Apartments in Middletown for Rent

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Check prices for these dates

In two weeks
Apr 3 - Apr 5
In two months
May 15 - May 17
In three months
Jun 12 - Jun 14
In four months
Jul 10 - Jul 12

Our top choices for Middletown apartments

Interior

Apartment in Wallkill

Dream getaway apartment in the foot of Gunks Ridge
9.6 out of 10, Exceptional, (24 reviews)
"Serg’s place was comfortable and clean! It was a perfect location for me and my friends to stay while rock climbing in the Gunks. We did not feel cramped or unsafe and the complementary tea was a hit! One thing to note is that both of the beds were low to the ground (below knee level) so if someone has knee or back problems, it might be difficult to stand up out of bed. "
United States
Mary S.
The price is ￥8,586
￥23,960 total
includes taxes & fees
Mar 23 - Mar 24
Dream getaway apartment in the foot of Gunks Ridge
Fridge, oven, stovetop, coffee/tea maker

Apartment in Highland Falls

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
9.8 out of 10, Exceptional, (17 reviews)
"Great Unit."
United States
Rudy R.
The price is ￥13,732
￥43,122 total
includes taxes & fees
Mar 24 - Mar 25
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Apartment (0 Bedroom) | Interior

Apartment in Westbrookville

Close to Trails: Studio w/ Water Views
3.0 star property
The price is ￥19,256
￥37,621 total
includes taxes & fees
Mar 31 - Apr 1
Close to Trails: Studio w/ Water Views
TV

Apartment in Highland Falls

Cozy 1-bedroom retreat minutes from West Point!
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 ￥13,276
￥28,078 total
includes taxes & fees
Apr 14 - Apr 15
Cozy 1-bedroom retreat minutes from West Point!
1 bedroom, iron/ironing board, free WiFi, bed sheets

Apartment in Newburgh

Cozy country efficiency in the Hudson Valley
9.8 out of 10, Exceptional, (68 reviews)
"Clean, simple, and comfortable with clear host directions on arrival, checkin & checkout."
United States
Lou F.
The price is ￥26,044
￥49,595 total
includes taxes & fees
Mar 22 - Mar 23
Cozy country efficiency in the Hudson Valley
Property grounds

Apartment in Wallkill

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
10.0 out of 10, Exceptional, (77 reviews)
"great location and nice host"
United States
christopher s.
The price is ￥16,344
￥34,215 total
includes taxes & fees
Mar 23 - Mar 24
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Exterior detail

Apartment in Beacon

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
10.0 out of 10, Exceptional, (54 reviews)
"We havld a good time. The room was comfortable and perfectly located!"
United States
Brandy C.
The price is ￥18,152
￥39,069 total
includes taxes & fees
Mar 23 - Mar 24
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Exterior detail

Apartment in Port Jervis

Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
10.0 out of 10, Exceptional, (6 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 ￥19,948
￥53,657 total
includes taxes & fees
Apr 13 - Apr 14
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
1 bedroom, desk, iron/ironing board, free WiFi

Apartment in Wurtsboro

Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
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 ￥20,519
￥42,950 total
includes taxes & fees
Mar 22 - Mar 23
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
1 bedroom, free WiFi, bed sheets, wheelchair access

Apartment in Warwick

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
10.0 out of 10, Exceptional, (37 reviews)
"Great location within walking distance of boutiques and restaurants. Enjoyed our stay. "
United States
Cynthia W.
The price is ￥17,678
￥40,533 total
includes taxes & fees
Mar 22 - Mar 23
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Fridge, microwave, oven, stovetop

Apartment in Highland Falls

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
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 ￥22,225
￥41,362 total
includes taxes & fees
Mar 23 - Mar 24
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
TV

Apartment in Highland Falls

Walk to WP Gate + Free Parking!
9.8 out of 10, Exceptional, (22 reviews)
"This place was awesome for the location to Thayer gate, close to restaurants, and a parking spot next to the building. We will return to this place!"
United States
Pamela
The price is ￥26,402
￥46,868 total
includes taxes & fees
Mar 23 - Mar 24
Walk to WP Gate + Free Parking!
Exterior detail

Apartment in Beacon

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
9.8 out of 10, Exceptional, (45 reviews)
"Great place to stay. Very convenient to everything Beacon has to offer. We were only there for one night, but if we were to go back we would definitely stay here again."
United States
Ben R.
The price is ￥17,678
￥37,433 total
includes taxes & fees
Mar 24 - Mar 25
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Microwave, oven, stovetop, dishwasher

Apartment in Montgomery

Modern Hudson Valley Apt 202 - King/Queen/Twin
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 ￥23,439
￥41,349 total
includes taxes & fees
Apr 1 - Apr 2
Modern Hudson Valley Apt 202 - King/Queen/Twin
3 bedrooms, desk, iron/ironing board, travel crib

Apartment in Highland Falls

Local Artist Inspired | Walk to WestPoint + King Bed
9.4 out of 10, Exceptional, (12 reviews)
"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.
The price is ￥16,100
￥63,596 total
includes taxes & fees
Mar 22 - Mar 23
Local Artist Inspired | Walk to WestPoint + King Bed
Property grounds

Apartment in Monroe

Villa Verde B&B, Greenwood Lake NY, 1
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
The price is ￥31,568
￥50,532 total
includes taxes & fees
Mar 22 - Mar 23
Villa Verde B&B, Greenwood Lake NY, 1
Fridge, microwave, oven, stovetop

Apartment in Warwick

The Wine House, Sitting atop of Warwick's brand new Wine Bar
10.0 out of 10, Exceptional, (28 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 ￥27,701
￥40,265 total
includes taxes & fees
Mar 22 - Mar 23
The Wine House, Sitting atop of Warwick's brand new Wine Bar
Outdoor dining

Apartment in Vernon Township

The Appalachian at Mountain Creek
The price is ￥18,467
￥36,952 total
includes taxes & fees
Mar 23 - Mar 24
The Appalachian at Mountain Creek
Desk, WiFi, bed sheets

Apartment in Monroe

Cozy Modern Studio Near Lake • Porch & Fire Pit
The price is ￥9,944
￥37,560 total
includes taxes & fees
Mar 22 - Mar 23
Cozy Modern Studio Near Lake • Porch & Fire Pit
Outdoor dining

Apartment in Port Jervis

Cozy 1-bedroom apartment with AC, WiFi in charming Port Jervis
10.0 out of 10, Exceptional, (1 review)
"Great communication, easy check in, great location, what more could you ask for?"
United States
Joseph F.
The price is ￥26,833
￥40,175 total
includes taxes & fees
Mar 22 - Mar 23
Cozy 1-bedroom apartment with AC, WiFi in charming Port Jervis
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

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

8/10 Good
"It was nice"
Kyle 3-night trip
Posted 8 hours ago
Hampton Inn Harriman Woodbury

Find out more about Middletown

Middletown Apartments information

Number of reviews
447
Accommodation
147 Apartments
Lowest Price
￥23,960
Highest Price
￥63,596

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?
Here 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. Stay in the heart of Greenwood Lake minutes away from the lake: Located 16.7 mi/26.9 km away in Greenwood Lake. Free WiFi, private patios, and Smart TVs are included. Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer: Located in Beacon, 23.6 mi/37.9 km away. Includes Smart TVs. Access to onsite laundry facilities is available on site. Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer: Located 23.6 mi/37.9 km away in Beacon. Free WiFi and Smart TVs are included. Access to onsite laundry facilities is available on site. Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen: Located in Beacon, 23.6 mi/37.9 km from Middletown. Includes 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.