Default HTG hotel image

Middletown Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Middletown vacation rentals

Interior

Entire Home with Modern Conveniences - New Castle

Entire Home with Modern Conveniences - New Castle
New Castle
10.0 out of 10, Exceptional, (26 reviews)
"Had everything we needed. Well kept and clean. Great place for a stay!"
United States
Tricia V.
The price is AED 466
AED 871 total
includes taxes & fees
20 Jul - 21 Jul
Entire Home with Modern Conveniences - New Castle
3 bedrooms, desk, iron/ironing board, WiFi (free)

Spacious 3 Bedroom Home - New Castle

Spacious 3 Bedroom Home - New Castle
New Castle
9.8 out of 10, Exceptional, (16 reviews)
"Host were very helpful. The house was clean and well stocked."
United States
Lodi R.
The price is AED 540
AED 998 total
includes taxes & fees
19 Jul - 20 Jul
Spacious 3 Bedroom Home - New Castle
Interior

Cardinal Cottage - 2 bedroom cozy home

Cardinal Cottage - 2 bedroom cozy home
Muncie
9.6 out of 10, Exceptional, (41 reviews)
"Really enjoyed my stay "
United States
Deb H.
The price is AED 331
AED 617 total
includes taxes & fees
19 Jul - 20 Jul
Cardinal Cottage - 2 bedroom cozy home
Smart TV

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

Downtown New Castle Indiana Condo for short-and long-term stays. Very popular.
New Castle
10.0 out of 10, Exceptional, (37 reviews)
"Great stay "
United States
Craig Z.
The price is AED 347
AED 718 total
includes taxes & fees
19 Jul - 20 Jul
Downtown New Castle Indiana Condo for short-and long-term stays. Very popular.
Microwave, oven, stovetop, dishwasher

Charming Family-Friendly Retreat

Charming Family-Friendly Retreat
Anderson
9.0 out of 10, Wonderful, (4 reviews)
"Whilst we could have done with a few more bowls in the kitchen (very minor criticism) our host was great with responding to us and providing all the necessary information. The house was clean and tidy with plenty of room. Would definitely recommend this VRBO and would happily stay here again."
United States
Tina S.
The price is AED 909
AED 1,265 total
includes taxes & fees
19 Jul - 20 Jul
Charming Family-Friendly Retreat
Dining

Retro Home Close to Campus

Retro Home Close to Campus
Muncie
10.0 out of 10, Exceptional, (13 reviews)
"House was clean and close to all the things we needed to do. Beds very comfortable. Good location for us."
United States
Evelyn B.
The price is AED 496
AED 1,090 total
includes taxes & fees
19 Jul - 20 Jul
Retro Home Close to Campus
House (3 Bedrooms) | Interior

Historic Alexandria Home w/ Private Yard!

Historic Alexandria Home w/ Private Yard!
3.0 star property
Alexandria
The price is AED 643
AED 1,097 total
includes taxes & fees
20 Jul - 21 Jul
Historic Alexandria Home w/ Private Yard!
TV

Cozy 1 Bedroom Apartment

Cozy 1 Bedroom Apartment
New Castle
9.8 out of 10, Exceptional, (10 reviews)
"Nice little place. Will stay again when we’re in the area. "
United States
Jason M.
The price is AED 393
AED 718 total
includes taxes & fees
20 Jul - 21 Jul
Cozy 1 Bedroom Apartment
Dining

Charming 1-bedroom country house on a 15 acre estate with a private driveway-

Charming 1-bedroom country house on a 15 acre estate with a private driveway-
Anderson
10.0 out of 10, Exceptional, (1 review)
"Great location! Super charming farm with adorable animals to pet! Great get away from the city! We went on the 4th of July weekend to get away with our dogs from the fireworks. Sirci was so helpful about answering questions and keeping us updated on the town firework schedule, which was so nice to do! Would definitely stay again!"
United States
shannon e.
The price is AED 826
AED 1,296 total
includes taxes & fees
19 Jul - 20 Jul
Charming 1-bedroom country house on a 15 acre estate with a private driveway-
Property grounds

Enter As Strangers Leave As Friends

Enter As Strangers Leave As Friends
Lewisville
10.0 out of 10, Exceptional, (47 reviews)
"The house was adorable with a lot of games, books and movies. The host was very friendly and helpful. "
United States
SUZANN S.
The price is AED 826
AED 1,045 total
includes taxes & fees
21 Jul - 22 Jul
Enter As Strangers Leave As Friends
Coffee/tea maker, fridge, microwave, oven

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

Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
Hagerstown
10.0 out of 10, Exceptional, (16 reviews)
"We had a great time and this place has everything that you need!"
United States
kirk h.
The price is AED 290
AED 634 total
includes taxes & fees
17 Aug - 18 Aug
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
TV

'Downtown Delight' w/ Patio! 1 Mi to Ball State

'Downtown Delight' w/ Patio! 1 Mi to Ball State
Muncie
10.0 out of 10, Exceptional, (25 reviews)
"It was an amazing place to stay and we had a wonderful weekend!! "
United States
Stace Y.
The price is AED 404
AED 1,275 total
includes taxes & fees
26 Jul - 27 Jul
'Downtown Delight' w/ Patio! 1 Mi to Ball State
Smart TV

Home Away from Home

Home Away from Home
Fishers
10.0 out of 10, Exceptional, (31 reviews)
"I had a great experience staying at Home Away from Home. The location was great and the home was very clean, comfortable and cozy. Simeon was a great host and the check-in/out procedure was very straightforward and easy to follow. "
United States
Marnita R.
The price is AED 496
AED 887 total
includes taxes & fees
19 Jul - 20 Jul
Home Away from Home
Fridge, microwave, oven, stovetop

Downtown Muncie | Luxe Loft, Spa Bath, 1 Bed, BSU

Downtown Muncie | Luxe Loft, Spa Bath, 1 Bed, BSU
Muncie
10.0 out of 10, Exceptional, (6 reviews)
"This place was fantastic, all around. Clean, great amenities, the whole 9 yards "
United States
Jonathan
The price is AED 522
AED 1,033 total
includes taxes & fees
9 Aug - 10 Aug
Downtown Muncie | Luxe Loft, Spa Bath, 1 Bed, BSU
Dining

Walk to Ruoff, Pool table, Sleeps 8

Walk to Ruoff, Pool table, Sleeps 8
Noblesville
10.0 out of 10, Exceptional, (42 reviews)
"The children (17-25) enjoyed billiards and a comfortable, spacious environment with us during our long weekend."
United States
Audrey R.
The price is AED 1,125
AED 1,720 total
includes taxes & fees
20 Jul - 21 Jul
Walk to Ruoff, Pool table, Sleeps 8
Dining

The Winner’s Circle - Pool, Hot Tub, Next to Harrah’s Casino

The Winner’s Circle - Pool, Hot Tub, Next to Harrah’s Casino
Anderson
9.0 out of 10, Wonderful, (10 reviews)
"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 AED 678
AED 1,524 total
includes taxes & fees
16 Aug - 17 Aug
The Winner’s Circle - Pool, Hot Tub, Next to Harrah’s Casino
Apartment (2 Bedrooms) | Interior

'downtown Delight' w/ Patio! 1 Mi to Ball State

'downtown Delight' w/ Patio! 1 Mi to Ball State
2.5 star property
Muncie
The price is AED 551
AED 1,179 total
includes taxes & fees
26 Jul - 27 Jul
'downtown Delight' w/ Patio! 1 Mi to Ball State
Coffee/tea maker, fridge, microwave, oven

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

New Hagerstown Apartment - Self Check-in. Sleeps 4+
Hagerstown
9.4 out of 10, Exceptional, (27 reviews)
"The apartment was even better than expected!!! It was very clean and even had supplies provided such as toiletries and laundry detergent. It met my expectations and beyond!"
United States
Mindy
The price is AED 274
AED 575 total
includes taxes & fees
22 Jul - 23 Jul
New Hagerstown Apartment - Self Check-in. Sleeps 4+
Exterior

Farmhouse Retreat 5 minutes from Ruoff Music Center

Farmhouse Retreat 5 minutes from Ruoff Music Center
Pendleton
10.0 out of 10, Exceptional, (2 reviews)
"The home was so cute and very clean."
United States
Megan P.
The price is AED 1,759
AED 2,723 total
includes taxes & fees
20 Jul - 21 Jul
Farmhouse Retreat 5 minutes from Ruoff Music Center
1 bedroom, WiFi, bed sheets

Cardi B-Up Cozy 1-bedroom house in the Ball State University Village in Muncie

Cardi B-Up Cozy 1-bedroom house in the Ball State University Village in Muncie
Muncie
The price is AED 459
AED 815 total
includes taxes & fees
19 Jul - 20 Jul
Cardi B-Up Cozy 1-bedroom house in the Ball State University Village in Muncie
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middletown Hotel Reviews

Best Western Plus Anderson

Best Western Plus Anderson

8/10 Good
"Clean and maintained. Check in was extremely slow. Breakfast was standard fare"
Ted 1-night trip
Posted 3 hours ago
Best Western Plus Anderson

Frequently asked questions

Are there vacation rentals in Middletown?

Yes, there are vacation rentals near popular points of interest in Middletown, or you can choose a more secluded option if you're looking for relaxation.

What's the top vacation rental that Middletown has to offer?

The Winner’s Circle - Pool, Hot Tub, Next to Harrah’s Casino: This vacation home rental near Middletown offers a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What’s there to see and do in Middletown?

While exploring the area, visit family-friendly sights like Indiana Basketball Hall of Fame, 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 larger area.

What’s a vacation rental in Middletown like?

A vacation rental is a private property you can stay in for a couple of days or more in Middletown. Vacation rentals feature extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for family gatherings.