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Middletown Holiday Rentals

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Middletown holiday rentals

Interior

Cardinal Cottage - 2 bedroom cozy home

Cardinal Cottage - 2 bedroom cozy home
Muncie
9.6 out of 10, Exceptional, (40 reviews)
"Really enjoyed my stay "
United States
Deb H.
The price is HK$705
HK$1,317 total
includes taxes & fees
14 Jul - 15 Jul
Cardinal Cottage - 2 bedroom cozy home
Fridge, microwave, oven, stovetop

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 HK$557
HK$1,283 total
includes taxes & fees
14 Jul - 15 Jul
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
Fridge, microwave, oven, stovetop

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 HK$596
HK$1,238 total
includes taxes & fees
3 Aug - 4 Aug
New Hagerstown Apartment - Self Check-in. Sleeps 4+
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 HK$1,058
HK$1,956 total
includes taxes & fees
14 Jul - 15 Jul
Home Away from Home
Interior

Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
3.0 star property
Economy
The price is HK$894
HK$2,612 total
includes taxes & fees
31 Jul - 1 Aug
Pets Welcome! Quiet Economy Home w/ Spacious Yard
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 HK$996
HK$1,877 total
includes taxes & fees
14 Jul - 15 Jul
Entire Home with Modern Conveniences - New Castle
Fridge, microwave, oven, stovetop

Lovely Two Bedroom Home- Close to DT Greenfield

Lovely Two Bedroom Home- Close to DT Greenfield
Greenfield
5.2 out of 10, (5 reviews)
"Great stay! Wonderful host. "
United States
Steven M.
The price is HK$589
HK$1,915 total
includes taxes & fees
14 Jul - 15 Jul
Lovely Two Bedroom Home- Close to DT Greenfield
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 HK$839
HK$1,559 total
includes taxes & fees
14 Jul - 15 Jul
Cozy 1 Bedroom Apartment
2 bedrooms, WiFi, bed sheets

Benny B Charming 2 Bedroom house bunk/game room close to Ball State University

Benny B Charming 2 Bedroom house bunk/game room close to Ball State University
Muncie
9.4 out of 10, Exceptional, (3 reviews)
"Such a cute little stay! Super easy and clear access to parking and the access to the house and unit. Very clean and a lot of space beds if you have kiddos. 10/10!"
United States
Maddie E.
The price is HK$889
HK$1,259 total
includes taxes & fees
14 Jul - 15 Jul
Benny B Charming 2 Bedroom house bunk/game room close to Ball State University
Smart TV

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

Downtown New Castle Indiana Condo Available for short-term and long-term stays.
New Castle
10.0 out of 10, Exceptional, (37 reviews)
The price is HK$741
HK$1,532 total
includes taxes & fees
19 Jul - 20 Jul
Downtown New Castle Indiana Condo Available for short-term and long-term stays.
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 HK$862
HK$2,713 total
includes taxes & fees
26 Jul - 27 Jul
'Downtown Delight' w/ Patio! 1 Mi to Ball State
Interior

Cozy 1-bedroom apartment in a 160 year old historic downtown location.

Cozy 1-bedroom apartment in a 160 year old historic downtown location.
New Castle
9.6 out of 10, Exceptional, (5 reviews)
"As a veteran, I was excited to discover that it was veteran owned!"
United States
Robin
The price is HK$839
HK$1,466 total
includes taxes & fees
10 Aug - 11 Aug
Cozy 1-bedroom apartment in a 160 year old historic downtown location.
TV

Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
Economy
The price is HK$651
HK$2,695 total
includes taxes & fees
31 Jul - 1 Aug
Pets Welcome! Quiet Economy Home w/ Spacious Yard
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 HK$1,058
HK$2,362 total
includes taxes & fees
14 Jul - 15 Jul
Retro Home Close to Campus
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 HK$1,129
HK$2,248 total
includes taxes & fees
21 Jul - 22 Jul
Downtown Muncie | Luxe Loft, Spa Bath, 1 Bed, BSU
Dining

Concert & Sports Hub | 3BR Sleeps 8

Concert & Sports Hub | 3BR 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 HK$1,213
HK$2,322 total
includes taxes & fees
14 Jul - 15 Jul
Concert & Sports Hub | 3BR Sleeps 8
3 bedrooms, desk, iron/ironing board, free WiFi

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 HK$1,152
HK$2,148 total
includes taxes & fees
14 Jul - 15 Jul
Spacious 3 Bedroom Home - New Castle
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 HK$1,552
HK$3,398 total
includes taxes & fees
10 Aug - 11 Aug
The Winner’s Circle - Pool, Hot Tub, Next to Harrah’s Casino
Fridge, microwave, oven, stovetop

PROMO 10% WEEKLY/15% MONTHLY DISCOUNT! 4 King Beds, Jacuzzi, Easy Highway Access

PROMO 10% WEEKLY/15% MONTHLY DISCOUNT! 4 King Beds, Jacuzzi, Easy Highway Access
Fishers
10.0 out of 10, Exceptional, (3 reviews)
"Excellent hosts!"
United States
Steve S.
The price is HK$1,202
HK$3,383 total
includes taxes & fees
14 Jul - 15 Jul
PROMO 10% WEEKLY/15% MONTHLY DISCOUNT! 4 King Beds, Jacuzzi, Easy Highway Access
Smart TV

Cozy Charmer, 5 min to Uranus Fudge, Near Nestle

Cozy Charmer, 5 min to Uranus Fudge, Near Nestle
Anderson
The price is HK$872
HK$2,487 total
includes taxes & fees
14 Jul - 15 Jul
Cozy Charmer, 5 min to Uranus Fudge, Near Nestle
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

Comfort Inn Anderson South

Comfort Inn Anderson South

8/10 Good
"Little older but clean good swimming pool and hot tub. Breakfast could have used some meat with the eggs and sausage and biscuits. Not really any complaints clothes been a great area"
Jeff 1-night trip
Posted 2 hours ago
Comfort Inn Anderson South

Find out more about Middletown

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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?

Cozy 1-bedroom duplex in Greenfield with AC.: This holiday home rental outside of Middletown has air conditioning and laundry facilities 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.