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 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 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, 101 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!

Superhost
The living area includes a flat-screen television mounted on the wall, with a wooden coffee table at the center, adorned with a decorative runner and a candle. Rich red curtains frame the window, and decorative items enhance the welcoming atmosphere.
Home in Dayton
4.78 out of 5 average rating, 397 reviews

Cozy Home: 25% Off Long Stay in Kettering, Oakwood

Welcome to your 816 sq.ft NON-SMOKING/MARIJUANA Cozy Home in a Quiet Community, close to Kettering, Oakwood, UD or WSU, WPAF. Children Friendly with Highchair, Stool. Long term stay (weekly or monthly) discount available! Central A/C, 2 bedrooms, WiFi & Netflix, Roku Stream TV (NOT Cable), Kitchen with Coffee Maker, Toaster, Spices, oil, pans and utensils...etc., (NO Dishwasher provided! )We have 1 King 2 twin and 1 couch. Nice clean porch. Private Driveway for Parking.

Top guest favorite
A spacious outdoor area features a fire pit surrounded by comfortable seating. String lights hang overhead, creating a warm ambiance. A screened porch connected to the main building provides additional seating options, while a grill is situated nearby, ready for use.
Home in Loveland
4.98 out of 5 average rating, 183 reviews

Walk to Downtown Loveland, Fire Pit, Porch, Coffee

DISCOUNT for multiple nights (not including Airbnb's service fee) & $0 Cleaning fee Includes: - coffee bar - smart TV, board games - screened porch - free private parking - patio with lights and fire pit - secured bicycle storage available in garage - corn hole set Walking distance (5 minutes) to revitalized Historic Downtown Loveland and Little Miami Bike Trail. Restaurants, Canoe/Kayak Rental, Park/Playground, Bike Rentals. Close to Kings Island and Tennis Venue.

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, 186 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.

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, 197 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, 107 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 table set for four, with neutral-colored tableware and decorative placemats. A large plant is positioned nearby, and a doorway leads to a cozy living room adorned with contemporary furnishings, enhancing the open-concept layout.
Home in Oregon
4.93 out of 5 average rating, 184 reviews

Cozy Historic Home | Historic Oregon District

Welcome to our cozy 1-bedroom duplex, blending mid-century charm with modern comfort in Dayton’s historic Oregon District. Perfect for a weekend getaway or extended stay, this inviting first-floor space offers a comfy queen bed, fully equipped kitchen, and a cozy living room. Enjoy easy access to local attractions and unwind in the warm, welcoming atmosphere after exploring all that Dayton has to offer.

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
4.93 out of 5 average rating, 207 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".

Top guest favorite
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
4.93 out of 5 average rating, 123 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.

Top guest favorite
The living area features a combination of retro-style seating, including a green futon and rattan furniture. A coffee table is centered on a plush white rug, while a large window allows natural light to illuminate the space. Decorative elements can be seen on the walls.
Home in West Alexandria
4.91 out of 5 average rating, 286 reviews

Historic Midcentury Lustron Home

Restored 1000 square foot Lustron home in southwestern Ohio near Dayton, Oxford and I-70, now available again after two years off Airbnb. It offers architectural and historical features, 1950s furniture and accessories, and modern amenities. Located in a small village near cities, with access to both urban activities and small town charms.

Guest favorite
A well-appointed kitchen and living area is showcased, featuring a black sectional sofa with a soft throw. Light wood flooring complements the white cabinetry and modern appliances, including a microwave and a stove. A stylish wall featuring intricate tile patterns adds character.
Home in Dayton
4.91 out of 5 average rating, 139 reviews

Petite Paradise: Charming Tiny Home!

Tiny Home! Enjoy 420 sq home, a private fenced-in yard for your furry friends! Relax on the spacious sun deck or take advantage of the large side yard—ideal for running and playing with your dog. Plus, unwind by the cozy fire pit with provided wood and a swing for ultimate relaxation. Perfect for pet owners and nature lovers alike!

Popular amenities for Middletown house rentals

When is the best time to visit Middletown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$21,346 GYDG$21,137 GYDG$23,020 GYDG$28,252 GYDG$27,624 GYDG$28,043 GYDG$28,043 GYDG$25,950 GYDG$24,066 GYDG$24,903 GYDG$24,276 GYDG$22,392 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$4,185 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,200 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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