Apartments in Middletown for Rent

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Check prices for these dates

In two weeks
Feb 20 - Feb 22
In two months
Apr 3 - Apr 5
In three months
May 1 - May 3
In four months
May 29 - May 31

Our top choices for Middletown apartments

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 ￥14,464
￥29,170 total
includes taxes & fees
Feb 4 - Feb 5
Cozy 1-bedroom retreat minutes from West Point!
Interior

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, (47 reviews)
"Great place!"
United States
Sara B.
The price is ￥17,106
￥37,417 total
includes taxes & fees
Feb 8 - Feb 9
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
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, (16 reviews)
"Great Unit."
United States
Rudy R.
The price is ￥11,663
￥40,092 total
includes taxes & fees
Feb 4 - Feb 5
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
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, (43 reviews)
"Adorable place to stay in an adorable town! "
United States
Mary L.
The price is ￥17,106
￥36,344 total
includes taxes & fees
Feb 4 - Feb 5
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
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, (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 ￥8,460
￥25,162 total
includes taxes & fees
Feb 9 - Feb 10
Dream getaway apartment in the foot of Gunks Ridge
Apartment | 1 bedroom

Peaceful Lakeside Studio Fast Wifi Great WFH

Peaceful Lakeside Studio Fast Wifi Great WFH
2.0 star property
Monroe
The price is ￥13,569
￥35,205 total
includes taxes & fees
Feb 5 - Feb 6
Peaceful Lakeside Studio Fast Wifi Great WFH
Desk, WiFi, bed sheets

Rustic Lakefront Studio w/ Deck + Workspace

Rustic Lakefront Studio w/ Deck + Workspace
Monroe
The price is ￥11,041
￥30,307 total
includes taxes & fees
Feb 5 - Feb 6
Rustic Lakefront Studio w/ Deck + Workspace
Interior

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

Luxe Loft on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Warwick
10.0 out of 10, Exceptional, (42 reviews)
"This loft is great! Well appointed with everything you need. "
United States
Jean L.
The price is ￥16,951
￥38,001 total
includes taxes & fees
Feb 4 - Feb 5
Luxe Loft on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
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, (11 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 ￥13,218
￥59,660 total
includes taxes & fees
Feb 4 - Feb 5
Local Artist Inspired | Walk to WestPoint + King Bed
Exterior detail

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 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 ￥15,116
￥48,350 total
includes taxes & fees
Mar 2 - Mar 3
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
Fridge, microwave, oven, stovetop

The Cottage | Modern & Cozy | Mountain Creek Ski

The Cottage | Modern & Cozy | Mountain Creek Ski
Sussex
10.0 out of 10, Exceptional, (1 review)
"The house is perfect for a foursome buddy trip and Patrick was great to work with. Next time (and there definitely will be a next time!) we'll be utilizing the bbq and stocking the house with meats and produce from their Farm across the street. Couldn't have asked for more including the refrigerator full of IPA's! Now if we just played better on the course.......lol"
United States
Anonymous traveler
The price is ￥51,163
￥127,142 total
includes taxes & fees
Feb 10 - Feb 11
The Cottage | Modern & Cozy | Mountain Creek Ski
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)
"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.
The price is ￥26,289
￥45,261 total
includes taxes & fees
Mar 2 - Mar 3
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Dining

Cozy Apartment Near Legoland!

Cozy Apartment Near Legoland!
New Hampton
The price is ￥32,206
￥62,820 total
includes taxes & fees
Feb 4 - Feb 5
Cozy Apartment Near Legoland!
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
The price is ￥24,300
￥40,272 total
includes taxes & fees
Mar 6 - Mar 7
Villa Verde B&B, Greenwood Lake NY, 1
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, (66 reviews)
"Clean, simple, and comfortable with clear host directions on arrival, checkin & checkout."
United States
Lou F.
The price is ￥27,087
￥50,646 total
includes taxes & fees
Feb 5 - Feb 6
Cozy country efficiency in the Hudson Valley
Apartment | 1 bedroom

Boutique King Suite at Orchard Lake Private Farm

Boutique King Suite at Orchard Lake Private Farm
2.0 star property
Monroe
The price is ￥18,831
￥46,254 total
includes taxes & fees
Feb 4 - Feb 5
Boutique King Suite at Orchard Lake Private Farm
Outdoor dining

The Appalachian at Mountain Creek

The Appalachian at Mountain Creek
Vernon Township
The price is ￥18,195
￥36,873 total
includes taxes & fees
Mar 4 - Mar 5
The Appalachian at Mountain Creek
Dining

Hudson Valley Top Getaway with a River View B

Hudson Valley Top Getaway with a River View B
Newburgh
The price is ￥25,504
￥49,599 total
includes taxes & fees
Feb 4 - Feb 5
Hudson Valley Top Getaway with a River View B
Exterior detail

Cozy Studio with WiFi and AC in enjoyable Glen Spey

Cozy Studio with WiFi and AC in enjoyable Glen Spey
Glen Spey
The price is ￥16,795
￥34,095 total
includes taxes & fees
Feb 4 - Feb 5
Cozy Studio with WiFi and AC in enjoyable Glen Spey
Dining

Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
Beacon
10.0 out of 10, Exceptional, (32 reviews)
"Great time and great place to stay "
United States
S S.
The price is ￥18,039
￥38,671 total
includes taxes & fees
Feb 4 - Feb 5
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
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

The Thayer Hotel at West Point

The Thayer Hotel at West Point

10/10 Excellent
"Everything about the Thayer is amazing. From the food to the people to the room to the views. Love love love!!"
Helena 1-night trip
Posted 4 days ago
The Thayer Hotel at West Point

Find out more about Middletown

Middletown Apartments information

Number of reviews
323
Accommodation
147 Apartments
Lowest Price
￥25,162
Highest Price
￥127,142

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 43 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 to consider: Cottage Suites: Includes free WiFi. Free parking and onsite laundry facilities are 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.