A large steel bridge spanning a river, surrounded by trees and buildings.

Apartments in Middletown

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Check prices for these dates

In two weeks
17 July - 19 July
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Middletown apartments

Exterior detail

Slope side cozy Studio

Slope side cozy Studio
Vernon Township
10.0 out of 10, Exceptional, (2 reviews)
"What a great stay my mother had in Joseph's Slope Side Cozy Studio. Beautiful accommodations that were clean and spacious with a lovely view. The host was incredibly attentive, with appropriate messaging from booking all the way to check-out. The price was reasonable, the resort is incredible, and we are actually thinking of spending some time there again. While we are not skiers, this is a lovely place to visit in the spring and summer for a fun get away. We would definitely book with...
United States
Anne Marie W.
The price is AU$388
includes taxes & fees
8 July - 9 July
Slope side cozy Studio
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, (29 reviews)
"Clean and quiet."
United States
Ted
The price is AU$252
includes taxes & fees
7 July - 8 July
Dream getaway apartment in the foot of Gunks Ridge
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, (41 reviews)
"Absolutely ideal comfort, cleanliness, amenities that are top notch for the kitchen and bathroom and luxury at the heart of Main Street in Warwick."
United States
Melissa V.
The price is AU$394
includes taxes & fees
14 July - 15 July
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
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!
Wallkill
10.0 out of 10, Exceptional, (85 reviews)
"Clean place very responsive and helpful hosts!!"
United States
Larissa N.
The price is AU$337
includes taxes & fees
5 July - 6 July
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
Newburgh
9.6 out of 10, Exceptional, (46 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 AU$444
includes taxes & fees
14 July - 15 July
Grant - A Tranquil One Bedroom Steps from River
Terrace/patio

Renovated 1 Bedroom Valley View

Renovated 1 Bedroom Valley View
Vernon Township
10.0 out of 10, Exceptional, (3 reviews)
"Room & Facilities are great."
United States
Elvis
The price is AU$395
includes taxes & fees
3 Aug - 4 Aug
Renovated 1 Bedroom Valley View
Property grounds

Cozy Pocono Barn Loft Apartment

Cozy Pocono Barn Loft Apartment
Milford
10.0 out of 10, Exceptional, (19 reviews)
"One of the best stays my girlfriend and I have ever had. Such an amazing experience. We were literally sleeping above horses. Fred the barn cat also greeted us upon arrival. He was friendly and very sociable. He was also there to send us off. I’ll miss my little friend."
United States
Michael
The price is AU$355
includes taxes & fees
6 July - 7 July
Cozy Pocono Barn Loft Apartment
Exterior detail

Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
Wurtsboro
9.8 out of 10, Exceptional, (10 reviews)
"Quiet, comfortable, cute, cleanliness, intimate stay. "
United States
Charise C.
The price is AU$495
includes taxes & fees
5 July - 6 July
Close to Trails: Studio w/ Water Views
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, (70 reviews)
"Comfy cozy weekend retreat"
United States
Michael M.
The price is AU$453
includes taxes & fees
5 July - 6 July
Cozy country efficiency in the Hudson Valley
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, (19 reviews)
"Was a great stay and fabulous communication! Highly recommend "
United States
Michael C.
The price is AU$394
includes taxes & fees
5 July - 6 July
Modern Hudson Valley Apt 202 - King/Queen/Twin
3 bedrooms, desk, iron/ironing board, travel cot

Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.4 out of 10, Exceptional, (17 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 AU$680
includes taxes & fees
7 July - 8 July
Local Artist Inspired | Walk to WestPoint + King Bed
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, (3 reviews)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is AU$365
includes taxes & fees
7 July - 8 July
Cozy 1-bedroom retreat minutes from West Point!
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, (32 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 AU$417
includes taxes & fees
5 July - 6 July
The Wine House, Sitting atop of Warwick's brand new Wine Bar
Private kitchen

2-bedroom apartment in excellent Newburgh with AC and charm

2-bedroom apartment in excellent Newburgh with AC and charm
Newburgh
10.0 out of 10, Exceptional, (2 reviews)
"We have stayed here once before overnight while in the area for an event. It is close to where we needed to be and a great value for the price"
United States
Nick L.
The price is AU$353
includes taxes & fees
14 July - 15 July
2-bedroom apartment in excellent Newburgh with AC and charm
Apartment (0 Bedroom) | Interior

Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
3.0 star property
Westbrookville
The price is AU$497
includes taxes & fees
6 July - 7 July
Close to Trails: Studio w/ Water Views
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
Highland
10.0 out of 10, Exceptional, (2 reviews)
"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.
The price is AU$602
includes taxes & fees
4 July - 5 July
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
Exterior detail

Hudson Valley Escape - Walk to Downtown & Hiking

Hudson Valley Escape - Walk to Downtown & Hiking
Port Jervis
10.0 out of 10, Exceptional, (8 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 AU$649
includes taxes & fees
5 July - 6 July
Hudson Valley Escape - Walk to Downtown & Hiking
Exterior detail

Charming 2-bedroom apartment in the Village of Warwick

Charming 2-bedroom apartment in the Village of Warwick
Warwick
The price is AU$477
includes taxes & fees
20 July - 21 July
Charming 2-bedroom apartment in the Village of Warwick
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, (7 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 AU$580
includes taxes & fees
7 July - 8 July
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Terrace/patio

River Views & Deck | River Suite on Washington

River Views & Deck | River Suite on Washington
Newburgh
The price is AU$581
includes taxes & fees
8 July - 9 July
River Views & Deck | River Suite on Washington
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

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent
"Big spacious room that actually fit all five of us and was super clean. The beds were so comfortable I slept like a baby. Microwave and fridge. The pool is very nice. Would highly recommend and will definitely be staying here again when we go out this way."
Mandy 1-night trip
Posted 2 hours ago
Holiday Inn Express Hotel & Suites Chester by IHG

Find out more about Middletown

Middletown Apartments information

Number of reviews
7
Accommodation
169 Apartments
Lowest Price
AU$252
Highest Price
AU$497

Frequently asked questions

What's it like to stay at an apartment in Middletown?
You'll find plenty of places to stay in Middletown with 40 accommodation options. Though there aren't many apartments, we can help you search for accommodation that is similar. When you search on Expedia, you can use the filters to search for a kitchen— one of the conveniences often found in an apartment. Even filter by similar property types like holiday homes, condos or guest houses. You might want to visit the area's shops and enjoy its restaurants. While in the region, visit favourite sights such as LEGOLAND® New York.
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 travellers who want to stay in at night and plan out their next day, and also for families wanting the conveniences of home.
What's a favourite apartment for my stay in Middletown?
Here are some of the favourite apartments in the area: Lower level unit in Spectacular Log Home Estate: Located 25.3 mi/40.8 km away in Marlboro . Free WiFi, a sofa bed and a Smart TV are included . Access to on-site laundry facilities is available on site . Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!: Located in Wallkill , 16.8 mi/27.1 km from Middletown. Includes free WiFi, a balcony and a Smart TV . Access to on-site laundry facilities is available on site .
What can I expect from the weather in 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 temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Middletown are January, February, March and April, with each month seeing an average of 16 cm 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 Newburgh, NY (SWF-Stewart Intl.), which is located 17.8 mi (28.7 km) away from the city centre. If you'd like to venture out around the area, you may want a rental car for your journey.