Middletown Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Middletown vacation rentals

House (1 Bedroom) | Front of property

Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
3.0 star property
Economy
The price is ￥13,474
￥51,602 total
includes taxes & fees
May 19 - May 20
Pets Welcome! Quiet Economy Home w/ Spacious Yard
TV

Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
Economy
The price is ￥12,104
￥53,049 total
includes taxes & fees
May 13 - May 14
Pets Welcome! Quiet Economy Home w/ Spacious Yard
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, (22 reviews)
"Great host and all the amenities were in great condition."
United States
Dan H.
The price is ￥17,235
￥53,403 total
includes taxes & fees
May 18 - May 19
'Downtown Delight' w/ Patio! 1 Mi to Ball State
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, (13 reviews)
"House was great for our stay. Communication was fast and excellent. Would recommend for your stay! "
United States
Juliane H.
The price is ￥12,418
￥27,112 total
includes taxes & fees
Jun 9 - Jun 10
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
9.2 out of 10, Wonderful, (22 reviews)
"Great location and just what we needed for a relaxing weekend in Hagerstown."
United States
Emily E.
The price is ￥9,871
￥22,462 total
includes taxes & fees
May 19 - May 20
New Hagerstown Apartment - Self Check-in. Sleeps 4+
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, (5 reviews)
"This place was fantastic, all around. Clean, great amenities, the whole 9 yards "
United States
Jonathan
The price is ￥17,391
￥37,904 total
includes taxes & fees
May 18 - May 19
Downtown Muncie | Luxe Loft, Spa Bath, 1 Bed, BSU
Interior

Cardinal Cottage - 2 bedroom cozy home

Cardinal Cottage - 2 bedroom cozy home
Muncie
9.6 out of 10, Exceptional, (38 reviews)
"Really enjoyed my stay "
United States
Deb H.
The price is ￥14,147
￥26,408 total
includes taxes & fees
May 17 - May 18
Cardinal Cottage - 2 bedroom cozy home
Interior

Entire Home with Modern Conveniences - New Castle

Entire Home with Modern Conveniences - New Castle
New Castle
10.0 out of 10, Exceptional, (24 reviews)
"Great property "
United States
Jerry B.
The price is ￥19,963
￥37,116 total
includes taxes & fees
May 26 - May 27
Entire Home with Modern Conveniences - New Castle
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 ￥16,765
￥30,634 total
includes taxes & fees
May 19 - May 20
Cozy 1 Bedroom Apartment
Smart TV

Home Away from Home

Home Away from Home
Fishers
10.0 out of 10, Exceptional, (26 reviews)
"Yes the host was welcoming and accommodated my early arrival. All amenities were in excellent condition."
United States
MJ F.
The price is ￥21,152
￥38,920 total
includes taxes & fees
May 18 - May 19
Home Away from Home
3 bedrooms, desk, iron/ironing board, free WiFi

Spacious 3 Bedroom Home - New Castle

Spacious 3 Bedroom Home - New Castle
New Castle
10.0 out of 10, Exceptional, (15 reviews)
"This was by far one of the best places we have stayed. The attention to detail, quality amenities, and care put into the home were evident throughout. It was a warm and welcoming space that made our stay truly comfortable. Communication with the host was excellent, clear, responsive, and professional. We are very grateful for the experience and would happily stay here again."
United States
Chad P.
The price is ￥23,032
￥42,398 total
includes taxes & fees
May 20 - May 21
Spacious 3 Bedroom Home - New Castle
Dining

Retro Home Close to Campus

Retro Home Close to Campus
Muncie
10.0 out of 10, Exceptional, (12 reviews)
"Clean house, good location, fair price for the size. Would definitely stay again!"
United States
Anthony C.
The price is ￥21,152
￥46,503 total
includes taxes & fees
May 19 - May 20
Retro Home Close to Campus
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
The price is ￥14,472
￥21,489 total
includes taxes & fees
May 18 - May 19
Benny B Charming 2 Bedroom house bunk/game room close to Ball State University
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, (8 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 ￥23,060
￥58,926 total
includes taxes & fees
May 18 - May 19
The Winner’s Circle - Pool, Hot Tub, Next to Harrah’s Casino
Dining

Concert & Sports Hub | 3BR Sleeps 8

Concert & Sports Hub | 3BR Sleeps 8
Noblesville
10.0 out of 10, Exceptional, (37 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 ￥29,984
￥51,668 total
includes taxes & fees
May 26 - May 27
Concert & Sports Hub | 3BR Sleeps 8
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, (4 reviews)
"Everything was wonderful. Easy check in, fast communication and the room was fantastic. Close to everything. Loved the decor and the bed was like a cloud. Highly recommend! 5 stars! "
United States
Jim S.
The price is ￥13,990
￥26,232 total
includes taxes & fees
Jun 2 - Jun 3
Cozy 1-bedroom apartment in a 160 year old historic downtown location.
Microwave, oven, stovetop, dishwasher

Charming Family-Friendly Retreat

Charming Family-Friendly Retreat
Anderson
8.8 out of 10, Excellent, (3 reviews)
"Great communication from the host. Appreciated the stay. "
United States
Jennifer M.
The price is ￥38,778
￥53,962 total
includes taxes & fees
May 25 - May 26
Charming Family-Friendly Retreat
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 ￥19,115
￥52,554 total
includes taxes & fees
May 17 - May 18
'downtown Delight' w/ Patio! 1 Mi to Ball State
Exterior

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
The price is ￥35,253
￥55,101 total
includes taxes & fees
May 25 - May 26
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, (45 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 ￥35,368
￥44,718 total
includes taxes & fees
May 13 - May 14
Enter As Strangers Leave As Friends
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

Baymont by Wyndham Anderson

Baymont by Wyndham Anderson

10/10 Excellent
"Front desk was really helpful, the breakfast included, scrambled eggs and boiled eggs, cereal, fruit, yogurt, and others."
Russ 1-night trip
Posted 3 hours ago
Baymont by Wyndham Anderson

Find out more about Middletown

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

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?

Home Away from Home : This vacation home rental near Middletown is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. 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 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.