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Middletown Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Middletown holiday rentals

A modern kitchen with stainless steel appliances, grey cabinets, and a tiled floor.

1. Charming Family-Friendly Retreat

Charming Family-Friendly Retreat
Anderson
9.4 out of 10, Exceptional, (8 reviews)
"Great communication from the host. Appreciated the stay. "
United States
Jennifer M.
The price is HK$1,942
HK$2,703 total
includes taxes & fees
13 Oct - 14 Oct
Charming Family-Friendly Retreat
A modern kitchen with white cabinetry, a wooden dining table, and a window with blinds.

2. 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
8.4 out of 10, Very good, (17 reviews)
"This was our second stay at the property and it’s so nice to have while working out of town. We will book again!"
United States
Mandy S.
The price is HK$1,095
HK$2,870 total
includes taxes & fees
19 Oct - 20 Oct
The Winner’s Circle - Pool, Hot Tub, Next to Harrah’s Casino
Dining

3. 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, (2 reviews)
"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 HK$1,962
HK$3,015 total
includes taxes & fees
13 Oct - 14 Oct
Charming 1-bedroom country house on a 15 acre estate with a private driveway-
A living room with hardwood flooring, a leather sofa, a mounted TV, and a door leading to a kitchen.

4. Cardinal Cottage - 2 bedroom cozy home

Cardinal Cottage - 2 bedroom cozy home
Muncie
9.6 out of 10, Exceptional, (47 reviews)
"Really enjoyed my stay "
United States
Deb H.
The price is HK$706
HK$1,318 total
includes taxes & fees
18 Oct - 19 Oct
Cardinal Cottage - 2 bedroom cozy home
A living room with a flat-screen TV mounted on the wall, a dark console table with decorative items, a wicker basket with a book, and a large potted plant.

5. Entire Home with Modern Conveniences - New Castle

Entire Home with Modern Conveniences - New Castle
New Castle
10.0 out of 10, Exceptional, (27 reviews)
"Had everything we needed. Well kept and clean. Great place for a stay!"
United States
Tricia V.
The price is HK$997
HK$1,879 total
includes taxes & fees
13 Oct - 14 Oct
Entire Home with Modern Conveniences - New Castle
A modern living room with a grey sectional sofa, a small wooden coffee table, and a dining area with a bar.

6. 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, (41 reviews)
"Great stay "
United States
Craig Z.
The price is HK$812
HK$1,657 total
includes taxes & fees
15 Oct - 16 Oct
Downtown New Castle Indiana Condo for short-and long-term stays. Very popular.
A modern kitchen with dark cabinetry, a wooden countertop, and a built-in stove. There is a seating area with a green sofa and a small table.

7. 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, (10 reviews)
"As a veteran, I was excited to discover that it was veteran owned!"
United States
Robin
The price is HK$659
HK$1,266 total
includes taxes & fees
2 Nov - 3 Nov
Cozy 1-bedroom apartment in a 160 year old historic downtown location.
Start your day at the coffee station — Keurig, drip, or French press featuring local coffee (regular and decaf), tea, creamer, sugar and sweetener. We take coffee very seriously!

8. 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, (8 reviews)
"The property was absolutely beautiful, just as pictured!!! it’s a must stay."
United States
Simonne S.
The price is HK$863
HK$1,784 total
includes taxes & fees
20 Oct - 21 Oct
Downtown Muncie | Luxe Loft, Spa Bath, 1 Bed, BSU
A dining area with a table set for four, chairs, and a patterned wallpaper.

9. Retro Home Close to Campus

Retro Home Close to Campus
Muncie
9.8 out of 10, Exceptional, (18 reviews)
"Nice property no hassel stay!"
United States
Donald D.
The price is HK$1,059
HK$2,347 total
includes taxes & fees
16 Oct - 17 Oct
Retro Home Close to Campus
A living room with a blue sofa, a small round table, a floor lamp, a potted plant, and a patterned rug.

10. Cozy 1 Bedroom Apartment

Cozy 1 Bedroom Apartment
New Castle
10.0 out of 10, Exceptional, (12 reviews)
"We absolutely enjoyed our stay!!"
United States
Auren
The price is HK$840
HK$1,561 total
includes taxes & fees
13 Oct - 14 Oct
Cozy 1 Bedroom Apartment
A living room with a brick wall, wooden flooring, a sofa, a coffee table, a TV, and a staircase leading to another room.

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

'Downtown Delight' w/ Patio! 1 Mi to Ball State
Muncie
9.8 out of 10, Exceptional, (28 reviews)
"It was an amazing place to stay and we had a wonderful weekend!! "
United States
Stace Y.
The price is HK$863
HK$2,716 total
includes taxes & fees
18 Oct - 19 Oct
'Downtown Delight' w/ Patio! 1 Mi to Ball State
A bedroom with a bed, a bench, a rug, and a wall-mounted painting.

12. Spacious 3 Bedroom Home - New Castle

Spacious 3 Bedroom Home - New Castle
New Castle
9.8 out of 10, Exceptional, (17 reviews)
"The hosts were very accommodating. We enjoyed our stay and highly recommend to others."
United States
Nathaniel P.
The price is HK$1,154
HK$2,141 total
includes taxes & fees
18 Oct - 19 Oct
Spacious 3 Bedroom Home - New Castle
A living room with a sectional sofa, two armchairs, a coffee table, and a flat-screen TV.

13. Serene 3-bedroom house Cartier with AC in the Village at Ball State University

Serene 3-bedroom house Cartier with AC in the Village at Ball State University
Muncie
The price is HK$2,472
HK$3,243 total
includes taxes & fees
13 Oct - 14 Oct
Serene 3-bedroom house Cartier with AC in the Village at Ball State University
A room with wooden paneling, a large mirror, two green upholstered chairs, a small table, and a bookshelf with decorative items.

14. Historic Alexandria Home w/ Private Yard!

Historic Alexandria Home w/ Private Yard!
3.0 star property
Alexandria
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,373
HK$2,345 total
includes taxes & fees
13 Oct - 14 Oct
Historic Alexandria Home w/ Private Yard!
A kitchen with a dining area, white cabinets, a refrigerator, and a view of the outdoors.

15. Cozy 2-bedroom next to Cardinal Greenway Trail

Cozy 2-bedroom next to Cardinal Greenway Trail
Muncie
10.0 out of 10, Exceptional, (2 reviews)
"Stay was awesome. House was so clean and host was awesome."
United States
Sharon C.
The price is HK$895
HK$1,617 total
includes taxes & fees
2 Nov - 3 Nov
Cozy 2-bedroom next to Cardinal Greenway Trail
A room with wooden paneling, a large mirror, two green upholstered chairs, a small table, and a bookshelf with decorative items.

16. Historic Alexandria Home w/ Private Yard!

Historic Alexandria Home w/ Private Yard!
Alexandria
10.0 out of 10, Exceptional, (3 reviews)
"Location was great and host were very attentive to our needs."
United States
Judith G.
The price is HK$1,075
HK$2,382 total
includes taxes & fees
13 Oct - 14 Oct
Historic Alexandria Home w/ Private Yard!
A bedroom with a bed, bedside lamps, a ceiling fan, and a window with a view.

17. 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 HK$1,248
HK$1,942 total
includes taxes & fees
13 Oct - 14 Oct
Cardi B-Up Cozy 1-bedroom house in the Ball State University Village in Muncie
A large, single-story building with a covered porch, a chimney, and a well-maintained lawn.

18. Farmhouse Retreat 5 minutes from Ruoff Music Center

Farmhouse Retreat 5 minutes from Ruoff Music Center
Pendleton
10.0 out of 10, Exceptional, (5 reviews)
"The home was so cute and very clean."
United States
Megan P.
The price is HK$1,971
HK$3,525 total
includes taxes & fees
13 Oct - 14 Oct
Farmhouse Retreat 5 minutes from Ruoff Music Center
A modern living room with a brown leather sofa, a round wooden coffee table, and a dining area with a white table and chairs.

19. Home Away from Home

Home Away from Home
Fishers
9.8 out of 10, Exceptional, (39 reviews)
"Great little cozy place to stay! Host was super responsive!"
United States
Lauryn K.
The price is HK$1,059
HK$1,949 total
includes taxes & fees
13 Oct - 14 Oct
Home Away from Home
A kitchen with wooden cabinets, a stainless steel stove, and a refrigerator.

20. 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)
"Great location and just what we needed for a relaxing weekend in Hagerstown."
United States
Emily E.
The price is HK$523
HK$1,157 total
includes taxes & fees
20 Oct - 21 Oct
New Hagerstown Apartment - Self Check-in. Sleeps 4+
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

Super 8 by Wyndham Greenfield

Super 8 by Wyndham Greenfield

10/10 Excellent
"Nice place to stay and quiet"
Thomas 4-night trip
Posted 1 hour ago
Super 8 by Wyndham Greenfield

Find out more about Middletown

Search for holiday rentals in Middletown on Expedia! You can easily find your home rentals, villas, holiday apartments in Middletown using one of the methods below:

  • View our selection of featured holiday rentals in Middletown
  • Use the map to find apartments and other holiday homes in the Middletown neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middletown while they last

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

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?

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