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House vacation 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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Top guest favorite
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, 206 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!

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, 104 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, 168 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
An outdoor space features wooden lounge chairs arranged on green artificial turf. A wooden barrel sauna stands prominently, with a five-person hot tub nearby. Soft cafe lights hang overhead, creating a welcoming environment.
Home in South Park
4.95 out of 5 average rating, 173 reviews

Luxury & Wellness

Discover a sanctuary of wellness and luxury in the heart of Dayton, Ohio. Our exclusive three-bedroom, two-bath home is not just a place to stay, it's an immersive bio-hacking experience designed to rejuvenate your mind, body, and soul. Here, health technology isn't just an amenity, it's a way of life offered to our guests at no extra cost. You have seen celebrities like Joe Rogan embrace these technologies on social media, and now it's your turn to experience their transformative power.

Top guest favorite
The living area showcases a comfortable blue sofa and two gray chairs, arranged invitingly around a circular coffee table. Natural light enters through large windows, illuminating the space, while soft curtains frame the windows. An elegant floor lamp adds additional lighting.
Home in Hamilton
4.97 out of 5 average rating, 101 reviews

Charming renovated historic home in ideal location

Location, Location, Location!! Nestled in the idyllic Rossville Historical District, this property is a block away from Main Street and within walking distance to many restaurants, shops and downtown Hamilton. Whether you’re coming in town for Miami University, Spooky Nook Sports Complex, work, family, or just a weekend getaway, you’ll find that this property is the perfect spot to stay. Enjoy a completely renovated property with all new furnishings in a historic 1800’s home.

Guest favorite
The arcade room features a pool table at the center, illuminated by vibrant blue lighting. Walls are adorned with vintage pinball machines and classic arcade cabinets. A bar area with stools is visible in the corner, enhancing the space's playful atmosphere.
Home in Dayton
4.96 out of 5 average rating, 175 reviews

Arcade + Hot Tub Retreat | Sauna | Near WPAFB

Relax in Style at Our Spacious Entertainment Retreat The space comfortably sleeps up to 8 guests, with two king-size beds a Queen Bed and a pull out sleeper sofa with memory foam mattress. Unwind after a long day in our luxurious Hot Tub or rejuvenate in the sauna and massage chair. Enjoy endless fun in the fully equipped game room with brand-new pinball machines, a pool table, slot machines, Golden Tee, and a Multicade arcade system with over 5,000 games — all free to play!

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, 123 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.

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, 211 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.

Top guest favorite
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
4.96 out of 5 average rating, 156 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 favorite
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
4.9 out of 5 average rating, 230 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 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, 133 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.

Top guest favorite
A bright living room features two comfortable armchairs and a stylish sofa, arranged around a central coffee table. Decorative wall art frames are displayed above the sofa. A light fixture hangs from the ceiling, while a front door invites natural light and views of the outside.
Home in Lebanon
5 out of 5 average rating, 105 reviews

Walkable on E. Warren St.

Enjoy a variety of restaurants and attractions within walking distance from this historic downtown duplex. Guests will enjoy this approximately 800 sq. ft. side of the home with a private deck and entrance.

Popular amenities for Middletown house rentals

When is the best time to visit Middletown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$22,381 GYDG$21,544 GYDG$24,054 GYDG$28,238 GYDG$27,610 GYDG$28,028 GYDG$36,186 GYDG$34,094 GYDG$30,329 GYDG$29,911 GYDG$27,819 GYDG$23,218 GYD
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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$10,458 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!

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