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House vacation rentals in Middletown

Find and book unique houses on Airbnb

Quick stats about house rentals in Middletown

  • Total vacation rentals

    Explore 30 vacation rentals in Middletown

  • Nightly prices starting at

    Middletown vacation rentals start at G$14,651 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,170 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Middletown vacation 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!

Top-rated house rentals in Middletown

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

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Guest favorite
The spacious living area features a stone fireplace and a modern ceiling fan. A large sectional sofa is positioned for comfort, facing a wall-mounted TV. Natural light floods the space, highlighting the open layout that connects to the dining and kitchen areas in the background.
Home in Mason
4.94 out of 5 average rating, 110 reviews

Cheerful 4 bedroom home w/ fireplace & game room

Centrally-located w/ high-end finishes. Walk or ride bikes to shops & restaurants in downtown Mason & make memories in the large, fenced backyard with firepit, and gas grill. Game room complete w/ ping-pong, air hockey, pop-a-shot basketball & more! Two bedrooms w/ queen beds; bedroom three w/ two bunk beds & trundle; loft w/ sofa bed. Gourmet kitchen w/ large island; fireplace in family room; Finished lower level w/ theater area & infrared sauna. Off-street parking for up to 10 cars!

Guest favorite
A two-story home features a welcoming front porch with wooden railings and two large columns. A manicured lawn surrounds the house, accented by shrubs and stones. Large windows are visible on the upper floor, while the entrance showcases an inviting door.
Home in Hamilton
4.94 out of 5 average rating, 107 reviews

Hanover Gardens

15 minutes or less from Miami University, Spooky Nook, Hanover Winery, Hanover Reserve, Lake Lyndsay, and Hueston Woods. Welcome to your inviting retreat nestled between the vibrant towns of Oxford and Hamilton, Ohio! Our delightful home features 4 comfortable bedrooms, 2 full bathrooms, 2 half bathrooms, and an arcade room. . Whether you're here to relax, explore, or enjoy local events and attractions, we're excited to welcome you and ensure that your visit fulfills all your expectations.

Top guest favorite
The historic home features a two-story façade with white siding and black shutters. A welcoming porch is highlighted by rocking chairs and potted plants. A well-maintained lawn adds to the inviting exterior, which showcases architectural details typical of early 19th-century design.
Home in Lebanon
4.99 out of 5 average rating, 176 reviews

General Mitchel Historic Home in Downtown Lebanon

Ormsby Mitchel was a Major General during the Civil War, and this was his home. This updated historic home was built in 1814 and is in the heart of downtown Lebanon. Local shops and restaurants are within walking distance. Easy access to local attractions like Kings Island and the Miami Valley Casino. We offer 3 bedrooms, 2 full baths, and plenty of space to spread out. A charming place to stay when traveling for work, a romantic weekend, a getaway with friends, or a family gathering.

Guest favorite
A two-story home features a welcoming front porch with seating and large windows. Lush green grass surrounds the foundation, with fresh landscaping and trees providing shade. The house has a neutral exterior, accented by dark shutters, and a paved pathway leading to the entrance.
Home in Hamilton
4.96 out of 5 average rating, 99 reviews

Close to entertainment, shopping and restaurants

Come and stay at our beautiful and fully remodeled home in Hamilton. It's just up the hill from Spooky Nook and from the Main Street entertainment district and next to the hospital. It is fully equipped with just about anything you need during your stay including an outdoor dining area with a bbq grill and a private backyard patio. With 2.5 bathrooms available and 3 different tv's, there will be very little waiting for anything. Includes a Queen size, full size, and two twins (bunks).

Top guest favorite
A historic two-story home with red wooden siding and contrasting black shutters is displayed. An American flag is mounted by the door, which is framed by a decorative wreath. Lush rose bushes and greenery surround the entryway, enhancing the charming exterior.
Home in Lebanon
4.98 out of 5 average rating, 102 reviews

Dwntwn Lebanon; 1st Floor., Historic, Washer/Dryer

Mulberry Manor is just a few miles from Kings Island. You’ll have the entire 1st flr of an historic 1870 home in an exceptional location of downtown Lebanon. Mulberry Manor is a half block off Broadway, the most desired & vibrant venue for the street festivals, Carriage Parade, live music, cafes, restaurants, the Golden Lamb — all at your fingertips! Located in the central business district, just a stroll from all the shops & restaurants! Just 2 miles to Lebanon Sports Complex.

Guest favorite
A cozy living area features a plush sofa facing a flat-screen TV mounted above a decorative fireplace. A wooden coffee table sits upon a patterned area rug, while a recliner is positioned nearby. Natural light enters through the window, illuminating the neutral-toned walls.
Home in Hamilton
4.96 out of 5 average rating, 122 reviews

3 blocks from Spookynook & on the historical reg.

Steps away from Main Street, this property is close to everything making it easy to plan your visit. It's located on one of Hamilton’s most beautiful streets in the Rossville Historic District, is one of the oldest rental properties in the county, and is the on the historic registry. However, the unit is completely remodeled and updated with stainless steel appliances, subway tiled kitchen, ceramic tile shower surround, and laminate vinyl plank throughout. A cool, quaint place!

Top guest favorite
An outdoor seating area features comfortable wicker furniture with plush red cushions, arranged around a central fire pit. The space is softly lit by surrounding landscape lighting, with an umbrella providing shade. Well-maintained greenery and a wooden fence enhance privacy.
Home in Hamilton
4.99 out of 5 average rating, 136 reviews

4-Beds: Firepit / Game Consoles / Workstation

Please see other notes for rules / disclaimers. Half a mile from Spooky Nook & blocks away from the new Agav & Rye. At 'The Sunset Nook', we have taken every effort to add every amenity possible to make a perfect experience. One block away from Sutherland family Park (See Pics). Our home is surrounded by landscape lighting to create a relaxing/secure environment. Our guest comfort and security is a top priority; spotlight/security cameras monitor the property for guests.

Top guest favorite
A charming vacation home is depicted, featuring a covered front porch with multiple seating options. The exterior showcases a blend of white siding and stone accents. Surrounding trees provide a natural backdrop, while a gravel pathway leads to the entrance.
Home in Camden
4.97 out of 5 average rating, 152 reviews

Backwoods Hideaway|NEW BUILD2024

The Backwoods hideaway provides the perfect escape for a family or just a couple looking to get away! Located on a 75 acre farm between Cincinnati & Dayton, and only 8 miles from Oxford! Boasts an impressive open floor plan & an expansive open patio overseeing the woods! Unwind at the luxury 3 bed room , with a loft & 2 full size beds for the kids, and 2 bathroom vacation home with the most amazing sunset views!! Guests will have access to the entire home!

Top guest favorite
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
4.94 out of 5 average rating, 224 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 comfortable living area is presented, featuring a spacious sectional sofa and a large flat-screen television positioned on a wooden media console. Natural light enters through two windows, softened by white curtains. A patterned rug covers the floor, and a potted plant adds a touch of greenery.
Home in Hamilton
4.86 out of 5 average rating, 140 reviews

StayStonybrook - Fairfield Township

Spacious 4BR / 2BA Home in Fairfield Township—perfect for families, groups, and extended stays. Enjoy a huge backyard, pet-friendly comfort, and plenty of room to relax after a day of exploring. Sleeping Arrangements • King bedroom • Queen bedroom • Full bedroom • Twin bedroom with desk (great for work or kids) ✔ Two full bathrooms ✔ Large, fenced backyard ✔ Less than 20 minutes to Kings Island Comfort, space, and convenience—all in one stay.

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, 238 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 favorite
The exterior of the tiny home is showcased, featuring a dark green wooden facade. A single door with six panels stands prominently, complemented by a small window. Planters with greenery are positioned beside the entrance, and a wooden deck extends from the front, partially covered by snow.
Home in Dayton
4.95 out of 5 average rating, 102 reviews

Tiny Home fit for a King: Near Belmont Park!

Welcome to Tiny Home for a King, a stylish 472 sq. ft. retreat in Dayton perfect for solo travelers or couples. This thoughtfully designed space blends modern amenities with charming details, offering a cozy and comfortable atmosphere ideal for relaxing, recharging, or simply feeling at home. Everything you need for a memorable stay is right here in this tiny but inviting haven.

Popular amenities for Middletown house rentals

When is the best time to visit Middletown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$22,395 GYDG$21,558 GYDG$24,069 GYDG$28,255 GYDG$32,232 GYDG$33,697 GYDG$36,209 GYDG$34,116 GYDG$30,348 GYDG$29,930 GYDG$27,837 GYDG$23,232 GYD
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