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Compare 849 Vacation Homes in Middletown with updated reviews, rates, and availability.

Charming Cincinnati Home w/ Spacious Deck!

9.0 out of 10, Wonderful, (9)
"They were great hosts! Enjoyed time with our family. Would recommend! "
Charming Cincinnati Home w/ Spacious Deck!

Gorgeous retreat in Dayton OH with private fenced yard.

10.0 out of 10, Exceptional, (1)
Gorgeous retreat in Dayton OH with private fenced yard.

Historic Charm Meets City Living in this Adorable 3 BDR Cinci Cottage

10.0 out of 10, Exceptional, (3)
"What a lovely historic property!!! Close to an amazing coffee shop!!! We loved our stay there! It was also well stocked with what we needed for our stay! Close to Mariemont a cute historic town. "
Historic Charm Meets City Living in this Adorable 3 BDR Cinci Cottage

Cityscape Escape | Local Eateries

9.0 out of 10, Wonderful, (4)
Cityscape Escape | Local Eateries

Welcome to The Downtowner - Walkable to OTR, FC Stadium, 2 Car Garage Parking!

10.0 out of 10, Exceptional, (26)
"I cannot say enough good things about our stay at The Downtowner. So pleased with everything! We are already looking forward to our Christmas shopping trip next year and will for sure be staying here again."
Welcome to The Downtowner - Walkable to OTR, FC Stadium, 2 Car Garage Parking!

Serenity 3-bed marble bath historic district of Dayton 5min downtown 5min U.D

2.0 star property
10.0 out of 10, Exceptional, (2)
"I was pleasantly surprised at how well it was decorated and looked inside. The host was available anytime I needed him. The house wasn’t FULLY stocked like kitchen items but all in all I was really obsessed with the decor and time he took to set it up "
The price is SAR 469
SAR 860 total
includes taxes & fees
27 Dec - 28 Dec
Serenity 3-bed marble bath historic district of Dayton 5min downtown 5min U.D

The Historic Lyric Presidential Suite

10.0 out of 10, Exceptional, (7)
"Beautiful clean property! Easy to work with the host and a great place to stay for anyone wanting a beautiful stay in Cincinnati!"
The price is SAR 359
SAR 1,104 total
includes taxes & fees
6 Jan - 7 January 2025
The Historic Lyric Presidential Suite

Private Top Floor 4BR Suite at Marion Hall Mansion

10.0 out of 10, Exceptional, (65)
"Large mansion in an old neighborhood in the city. Cold outside but inside was warm and comfortable. Hassle free stay. "
The price is SAR 522
SAR 961 total
includes taxes & fees
26 Jan - 27 January 2025
Private Top Floor 4BR Suite at Marion Hall Mansion

Entire House, Great Location, Stylish decor!

9.6 out of 10, Exceptional, (26)
"House was very nicely decorated. Floors a little wonky due to age of house. Stairs pretty steep especially going up to the 3rd floor. Made the younger girls sleep up there. All in all was a great trip and was perfect for our needs."
Entire House, Great Location, Stylish decor!

Family-Friendly West Chester Twp Home w/ Pool!

7.6 out of 10, Good, (5)
"Beds were comfy and pool area great."
Family-Friendly West Chester Twp Home w/ Pool!

Spacious Off-Campus House

9.0 out of 10, Wonderful, (7)
"We stayed here while at a conference. It was servicable. Nothing flashy. No problems. Just what we needed. "
The price is SAR 464
SAR 1,072 total
includes taxes & fees
6 Jan - 7 January 2025
Spacious Off-Campus House

Beautiful Walnut Home 4bed/bathrooms with Private Parking

9.8 out of 10, Exceptional, (18)
"In town for volleyball tournament with family "
Beautiful Walnut Home 4bed/bathrooms with Private Parking

Cozy, 3 Bed & 3.5 Bath - Walk to Uptown & Miami U!

10.0 out of 10, Exceptional, (28)
"This home is truly immaculate. Very clean, updated, and convenient to all things on campus! Plenty of space and has all the small touches to make you feel welcome and well taken care of during your stay. Hosts are VERY responsive both through email and via phone. We loved everything about this place and plan to re-book again in the future!!!"
Cozy, 3 Bed & 3.5 Bath - Walk to Uptown & Miami U!

Lovely house off Main Street

10.0 out of 10, Exceptional, (3)
"The apartment was very cute and clean. The host was incredibly attentive and responsive. Close to downtown. "
The price is SAR 297
SAR 695 total
includes taxes & fees
2 Jan - 3 January 2025
Lovely house off Main Street

Spacious 4-bedroom house in welcoming Hamilton blocks from downtown

10.0 out of 10, Exceptional, (1)
"This cute house is in a great spot. I was wishing it was summer so that we could enjoy the front porch area. The house was clean and comfortable. We had a great time celebrating our daughter’s graduation from Miami. "
The price is SAR 526
SAR 943 total
includes taxes & fees
1 Jan - 2 January 2025
Spacious 4-bedroom house in welcoming Hamilton blocks from downtown

Cozy 2-bedroom house in welcoming Dayton with WiFi

2.0 star property
8.4 out of 10, Very Good, (6)
"I enjoy the stay "
The price is SAR 282
SAR 644 total
includes taxes & fees
27 Dec - 28 Dec
Cozy 2-bedroom house in welcoming Dayton with WiFi

Perfect Historic Cincinnati Getaway Near Downtown!

8.2 out of 10, Very Good, (13)
"The home was old"
Perfect Historic Cincinnati Getaway Near Downtown!

High-end home w/ fireplace, gourmet kitchen, sauna, game rm/ large yard/fire pit

10.0 out of 10, Exceptional, (40)
"My family is extended across the tri-state area and this home was perfectly placed for all to gather and visit for a family holiday celebration. The home is very open and has amazing spaces. The host was lovely to deal with and even gracious enough to decorate for the season! Highly recommend this home."
High-end home w/ fireplace, gourmet kitchen, sauna, game rm/ large yard/fire pit

1905 Queen Ann Historic Mansion

9.8 out of 10, Exceptional, (116)
"Each year we taking a 3 generation trip somewhere. It includes 9 adults & 13 children (ages 2-12). The kids remember the trips by the houses not the cities or activities that we do in the cities. This house was definitely a WIN! The yard is fenced in so the kids could play outside. The kitchen was fully stocked with everything that we would need to make large meals. I mentioned to the owner that the toaster wasn’t working & one showed up at the house via Amazon just a few hours later! The house...
1905 Queen Ann Historic Mansion

Blue Dream in Yellow Springs: hot tub, sauna, fireplace. Near downtown.

10.0 out of 10, Exceptional, (18)
"Great place for a girls weekend"
Blue Dream in Yellow Springs: hot tub, sauna, fireplace. Near downtown.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Middletown

Nice 107 Historic Home with relax & private Hotub

9.0 out of 10, Wonderful, (8)
"This property was perfect for 2 families! We were in Hamilton for basketball & this made it easy for girls to relax & hottub was a bonus! Easy travels to & from"
Nice 107 Historic Home with relax & private Hotub

Cozy Updated Cottage Style Home near Historic distric in Middletown

10.0 out of 10, Exceptional, (30)
"We were very happy with this property. Everything as advertised, very clean, everything we needed was provided such as linens, towels and toiletries. The kitchen was well appointed for our needs. The neighborhood was quiet and safe. Communication with the owners was great, since we had some modifications to the original reservation. The house was just the right size, not too big or small, and was well appointed. The beds were comfortable and the bathrooms were very clean. The only...
Cozy Updated Cottage Style Home near Historic distric in Middletown

Pickle Factory Hotel

2.5 star property
9.8 out of 10, Exceptional, (29)
"Excellent individual style hotel-only gripe was poor communication when I couldn’t access the link for check-in information caused a bit of stress"
The price is SAR 399
SAR 765 total
includes taxes & fees
3 Jan - 4 January 2025
Pickle Factory Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.