Apartments in Middletown

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Apr - 19 Apr
In two months
29 May - 31 May
In three months
26 June - 28 June
In four months
24 July - 26 July

Our top choices for Middletown apartments

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 AU$222
includes taxes & fees
6 Apr - 7 Apr
Dream getaway apartment in the foot of Gunks Ridge
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$344
includes taxes & fees
6 Apr - 7 Apr
Close to Trails: Studio w/ Water Views
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, (18 reviews)
"Great Unit."
United States
Rudy R.
The price is AU$440
includes taxes & fees
5 Apr - 6 Apr
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
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, (68 reviews)
"Clean, simple, and comfortable with clear host directions on arrival, checkin & checkout."
United States
Lou F.
The price is AU$456
includes taxes & fees
3 Apr - 4 Apr
Cozy country efficiency in the Hudson Valley
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, (49 reviews)
"Great place!"
United States
Sara B.
The price is AU$363
includes taxes & fees
14 Apr - 15 Apr
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
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)
"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$373
includes taxes & fees
13 Apr - 14 Apr
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Interior

Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Warwick
10.0 out of 10, Exceptional, (43 reviews)
"The property is very cute and located in a great location. "
United States
Olivia R.
The price is AU$360
includes taxes & fees
6 Apr - 7 Apr
Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
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 AU$488
includes taxes & fees
13 Apr - 14 Apr
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
1 bedroom, desk, iron/ironing board, free WiFi

Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.

Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
Wurtsboro
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 AU$397
includes taxes & fees
5 Apr - 6 Apr
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
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, (46 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 AU$353
includes taxes & fees
15 Apr - 16 Apr
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
1 bedroom, desk, iron/ironing board, free WiFi

Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.

Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.
Montgomery
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful stay. Responded quickly to any issues even if it was a tiny one. Would absolutely stay here again. "
United States
Richard D.
The price is AU$428
includes taxes & fees
5 Apr - 6 Apr
Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.
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, (13 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 AU$612
includes taxes & fees
3 Apr - 4 Apr
Local Artist Inspired | Walk to WestPoint + King Bed
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, (79 reviews)
"great location and nice host"
United States
christopher s.
The price is AU$390
includes taxes & fees
23 Apr - 24 Apr
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
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, (29 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$376
includes taxes & fees
6 Apr - 7 Apr
The Wine House, Sitting atop of Warwick's brand new Wine Bar
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, (42 reviews)
"This apartment was perfect for what we needed! Beautifully renovated, comfortable bed, and very close to Beacon! "
United States
Abby W.
The price is AU$468
includes taxes & fees
28 Apr - 29 Apr
Grant - A Tranquil One Bedroom Steps from River
Outdoor pool, a heated pool

Swiss Spot. Cozy 1-bedroom apartment in charming Vernon NJ with heated pools.

Swiss Spot. Cozy 1-bedroom apartment in charming Vernon NJ with heated pools.
Vernon Township
The price is AU$287
includes taxes & fees
7 Apr - 8 Apr
Swiss Spot. Cozy 1-bedroom apartment in charming Vernon NJ with heated pools.
Property grounds

Cozy Pocono Barn Loft Apartment

Cozy Pocono Barn Loft Apartment
Milford
10.0 out of 10, Exceptional, (18 reviews)
"Really nice little place for a weekend getaway. Being able to interact with the horses was awesome. Host was super nice and informative about the area. "
United States
Renee N.
The price is AU$348
includes taxes & fees
16 Apr - 17 Apr
Cozy Pocono Barn Loft Apartment
TV

Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
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 AU$430
includes taxes & fees
13 Apr - 14 Apr
Walk to WP Gate + Free Parking!
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 AU$464
includes taxes & fees
3 Apr - 4 Apr
Villa Verde B&B, Greenwood Lake NY, 1
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$469
includes taxes & fees
6 Apr - 7 Apr
Charming 2-bedroom apartment in the Village of Warwick
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middletown Hotel Reviews

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

8/10 Good
"Parking was great. Rooms were clean. "
Marcy 1-night trip
Posted 1 hour ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Find out more about Middletown

Middletown Apartments information

Number of reviews
469
Accommodation
147 Apartments
Lowest Price
AU$222
Highest Price
AU$612

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 accommodation options. Though there aren't many apartments, we can help you locate 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. You can also search for similar property types like holiday homes, condos or cabins. 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 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 more popular 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, a balcony and a Smart TV . Access to on-site 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, a patio and a Smart TV 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 a Smart TV . Access to on-site 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 a Smart TV are included . Access to on-site 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 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.