
House holiday rentals in Middletown
Find and book unique houses on Airbnb
Top-rated house rentals in Middletown
Guests agree: These houses are highly rated for location, cleanliness and more.

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.

Historic Lebanon Rustic Charm Experience
Rustic, historical two story home in downtown Lebanon, Ohio. Four blocks from the historical Golden Lamb Restaurant, walking distance to the boutiques and restaurants in Lebanon. 10 minutes from Kings Island, Miami Valley Gaming, Outlet Malls, Flea Markets, WC Sports Complex. Minutes away from many other attractions such as Valley Vineyard, Caesar's Creek, Little Miami Canoeing and the Ohio Renaissance Festival. We’re an hour from Columbus, 30 minutes from Dayton and 40 minutes from Cincinnati

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!

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

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!

4-Beds: Streaming / 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.

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.

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!

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!

Well-Styled · King Bed · Fast Wi-Fi · Top Location
Welcome to La Belle Verde, a Guest Favorite in Dayton’s Historic St. Anne’s Hill. Built in the late 1890s, this home rests on a quiet, tree-lined street in one of Dayton’s most historic neighborhoods, it’s only minutes from downtown, the Oregon District, UD, and Miami Valley Hospital. Inside, history and comfort come together in 10-foot ceilings, windows that pour in natural light, and greenery that brings the home to life.

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.

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
House rentals with a pool

The Paper Plane: Pool|Sauna|Poker Room|Sleeps 8

Downtown Heartbeat of Lawrenceburg

Unique Luxury Family Retreat

Modern Home w/ Great Amenties

*Big home with pool-Spooky Nook*

Kingston Cottage Retreat

Quiet, Comfortable and Clean Guest House

New Inground Pool! Pet Friendly with fenced yard.
Weekly house rentals

Home w/ King Bed & Fire pit centrally located

NEWLY built sanctuary. Come make yourself at home!

Hummingbird House

Walkable on E. Warren St.

Cozy Bungalow near UD & downtown

Nr CVG/Downtown/Perfect North/Creation Museum/OTR

Cozy Updated Cottage Style Home

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

Hills Bungalow - Top Neighborhood/Pure Americana

Modern Lux • 5 mins to SpookyNook-German Village

Queen Anne in the Queen City

Close to entertainment, shopping and restaurants

Cozy, Cute & Clean Home

Walk to Downtown Loveland

This is the Place! Oakley/Hyde P

The Kawaii House!
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $172 NZD | $170 NZD | $185 NZD | $227 NZD | $222 NZD | $225 NZD | $291 NZD | $274 NZD | $244 NZD | $199 NZD | $195 NZD | $180 NZD |
| Avg. temp | -1°C | 0°C | 6°C | 12°C | 18°C | 23°C | 24°C | 24°C | 20°C | 13°C | 7°C | 1°C |
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 $34 NZD 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, Wi-Fi 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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- Kings Island
- Great American Ball Park
- Creation Museum
- Perfect North Slopes
- Cincinnati Zoo & Botanical Garden
- Cincinnati Music Hall
- Newport Aquarium
- East Fork State Park
- John Bryan State Park
- Smale Riverfront Park
- Cincinnati Art Museum
- National Underground Railroad Freedom Center
- Contemporary Arts Center
- Krohn Conservatory
- University of Cincinnati
- University of Dayton
- Paycor Stadium
- Xavier University
- Hard Rock Casino Cincinnati
- American Sign Museum
- Eden Park
- Jungle Jim's International Market
- Heritage Bank Center
- Big Bone Lick State Historic Site




