Photo by Vincent Ramundo

Search Apartments in Middletown

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Apartments in Middletown

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 343
AED 619 total
includes taxes & fees
26 Oct - 27 Oct
Cozy 1-bedroom retreat minutes from West Point!
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
10.0 out of 10, Exceptional, (31)
"Great place! "
United States
Carol M.
The price is AED 404
AED 896 total
includes taxes & fees
12 Nov - 13 Nov
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
Close to Trails: Studio w/ Water Views
3.0 star property
The price is AED 496
AED 862 total
includes taxes & fees
26 Oct - 27 Oct
Close to Trails: Studio w/ Water Views
Dream getaway apartment in the foot of Gunks Ridge
9.6 out of 10, Exceptional, (23)
"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 316
AED 719 total
includes taxes & fees
27 Oct - 28 Oct
Dream getaway apartment in the foot of Gunks Ridge
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
10.0 out of 10, Exceptional, (30)
"Beautiful space right on Main street in Downtown Warwick. Everything is new and clean. The bed couldn't be any more comfy, and the shower is worth the price of admission ! There's plenty to do in the area & this makes a perfect home base to do it from. The whole transaction was hassle free & we couldn't have been more pleased with our stay. If you book this one, you really won't regret it."
United States
Christopher
The price is AED 411
AED 947 total
includes taxes & fees
20 Nov - 21 Nov
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
10.0 out of 10, Exceptional, (12)
"Great Unit."
United States
Rudy R.
The price is AED 415
AED 1,107 total
includes taxes & fees
5 Nov - 6 Nov
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Grant - A Tranquil One Bedroom Steps from River
9.6 out of 10, Exceptional, (35)
"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 397
AED 952 total
includes taxes & fees
3 Nov - 4 Nov
Grant - A Tranquil One Bedroom Steps from River
Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.
10.0 out of 10, Exceptional, (2)
"Location was fantastic - short short walk (100-300’) to a handful of very good restaurants. The apartment is brand new, extraordinarily clean, well provisioned and has everything you could possibly need. It’s clear that the owners take pride in their property and take care of it accordingly. They are also super responsive and helpful. I accidentally locked myself out of the apartment one morning and "
United States
Ryan B.
The price is AED 496
AED 868 total
includes taxes & fees
27 Oct - 28 Oct
Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.
Cozy Studio with WiFi and AC in enjoyable Glen Spey
The price is AED 397
AED 813 total
includes taxes & fees
27 Oct - 28 Oct
Cozy Studio with WiFi and AC in enjoyable Glen Spey
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
10.0 out of 10, Exceptional, (4)
"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 381
AED 1,187 total
includes taxes & fees
27 Oct - 28 Oct
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
8.0 out of 10, Very Good, (1)
The price is AED 477
AED 1,003 total
includes taxes & fees
26 Oct - 27 Oct
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
10.0 out of 10, Exceptional, (68)
"This is a beautiful property. The apartment was very clean and comfortable with everything we could need. The view was spectacular and the host made it so easy to check in and out. This property is top of the list for our next visit."
United States
Judy F.
The price is AED 452
AED 897 total
includes taxes & fees
4 Nov - 5 Nov
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Lux APT Your home away from home.
10.0 out of 10, Exceptional, (1)
"Very clean and great place to stay. "
United States
Charlene D.
The price is AED 551
AED 1,043 total
includes taxes & fees
26 Oct - 27 Oct
Lux APT Your home away from home.
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
9.8 out of 10, Exceptional, (41)
"Adorable place to stay in an adorable town! "
United States
Mary L.
The price is AED 404
AED 858 total
includes taxes & fees
5 Nov - 6 Nov
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
10.0 out of 10, Exceptional, (4)
"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 525
AED 889 total
includes taxes & fees
26 Oct - 27 Oct
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Cozy country efficiency in the Hudson Valley
9.8 out of 10, Exceptional, (63)
"Such a cute place to stay"
United States
Melissa
The price is AED 496
AED 963 total
includes taxes & fees
26 Oct - 27 Oct
Cozy country efficiency in the Hudson Valley
Good Vibes Studio in the Woods
10.0 out of 10, Exceptional, (3)
"A quaint place filled with magical wonderment from floor to ceiling that is something special as Bethel Woods Center itself. "
United States
Robin
The price is AED 584
AED 1,106 total
includes taxes & fees
26 Oct - 27 Oct
Good Vibes Studio in the Woods
The Perch– Stylish River Retreat Nr Delaware River
9.6 out of 10, Exceptional, (5)
"Comfy beds, relaxing living space, scenic/huge backyard with firepit. Lights (LEDs on dimmers could be finniky about dimmer position) and A/C (getting comfortable with use and displays on remotes) were a little tricky at first but we got that sorted out. Anna was very responsive. I didn't want to leave - wish we could have stayed longer."
United States
William S.
The price is AED 386
AED 1,552 total
includes taxes & fees
27 Oct - 28 Oct
The Perch– Stylish River Retreat Nr Delaware River
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
10.0 out of 10, Exceptional, (1)
"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 AED 735
AED 1,576 total
includes taxes & fees
25 Oct - 26 Oct
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
Bright Contemporary Near The Best Hiking Trails
10.0 out of 10, Exceptional, (2)
"I love Cragsmoor and your house is perfect for my family. Thank you!"
United States
James B.
The price is AED 579
AED 2,060 total
includes taxes & fees
26 Oct - 27 Oct
Bright Contemporary Near The Best Hiking Trails
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Middletown Hotel Reviews

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 42 hotels and other lodging accommodations. Though there aren't many apartments, we can help you search for accommodations that are similar. When you search on Expedia, you can use the filters to search for conveniences you might find in an apartment like a kitchen. Even filter by similar property types like vacation homes, condos, or cabins. You might want to visit the area's shops and enjoy its restaurants. Visit top places in the surrounding 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?
Here is a favorite apartment in the area to consider: < 1 Mi to Mountain Creek Resort: Condo w/ Balcony: Located in Vernon, 17.9 mi/28.8 km from Middletown. Includes private balconies and fireplaces. Free parking and an outdoor pool 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. 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.