Middletown Vacation Rentals

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Middletown vacation rentals

Interior

Papa's Cabin - 40 acres & 5 acre lake!

Papa's Cabin - 40 acres & 5 acre lake!
Middletown
10.0 out of 10, Exceptional, (2 reviews)
"We absolutely loved our stay at the cabin!! So much space to spread out inside, and the property & lake are so peaceful and enjoyable to explore. Though we only spent one night, we really loved it there, and will definitely be back when we are in the area visiting family!"
United States
Scott V.
The price is ￥19,272
￥33,098 total
includes taxes & fees
Jun 2 - Jun 3
Papa's Cabin - 40 acres & 5 acre lake!
Living area

The Nest, reconnect with that special someone in our charming birdhouse!

The Nest, reconnect with that special someone in our charming birdhouse!
Troy
9.4 out of 10, Exceptional, (45 reviews)
"A beautiful tiny house that gave us the opportunity to unplug and get away from the world. Beautiful views yet close enough to town for dinner. "
United States
Jessica
The price is ￥27,076
￥32,445 total
includes taxes & fees
Jun 8 - Jun 9
The Nest, reconnect with that special someone in our charming birdhouse!
Outdoor dining

Secluded 2 bedroom home close to Hermann

Secluded 2 bedroom home close to Hermann
New Florence
9.8 out of 10, Exceptional, (46 reviews)
"Very nice place "
United States
Yaqui S.
The price is ￥28,669
￥40,089 total
includes taxes & fees
Jun 2 - Jun 3
Secluded 2 bedroom home close to Hermann
Dining

Historic 2BR Home in Downtown Troy - King Bed, Fire Table & Patio

Historic 2BR Home in Downtown Troy - King Bed, Fire Table & Patio
Troy
The price is ￥32,682
￥68,465 total
includes taxes & fees
Jun 30 - Jul 1
Historic 2BR Home in Downtown Troy - King Bed, Fire Table & Patio
Interior

Owl house was built for unplugging, relaxing & connecting with friends/family

Owl house was built for unplugging, relaxing & connecting with friends/family
Troy
9.4 out of 10, Exceptional, (46 reviews)
"We had a great weekend getaway. It was good to relax and have some family time. "
United States
Christopher W.
The price is ￥27,076
￥32,445 total
includes taxes & fees
Jun 8 - Jun 9
Owl house was built for unplugging, relaxing & connecting with friends/family
Interior

The Yellow Rose Historic Home

The Yellow Rose Historic Home
Louisiana
9.8 out of 10, Exceptional, (17 reviews)
"Beautiful place for a family gathering! The kitchen had everything we needed for our meals. The host was kind and welcoming, and the unique historic home was grand and comfortable, with a lot of things for the youngsters to marvel at! We’ll be returning soon! "
United States
Theresa
The price is ￥40,853
￥59,685 total
includes taxes & fees
Jun 2 - Jun 3
The Yellow Rose Historic Home
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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Top Middletown Hotel Reviews

River's Edge Motel

River's Edge Motel

8/10 Good
"Upon arrival the property side did not appear very inviting. The area seemed pretty sketchy with a bar on site and some rowdy people outside. As a female, I would not of wanted to stay by myself.However, it was after dark. First impression of the room was dark and dreary. Not updated and very old. But on the positive side, the room was very clean. The air worked great. Bathroom was very clean and the bed was very comfortable! We were also surprised to come back to the room with our bed made and clean towels! Rates were as expected. Being a small town venue, I think they do a great job!"
Danny 2-night trip
Posted 13 hours ago
River's Edge Motel

Find out more about Middletown

Search for holiday rentals in Middletown on Expedia! You can easily find your home rentals, villas, holiday apartments in Middletown using one of the methods below:

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Look no further and take a look at our great range of rental properties in Middletown!

Frequently asked questions

Can I find a vacation rental in Middletown?

Yes, we give you a choice of vacation rentals near the most popular sights in Middletown, or you can select a secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Middletown?

Papa's Cabin - 40 acres & 5 acre lake!: This Middletown vacation home rental is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

What’s there to see and do in Middletown?

While exploring the area, visit the sights like Graham Cave State Park, New Florence United Methodist Church, and Stone Hill Winery. In the larger area, you’ll also find Curling Vine Winery.

What’s a vacation rental in Middletown like?

Vacation rentals are private properties where you can stay for several days or longer in Middletown. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a small group gathering.