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
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Middletown apartments

Suite | Desk, WiFi (free), individually furnished, bed sheets

Cottage Suites

Cottage Suites
3.0 star property
Middletown
6.0 out of 10, (8 reviews)
"It was a great place "
United States
Jose
$218 nightly
The price is $246
Jul 21 - Jul 22
Total with taxes and fees
Cottage Suites
Exterior detail

Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
Wurtsboro
9.8 out of 10, Exceptional, (10 reviews)
"Quiet, comfortable, cute, cleanliness, intimate stay. "
United States
Charise C.
$308 nightly
The price is $348
Jul 21 - Jul 22
Total with taxes and fees
Close to Trails: Studio w/ Water Views
Apartment (0 Bedroom) | Interior

Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
3.0 star property
Westbrookville
$304 nightly
The price is $344
Jul 21 - Jul 22
Total with taxes and fees
Close to Trails: Studio w/ Water Views
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, (87 reviews)
"Clean place very responsive and helpful hosts!!"
United States
Larissa N.
$211 nightly
The price is $237
Aug 10 - Aug 11
Total with taxes and fees
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
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.
$216 nightly
The price is $244
Jul 27 - Jul 28
Total with taxes and fees
2-bedroom apartment in excellent Newburgh with AC and charm
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)
"The kitchen was great, lots of tools, fun to cook in! "
United States
Brooke H.M. S.
$185 nightly
The price is $187
Jul 22 - Jul 23
Total with taxes and fees
Dream getaway apartment in the foot of Gunks Ridge
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, (49 reviews)
"Clean, modern, well designed, convenient to community resources "
United States
Ann B.
$210 nightly
The price is $237
Jul 29 - Jul 30
Total with taxes and fees
Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Coffee/tea maker, fridge, microwave, oven

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Location was perfect for West Point visit. The space was clean and recently updated, the beds very comfortable, and perfect layout and spacious for 3-4 people. The host was welcoming and responsive."
United States
Maria L.
$372 nightly
The price is $416
Jul 21 - Jul 22
Total with taxes and fees
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Terrace/patio

Step into history & unwind at Spring apt a charming šŸ” at theā¤ļøof NYHudson Valley

Step into history & unwind at Spring apt a charming šŸ” at theā¤ļøof NYHudson Valley
Highland
10.0 out of 10, Exceptional, (2 reviews)
"Everyone was just right! The home is perfect for a photo shoot. We weren't there for that, but we thought the setting was unique and beautiful! Everything we needed!!"
United States
Rebecca D.
$383 nightly
The price is $429
Jul 21 - Jul 22
Total with taxes and fees
Step into history & unwind at Spring apt a charming šŸ” at theā¤ļøof NYHudson Valley
Exterior detail

Hudson Valley Escape - Walk to Downtown & Hiking

Hudson Valley Escape - Walk to Downtown & Hiking
Port Jervis
10.0 out of 10, Exceptional, (8 reviews)
"House was clean and parking was easy! Close to downtown Port Jervis, with some great restaurants. The owners were so kind, and were so helpful!"
United States
Jen C.
$294 nightly
The price is $347
Jul 21 - Jul 22
Total with taxes and fees
Hudson Valley Escape - Walk to Downtown & Hiking
Exterior detail

Charming 2-bedroom apartment in the Village of Warwick

Charming 2-bedroom apartment in the Village of Warwick
Warwick
10.0 out of 10, Exceptional, (2 reviews)
"Such a cute and cozy place. Extra bedding was available, it was super clean, and the host was responsive. Would definitely stay here again."
United States
Bekki L.
$311 nightly
The price is $352
Jul 26 - Jul 27
Total with taxes and fees
Charming 2-bedroom apartment in the Village of Warwick
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, (46 reviews)
"This apartment was perfect for what we needed! Beautifully renovated, comfortable bed, and very close to Beacon! "
United States
Abby W.
$260 nightly
The price is $294
Aug 3 - Aug 4
Total with taxes and fees
Grant - A Tranquil One Bedroom Steps from River
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.
$244 nightly
The price is $272
Jul 28 - Jul 29
Total with taxes and fees
Cozy 1-bedroom retreat minutes from West Point!
Coffee/tea maker, fridge, microwave, oven

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, (34 reviews)
"Great place, close to everything in Warwick, would stay again"
United States
Chris K.
$257 nightly
The price is $290
Jul 21 - Jul 22
Total with taxes and fees
The Wine House, Sitting atop of Warwick's brand new Wine Bar
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, (20 reviews)
"Was a great stay and fabulous communication! Highly recommend "
United States
Michael C.
$289 nightly
The price is $330
Jul 21 - Jul 22
Total with taxes and fees
Modern Hudson Valley Apt 202 - King/Queen/Twin
1 bedroom, iron/ironing board, WiFi (free), bed sheets

Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
10.0 out of 10, Exceptional, (71 reviews)
"Comfy cozy weekend retreat"
United States
Michael M.
$285 nightly
The price is $337
Jul 21 - Jul 22
Total with taxes and fees
Cozy country efficiency in the Hudson Valley
Property grounds

Cozy Pocono Barn Loft Apartment

Cozy Pocono Barn Loft Apartment
Milford
10.0 out of 10, Exceptional, (20 reviews)
"Our rooms were clean, comfortable and cozy. Everything we needed was there. We would definitely stay again!"
United States
Thomas
$228 nightly
The price is $248
Jul 21 - Jul 22
Total with taxes and fees
Cozy Pocono Barn Loft Apartment
Exterior

Modern penthouse suite in a restored grain tower with private roof deck.

Modern penthouse suite in a restored grain tower with private roof deck.
Warwick
10.0 out of 10, Exceptional, (27 reviews)
"Wonderful stay!"
United States
Lisi M.
$475 nightly
The price is $537
Jul 21 - Jul 22
Total with taxes and fees
Modern penthouse suite in a restored grain tower with private roof deck.
TV

Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (24 reviews)
"Would definitely stay here again! It was a great experience!"
United States
Jodi P.
$345 nightly
The price is $385
Jul 23 - Jul 24
Total with taxes and fees
Walk to WP Gate + Free Parking!
Property grounds

Villa Verde B&B, Greenwood Lake NY, 1

Villa Verde B&B, Greenwood Lake NY, 1
Monroe
10.0 out of 10, Exceptional, (31 reviews)
"Great host. Home is very clean and well appointed. Would definitely stay here again."
United States
Thomas
$329 nightly
The price is $372
Jul 25 - Jul 26
Total with taxes and fees
Villa Verde B&B, Greenwood Lake NY, 1
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
"."
Dhruv 2-night trip
Posted 6 hours ago
Holiday Inn Express Hotel & Suites Chester by IHG

Find out more about Middletown

Middletown Apartments information

Number of reviews
409
Accommodation
170 Apartments
Lowest Price
$187
Highest Price
$537

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. Visit top places in the surrounding region such as LEGOLANDĀ® New York and 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: Slope side cozy Studio: Located in Vernon, 18.1 mi/29.1 km from the heart of Middletown. Includes fireplaces. A fitness center and a game room are on site. 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. Unicorn Studio - Historic Newburgh near Beacon + Hiking: It's located in Newburgh, 21.9 mi/35.2 km away.
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 68Ā°F, while the coldest months are January and February with an average of 31Ā°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. LEGOLANDĀ® New York and Woodbury Common Premium Outlets are other popular places to visit in the area.
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.

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