Photo by Vincent Ramundo

Apartments in Middletown for Rent

Compare 114 Apartments in Middletown with updated reviews, rates, and availability.

Luxury Studio | Private kitchen | Full-size fridge, microwave, oven, stovetop
Cottage Suites
3.0 star property
The price is $132
$257 total
includes taxes & fees
May 27 - May 28
Cottage Suites
Property grounds
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
10.0 out of 10, Exceptional, (35)
"This sweet little apartment was perfect for my solo stay. Comfortable, quiet, and very easy to get to. Lovely view from the deck. It had a feeling of security and privacy. Vicky was quick with answering my emails."
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
Fridge, microwave, oven, stovetop
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
10.0 out of 10, Exceptional, (22)
"The space was super cute and had everything I needed. There are great restaurants with nice staff, a train station close by, and an amazing shower! I highly recommend staying here and will do it again if I stay in the area. Thank you, Laurie!"
The price is $140
$264 total
includes taxes & fees
Jun 5 - Jun 6
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Save an average of 15% on thousands of hotels when you're signed in
Fridge, microwave, oven, stovetop
Cozy country efficiency in the Hudson Valley
9.8 out of 10, Exceptional, (39)
"Quiet, clean and very comfortable. Beautiful property located just minutes from town. Will definitely stay here again."
The price is $150
$215 total
includes taxes & fees
Jun 4 - Jun 5
Cozy country efficiency in the Hudson Valley
Fridge, microwave, oven, stovetop
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
10.0 out of 10, Exceptional, (21)
"Luxe studio was the perfect place for us to stay when coming to visit our son at USMA at West Point. It was clean and the location was perfect as it was close to restaurants and coffee shops."
The price is $140
$259 total
includes taxes & fees
May 28 - May 29
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Smart TV
Sweet spot studio on village outskirts
10.0 out of 10, Exceptional, (17)
"This is a beautiful, well-appointed apartment located a short a lovely walk from downtown. The place is clean and comfortable. Olga and Nicholas are the perfect hosts: completely unobtrusive, quickly responsive to any needs/requests, and very hospitable. A great vibe all around!"
Sweet spot studio on village outskirts
Fridge, microwave, oven, stovetop
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
10.0 out of 10, Exceptional, (11)
"Unfortunately we could not make in to stay in this beautiful apartment."
The price is $137
$269 total
includes taxes & fees
Jun 4 - Jun 5
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Fridge, microwave, oven, stovetop
The Wine House, Sitting atop of Warwick's brand new Wine Bar
The price is $195
$248 total
includes taxes & fees
May 27 - May 28
The Wine House, Sitting atop of Warwick's brand new Wine Bar
Property grounds
Spectacular Log Home Estate North Wing Apt
10.0 out of 10, Exceptional, (25)
"All as represented. Had everything we needed for a lovely home away from home!"
Spectacular Log Home Estate North Wing Apt
Exterior
Stay on Main St! ~Walk to EVERYTHING West Point! Mountain Views/private parking
9.2 out of 10, Wonderful, (13)
"Our family of 4 stayed here for a couple nights while visiting family. Super clean, well stocked, easy apartment! The owner was incredibly helpful and we couldn’t have asked for more! Looking forward to coming back!"
Stay on Main St! ~Walk to EVERYTHING West Point! Mountain Views/private parking
Beach
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
10.0 out of 10, Exceptional, (35)
"I needed a place in Wallkill NY to stay. This VRBO was perfect!"
The price is $129
$233 total
includes taxes & fees
Jun 11 - Jun 12
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Property grounds
Stay in the HEART of West Point~Walk 2 mins to academy!
9.8 out of 10, Exceptional, (23)
"Great location close to West Point. Next to bar which can be a bit noisy. Step stairs so not for the eldery or physically appeared. Resturants are close and Ice Cream and bakery near by."
Stay in the HEART of West Point~Walk 2 mins to academy!
Fridge, microwave, oven, stovetop
Modern and Bright with office+ walk to nearby Waterfront, 1st FL.
Modern and Bright with office+ walk to nearby Waterfront, 1st FL.
Interior
Vernon Township Condo w/ Balcony Near Ski Lifts!
3.0 star property
Vernon Township Condo w/ Balcony Near Ski Lifts!
Fridge, microwave, oven, stovetop
Beautiful Cozy 2 br in-law apt, prime Hudson Valley location
9.4 out of 10, Exceptional, (10)
"Booked our stay over Ring Weekend at West Point. Quiet neighborhood, 15 minutes from Stoney Gate entrance to West Point. Wonderful well furnished clean and comfortable spot with 2 bedrooms. Friendly, prompt and kind communication during entire reservation and use process. Highly recommended!"
Beautiful Cozy 2 br in-law apt, prime Hudson Valley location
2 bedrooms, desk, iron/ironing board, free WiFi
Lower level apt in Spectacular Log Home Estate
10.0 out of 10, Exceptional, (10)
"Very comfortable"
Lower level apt in Spectacular Log Home Estate
Interior
Cute Little Retreat in Mountaindale!
10.0 out of 10, Exceptional, (2)
"This space is very cute and cozy. The kitchenette was thoughtfully stocked. It was perfectly clean. Jesse was quickly responsive to my messages. You can definitely hear kids and pets running around upstairs, and the Yoga class next door, but that was expected so fine. I would definitely stay again, and highly recommend it."
The price is $130
$212 total
includes taxes & fees
May 27 - May 28
Cute Little Retreat in Mountaindale!
Exterior
Modern penthouse suite in a restored grain tower with private roof deck.
10.0 out of 10, Exceptional, (3)
"Such a cool place to stay walking distance to the town of Warwick. Everything was clean and exactly as advertised. Plenty of room in the 2 bedrooms and was a great living room with tv all the way upstairs. Too bad it was too windy to go out on the terrace. Like it says in the listing, just be prepared for lots of steps."
The price is $350
$496 total
includes taxes & fees
May 26 - May 27
Modern penthouse suite in a restored grain tower with private roof deck.
View from property
Luxury Loft on Main Street -Steam Shower, Theater Seats, Views, Designer Kitchen
9.8 out of 10, Exceptional, (10)
"Modern and clean, and we also felt safe, nice and bright with all the windows… everything we needed for a few days,good restaurants within walking distance, a little noisy since right off the road but not a deterrent …."
The price is $140
$271 total
includes taxes & fees
May 28 - May 29
Luxury Loft on Main Street -Steam Shower, Theater Seats, Views, Designer Kitchen
Property grounds
MidCentury Modern Suite with Hudson River/Mt Beacon Views
10.0 out of 10, Exceptional, (2)
"Our recent stay at the first floor Hudson River Suite was an absolute delight and the perfect weekend getaway for my family. The suite itself is perfectly appointed with everything fully stocked and thought through. The tasteful decor and attention to detail created a cozy and inviting atmosphere. The spacious living area provided ample room for the whole family. Super nice neighborhood with views of the Hudson River made it all the more enjoyable. The location of the suite was ideal,...
The price is $201
$419 total
includes taxes & fees
May 27 - May 28
MidCentury Modern Suite with Hudson River/Mt Beacon Views
Don't see what you're looking for?
See all available properties in Middletown
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.

Other property types in Middletown

Luxury Studio | Private kitchen | Full-size fridge, microwave, oven, stovetop
Cottage Suites
3.0 star property
The price is $132
$257 total
includes taxes & fees
May 27 - May 28
Cottage Suites
Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (96)
"Comfortable apartment with a phenomenal view! The space could use a deep clean and some decluttering, but that view!!! Did I mention that the view was A-mazing?!?"
The price is $184
$264 total
includes taxes & fees
May 27 - May 28
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
1 bedroom, desk, iron/ironing board, travel crib
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
9.8 out of 10, Exceptional, (35)
"This is a cozy property in a very rural setting. The host is extremely responsive and very thorough. It is quiet and private. The furniture and bed are very comfortable. The wood burning stove is a pellet stove which provides enough heat to take the edge off. The hot tub could comfortably fit 4 people. The Village of Cold Spring is less than 10 minutes away, as is the Interstate 84 bridge across the Hudson. If you want to make your own food, bring it. There is no grocery store nearby."
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
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.

Middletown Apartments information

Number of reviews
276
Accommodation
114 Apartments
Lowest Price
$129
Highest Price
$350

Frequently asked questions

What's it like to stay at an apartment in Middletown?
You’ll find 12 apartments to choose from in Middletown for your vacation. You might want to visit the area’s shops and enjoy its restaurants. Visit top sights in the region such as LEGOLAND® 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?
Listed below are some of the top apartments in the area: Cottage Suites: Includes free WiFi. Free parking and onsite laundry facilities are on site. Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC: Located 22.5 mi/36.2 km away in Newburgh. Free WiFi, private patios, and fireplaces are included. Cozy country efficiency in the Hudson Valley: Located in Newburgh, 23 mi/37 km away. Includes private patios, fireplaces, and Smart TVs. Access to a spa tub is available on site. Spectacular Log Home Estate North Wing Apt: It’s located in Marlboro, 25.3 mi/40.8 km from Middletown. Includes private balconies, separate dining areas, and Smart TVs.
How many apartments will I find in Middletown?
Expedia has 12 apartments to book in Middletown.
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 Lakes State Park and Thomas Bull Memorial Park are a couple of scenic spots to enjoy the outdoors, whereas Paramount Theatre is one of the cultural attractions. LEGOLAND® 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.

Recent reviews of Middletown hotels
Expedia verified reviews