Search Holiday Rentals in Middletown

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Top Holiday Rentals in Middletown

Our top choices for Middletown holiday rentals

3 br country home close to town with hot tub

9.4 out of 10, Exceptional, (29)
"Very nice home and I appreciated the small fence yard for my dog."
3 br country home close to town with hot tub

Spacious Family Memory Maker w/ Water Views, + 2 Miles to Marina

9.0 out of 10, Wonderful, (9)
"We appreciated the cleanliness and enjoyed our stay. Comfortable beds and plenty of room for everyone. "
The price is £705
includes taxes & fees
24 Aug - 25 Aug
Spacious Family Memory Maker w/ Water Views, + 2 Miles to Marina

Home Away from Home

9.8 out of 10, Exceptional, (19)
"Lovely place to stay"
The price is £172
includes taxes & fees
21 Aug - 22 Aug
Home Away from Home

Easy Living @ Noblesville Near Ruoff Center & Grand Park

2.0 star property
10.0 out of 10, Exceptional, (6)
"The location was fantastic for our stay. The added snacks and fridge with water were wonderful. It was a great place to come back to at the end of a day of conferencing. "
The price is £361
includes taxes & fees
26 Aug - 27 Aug
Easy Living @ Noblesville Near Ruoff Center & Grand Park

5 Mins to Ruoff+Dog Friendly+Fenced yard+Fast WiFi

10.0 out of 10, Exceptional, (15)
"Lovely property close to everything with plenty of space for 3 small families to stay together. Minor maintenance issues were addressed almost immediately and we had a great weekend stay. Thanks! "
5 Mins to Ruoff+Dog Friendly+Fenced yard+Fast WiFi

New Hagerstown Apartment - Self Check-in. Sleeps 4+

9.2 out of 10, Wonderful, (19)
"Always a pleasure and the location is perfect for seeing family!"
The price is £109
includes taxes & fees
21 Aug - 22 Aug
New Hagerstown Apartment - Self Check-in. Sleeps 4+

The Rosie Roots - Cozy Pet Friendly House

9.8 out of 10, Exceptional, (16)
"The house was perfect for us and our pup. The newly installed fence added great privacy. We will stay here again. Close to our family and cute neighborhood. "
The Rosie Roots - Cozy Pet Friendly House

Cozy RV close to the Reservoir

2.0 star property
6.0 out of 10, (1)
"This was a really neat idea, and the kids were very excited to stay in an RV. I will start by saying it was very clean. It was not advertised that this was on private property right next to the house until check in time. The location was also not optimal because it was right next to the main road where you could hear every car, and the entrance was across from what looked like a lot of junk. . we had to deal with a dog barking all night, long, but we made the best of all this. The only thing...
The price is £122
includes taxes & fees
2 Sept - 3 Sept
Cozy RV close to the Reservoir

The Cabin.

10.0 out of 10, Exceptional, (15)
"Peaceful and quiet and clean, enjoyed our stay and will be back next year."
The Cabin.

Cozy 3-bedroom house near Ruoff

10.0 out of 10, Exceptional, (3)
"Great location, close to Ruoff. Very comfy beds, clean and hospitable hostess! "
Cozy 3-bedroom house near Ruoff

5 min walk to BSU Campus - Quiet Neighborhood

10.0 out of 10, Exceptional, (69)
"We're in town for a sporting event and stayed in this property. Excellent on all accounts and would definitely stay here again. "
5 min walk to BSU Campus - Quiet Neighborhood

Elegant 1BR, Workspace, Near Parks and Summit Lake

10.0 out of 10, Exceptional, (3)
"Very nice clean place with everything one needs. The modern decor was refreshing. The owners were excellent at responding to our questions. "
Elegant 1BR, Workspace, Near Parks and Summit Lake

Cardinal Cottage - 2 bedroom cozy home

9.6 out of 10, Exceptional, (20)
"Great stay "
The price is £127
includes taxes & fees
25 Aug - 26 Aug
Cardinal Cottage - 2 bedroom cozy home

Newly renovated studio in Hagerstown--Self Check-in

10.0 out of 10, Exceptional, (25)
"Loved the property close to whatever you need for seeing local attractions or family/friends."
The price is £100
includes taxes & fees
25 Aug - 26 Aug
Newly renovated studio in Hagerstown--Self Check-in

Hickory Hill Estates (Muncie)

10.0 out of 10, Exceptional, (7)
"The property was even more beautiful than the pictures showed! We were in town for a Family wedding and we were able to spend quality Family time"
Hickory Hill Estates (Muncie)

Downtown New Castle Indiana Condo Available for short-term and long-term stays.

10.0 out of 10, Exceptional, (26)
"The stay we had was absolutely fantastic and amazing! The host was so kind and let us know if anything was needed to let him know. This trip was for a celebration of life for my mother-in-law who passed a couple months ago and we drove in from Texas and so when we got there it was late and we were exhausted but knowing that once we got there that we had such a wonderful place to lay our heads during such a hard visit gave us some sense of peace. If you are reading this and you have any doubt...
Downtown New Castle Indiana Condo Available for short-term and long-term stays.

Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

9.8 out of 10, Exceptional, (9)
"Very clean and great amenities. Will be booking there again in the future."
The price is £124
includes taxes & fees
21 Aug - 22 Aug
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

Charming 3-bedroom house w/ King bed in Pendleton with WiFi and AC

Charming 3-bedroom house w/ King bed in Pendleton with WiFi and AC

Retro Home Close to Campus

9.8 out of 10, Exceptional, (6)
"Cute home, a lot of unique features. Great location. Owner was very easy to work with and accommodating to our group. Would totally rent this again ."
The price is £224
includes taxes & fees
21 Aug - 22 Aug
Retro Home Close to Campus

New Castle Retreat, Stay in Style!

9.4 out of 10, Exceptional, (9)
"Awesome visit to new Castle. Nice property and nicely remodeled. Thank you for the stay"
New Castle Retreat, Stay in Style!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Middletown Hotel Reviews

Frequently asked questions

Are there holiday rentals 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?

3 br country home close to town with hot tub: This holiday home rental outside of Middletown offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What’s there to see and do in Middletown?

While exploring the area, visit family-friendly sights like Anderson Roll Arena, or get outside and enjoy nature at Prairie Creek Reservoir and Campground. Mounds State Park and Hoosier Park are a couple of places you'll find in the wider area.

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 such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for family gatherings.