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Search Apartments in Middletown

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Middletown apartments

Fridge, oven, stovetop, cookware/dishes/utensils
Cozy 1-bedroom retreat minutes from West Point!

Apartment in Highland Falls

Cozy 1-bedroom retreat minutes from West Point!
10.0 out of 10, Exceptional, (1)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is AED 282
AED 622 total
includes taxes & fees
14 Dec - 15 Dec
Cozy 1-bedroom retreat minutes from West Point!
Interior
Modern Hudson Valley Retreat Near Mohonk

Apartment in Plattekill

Modern Hudson Valley Retreat Near Mohonk
2.0 star property
10.0 out of 10, Exceptional, (2)
"Beautiful location and great stay! Would come here again in a heartbeat. "
United States
Gavin
The price is AED 360
AED 963 total
includes taxes & fees
13 Dec - 14 Dec
Modern Hudson Valley Retreat Near Mohonk
1 bedroom, WiFi, bed sheets
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

Apartment in Beacon

Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
10.0 out of 10, Exceptional, (32)
"Great time and great place to stay "
United States
S S.
The price is AED 404
AED 892 total
includes taxes & fees
14 Dec - 15 Dec
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
Exterior detail
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Apartment in Highland Falls

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
9.8 out of 10, Exceptional, (14)
"Great Unit."
United States
Rudy R.
The price is AED 331
AED 1,019 total
includes taxes & fees
11 Dec - 12 Dec
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Fridge, microwave, oven, stovetop
Local Artist Inspired | Walk to WestPoint + King Bed

Apartment in Highland Falls

Local Artist Inspired | Walk to WestPoint + King Bed
9.2 out of 10, Wonderful, (9)
"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 AED 404
AED 1,526 total
includes taxes & fees
11 Dec - 12 Dec
Local Artist Inspired | Walk to WestPoint + King Bed
Private kitchen
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown

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)
"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 AED 357
AED 1,155 total
includes taxes & fees
11 Dec - 12 Dec
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
Fridge, microwave, oven, stovetop
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Apartment in Highland Falls

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
10.0 out of 10, Exceptional, (5)
"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 AED 490
AED 927 total
includes taxes & fees
14 Dec - 15 Dec
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
1 bedroom, WiFi, bed sheets
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

Apartment in Beacon

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
9.8 out of 10, Exceptional, (42)
"Adorable place to stay in an adorable town! "
United States
Mary L.
The price is AED 404
AED 858 total
includes taxes & fees
6 Jan - 7 January 2026
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Terrace/patio
Dream getaway apartment in the foot of Gunks Ridge

Apartment in Wallkill

Dream getaway apartment in the foot of Gunks Ridge
9.6 out of 10, Exceptional, (24)
"Over all the property was clean and staff was very cooperative. Only problems were the beds were very hard which made it hard for us to get a good nights sleep. The larger room had bugs but the owner took care of it right away. We enjoyed our stay."
United States
Harriet
The price is AED 275
AED 674 total
includes taxes & fees
11 Dec - 12 Dec
Dream getaway apartment in the foot of Gunks Ridge
Smart TV
Grant - A Tranquil One Bedroom Steps from River

Apartment in Newburgh

Grant - A Tranquil One Bedroom Steps from River
9.6 out of 10, Exceptional, (39)
"Stan is really nice and helpful. The apartment is really well designed, spacious and clean, very well equipped with a nice porch. Stan is really thoughtful. Recommended!"
United States
Zohar
The price is AED 441
AED 1,022 total
includes taxes & fees
29 Dec - 30 Dec
Grant - A Tranquil One Bedroom Steps from River
Fridge, microwave, oven, stovetop
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

Apartment in Warwick

Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
10.0 out of 10, Exceptional, (40)
"This was the best place to stay. Host was so nice to us. If we are in the area again we would definitely stay here again. "
United States
Eileen H.
The price is AED 397
AED 885 total
includes taxes & fees
4 Jan - 5 January 2026
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Exterior detail
Cozy Studio with WiFi and AC in enjoyable Glen Spey

Apartment in Glen Spey

Cozy Studio with WiFi and AC in enjoyable Glen Spey
The price is AED 397
AED 805 total
includes taxes & fees
15 Dec - 16 Dec
Cozy Studio with WiFi and AC in enjoyable Glen Spey
1 bedroom, desk, iron/ironing board, free WiFi
Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.

Apartment in Montgomery

Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.
10.0 out of 10, Exceptional, (2)
"Spacey, clean, best location"
United States
Assaf B.
The price is AED 545
AED 983 total
includes taxes & fees
11 Dec - 12 Dec
Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.
Fridge, microwave, oven, stovetop
Lux APT Your home away from home.

Apartment in Beacon

Lux APT Your home away from home.
10.0 out of 10, Exceptional, (2)
"Very clean and great place to stay. "
United States
Charlene D.
The price is AED 522
AED 1,001 total
includes taxes & fees
7 Jan - 8 January 2026
Lux APT Your home away from home.
Property grounds
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Apartment in Wallkill

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
10.0 out of 10, Exceptional, (71)
"Everything was great nexactly as advertised. Terrific stargazing at night by the fire pit. Will definitely come back."
United States
David C.
The price is AED 423
AED 861 total
includes taxes & fees
11 Dec - 12 Dec
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Exterior
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.

Apartment in Wurtsboro

Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
9.0 out of 10, Wonderful, (2)
"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 AED 477
AED 1,015 total
includes taxes & fees
14 Dec - 15 Dec
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
Outdoor dining
The Appalachian at Mountain Creek

Apartment in Vernon Township

The Appalachian at Mountain Creek
The price is AED 430
AED 878 total
includes taxes & fees
11 Dec - 12 Dec
The Appalachian at Mountain Creek
Dining
Hudson Valley Top Getaway with a River View B

Apartment in Newburgh

Hudson Valley Top Getaway with a River View B
2.0 star property
The price is AED 602
AED 1,137 total
includes taxes & fees
6 Jan - 7 January 2026
Hudson Valley Top Getaway with a River View B
Fridge, microwave, oven, stovetop
Cozy country efficiency in the Hudson Valley

Apartment in Newburgh

Cozy country efficiency in the Hudson Valley
9.8 out of 10, Exceptional, (66)
"Such a cute place to stay"
United States
Melissa
The price is AED 643
AED 1,202 total
includes taxes & fees
11 Dec - 12 Dec
Cozy country efficiency in the Hudson Valley
Outdoor dining
Cozy 1-bedroom apartment with AC, WiFi in charming Port Jervis

Apartment in Port Jervis

Cozy 1-bedroom apartment with AC, WiFi in charming Port Jervis
10.0 out of 10, Exceptional, (1)
"Great communication, easy check in, great location, what more could you ask for?"
United States
Joseph F.
The price is AED 624
AED 939 total
includes taxes & fees
19 Dec - 20 Dec
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

10/10 Excellent
"He was excellent our two nights and thank again, see you soon."
Abdou karime 2-night trip
Posted 3 days ago
Hampton Inn Harriman Woodbury

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?
Here are some of the top apartments in the area: Grant - A Tranquil One Bedroom Steps from River: Located in Newburgh, 21.8 mi/35.2 km from the heart of Middletown. Includes free WiFi, private patios, and Smart TVs. Access to onsite laundry facilities is available on site. Cozy country efficiency in the Hudson Valley: Located 23 mi/37 km away in Newburgh. Free WiFi, private patios, and fireplaces are included. Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!: Located in Wallkill, 16.8 mi/27.1 km away. Includes free WiFi, private balconies, and Smart TVs. Access to onsite laundry facilities is available on site. Charming studio with Amazing hot tub a swimming pool,pool table.: Located 20.8 mi/33.5 km away in Newburgh. Amenities include private patios. An outdoor pool and a hot tub are on site. CHARMING Mid Century Vintage 1BR Guest Suite - 2 Min to Downtown: It's located in New Paltz, 24.8 mi/40 km from Middletown. Includes free WiFi, private patios, and Smart TVs.
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.

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