Popular amenities for Middletown house rentals

When is the best time to visit Middletown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$179 NZD$177 NZD$193 NZD$237 NZD$231 NZD$235 NZD$235 NZD$217 NZD$202 NZD$209 NZD$203 NZD$188 NZD
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Quick stats about house rentals in Middletown

  • Total holiday rentals

    Explore 30 holiday rentals in Middletown

  • Nightly prices starting at

    Middletown holiday rentals start at $35 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,200 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Middletown holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Middletown rentals

  • 4.8 Average rating

    Middletown stays are highly rated by guests—averaging 4.8 out of 5!

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