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

Franklin 4BR Retreat, Fenced Yard, No Airbnb Fees
Welcome to The Franklin Bison Home– Your Spacious & Stylish Retreat! Experience comfort, convenience, and relaxation at The Franklin Bison Home! This charming 4-bedroom, 2-bathroom home is perfect for families, friends, or groups seeking a memorable getaway. Enjoy a fully equipped kitchen, cozy living spaces, a dedicated workspace, and modern amenities designed for stress-free stays. Step outside to the fenced backyard with comfortable seating — perfect for morning coffee, evening chats, or sim

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

General Mitchel Historic Home in Downtown Lebanon
Ormsby Mitchel was a Major General during the Civil War, and this was his home. This updated historic home was built in 1814 and is in the heart of downtown Lebanon. Local shops and restaurants are within walking distance. Easy access to local attractions like Kings Island and the Miami Valley Casino. We offer 3 bedrooms, 2 full baths, and plenty of space to spread out. A charming place to stay when traveling for work, a romantic weekend, a getaway with friends, or a family gathering.

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 built sanctuary. Come make yourself at home!
Enjoy a long or short stay in this beautiful NEW home that includes three bedrooms, 2.5 baths, a two-car garage and a private driveway. Ideal for both families & traveling professionals. This smoke free home has plenty of living and storage space as well as an in-unit laundry suite. The spacious living room has high ceilings, a cozy fireplace, lots of natural light and opens up to a top of the line kitchen. The home also features a private patio and yard for outdoor enjoyment.

4-Beds: Firepit / 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.

New Inground Pool! Pet Friendly with fenced yard.
Relax in total comfort with your family, and let your group enjoy a nice private backyard oasis with a furnished patio and pool. This property has a crystal clear pool, patio, newly renovated interior, fully equipped laundry, and more. A blend of comfort, modern style, and convenience greets you as soon as you enter our home. While decorating this inviting retreat, we have worked hard to create a home away from home feeling for you and your guests.

The Carriage House in the Heart of Uptown
The Carriage House in the Heart of Uptown Centerville!! Historic Charm with Modern Comfort. Built in 1897 and fully renovated in 2017, making it one of Centerville’s true hidden gems. Just steps from 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.

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!

1st Floor Completely Remodeled with King & Queen
First Floor Completely Remodeled 2 Bed 1Bath in a quiet 4 unit building. King & Queen Beds, Pet Welcomed! Washer & Dryer. Everything is brand new, including all new appliances. Reserved Parking, Cozy and comfortable and well stocked. Centrally located between Cincinnati & Dayton, 2 miles from I-75. Close to Kings Island, Casinos, Lebanon Sports Complex, Outlet Malls, Flea Markets, great for Cincinnati & Dayton events.

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.

Four Mile Creek Cottage - Countryside Getaway
Relax and unwind with the whole family at this peaceful countryside getaway. Situated on 4 acres of woodlands greenery, directly overlooking Four Mile Creek, the cottage is tucked away from city noise yet super accessible: 5-minute drive to Spooky Nook Champion Mill and Downtown Hamilton, 15-minute drive to Miami University and Uptown Oxford, 50-minute drive to Cincinnati, 1-hour drive to Dayton, Ohio.
Popular amenities for Middletown holiday rentals
Other great holiday rentals in Middletown

Room 306 - Canopy Gold

Private Large Suite, cozy, quiet & close to I-75

Incredible New Construction home in Middletown, OH

Cute Ranch home Middletown, OH

Cozy cottage in North Middletown

Newly Remodeled Two Bedroom rental unit

Quiet Country Cottage near Dayton

Rock Garden Flat
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $179 AUD | $184 AUD | $148 AUD | $183 AUD | $206 AUD | $212 AUD | $241 AUD | $251 AUD | $222 AUD | $225 AUD | $198 AUD | $173 AUD |
| 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Middletown?
Middletown has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Middletown?
Experience the best of Middletown with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget 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 20 vacation rentals for guests traveling with pets.
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.
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 40 vacation rentals in Oakland, and over 40 vacation rentals in Mayfield.
Do apartment rentals in Middletown have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning 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.
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 apartment rentals in Middletown have free parking?
Absolutely! We offer over 10 apartment rentals with free parking 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 wifi, over 30 homes with air conditioning, over 30 homes with free parking, over 30 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Middletown

Total holiday rentals
Explore 50 holiday rentals in Middletown

Nightly prices starting at
Middletown holiday rentals start at $28 AUD per night before taxes and fees

Verified guest reviews
Over 1,430 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Middletown holiday 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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- Great American Ball Park
- Kings Island
- Creation Museum
- Cincinnati Zoo & Botanical Garden
- Perfect North Slopes
- Cincinnati Music Hall
- Paycor Stadium
- Newport Aquarium
- John Bryan State Park
- University of Cincinnati
- East Fork State Park
- Duke Energy Convention Center
- Cincinnati Art Museum
- University of Dayton
- Heritage Bank Center
- Smale Riverfront Park
- Xavier University
- Hard Rock Casino Cincinnati
- Big Bone Lick State Historic Site
- TQL Stadium
- Jungle Jim's International Market
- National Underground Railroad Freedom Center
- Contemporary Arts Center
- Eden Park





