Vacation rentals in Middletown

Guesthouse in New Lebanon

4.97 out of 5 average rating, 201 reviews

Cottage on a working market garden

Studio cottage with full bath and self-catering kitchen with pots and pans, etc., queen sized bed with fresh linens and towels provided. This cottage is on a working market garden. Maximum occupancy two adults. We do have a small bed that could be added to accommodate a small child about 6 years and under. WE WILL ACCEPT SOME PETS, BUT NOT ALL. We are one mile from grocery shopping. Local roads ideal for cycling. Thirteen miles west of Dayton. Price includes fresh flowers and vegetables from the garden during the season. One cat on the property. Cottage has ceiling fan and good air circulation and a window air-conditioner during the warmer months. There is a TV that streams Apple TV and Kanopy in the cottage, and excellent WIFI access. National Air Force Museum in Dayton is only 20 miles/ 30 minutes away. University of Dayton is 14 miles/ 20 minutes from the cottage. Dayton International Airport is 21 miles/ 26 minutes away. Your hosts are a hospitable couple who enjoy meeting new people. If no one else is booked after you, we can be more flexible with the check-out time.

4.96 out of 5 average rating, 140 reviews

Apartment in Lewisburg

Leader Loft

Conveniently located less than a mile from I-70 exit 14, on State Highway 503. This loft is perfect for any stay length for every occasion, and with the electronic door lock system it is perfect for a last minute stop as you’re traveling down the interstate. The Loft shares our building with Flour Bakery, coffee and gift shop, and is a minute's walk from a delicious bistro, antique shops, other gift shops, the library and hardware store. Come explore all that our quaint village has to offer!

4.96 out of 5 average rating, 219 reviews

Guesthouse in Maineville

The Barn at Serenity Acre

Take it easy at this unique and tranquil getaway, where relaxation abounds. We are located in Warren county, the playground of Ohio. - total and complete renovation in 2021 - fully equipped kitchen - cozy bedroom / living room - spacious bathroom with claw foot tub to soak or shower in, vanity, and robes - walking trails in woods behind our property, access to pool (seasonal), close to restaurants, stores, vineyard, historic towns, very close to Kings Island, bike trails, and so much more

4.95 out of 5 average rating, 424 reviews

Guesthouse in Lebanon

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. 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

Guesthouse in Centerville

5 out of 5 average rating, 194 reviews

The Carriage House in Historic Uptown Centerville

Welcome to the Carriage House. Walk to shops, restaurants, ice cream & more! Whether you're staying for a fun weekend, romantic get away, work or visiting family and friends- the Carriage House is the perfect place. The Carriage House was built in 1897 & underwent a complete renovation in 2017. With its open style concept & 12 ft ceilings, it has taken on a whole new role as one of Centerville's coziest getaways, in the heart of Uptown.

4.9 out of 5 average rating, 178 reviews

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!

Tiny home in New Richmond

4.98 out of 5 average rating, 401 reviews

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, Ohio and a 25-minute drive to Downtown Cincinnati and Northern Kentucky. This space is perfect for anyone looking to retreat and reconnect with nature. Take part in our adventure!

5 out of 5 average rating, 138 reviews

Apartment in Middletown

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.

4.97 out of 5 average rating, 151 reviews

Cottage in Hamilton

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.

4.97 out of 5 average rating, 177 reviews

Home in Belmont

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".

Guest suite in Liberty Township

4.84 out of 5 average rating, 248 reviews

Adorable studio with brand new furniture

Enjoy a stylish experience at this centrally-located place. In a quiet peaceful and safe neighborhood. Close to the Liberty mall, Children’s Hospital, Kings Island, great restaurants and bars. Private entrance, full out sofa to create extra sleeping space, full bathroom, it is an absolutely smoke free environment so there will be a $250.00 fee if you smoke inside the unit

4.93 out of 5 average rating, 108 reviews

Home in Hamilton

Short walk to Spooky Nook & Main St./downtown area

Centrally located to the Hamilton area, we are only 2 short blocks away from the Spooky Nook Sports facility. Only a short drive to Miami University in Oxford for a visit with your student, and only mile to Main Street restaurant and entertainment DORA district. Come enjoy the many events and amenities now available in Hamilton on your visit.

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Popular amenities for Middletown vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Middletown

Superhost

4.67 out of 5 average rating, 9 reviews

Quiet rustic retreat

GiaoRating, 5 stars3 weeks ago

One of the best airbnbs i have ever stayed at. My family was visiting from Vietnam and they had a really great stay!

4.89 out of 5 average rating, 38 reviews

Stanley Cozyside

BryanRating, 5 stars1 month ago

Stayed here a few days for my daughter’s basketball tournament. The hosts were very good communicators and responded to all of my questions in a very timely manner. The place itself was beautiful, extremely clean, great furnishings, and super comfy beds. If I am ever up in this area again, I will definitely stay here.

5 out of 5 average rating, 51 reviews

Home in Lebanon

Walkable on E. Warren St.

AnaRating, 5 stars3 days ago

We stayed at Grant and Rachel’s during a lacrosse tournament. Easy walk to downtown Lebanon and ten minutes from the tournament location. They provided us with very clear instructions regarding check in and parking. The house looked exactly like the pictures. Plenty of linens and towels exactly where the instructions said they would be. You can tell they put a lot of thought into the place. Beds were very comfortable, including trundle and sofa bed. Very clean. We appreciated the camp chairs in the laundry room as we forgot to bring ours. We would definitely stay again.

Superhost

4.83 out of 5 average rating, 12 reviews

Cute Ranch home Middletown, OH

AnzaRating, 5 stars2 weeks ago

Jason’s place was great! We had a last minute flight cancellation and he was flexible to help get us reschedule. Great location for kiddos right down from the park. Clean and comfortable!

4.95 out of 5 average rating, 22 reviews

Cozy, Cute & Clean Home

ChristinaRating, 5 stars1 month ago

Great place, very cute and clean! We appreciated the drinks and restaurant recommendations.

5 out of 5 average rating, 27 reviews

Home in Hamilton

Walk2SpookyNook~Theatre~GmeRm~MiamiOH~King~Firepit

RobynRating, 5 stars3 weeks ago

The host communicated quickly and was friendly! The house was cute, clean and a great space!

Superhost

4.78 out of 5 average rating, 18 reviews

Cozy cottage in North Middletown

JavierRating, 5 stars1 month ago

Belinda’s stay was a great price for the amenities included. When I travel for work a big part is being able to cook my own food for lunch, Belinda had pots, pans and silverware that made it so much easier for me! For the price I believe this is the perfect place to stay. I would recommend this spot and I will be staying here again if I had to come back. No complaints.