A lake surrounded by autumn-colored trees reflecting on the water.

Apartments in Middletown for Rent

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Middletown apartments

A modern hotel room with a large bed, a desk, a chair, a TV, and a view of the outside.

1. Cottage Suites

Cottage Suites
3.0 star property
Middletown
6.4 out of 10, (18 reviews)
"My worst experience ever staying at the hotel no communication locked out at the sleep in my car. I would never recommend anybody to stay there. The bed is horrible no curtains window basically nothing nice to say about that property. Sorry."
United States
Edwin
The price is ￥14,129
￥27,655 total
includes taxes & fees
Oct 13 - Oct 14
Cottage Suites
A bedroom with a bed, a desk, a chair, a window with a view, and a wall-mounted TV.

2. The Columbus Hotel - The District Studio - 89-204

The Columbus Hotel - The District Studio - 89-204
Middletown
The price is ￥12,319
￥29,381 total
includes taxes & fees
Sep 27 - Sep 28
The Columbus Hotel - The District Studio - 89-204
A hallway with a door labeled '302' and a keypad lock.

3. The Columbus Hotel - The Reimagined Suite - 52-304

The Columbus Hotel - The Reimagined Suite - 52-304
Middletown
The price is ￥12,954
￥30,099 total
includes taxes & fees
Sep 27 - Sep 28
The Columbus Hotel - The Reimagined Suite - 52-304
A hotel room with a bed, a desk, a chair, a TV, and a window with a view of a bridge.

4. The Columbus Hotel - The Revival Suite - 89-304

The Columbus Hotel - The Revival Suite - 89-304
Middletown
The price is ￥12,954
￥29,920 total
includes taxes & fees
Sep 27 - Sep 28
The Columbus Hotel - The Revival Suite - 89-304
A hallway with a staircase, a laundry room with two washing machines, and a fire alarm on the wall.

5. The Columbus Hotel - The Tailored Studio - 89-302

The Columbus Hotel - The Tailored Studio - 89-302
Middletown
The price is ￥12,319
￥30,280 total
includes taxes & fees
Sep 27 - Sep 28
The Columbus Hotel - The Tailored Studio - 89-302
A compact kitchen with a built-in microwave, a coffee maker, and a stainless steel sink.

6. The Columbus Hotel - The Galley Studio - 89-203

The Columbus Hotel - The Galley Studio - 89-203
Middletown
The price is ￥13,462
￥30,853 total
includes taxes & fees
Sep 27 - Sep 28
The Columbus Hotel - The Galley Studio - 89-203

7. The Columbus Hotel - Four-Poster Suite - 52-203

The Columbus Hotel - Four-Poster Suite - 52-203
Middletown
The price is ￥13,462
￥30,853 total
includes taxes & fees
Sep 27 - Sep 28
The Columbus Hotel - Four-Poster Suite - 52-203
A hotel room with a large bed, two bedside tables, a wall-mounted air conditioning unit, and a floor lamp.

8. The Columbus Hotel - The Scholar Suite - 89-307

The Columbus Hotel - The Scholar Suite - 89-307
Middletown
The price is ￥12,700
￥31,787 total
includes taxes & fees
Sep 27 - Sep 28
The Columbus Hotel - The Scholar Suite - 89-307
A modern hotel room with a four-poster bed, a wooden accent wall, a bedside table with a lamp, and a view of the adjacent dining area.

9. The Columbus Hotel - The Sunny Studio - 52-302

The Columbus Hotel - The Sunny Studio - 52-302
Middletown
The price is ￥14,224
￥31,715 total
includes taxes & fees
Sep 27 - Sep 28
The Columbus Hotel - The Sunny Studio - 52-302
A kitchen with dark cabinets, a stainless steel refrigerator, a microwave, and a coffee maker.

10. The Columbus Hotel - The City Suite - 89-201

The Columbus Hotel - The City Suite - 89-201
Middletown
The price is ￥14,478
￥32,182 total
includes taxes & fees
Sep 27 - Sep 28
The Columbus Hotel - The City Suite - 89-201
A modern bedroom with a four-poster bed, a wooden accent wall, a bedside table with a lamp, and a view into the adjacent dining area.

11. The Columbus Hotel - The Upper Studio - 52-402

The Columbus Hotel - The Upper Studio - 52-402
Middletown
The price is ￥14,478
￥32,182 total
includes taxes & fees
Sep 27 - Sep 28
The Columbus Hotel - The Upper Studio - 52-402
A staircase with a fire alarm and a row of lockers.

12. The Columbus Hotel - The Market Suite - 52-202

The Columbus Hotel - The Market Suite - 52-202
Middletown
The price is ￥12,827
￥30,675 total
includes taxes & fees
Sep 27 - Sep 28
The Columbus Hotel - The Market Suite - 52-202
A modern bedroom with a four-poster bed, a wooden accent wall, a bedside table with a lamp, and a view into the adjacent dining area.

13. The Columbus Hotel - The Weekender Suite - 52-204

The Columbus Hotel - The Weekender Suite - 52-204
Middletown
The price is ￥14,478
￥32,182 total
includes taxes & fees
Sep 27 - Sep 28
The Columbus Hotel - The Weekender Suite - 52-204
A kitchen with a refrigerator, microwave, and dark cabinets.

14. The Columbus Hotel - The Residence Studio - 89-206

The Columbus Hotel - The Residence Studio - 89-206
Middletown
The price is ￥17,145
￥35,558 total
includes taxes & fees
Oct 13 - Oct 14
The Columbus Hotel - The Residence Studio - 89-206
A hallway with a black door labeled '207', a fire alarm, and a laundry room with two washing machines.

15. The Columbus Hotel - The Gold Suite - 89-207

The Columbus Hotel - The Gold Suite - 89-207
Middletown
The price is ￥19,526
￥38,611 total
includes taxes & fees
Oct 13 - Oct 14
The Columbus Hotel - The Gold Suite - 89-207
A two-story building with a garage and a small attached structure.

16. The Columbus Hotel - The Sunrise Suite - 89-306

The Columbus Hotel - The Sunrise Suite - 89-306
Middletown
The price is ￥19,526
￥38,611 total
includes taxes & fees
Oct 13 - Oct 14
The Columbus Hotel - The Sunrise Suite - 89-306

17. The Columbus Hotel - The Canopy Studio - 52-301

The Columbus Hotel - The Canopy Studio - 52-301
Middletown
The price is ￥19,526
￥38,611 total
includes taxes & fees
Oct 13 - Oct 14
The Columbus Hotel - The Canopy Studio - 52-301
A modern bedroom with a four-poster bed, a sofa, and a small side table.

18. The Columbus Hotel - The Balcony Suite - 52-201

The Columbus Hotel - The Balcony Suite - 52-201
Middletown
The price is ￥21,590
￥41,307 total
includes taxes & fees
Oct 13 - Oct 14
The Columbus Hotel - The Balcony Suite - 52-201
A wooden cabin with a porch, a door, and a window.

19. Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
Wurtsboro
10.0 out of 10, Exceptional, (12 reviews)
"Very kind and nice owner, brand new building have everything you needed"
United States
Ayur
The price is ￥20,955
￥41,666 total
includes taxes & fees
Sep 27 - Sep 28
Close to Trails: Studio w/ Water Views
A wooden cabin with a porch, a door, and a window.

20. Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
3.0 star property
Westbrookville
The price is ￥27,781
￥42,413 total
includes taxes & fees
Sep 27 - Sep 28
Close to Trails: Studio w/ Water Views
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

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent
"Was definitely worth the price. Much more than I expected for this area. Friendly staff, clean rooms, convenient location and very comfortable."
ELANA 1-night trip
Posted 4 hours ago
Holiday Inn Express Hotel & Suites Chester by IHG

Find out more about Middletown

Middletown Apartments information

Number of reviews
12
Accommodation
141 Apartments
Lowest Price
￥27,655
Highest Price
￥42,413

Frequently asked questions

What's it like to stay at an apartment in Middletown?
You'll find 23 apartments to choose from in Middletown for your vacation. You might want to visit the area's shops and enjoy its restaurants. While in the region, visit top sights such as Woodbury Common Premium Outlets.
Why would you choose an apartment over a traditional hotel room?
An apartment features a kitchen for convenient meals, and often has more space than a traditional hotel room. Apartments are a good option for solo travelers who want to stay in at night and plan out their next day, but also for families wanting the conveniences of home.
What's a favorite apartment I should consider for a stay in Middletown?
Here are some of the top apartments in the area: 2-bedroom apartment in excellent Newburgh with AC and charm: Situated in Newburgh, 21.5 mi/34.6 km from the heart of Middletown. CHARMING Mid Century Vintage 1BR Guest Suite - 2 Min to Downtown: Located 24.8 mi/40 km away in New Paltz. Free WiFi, private patios, and Smart TVs are included. Unicorn Studio - Historic Newburgh near Beacon + Hiking: It's located in Newburgh, 21.9 mi/35.2 km away. Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!: Located 16.8 mi/27.1 km away in Wallkill. Free WiFi, private balconies, and Smart TVs are included. Access to onsite laundry facilities is available on site.
How many apartments will I find in Middletown?
Expedia has 23 apartments to book in Middletown.
What can I expect from the weather during my trip to Middletown?
Weather is only one factor, but it can really affect your travel plans, especially if you're planning an extended stay in Middletown. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Middletown are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
What should I see in Middletown?
Middletown is known for its restaurants and shops. Highland Lake and Thomas Bull Memorial Park are a couple of scenic spots to enjoy the outdoors, whereas Paramount Theatre is one of the cultural attractions. Other places in town to visit include Orange County Fair Speedway and Orange County Fairgrounds.
What's the best way to get to and around Middletown?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Stewart Intl. Airport (SWF), which is located 17.8 mi (28.7 km) away from the heart of the city. If you'd like to venture out around the area, consider renting a car to take in more sights.