Middletown Holiday Rentals

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Holiday Rentals in Middletown

Cozy custom-built cabin - Lakeside
Property grounds
Cozy custom-built cabin - Lakeside
10.0 out of 10, Exceptional, (27)
"My wife and i celebrated and incredible 24th wedding anniversary made even more spectacular by this elegant country escape. A special thanks goes out to our hosts who made our weekend so memorable. You can tell they put a lot of love and hard work into this remarkable little oasis in the trees."
Cozy custom-built cabin - Lakeside
The Nest, reconnect with that special someone in our charming birdhouse!
Property grounds
The Nest, reconnect with that special someone in our charming birdhouse!
10.0 out of 10, Exceptional, (1)
"Property was perfect and as described. Beautiful area."
The price is HK$1,133
HK$1,337 total
includes taxes & fees
18 Jun - 19 Jun
The Nest, reconnect with that special someone in our charming birdhouse!
The Yellow Rose Historic Home
4 bedrooms, desk, travel cot, free WiFi
The Yellow Rose Historic Home
10.0 out of 10, Exceptional, (8)
"House was perfect for a family gathering with the large dining room table and large living room. Beds were very comfortable. Host was great to work with."
The price is HK$1,797
HK$2,564 total
includes taxes & fees
1 Jul - 2 Jul
The Yellow Rose Historic Home
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Cottage Properties - Country Log Cabin
Free WiFi, bed sheets
Cottage Properties - Country Log Cabin
10.0 out of 10, Exceptional, (143)
"Great place to get away and relax. We had such a good time. Richard and Rhonda were GREAT hosts!"
Cottage Properties - Country Log Cabin
A real charmer built in 1915 , pet friendly , located next to Mark Twain lake.
Property grounds
A real charmer built in 1915 , pet friendly , located next to Mark Twain lake.
10.0 out of 10, Exceptional, (1)
"This home away from home had everything we needed. We would stay here again if in the area."
A real charmer built in 1915 , pet friendly , located next to Mark Twain lake.
Get Away From It All! Escape To Peace And Quiet!
Exterior
Get Away From It All! Escape To Peace And Quiet!
10.0 out of 10, Exceptional, (73)
"This was the perfect place for our family to gather. This property offered so many different activities for kids of all ages!"
Get Away From It All! Escape To Peace And Quiet!
Secluded 2 bedroom home close to Hermann
Property grounds
Secluded 2 bedroom home close to Hermann
9.8 out of 10, Exceptional, (29)
"Peaceful secluded property close to Herman "
The price is HK$1,562
HK$2,148 total
includes taxes & fees
17 Jun - 18 Jun
Secluded 2 bedroom home close to Hermann
Historic Main Street Cottage
Exterior
Historic Main Street Cottage
9.8 out of 10, Exceptional, (10)
"Brenda has an adorable cottage in a great location. She was the perfect host. I would have given the home 5 stars but the kitchen is small/ narrow (but well stocked). Otherwise, a well appointed little surprise in a great location."
Historic Main Street Cottage
The Cherry House | JZ Vacation Rentals
Exterior
The Cherry House | JZ Vacation Rentals
9.4 out of 10, Exceptional, (23)
"Great little spot and very convenient to where I’m currently working."
The Cherry House | JZ Vacation Rentals
Owl house was built for unplugging, relaxing & connecting with friends/family
Property grounds
Owl house was built for unplugging, relaxing & connecting with friends/family
10.0 out of 10, Exceptional, (1)
"We came for a family engagement had an awesome stay. Beds slept great and was just as described in listing."
The price is HK$1,250
HK$1,467 total
includes taxes & fees
18 Jun - 19 Jun
Owl house was built for unplugging, relaxing & connecting with friends/family
70's Park Side Cabin with Kayaks
Smart TV
70's Park Side Cabin with Kayaks
10.0 out of 10, Exceptional, (22)
"Nice place, Unfortunately we were not able to use the kayaks due to weather and other activities. The one kayak was full of water. Overall it was good"
70's Park Side Cabin with Kayaks
Relaxing, Quiet get away where you can enjoy the outdoors.
4 bedrooms, free WiFi, bed sheets
Relaxing, Quiet get away where you can enjoy the outdoors.
10.0 out of 10, Exceptional, (18)
"Second year staying on the property. Love the privacy of the location, lake and the well maintained lawn and adjoining grounds. The house is large enough for our family and very well maintained and clean. My sister lives in the area so it’s convenient for us to be together. Shelly always gets back quickly when I have questions. Great place to stay and will definitely try to get back next year."
Relaxing, Quiet get away where you can enjoy the outdoors.
Welcome to the "Blue House on Boone"
Fridge, microwave, oven, stovetop
Welcome to the "Blue House on Boone"
10.0 out of 10, Exceptional, (29)
"Stayed here for a few nights while attending a family reunion. We've been staying at local hotel's when visiting family. Now we'll likely just stay here. Enjoyed our stay."
Welcome to the "Blue House on Boone"
Mississippi River Cabin
Beach
Mississippi River Cabin
9.8 out of 10, Exceptional, (8)
"This was a wonderful place to stay for our fishing getaway!"
Mississippi River Cabin
The Venue at Hermann
The Venue at Hermann
The Venue at Hermann
The Venue at Hermann
1 bedroom, WiFi, bed sheets
The Venue at Hermann
The Venue at Hermann
4K Ranch - 10 acre property & home near Hermann
Exterior
4K Ranch - 10 acre property & home near Hermann
10.0 out of 10, Exceptional, (4)
"We stayed at 4K Ranch over this past Memorial Day weekend. The property was great for our family retreat. It was exceptionally clean! Plenty of fun family things to do, even on a rainy Sunday afternoon. Kyle and Kellie, our hosts, we great to deal with and made every effort to make sure our stay was the best it could be. We highly recommend and look forward to our next visit. Thank you Kyle and Kellie for the memories made!"
4K Ranch - 10 acre property & home near Hermann
The Venue at Hermann
1 bedroom, WiFi, bed sheets
The Venue at Hermann
The Venue at Hermann
Troy Apartment w/ Hot Tub, Pool Table + Fire Pit!
Property grounds
Troy Apartment w/ Hot Tub, Pool Table + Fire Pit!
Troy Apartment w/ Hot Tub, Pool Table + Fire Pit!
Don't see what you're looking for?
See all available properties in Middletown
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.

Other types of properties in Middletown you may be interested in

Baymont by Wyndham Warrenton
Exterior
Baymont by Wyndham Warrenton
2.5 star property
7.0 out of 10, Good, (811)
"Extensive remodeling going on. Still a nice stop for a night"
The price is HK$717
HK$821 total
includes taxes & fees
14 Jul - 15 Jul
Baymont by Wyndham Warrenton
Motel 70
Individually decorated, individually furnished, desk, blackout curtains
Motel 70
2.0 star property
9.0 out of 10, Wonderful, (410)
"The room was clean and perfect. Very friendly and courteous."
The price is HK$578
HK$621 total
includes taxes & fees
16 Jun - 17 Jun
Motel 70
Holiday Inn Express Warrenton, an IHG Hotel
Lobby
Holiday Inn Express Warrenton, an IHG Hotel
2.5 star property
9.2 out of 10, Wonderful, (439)
"Really Nice Clark!"
The price is HK$1,180
HK$1,351 total
includes taxes & fees
26 Jun - 27 Jun
Holiday Inn Express Warrenton, an IHG 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.

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:

  • View our selection of featured holiday rentals in Middletown
  • Use the map to find apartments and other holiday homes in the Middletown neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middletown while they last

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

Frequently asked questions

Can I find a holiday rental in Middletown?

Yes, there are holiday rentals close to the most popular sights in Middletown, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Middletown has to offer?

The Yellow Rose Historic Home: This holiday home rental outside of Middletown is equipped with a selection of games, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 Curling Vine Winery. In the wider area, you’ll also find Stone Hill Winery.

What’s a holiday rental in Middletown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middletown. Holiday rentals provide amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.

Recent reviews of Middletown properties
Expedia verified reviews

Knights Inn New Florence

Knights Inn New Florence

5/5 Excellent
"Great people and nice rooms."
A verified traveller stayed at Knights Inn New Florence
Posted 3 days ago
Knights Inn New Florence