A large steel bridge spanning a river, surrounded by trees and buildings.

Apartments in Middletown for Rent

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Middletown apartments

Luxury Studio | Free WiFi, bed sheets

Cottage Suites

Cottage Suites
3.0 star property
Middletown
6.6 out of 10, (7 reviews)
"It was a great place "
United States
Jose
The price is ￥20,282
￥43,962 total
includes taxes & fees
Jul 6 - Jul 7
Cottage Suites
Interior

Dream getaway apartment in the foot of Gunks Ridge

Dream getaway apartment in the foot of Gunks Ridge
Wallkill
9.6 out of 10, Exceptional, (29 reviews)
"Clean and quiet."
United States
Ted
The price is ￥17,212
￥33,693 total
includes taxes & fees
Jul 8 - Jul 9
Dream getaway apartment in the foot of Gunks Ridge
Smart TV

Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (45 reviews)
"Great lil tranquil home. Had all the things you'd need with some bonus touches and Stan was very quick and easy to communicate with. "
United States
Jen G.
The price is ￥21,839
￥47,764 total
includes taxes & fees
Jul 13 - Jul 14
Grant - A Tranquil One Bedroom Steps from River
Exterior detail

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Beacon
10.0 out of 10, Exceptional, (58 reviews)
"Great location and quiet just like we like it. Unit was very charming."
Canada
Thomas
The price is ￥19,412
￥41,343 total
includes taxes & fees
Jul 1 - Jul 2
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Property grounds

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Wallkill
10.0 out of 10, Exceptional, (84 reviews)
"great location and nice host"
United States
christopher s.
The price is ￥18,506
￥38,122 total
includes taxes & fees
Jul 12 - Jul 13
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
9.8 out of 10, Exceptional, (68 reviews)
"Comfy cozy weekend retreat"
United States
Michael M.
The price is ￥24,266
￥48,156 total
includes taxes & fees
Jul 1 - Jul 2
Cozy country efficiency in the Hudson Valley
Interior

Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Warwick
10.0 out of 10, Exceptional, (48 reviews)
"The property is very cute and located in a great location. "
United States
Olivia R.
The price is ￥17,633
￥40,079 total
includes taxes & fees
Jun 29 - Jun 30
Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Exterior detail

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Beacon
9.8 out of 10, Exceptional, (53 reviews)
"Have stayed a few times now… absolutely wonderful!! Clean, cozy, and comfortable! "
United States
Daniela C.
The price is ￥19,736
￥39,483 total
includes taxes & fees
Jun 30 - Jul 1
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Terrace/patio

Renovated 1 Bedroom Valley View

Renovated 1 Bedroom Valley View
Vernon Township
10.0 out of 10, Exceptional, (3 reviews)
"Room & Facilities are great."
United States
Elvis
The price is ￥25,495
￥48,960 total
includes taxes & fees
Jul 1 - Jul 2
Renovated 1 Bedroom Valley View
Fridge, microwave, oven, stovetop

The Wine House, Sitting atop of Warwick's brand new Wine Bar

The Wine House, Sitting atop of Warwick's brand new Wine Bar
Warwick
10.0 out of 10, Exceptional, (31 reviews)
"Awesome space and area! We loved the shops and restaurants within walking distance and overall friendly town! Great escape for me to spend quality time with my daughter! "
United States
Amy
The price is ￥28,391
￥41,818 total
includes taxes & fees
Jun 30 - Jul 1
The Wine House, Sitting atop of Warwick's brand new Wine Bar
Exterior detail

Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
Wurtsboro
9.8 out of 10, Exceptional, (8 reviews)
"Quiet, comfortable, cute, cleanliness, intimate stay. "
United States
Charise C.
The price is ￥26,692
￥54,004 total
includes taxes & fees
Jun 29 - Jun 30
Close to Trails: Studio w/ Water Views
Property grounds

Cozy Pocono Barn Loft Apartment

Cozy Pocono Barn Loft Apartment
Milford
10.0 out of 10, Exceptional, (19 reviews)
"One of the best stays my girlfriend and I have ever had. Such an amazing experience. We were literally sleeping above horses. Fred the barn cat also greeted us upon arrival. He was friendly and very sociable. He was also there to send us off. I’ll miss my little friend."
United States
Michael
The price is ￥24,233
￥39,842 total
includes taxes & fees
Jul 1 - Jul 2
Cozy Pocono Barn Loft Apartment
Exterior detail

Slope side cozy Studio

Slope side cozy Studio
Vernon Township
10.0 out of 10, Exceptional, (2 reviews)
"What a great stay my mother had in Joseph's Slope Side Cozy Studio. Beautiful accommodations that were clean and spacious with a lovely view. The host was incredibly attentive, with appropriate messaging from booking all the way to check-out. The price was reasonable, the resort is incredible, and we are actually thinking of spending some time there again. While we are not skiers, this is a lovely place to visit in the spring and summer for a fun get away. We would definitely book with...
United States
Anne Marie W.
The price is ￥22,777
￥45,520 total
includes taxes & fees
Jul 1 - Jul 2
Slope side cozy Studio
TV

Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
10.0 out of 10, Exceptional, (3 reviews)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is ￥25,139
￥42,751 total
includes taxes & fees
Jul 22 - Jul 23
Cozy 1-bedroom retreat minutes from West Point!
3 bedrooms, desk, iron/ironing board, travel crib

Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.4 out of 10, Exceptional, (17 reviews)
"Sweet abode. Cozy, clean and amazing location. The cute coffee bar was a nice bonus. Would definitely stay there again. "
United States
Danica J.
The price is ￥30,575
￥81,266 total
includes taxes & fees
Jul 9 - Jul 10
Local Artist Inspired | Walk to WestPoint + King Bed
Private kitchen

2-bedroom apartment in excellent Newburgh with AC and charm

2-bedroom apartment in excellent Newburgh with AC and charm
Newburgh
10.0 out of 10, Exceptional, (2 reviews)
"We have stayed here once before overnight while in the area for an event. It is close to where we needed to be and a great value for the price"
United States
Nick L.
The price is ￥30,575
￥39,529 total
includes taxes & fees
Jul 2 - Jul 3
2-bedroom apartment in excellent Newburgh with AC and charm
Microwave, oven, stovetop, dishwasher

Modern Hudson Valley Apt 202 - King/Queen/Twin

Modern Hudson Valley Apt 202 - King/Queen/Twin
Montgomery
9.8 out of 10, Exceptional, (19 reviews)
"Was a great stay and fabulous communication! Highly recommend "
United States
Michael C.
The price is ￥24,735
￥44,838 total
includes taxes & fees
Jun 29 - Jun 30
Modern Hudson Valley Apt 202 - King/Queen/Twin
Terrace/patio

Cozy renovated Studio @ Creek

Cozy renovated Studio @ Creek
Vernon Township
The price is ￥20,836
￥42,971 total
includes taxes & fees
Jun 28 - Jun 29
Cozy renovated Studio @ Creek
Terrace/patio

River Views & Deck | River Suite on Washington

River Views & Deck | River Suite on Washington
Newburgh
The price is ￥23,586
￥66,319 total
includes taxes & fees
Jun 29 - Jun 30
River Views & Deck | River Suite on Washington
Apartment (0 Bedroom) | Interior

Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
3.0 star property
Westbrookville
The price is ￥29,564
￥55,241 total
includes taxes & fees
Jul 1 - Jul 2
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

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

8/10 Good
"The property is beautiful. The shower controls need to be upgraded or fixed."
Olga 2-night trip
Posted less than an hour ago
Overlook Lodge at Bear Mountain

Find out more about Middletown

Middletown Apartments information

Number of reviews
421
Accommodation
166 Apartments
Lowest Price
￥33,693
Highest Price
￥81,266

Frequently asked questions

What's it like to stay at an apartment in Middletown?
You'll find plenty of places to stay in Middletown with 40 hotels and other lodging accommodations. Though there aren't many apartments, we can help you search for accommodations that are similar. When you search on Expedia, you can use the filters to search for conveniences you might find in an apartment like a kitchen. Even filter by similar property types like vacation homes, condos, or cabins. You might want to visit the area's shops and enjoy its restaurants. While in the region, visit top sights such as LEGOLAND® New York.
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 more popular apartments in the area: Lower level unit in Spectacular Log Home Estate: Located 25.3 mi/40.8 km away in Marlboro. Free WiFi, sofa beds, and Smart TVs are included. Access to onsite laundry facilities is available on site. Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!: Located in Wallkill, 16.8 mi/27.1 km from Middletown. Includes free WiFi, private balconies, and Smart TVs. Access to onsite laundry facilities is available on site.
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.