Middletown Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Our top choices for Middletown holiday rentals

10.0 out of 10, Exceptional, (6)
"Excellent hospitality and accommodations!It was so nice to have snacks available waiting for us upon arrival. The ice and water options were so nice. We felt so at home in this safe, quiet neighborhood with discreet parking right at the door. Hope to book again when we come to visit our family. Easy access with personalized code provided from owner. Clean, great communication, had everything we needed.Thank you so much."
United States
Tamara B.
The price is NZ$296
includes taxes & fees
29 Dec - 30 Dec
The Cardinal. Newly built 1-bedroom cottage w/ WiFi and AC in delightful Muncie
10.0 out of 10, Exceptional, (11)
"Very conveniently located with clear instructions about amenities. We will stay here again sometime."
United States
MaryandMichael P.
The price is NZ$280
includes taxes & fees
7 Jan - 8 Jan 2026
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
9.2 out of 10, Wonderful, (20)
"Great little apartment. Just what we needed for overnight. "
United States
Kim M.
The price is NZ$237
includes taxes & fees
6 Jan - 7 Jan 2026
New Hagerstown Apartment - Self Check-in. Sleeps 4+
9.6 out of 10, Exceptional, (32)
"Very clean and easy weekend stay"
United States
Ally B.
The price is NZ$288
includes taxes & fees
28 Dec - 29 Dec
Cardinal Cottage - 2 bedroom cozy home
10.0 out of 10, Exceptional, (4)
"This place was fantastic, all around. Clean, great amenities, the whole 9 yards "
United States
Jonathan
The price is NZ$321
includes taxes & fees
5 Jan - 6 Jan 2026
Downtown Muncie | Luxe Loft, Spa Bath, 1 Bed, BSU
10.0 out of 10, Exceptional, (19)
"Great property "
United States
Jerry B.
The price is NZ$410
includes taxes & fees
14 Jan - 15 Jan 2026
Entire Home with Modern Conveniences - New Castle

Apartment in New Castle

Cozy 1 Bedroom Apartment
9.8 out of 10, Exceptional, (8)
"We absolutely enjoyed our stay!!"
United States
Auren
The price is NZ$335
includes taxes & fees
3 Jan - 4 Jan 2026
Cozy 1 Bedroom Apartment
2.5 star property
The price is NZ$575
includes taxes & fees
29 Dec - 30 Dec
2BR Updated Dtwn Condo: Streaming, Patio, W & D
9.0 out of 10, Wonderful, (10)
"We appreciated the cleanliness and enjoyed our stay. Comfortable beds and plenty of room for everyone. "
United States
Karen E.
The price is NZ$1,178
includes taxes & fees
26 Jan - 27 Jan 2026
Spacious Family Memory Maker w/ Water Views, + 2 Miles to Marina

Holiday Home in Greensboro

Hot Tub Arcadia - Relax and Play
9.6 out of 10, Exceptional, (10)
"Sean was a perfect host. We had a great time. "
United States
Andrew L.
The price is NZ$449
includes taxes & fees
15 Jan - 16 Jan 2026
Hot Tub Arcadia - Relax and Play

Holiday Home in New Castle

Spacious 3 Bedroom Home - New Castle
10.0 out of 10, Exceptional, (13)
"The hosts were very accommodating. We enjoyed our stay and highly recommend to others."
United States
Nathaniel P.
The price is NZ$466
includes taxes & fees
28 Dec - 29 Dec
Spacious 3 Bedroom Home - New Castle
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...
United States
Eleisha G.
The price is NZ$275
includes taxes & fees
28 Dec - 29 Dec
Cozy RV close to the Reservoir
4.0 out of 10, (1)
The price is NZ$334
includes taxes & fees
29 Dec - 30 Dec
Benny B Charming 2-bedroom house in Muncie w/ bunk-game room close to Ball State

Holiday Home in Muncie

Retro Home Close to Campus
9.8 out of 10, Exceptional, (10)
"Nice property no hassel stay!"
United States
Donald D.
The price is NZ$489
includes taxes & fees
28 Dec - 29 Dec
Retro Home Close to Campus
10.0 out of 10, Exceptional, (1)
"House is cute - loved all the wood floors although they're noisy. beds were comfortable. only stayed one night but it was walkable back and forth to campus so that was great"
United States
Abi Z.
The price is NZ$361
includes taxes & fees
12 Jan - 13 Jan 2026
Family-friendly home, beautiful fenced-in yard, short walk to Ball State Campus

Holiday Home in Fishers

Home Away from Home
10.0 out of 10, Exceptional, (23)
"Great area, great parking, very clean and comfortable. Slept great and relaxed with a great cup of coffe in the morning. Owner communication was very kind and considerate. Would certainly stay again."
United States
Mike
The price is NZ$382
includes taxes & fees
8 Jan - 9 Jan 2026
Home Away from Home
8.8 out of 10, Excellent, (6)
"This property was just as described and had everything we needed. Javier was quick to respond and help us with any needs for the house. Check in and check out we’re a seamless process. I would definitely stay here again, or at any other of Javiers properties. "
United States
Mandy S.
The price is NZ$604
includes taxes & fees
7 Jan - 8 Jan 2026
The Winner’s Circle - Pool, Hot Tub, Next to Harrah’s Casino

Holiday Home in Fortville

Hamilton Hideaway
10.0 out of 10, Exceptional, (2)
"We got to take our dog.. they thought of things that wasn’t on the list they provide. We would stay again. "
United States
Ashley D.
The price is NZ$748
includes taxes & fees
30 Dec - 31 Dec
Hamilton Hideaway
2.0 star property
The price is NZ$526
includes taxes & fees
29 Dec - 30 Dec
2BR Updated Dtwn Condo: Streaming, Patio, W & D
10.0 out of 10, Exceptional, (4)
"Was a great place "
United States
Jay
The price is NZ$668
includes taxes & fees
29 Dec - 30 Dec
Charming 3-bedroom, 2-12/ bath house with AC, WiFi in peaceful Fortville
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

Find out more about Middletown

Everything you need to know about Middletown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middletown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middletown holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Middletown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middletown. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middletown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middletown holiday rentals we have selected for you start as low as NZ$237 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middletown rentals

At Expedia, we put the best Middletown holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Middletown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middletown holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middletown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Cardinal Cottage - 2 bedroom cozy home: This holiday home rental outside of Middletown offers a patio, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.