House holiday rentals in Middletown

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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 welcoming living room features a black couch, two light-colored club chairs, and a coffee table on a woven rug. Natural light fills the space through large windows adorned with white drapes. A decorative mirror and side table enhance the room's charm.
Home in Dayton
4.94 out of 5 average rating, 197 reviews

Private charming home w Fenced yard and fire pit

Chic Boutique is a lovely home in the heart of Dayton. Close to downtown, University of Dayton and both Miami Valley and Kettering hospitals. Our home is completely renovated and ready for your family to enjoy. We also have a fenced yard and parking in the driveway as well as on the street. You will love the private outdoor space for BBQ's or a cozy night lounging around the firepit. The kitchen is fully stocked for meal prep, and the kitchen table expands to seat 8 people. Relax and Enjoy!

Top Guest favourite
A modern living area features a dark gray couch adorned with colorful pillows, paired with a mid-century chair. Natural light enters through two windows, illuminating the stylish rug while a round mirror reflects the space. A flat-screen TV is mounted on the wall, accompanied by a decorative console.
Home in South Park
5 out of 5 average rating, 155 reviews

Modern Historic House in the heart of South Park

Check out this stylish and modern home in the Historic South Park District centrally located in Dayton Ohio. Located on the best street in this trendy neighborhood where you can enjoy a view of the park from the porch. Built in 1880 this newly revamped home has an open concept full kitchen, 2 bedrooms and 2 full baths. Wood flooring and 12-foot ceilings throughout. Close to downtown, Miami Valley Hospital and the University of Dayton. Within walking distance to shopping, dining and much more.

Top Guest favourite
A spacious outdoor deck overlooks the Cincinnati skyline, featuring comfortable seating along a shaded area with soft cushions. The surrounding greenery complements the urban view, enhancing the relaxing atmosphere of the space.
Home in Cincinnati
4.82 out of 5 average rating, 713 reviews

OTR Full Home/Yard - Stunning Views -Free Parking

Spectacular View of Cincinnati in Boutique-Hotel style Full Home designed by Award-Winning Designer. • No downtown Airbnb has this much • On Quiet/Safe Street • Central Location • Security camera at entrance • Programmed lock changed after each guest. • One of "The 7 Coolest AirBnBs in Cincinnati" by Cincy Refined • Walk/Bike/Scooter to Downtown/Dining/Shopping, Nightlife, UC, & Reds/Bengals • 20 minutes to Airport • Quick access to I-71 & I-75 • Incredible Private Indoor & Outdoor Spaces

Top Guest favourite
The stylish bathroom features a double vanity with a sleek black finish and vintage detailing. A large walk-in shower with glass doors is showcased, and exposed brick walls add character to the space. Modern lighting fixtures enhance the overall design.
Home in Seminary Square
4.92 out of 5 average rating, 203 reviews

Cozy Hot Tub Escape, Walkable to Bars/Restaurants

A romantic getaway with vintage soul — complete with an exclusive, semi-private hot tub under the stars. This beautifully restored pre-1860 home pairs bold design and cozy comfort for the perfect couple’s escape. Sink into the plush king bed for a peaceful night’s sleep. The unique bathroom — with its luxurious finishes and historic charm — is a guest favorite. The shops, restaurants & bars of MainStrasse or Madison Ave are just a 10 min walk. Downtown Cincinnati is only a few mintues by car!

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, 195 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!

Top Guest favourite
A striking blue exterior is complemented by a bright yellow door, creating a vibrant entrance. A large window beside the door allows natural light to illuminate the space within. The setting is accented by nearby greenery and a concrete path leading to the entrance.
Home in South Park
4.97 out of 5 average rating, 198 reviews

Oak Street Place in Historic South Park District

This is a one of a kind stay located in the heart of the historic South Park district. This unique property used to serve as several different types of businesses including a barbershop, grocery store and church. The space has now been completely remodeled into a stunning open concept home full of history and character. With ship lap walls and vaulted ceilings with original exposed beams, it looks like it could have been on an episode of HGTV’s Fixer Upper! Come stay at Oak Street Place!

Top Guest favourite
The airy living room features an oversized couch, a mounted TV, and two blue armchairs. Natural light enters through large windows, highlighting the hardwood flooring. A door leads to a spacious backyard, while a light fixture provides soft illumination.
Home in Dayton
4.99 out of 5 average rating, 143 reviews

Cozy Beach House Minutes From Dayton!

Welcome and enjoy your trip in one of Dayton's best neighborhoods! Minutes from Dayton and a quick drive to the university. There is so much available at your fingertips. Wake up and grab a coffee at Warehouse 4. Stop by Trader Joes or Kroger to get your groceries. Take a walk through the many amazing parks nearby or catch a concert at Fraze Pavilion. After a day out, relax in the living room and watch your favorite shows or movies. Make yourself at home and live like a Dayton local!

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
4.94 out of 5 average rating, 134 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, 196 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
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, 209 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, 114 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
The bathroom features a white vanity with a marble countertop and dual sinks. A large framed mirror is mounted above the sink, reflecting natural light. Decorative artwork is displayed on the wall, and a door leads to the main area.
Home in Hamilton
4.95 out of 5 average rating, 128 reviews

Pleasant Dreams - Hamilton, spooky Nook, Miami Unv

Newly renovated spacious home in Hamilton with parking in driveway. Enjoy a peaceful stay at our cozy 2 bedroom 1 bath Home with dedicated work space. Close to Spooky Nook, Miami University and Fairfield. Also easy and close access to Interstae 275 and everything around the loop...Kings Island, Bengals, Reds, Cincinnati Zoo, Creation Museum, Newport Aquarium and much, much more.

Popular amenities for Middletown house rentals

When is the best time to visit Middletown?

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Avg. price$144 AUD$143 AUD$155 AUD$191 AUD$186 AUD$189 AUD$244 AUD$230 AUD$205 AUD$202 AUD$188 AUD$157 AUD
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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 $28 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,280 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, Wifi 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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