
Vacation rentals in Middletown
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Middletown
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

Heart of Hamilton#5-Hamilton, Spooky Nook, Miami U
Newly renovated apartment in downtown Hamilton. This place is located in the heart of hamilton. Enjoy a peaceful stay at our cozy 2 bedroom 2 bath apartment with dedicated work space and FREE parking. 2 miles from Spooky Nook. Easy access to Miami University, Fairfield and Interstae 275 and everything around the loop...Kings Island, Bengals, Reds, Cincinnati Zoo, Creation Museum and more. Your family will be close to everything at this centrally-located place. Has 38 steps to enter unit.

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

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.

Stargazers' Retreat: A Tiny Home on the Riverside
Welcome to The Stargazers' Retreat at Visions on the River - A Tiny Home community on the Riverside. This newly built tiny home is #1 of 3 and set along the banks of the Ohio River, minutes away from the historic river town of New Richmond, OH and a 25-min drive to Downtown Cincy and Northern KY. This space is perfect for anyone looking to retreat and reconnect with nature. Take part in our adventure! With over 450 Five-Star happy guest reviews we are confident you will love it here!

3 blocks from Spookynook & on the historical reg.
Steps away from Main Street, this property is close to everything making it easy to plan your visit. It's located on one of Hamilton’s most beautiful streets in the Rossville Historic District, is one of the oldest rental properties in the county, and is the on the historic registry. However, the unit is completely remodeled and updated with stainless steel appliances, subway tiled kitchen, ceramic tile shower surround, and laminate vinyl plank throughout. A cool, quaint place!

THE STARR LOFT Earlham, IUE, Reid, Relaxing Swing!
Second floor of an 1865 Tin shop, industrial building. High, open beam ceilings & exposed brick walls. Bathroom features a soaker tub plus a lux walk in shower. The kitchen features quartz counters, a large farmhouse sink, really nice appliances and thoughtful touches everywhere. The wifi is excellent. Have issues with stairs? This is not a good choice for you. If you're up for stairs and want a unique slice of history in a hip package then you will not be disappointed.

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!

Heartland - Ground Level, 1st Floor
Take it easy at this unique and tranquil getaway. We invite you to exlore this hidden gem just outside of Tipp City, OH. Guests will enjoy a private bedroom, bathroom, kitchen, living area, and designated patio space all to themselves. Guests will enjoy the tranquil atmosphere and beautiful natural landscape with nearby biking or hiking trails. Grill out, make a fire, enjoy peaceful walk on the labyrinth and so much more.

Green Acres Farm-Apartment
Reconnect with nature at this unforgettable escape on a farm in the heart of Warren County. Private 900 sq. ft. two bedroom, 1 bath, living room and kitchenette looking out over 18 acres of privacy. Minutes to Caesar’s Creek Lake and hiking trails, the Renaissance Festival, Little Miami River canoeing and bike trails, Kings Island and World Equestrian Center. Right in between Cincinnati and Columbus minutes off of I-71.

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 vacation rentals
Other great vacation rentals in Middletown

Creek Cottage

Tuscan Suite

Home in Hamilton

Incredible New Construction home in Middletown, OH

FoosBall~SpookyNook~Theatre~GameRm~KingBD~Firepit

The Odd Fellows Lodge

Cozy Cottage with Gazebo & Fire Table-Just off I71

Hook Field Hideaway
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$20,989 GYD | G$19,940 GYD | G$21,829 GYD | G$27,496 GYD | G$31,064 GYD | G$31,903 GYD | G$36,311 GYD | G$37,780 GYD | G$33,372 GYD | G$33,792 GYD | G$29,804 GYD | G$26,026 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 |
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.
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.
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 30 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 50 vacation rentals in Oakland, and over 50 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 apartment rentals in Middletown have wifi?
Absolutely! We offer over 10 apartment 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 Apartment Rentals in Middletown?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with free parking, 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 G$4,198 GYD per night before taxes and fees

Verified guest reviews
Over 1,560 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 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!
Destinations to explore
- Western North Carolina Vacation rentals
- Chicago Vacation rentals
- Nashville Vacation rentals
- Gatlinburg Vacation rentals
- Northeast Ohio Vacation rentals
- Pigeon Forge Vacation rentals
- Indianapolis Vacation rentals
- Pittsburgh Vacation rentals
- Downtown Chicago Vacation rentals
- Asheville Vacation rentals
- Southern Indiana Vacation rentals
- Detroit Vacation rentals
- 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
- Cincinnati Art Museum
- Smale Riverfront Park
- Duke Energy Convention Center
- Heritage Bank Center
- Paycor Stadium
- Xavier University
- University of Dayton
- National Underground Railroad Freedom Center
- Contemporary Arts Center
- Krohn Conservatory
- University of Cincinnati
- Big Bone Lick State Historic Site
- Hard Rock Casino Cincinnati
- Jungle Jim's International Market
- TQL Stadium




