Apartments in Middletown for Rent

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Middletown apartments

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, (26 reviews)
"Clean and quiet."
United States
Ted
The price is ￥9,450
￥24,676 total
includes taxes & fees
May 14 - May 15
Dream getaway apartment in the foot of Gunks Ridge
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, (1 review)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is ￥17,070
￥32,249 total
includes taxes & fees
May 12 - May 13
Cozy 1-bedroom retreat minutes from West Point!
Fridge, oven, stovetop, coffee/tea maker

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, (20 reviews)
"Very good communication and helpful. "
United States
Liam C.
The price is ￥17,977
￥47,970 total
includes taxes & fees
May 11 - May 12
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
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)
"Such a cute place to stay"
United States
Melissa
The price is ￥23,448
￥45,796 total
includes taxes & fees
May 8 - May 9
Cozy country efficiency in the Hudson Valley
1 bedroom, free WiFi, bed sheets, wheelchair access

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, (39 reviews)
"The Luxe Loft 1 is a beautiful place, meticulously cared for and appointed, and in a prime location to enjoy Warwick, NY. Communication was excellent, check-in directions clear and perfect. I can't wait to rent it again!!"
United States
Charles
The price is ￥17,586
￥39,347 total
includes taxes & fees
May 18 - May 19
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
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, (56 reviews)
"Great location and quiet just like we like it. Unit was very charming."
Canada
Thomas
The price is ￥17,977
￥38,874 total
includes taxes & fees
May 10 - May 11
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Interior

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, (81 reviews)
"great location and nice host"
United States
christopher s.
The price is ￥17,883
￥36,138 total
includes taxes & fees
May 27 - May 28
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
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, (47 reviews)
"Great place to stay. Cozy, warm, and clean! The host was also a good communicator and everything went smoothly."
United States
Samantha Esmé W.
The price is ￥17,977
￥37,612 total
includes taxes & fees
May 12 - May 13
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
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, (42 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 ￥21,103
￥46,508 total
includes taxes & fees
May 18 - May 19
Grant - A Tranquil One Bedroom Steps from River
Exterior

Studio Retreat | Near Woodbury Commons & Legoland

Studio Retreat | Near Woodbury Commons & Legoland
Monroe
The price is ￥13,131
￥41,175 total
includes taxes & fees
May 10 - May 11
Studio Retreat | Near Woodbury Commons & Legoland
Fridge, microwave, oven, stovetop

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 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.
The price is ￥33,812
￥56,269 total
includes taxes & fees
May 10 - May 11
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Property grounds

Cozy Pocono Barn Loft Apartment

Cozy Pocono Barn Loft Apartment
Milford
10.0 out of 10, Exceptional, (18 reviews)
"Really nice little place for a weekend getaway. Being able to interact with the horses was awesome. Host was super nice and informative about the area. "
United States
Renee N.
The price is ￥23,448
￥38,552 total
includes taxes & fees
May 11 - May 12
Cozy Pocono Barn Loft Apartment
1 bedroom, desk, iron/ironing board, free WiFi

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 reviews)
"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.
The price is ￥20,322
￥43,043 total
includes taxes & fees
May 10 - May 11
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
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, (17 reviews)
"We had a great stay!! I booked for a “get ready” spot for my wedding and it was everything I could have dreamed of. Everything was perfect and very clean! Can’t wait to book again Very centrally located near some amazing small boutiques, a couple restaurants. The town seemed like a popular spot on the weekend! "
United States
Tiffani H.
The price is ￥23,214
￥41,660 total
includes taxes & fees
May 10 - May 11
Modern Hudson Valley Apt 202 - King/Queen/Twin
Living area

Cozy Hudson Valley 2BR - Walk to Downtown

Cozy Hudson Valley 2BR - Walk to Downtown
Port Jervis
10.0 out of 10, Exceptional, (7 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.
The price is ￥19,609
￥54,371 total
includes taxes & fees
May 11 - May 12
Cozy Hudson Valley 2BR - Walk to Downtown
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
9.2 out of 10, Wonderful, (15 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 ￥22,823
￥70,921 total
includes taxes & fees
May 8 - May 9
Local Artist Inspired | Walk to WestPoint + King Bed
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, (30 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 ￥27,434
￥40,055 total
includes taxes & fees
May 10 - May 11
The Wine House, Sitting atop of Warwick's brand new Wine Bar
Terrace/patio

River Views & Deck | River Suite on Washington

River Views & Deck | River Suite on Washington
Newburgh
The price is ￥19,921
￥59,989 total
includes taxes & fees
May 8 - May 9
River Views & Deck | River Suite on Washington
Outdoor pool, a heated pool

Swiss Spot. Cozy 1-bedroom apartment in charming Vernon NJ with heated pools.

Swiss Spot. Cozy 1-bedroom apartment in charming Vernon NJ with heated pools.
Vernon Township
The price is ￥18,758
￥29,108 total
includes taxes & fees
May 11 - May 12
Swiss Spot. Cozy 1-bedroom apartment in charming Vernon NJ with heated pools.
Exterior detail

Slope side cozy Studio

Slope side cozy Studio
Vernon Township
The price is ￥15,267
￥36,039 total
includes taxes & fees
May 10 - May 11
Slope side cozy Studio
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

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

10/10 Excellent
"clean rooms, friendly staff "
Marc 3-night trip
Posted 2 hours ago
La Quinta Inn & Suites by Wyndham Middletown-Goshen

Find out more about Middletown

Middletown Apartments information

Number of reviews
322
Accommodation
160 Apartments
Lowest Price
￥24,676
Highest Price
￥70,921

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 41 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?
Listed below are some of the top apartments in the area: Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!: Located in Wallkill, 16.8 mi/27.1 km from the heart of Middletown. Includes free WiFi, private balconies, and Smart TVs. Access to onsite laundry facilities is available on site. Spectacular Log Home Estate North Wing Unit: Located in Marlboro, 25.3 mi/40.8 km away. Includes private balconies, separate dining areas, and Smart TVs. Access to onsite laundry facilities is available on site. Apartment with Expansive Views; River & Mountains Walk to Train, Main St, DIA: Located 23.1 mi/37.2 km away in Beacon. Amenities include private patios. Access to onsite laundry facilities is available on site. Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC: It's located in Newburgh, 22.5 mi/36.2 km from Middletown. Includes free WiFi, private patios, and fireplaces.
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.