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Apartments in Middletown for Rent

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Middletown apartments

Fridge, microwave, oven, stovetop
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Beacon
10.0 out of 10, Exceptional, (46)
"Great location, so clean and comfortable. "
United States
Barbara
$216 nightly
The price is $249
Jan 7 - Jan 8, 2026
Total with taxes and fees
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
1 bedroom, WiFi, bed sheets
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

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, (42)
"Adorable place to stay in an adorable town! "
United States
Mary L.
$202 nightly
The price is $233
Jan 6 - Jan 7, 2026
Total with taxes and fees
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Exterior detail
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.8 out of 10, Exceptional, (14)
"Great Unit."
United States
Rudy R.
$263 nightly
The price is $266
Jan 20 - Jan 21, 2026
Total with taxes and fees
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Terrace/patio
Dream getaway apartment in the foot of Gunks Ridge

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, (24)
"Over all the property was clean and staff was very cooperative. Only problems were the beds were very hard which made it hard for us to get a good nights sleep. The larger room had bugs but the owner took care of it right away. We enjoyed our stay."
United States
Harriet
$164 nightly
The price is $166
Jan 8 - Jan 9, 2026
Total with taxes and fees
Dream getaway apartment in the foot of Gunks Ridge
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!

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Wallkill
10.0 out of 10, Exceptional, (72)
"Everything was great nexactly as advertised. Terrific stargazing at night by the fire pit. Will definitely come back."
United States
David C.
$207 nightly
The price is $232
Dec 29 - Dec 30
Total with taxes and fees
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Smart TV
Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (41)
"Stan is really nice and helpful. The apartment is really well designed, spacious and clean, very well equipped with a nice porch. Stan is really thoughtful. Recommended!"
United States
Zohar
$229 nightly
The price is $259
Dec 29 - Dec 30
Total with taxes and fees
Grant - A Tranquil One Bedroom Steps from River
Fridge, microwave, oven, stovetop
Lux APT Your home away from home.

Lux APT Your home away from home.

Lux APT Your home away from home.
Beacon
10.0 out of 10, Exceptional, (2)
"Very clean and great place to stay. "
United States
Charlene D.
$241 nightly
The price is $273
Jan 7 - Jan 8, 2026
Total with taxes and fees
Lux APT Your home away from home.
Dining
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Warwick
10.0 out of 10, Exceptional, (33)
"Great location within walking distance of boutiques and restaurants. Enjoyed our stay. "
United States
Cynthia W.
$230 nightly
The price is $260
Jan 11 - Jan 12, 2026
Total with taxes and fees
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Fridge, microwave, oven, stovetop
Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.2 out of 10, Wonderful, (9)
"Great place to stay if you have a West Point student - super close to all West Point related activities. The place itself needs some work but it’s functional."
United States
Jesse C.
$396 nightly
The price is $401
Jan 12 - Jan 13, 2026
Total with taxes and fees
Local Artist Inspired | Walk to WestPoint + King Bed
Fridge, microwave, oven, stovetop
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

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, (5)
"Very nice property. We have a son at West Point and approximately an hour from New York City. Host was quick to respond to questions and provided excellent information. We will stay here again. "
United States
Mark V.
$255 nightly
The price is $282
Jan 5 - Jan 6, 2026
Total with taxes and fees
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Exterior
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.

Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.

Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
Wurtsboro
9.0 out of 10, Wonderful, (2)
"The host was very welcoming and very responsive. The apartment was very cute and super clean. I came up for a Halloween event put on by a friend the location was very convenient in the downtown area and I could walk to most of the places I needed to get to I very much enjoyed my stay here and would stay again if I’m in the area. "
United States
Sheena C.
$240 nightly
The price is $270
Jan 21 - Jan 22, 2026
Total with taxes and fees
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
Exterior detail
Cozy Studio with WiFi and AC in enjoyable Glen Spey

Cozy Studio with WiFi and AC in enjoyable Glen Spey

Cozy Studio with WiFi and AC in enjoyable Glen Spey
Glen Spey
$194 nightly
The price is $218
Dec 24 - Dec 25
Total with taxes and fees
Cozy Studio with WiFi and AC in enjoyable Glen Spey
1 bedroom, desk, iron/ironing board, free WiFi
Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.

Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.

Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.
Montgomery
10.0 out of 10, Exceptional, (2)
"Spacey, clean, best location"
United States
Assaf B.
$239 nightly
The price is $273
Jan 13 - Jan 14, 2026
Total with taxes and fees
Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.
Private kitchen
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown

Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown

Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
Port Jervis
10.0 out of 10, Exceptional, (6)
"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.
$280 nightly
The price is $331
Jan 15 - Jan 16, 2026
Total with taxes and fees
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
Property grounds
New! Cozy Agrihood Getaway-King Bed/Hiking/Relaxing

New! Cozy Agrihood Getaway-King Bed/Hiking/Relaxing

New! Cozy Agrihood Getaway-King Bed/Hiking/Relaxing
Hurleyville
$287 nightly
The price is $316
Jan 6 - Jan 7, 2026
Total with taxes and fees
New! Cozy Agrihood Getaway-King Bed/Hiking/Relaxing
Fridge, microwave, oven, stovetop
Cozy Modern Stay - Walk to West Point & Main St!

Cozy Modern Stay - Walk to West Point & Main St!

Cozy Modern Stay - Walk to West Point & Main St!
2.0 star property
Highland Falls
$388 nightly
The price is $393
Dec 25 - Dec 26
Total with taxes and fees
Cozy Modern Stay - Walk to West Point & Main St!
Outdoor dining
Cozy 1-bedroom apartment with AC, WiFi in charming Port Jervis

Cozy 1-bedroom apartment with AC, WiFi in charming Port Jervis

Cozy 1-bedroom apartment with AC, WiFi in charming Port Jervis
Port Jervis
10.0 out of 10, Exceptional, (1)
"Great communication, easy check in, great location, what more could you ask for?"
United States
Joseph F.
$228 nightly
The price is $258
Dec 24 - Dec 25
Total with taxes and fees
Cozy 1-bedroom apartment with AC, WiFi in charming Port Jervis
Terrace/patio
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley

Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley

Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
Highland
10.0 out of 10, Exceptional, (1)
"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.
$339 nightly
The price is $380
Jan 4 - Jan 5, 2026
Total with taxes and fees
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
Dining
Hudson Valley Top Getaway with a River View B

Hudson Valley Top Getaway with a River View B

Hudson Valley Top Getaway with a River View B
2.0 star property
Newburgh
$270 nightly
The price is $319
Dec 28 - Dec 29
Total with taxes and fees
Hudson Valley Top Getaway with a River View B
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

The Wine House, Sitting atop of Warwick's brand new Wine Bar
Warwick
10.0 out of 10, Exceptional, (26)
"Great place, close to everything in Warwick, would stay again"
United States
Chris K.
$227 nightly
The price is $256
Dec 24 - Dec 25
Total with taxes and fees
The Wine House, Sitting atop of Warwick's brand new Wine Bar
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

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent
"Wonderful stay rate’s very reasonable room very clean and quiet. Staff was very inviting and helpful. Looking forward to staying again went in the Middletown New York area"
Reginald 1-night trip
Posted 18 hours ago
Sleep Inn & Suites Middletown - Goshen

Find out more about Middletown

Middletown Apartments information

Number of reviews
312
Accommodation
147 Apartments
Lowest Price
$166
Highest Price
$401

Frequently asked questions

What's it like to stay at an apartment in Middletown?
You'll find a lot of options for your stay in Middletown with 44 accommodations. Though there aren't many apartments, we can help you locate accommodations with similar amenities. When you search on Expedia, you can use the filters to search for conveniences you might find in an apartment like a kitchen. You can also search for similar property types like condos, vacation homes, or cottages. You might want to visit the area's shops and enjoy its restaurants.
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?
Below is a favorite apartment in the area to consider: Explore & Work! Stylish Washington Heights Duplex: 21.4 mi/34.5 km away in Newburgh.
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.

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