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
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, 154 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 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, 194 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
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, 159 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.

Guest favorite
The living room features a comfortable sectional sofa paired with an oversized chair, accentuated by modern light fixtures. A round dining table is surrounded by four chairs. Large windows allow natural light to illuminate the space, enhancing the welcoming atmosphere.
Home in Milford
4.87 out of 5 average rating, 131 reviews

❀️ milford ⭐️ luxury cape cod home ⭐️

This is a 2 bedroom house,beautiful remodel with all the essentials. The 2 bedrooms each have a queen bed and a 12” Sealy mattress. Living room has a full sized sleeper sofa and oversized chair which pulls out to a twin bed. House includes sheets, towels, hair dryer, coffee makers, dishes, utensils, assorted glasses, starter paper products. Located .6 miles to Olde Milford and Little Miami bike trail, many shops and restaurants. Remote check in via keypad on front door No pets please

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
4.97 out of 5 average rating, 113 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
The entrance to the home is shown, featuring a welcoming porch with two rocking chairs and a decorative entry sign. A clean concrete path leads to the front door, and the surroundings include a landscaped area with gravel and a green lawn, alongside a white fence.
Home in Lebanon
4.97 out of 5 average rating, 109 reviews

Bungalow in Downtown Lebanon

Welcome to your newly renovated one-bedroom home! This chic retreat features a spacious king bed and a comfy pull-out couch with a mattress topper for extra coziness. The gleaming kitchen boasts brand-new appliances, perfect for culinary adventures. Step outside to your private back patio, complete with a Solo Stove for warm, relaxed evenings. Plus, enjoy the convenience of being within walking distance to the vibrant downtown scene. Your ideal home away from home awaits!

Top guest favorite
A modern dining area features a round glass table surrounded by four rattan chairs. Soft natural light illuminates the space, highlighting the light wood cabinetry and open kitchen. Decorative elements are arranged tastefully on a nearby shelf, creating a cohesive, inviting environment.
Home in Madisonville
4.95 out of 5 average rating, 147 reviews

Adorable & Chic 2BR/2BA with Coffee Bar

This unique home has a style all its own, with ultra clean lines and a nordic flair. This charming house will delight up to four guests and boasts a fully stocked kitchen and 2 full baths. Everyone will leave feeling special. There are two queen size beds with luxurious finishes. The full coffee bar includes a Keurig, a drip coffee maker, coffee grinder, french press and also pour over equipment. This recent renovation has all new appliances and furniture.

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
4.95 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.

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
4.95 out of 5 average rating, 144 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
4.89 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 favorite
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.

Top guest favorite
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
4.94 out of 5 average rating, 216 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".

Popular amenities for Middletown house rentals

When is the best time to visit Middletown?

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Avg. priceοΊ©.οΊ‡375οΊ©.οΊ‡371οΊ©.οΊ‡404οΊ©.οΊ‡496οΊ©.οΊ‡485οΊ©.οΊ‡492οΊ©.οΊ‡635οΊ©.οΊ‡599οΊ©.οΊ‡533οΊ©.οΊ‡525οΊ©.οΊ‡488οΊ©.οΊ‡408
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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 οΊ©.οΊ‡73 per night before taxes and fees

  • Verified guest reviews

    Over 1,280 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 guestsβ€”averaging 4.8 out of 5!

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