
Vacation rentals in Middletown
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Top-rated vacation rentals in Middletown
Guests agree: these stays are highly rated for location, cleanliness, and more.

Suite Liberty – Clean/Spacious
Our lower level, walk out suite (private entrance) has all you are looking for & more. The 1000 sf plus suite is spacious & comfortable. We are located on 2 peaceful acres in a residential area near the Liberty Way Exit off I-75. NOTE: If booking for December through February 28th. We will NOT have snow removal services. Snow melt & shovel will be available to our guests. Please check the weather before your arrival. The reservation can be cancelled 1 day prior to arrival with full refund

Home w/ King Bed & Fire pit centrally located
Come stay at our private, simple, fully equipped home centrally located between Cincinnati and Dayton. This home is perfect for a small family looking for a peaceful stay or a busy traveler wanting a private place to unwind. It includes 2 bedrooms (master with a king 2nd bedroom with a twin and trundle bed), living room (sofa bed), 1 bath, and 1 full-size kitchen. There is plenty to do within driving distance including bars and restaurants or relax at home and watch your shows on the Smart TV.

The Carriage House in the Heart of Uptown
The Carriage House. Historic Charm with Modern Comfort. Built in 1897 and fully renovated in 2017, the Carriage House blends timeless character, with modern style & comfort, making it one of Centerville’s true hidden gems. Just steps from Uptown local restaurants, coffee shops and a scoop (or two) of Graeter’s Ice Cream. It’s perfectly located for your stay. Whether you’re planning a romantic weekend, visiting family, or simply looking to relax, this cozy retreat is the ideal place to unwind.

Private carriage house on 3 acres!
New for 2024/2025... updated furniture with memory foam sleeper sofa, memory foam king and queen beds, additional twin mattress for floor for extra sleeping options. Outdoor conversation area! Bright and airy carriage house, located behind main house on 3 acres in Lebanon, Ohio. Close to downtown Lebanon, Springboro, Waynesville and short drive to Kings Island. -Kings Island 11 miles -Warren County Sports Park 7 miles -Roberts Center Wilmington 20 miles -Caesar Creek State Park 10 miles

The CRUX Climbing Getaway
Welcome to The CRUX Sanctuary Community Climbing Gym! This retro inspired space is a perfect getaway for experienced climbers, small families, or anyone looking for a fun place to stay in Cincinnati. Conveniently located just 5 minutes from downtown Cincinnati, and a short drive from amazing views, diverse restaurants, and local attractions. This remodeled and 100% solar powered church is one of many unique spots in our Price Hill neighborhood. Find us by searching for thecruxsanctuary.

Waterfront Cabin | Peaceful Pondside Escape
Seeking an escape for some peace and quiet? Welcome to The Little Cabin retreat, located on our 50-acre family farm in Ross, Ohio! Let us take you away from the distractions of life to a place where you can soak up nature in a cozy cabin, all within 30 minutes of downtown Cincinnati. You may fish in the lake if you'd like, or take a ride in the paddle boat, or simply enjoy sitting on the porch listening to the birds. Chances are, you may spot wild turkey or whitetail deer scampering by.

Newly Remodeled Two Bedroom rental unit
Newly Remodeled, Pet Friendly, King & Queen Beds, Washer&Dryer in unit, Smart TV's in every room, Alexa, Keyless Entry. For children: high chairs, Pack and Play's with thick mattresses, Air Mattress. 2 miles from I-75, Close to Kings Island, Miami Valley Gaming Casino, Flea Markets, Premium Outlet Mall, Centrally located between Dayton and Cincinnati, 30 minutes to Cincinnati Reds, Bengals, Dayton Dragons. Close to Lebanon Sports Complex & Warren County Sports Park

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.

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!

Cute Ranch home Middletown, OH
Whether it is work or play that brings you to Middletown, Ohio; our home has everything you need. It's quiet, comfortable, and not too far from the city of Middletown, Miamisburg, and Hamilton. It has a large yard and a relaxing covered porch. There's a 75 Inch flat screen in the main room and each bedroom has its own 65-inch flatscreen smart TV. This home is meticulously maintained and we know you will love it! Come see us!

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.

SouthView Acres (No Hidden Fees!)
We are ready to welcome you to SouthView Acres! Enjoy a comfortable stay in our mother-in-law suite with its own private entrance. Private parking, quiet location and minutes away from I75 access. Enjoy cable TV and wifi. Our home is on 10 acres where you are welcome to walk the trails or warm yourself by the fire pit at night. A convenient location for business or pleasure travelers. No hidden fees.
Popular amenities for Middletown vacation rentals
Other great vacation rentals in Middletown

Cozy Room near Children’s, Downtown, UD

King Suite in Rustic Farm Chalet

Nice Room Northern Cincinnati (forest park, OH) !

Secluded Residential Home in the Country.

Mellow Room Best Comfort Near 275

Clean queen w/ blackout curtains near UC

Private 1-bed w bath and walk-in closet. (Parking)

The Globe Kettering
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $100 | $95 | $104 | $131 | $148 | $152 | $173 | $180 | $159 | $115 | $119 | $112 |
| Avg. temp | 29°F | 33°F | 42°F | 54°F | 64°F | 73°F | 76°F | 74°F | 68°F | 56°F | 44°F | 34°F |
Frequently Asked Questions
Are there family-friendly vacation rentals in Middletown?
Middletown has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Middletown have free parking?
Absolutely! We offer over 30 house rentals with free parking in Middletown. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Middletown have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Middletown. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Middletown?
Experience the best of Middletown with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Where should I stay in Middletown?
Make yourself at home in Middletown by choosing from our most frequently booked neighborhoods. We have over 10 vacation rentals in Avalon, over 50 vacation rentals in Oakland, and over 50 vacation rentals in Mayfield.
Are there vacation rentals with a dedicated workspace in Middletown?
Yes! Work meets play with ease at over 20 vacation rentals in Middletown featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Middletown?
Four-legged friends are welcome in Middletown. Choose from more than 10 vacation rentals for guests traveling with pets.
Do house rentals in Middletown have wifi?
Absolutely! We offer over 30 house rentals with wifi in Middletown. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Middletown have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Middletown. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Middletown?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with air conditioning, over 30 homes with free parking, over 30 homes with wifi, over 30 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Middletown

Total vacation rentals
Explore 60 vacation rentals in Middletown

Nightly prices starting at
Middletown vacation rentals start at $20 per night before taxes and fees

Verified guest reviews
Over 1,470 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
60 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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