
House vacation 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.

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!

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!

Oak Street Place in Historic South Park District
This is a one of a kind stay located in the heart of the historic South Park district. This unique property used to serve as several different types of businesses including a barbershop, grocery store and church. The space has now been completely remodeled into a stunning open concept home full of history and character. With ship lap walls and vaulted ceilings with original exposed beams, it looks like it could have been on an episode of HGTV’s Fixer Upper! Come stay at Oak Street Place!

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

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.

Peaceful 3BR House Minutes From Downtown Dayton!
Welcome and enjoy your trip in one of Dayton's best neighborhoods! Minutes from downtown Dayton as well as UD and Wright State. There is so much available at your fingertips. Wake up and grab a coffee at Epic Coffee. Stop by Trader Joes, Dorothy Lane, or Kroger to get your groceries. Take a walk through one of our spectacular parks nearby or catch a concert at Fraze Pavilion. This house is the perfect home away from home for you and your family to enjoy!

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.

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".

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.
Popular amenities for Middletown house rentals
House rentals with a pool

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

Modern Home w/ Great Amenties

Luxury Oregon District Home - Heated Pool (closed)

Gorgeous Lake House with Pool - Stone Haven

*Big home with pool-Spooky Nook*

Kingston Cottage Retreat

Central Cincinnati Artist Oasis

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!

Close to entertainment, shopping and restaurants

Fire Pit | Sunroom | Hanging Chair | 10mi to city

Hummingbird House

Walkable on E. Warren St.

"by far the best Airbnb I have ever stayed at"

Cozy Updated Cottage Style Home
Private house rentals

Happy Place Haven!

Queen Anne in the Queen City

Charming renovated historic home in ideal location

Cozy, Cute & Clean Home

Walk to Downtown Loveland

This is your place!

This is the Place! Oakley/Hyde P

The Eastside Cottage
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$21,312 GYD | G$21,103 GYD | G$22,984 GYD | G$28,207 GYD | G$27,580 GYD | G$27,998 GYD | G$36,147 GYD | G$34,058 GYD | G$30,297 GYD | G$24,655 GYD | G$24,237 GYD | G$22,357 GYD |
| 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 vacation rentals
Explore 30 vacation rentals in Middletown

Nightly prices starting at
Middletown vacation rentals start at G$4,179 GYD 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 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
- Paycor Stadium
- University of Cincinnati
- Duke Energy Convention Center
- Heritage Bank Center
- Xavier University
- Big Bone Lick State Historic Site
- Hard Rock Casino Cincinnati
- Wright State University
- Jungle Jim's International Market
- Findlay Market




