Photo by Vincent Ramundo

Apartments in Middletown for Rent

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

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 21 - Nov 23
In two months
Jan 2 - Jan 4
In three months
Jan 30 - Feb 1
In four months
Feb 27 - Mar 1

Apartments in Middletown

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

Cozy 1-bedroom retreat minutes from West Point!

Highland Falls
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.
$175 nightly
The price is $191
Nov 17 - Nov 18
Total with taxes and fees
Cozy 1-bedroom retreat minutes from West Point!
Interior
Modern Hudson Valley Retreat Near Mohonk

Modern Hudson Valley Retreat Near Mohonk

2.0 star property
Plattekill
10.0 out of 10, Exceptional, (2)
"Beautiful location and great stay! Would come here again in a heartbeat. "
United States
Gavin
$237 nightly
The price is $266
Nov 11 - Nov 12
Total with taxes and fees
Modern Hudson Valley Retreat Near Mohonk
Terrace/patio
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)
"This was such a great option for us as we were only in town for the night for a haunted house attraction. The space is extremely spacious, very nicely decorated and gave us the fall season feeling. A great stay and would definitely do it again!"
United States
Crystal L.
$181 nightly
The price is $184
Nov 9 - Nov 10
Total with taxes and fees
Dream getaway apartment in the foot of Gunks Ridge
1 bedroom, WiFi, bed sheets
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

Beacon
10.0 out of 10, Exceptional, (31)
"My wife and I stayed for 2 nights while in the Hudson Valley. We loved the room and the location in Beacon was perfect. You do need to ascend a narrow staircase to get to the room, which might be a little tricky with heavy luggage."
United States
Carter T.
$212 nightly
The price is $244
Nov 12 - Nov 13
Total with taxes and fees
Luxe Studio 2 on Main Street- Luxury Steam Shower, 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, (69)
"The property was just as pictured, and a convenient off site "
United States
Karen S.
$204 nightly
The price is $228
Nov 9 - Nov 10
Total with taxes and fees
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Private kitchen
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, (4)
"Full kitchen, lovely bathroom. Enjoyed my stay for 2 nights. Very near main restaurant/cafe area of Port Jervis. Described as is. Provided detailed instructions for entry and stay. Good communication."
United States
Diane & Terry W.
$266 nightly
The price is $314
Nov 10 - Nov 11
Total with taxes and fees
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
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, (37)
"My partner and I came for a gathering of friends and family invthe area. It was the perfect place for us to get away and rest."
United States
Cathy M.
$232 nightly
The price is $262
Nov 10 - Nov 11
Total with taxes and fees
Grant - A Tranquil One Bedroom Steps from River
Apartment (1 Bedroom) | Interior
Explore & Work! Stylish Washington Heights Duplex

Explore & Work! Stylish Washington Heights Duplex

3.0 star property
Newburgh
$275 nightly
The price is $308
Nov 11 - Nov 12
Total with taxes and fees
Explore & Work! Stylish Washington Heights Duplex
1 bedroom, WiFi, bed sheets
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, (42)
"Adorable place to stay in an adorable town! "
United States
Mary L.
$205 nightly
The price is $236
Nov 11 - Nov 12
Total with taxes and fees
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Fridge, microwave, oven, stovetop
Lux APT Your home away from home.

Lux APT Your home away from home.

Beacon
10.0 out of 10, Exceptional, (2)
"Omar was great at communicating and it was pet friendly. "
United States
Henry C.
$248 nightly
The price is $281
Nov 9 - Nov 10
Total with taxes and fees
Lux APT Your home away from home.
Exterior detail
Cozy Studio with WiFi and AC in enjoyable Glen Spey

Cozy Studio with WiFi and AC in enjoyable Glen Spey

Glen Spey
$197 nightly
The price is $221
Nov 10 - Nov 11
Total with taxes and fees
Cozy Studio with WiFi and AC in enjoyable Glen Spey
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, (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.
$381 nightly
The price is $427
Nov 8 - Nov 9
Total with taxes and fees
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
Fridge, microwave, oven, stovetop
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

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

Warwick
10.0 out of 10, Exceptional, (39)
"We absolutely loved this place! Very clean, comfortable, and the host was super communicative. We loved being able to walk to all the bars and restaurants. "
United States
Anna R.
$222 nightly
The price is $251
Nov 17 - Nov 18
Total with taxes and fees
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
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, (4)
"The apartment was awesome. Wish we were able to stay for more than just the one night. The host was responding to questions almost before I was done typing the question:) Everything was clean and orderly, parking was close (About 8 inches from the door.) We are picking up more work in the area and hope to stay again next trip."
United States
Peter F.
$255 nightly
The price is $282
Nov 19 - Nov 20
Total with taxes and fees
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Exterior
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)
"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.
$243 nightly
The price is $273
Nov 8 - Nov 9
Total with taxes and fees
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
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, (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.
$210 nightly
The price is $240
Dec 2 - Dec 3
Total with taxes and fees
Luxury New 1BR 950 sq ft apartment. Sleeps 4. Stocked Kitchen, 2 Tvs, Parking.
Game room
Good Vibes Studio in the Woods

Good Vibes Studio in the Woods

Mongaup Valley
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
$268 nightly
The price is $301
Nov 9 - Nov 10
Total with taxes and fees
Good Vibes Studio in the Woods
Apartment (0 Bedroom) | Interior
Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views

3.0 star property
Westbrookville
$208 nightly
The price is $235
Nov 9 - Nov 10
Total with taxes and fees
Close to Trails: Studio w/ Water Views
Fridge, microwave, oven, stovetop
Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley

Newburgh
9.8 out of 10, Exceptional, (65)
"Great stay!"
United States
John P.
$247 nightly
The price is $291
Nov 9 - Nov 10
Total with taxes and fees
Cozy country efficiency in the Hudson Valley
Outdoor dining
Cozy 1-bedroom apartment with AC, WiFi in charming Port Jervis

Cozy 1-bedroom apartment with AC, WiFi in charming Port Jervis

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.
$226 nightly
The price is $256
Nov 8 - Nov 9
Total with taxes and fees
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.
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

Find out more about Middletown

Middletown Apartments information

Number of reviews
Accommodation
 Apartments
Lowest Price
Highest Price

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 are some of the top apartments in the area: Modern penthouse suite in a restored grain tower with private roof deck.: Situated in Warwick, 13.5 mi/21.7 km from the heart of Middletown. Includes free WiFi and Smart TVs. Grant - A Tranquil One Bedroom Steps from River: Located 21.8 mi/35.2 km away in Newburgh. Free WiFi, private patios, and Smart TVs are included. Access to onsite laundry facilities is available on site. Lux APT Your home away from home.: Located in Beacon, 25.2 mi/40.6 km away. Includes free WiFi and Smart TVs. Onsite laundry facilities and a game room are on site. Cozy 1-bedroom apartment with AC, WiFi in charming Port Jervis: 15.2 mi/24.4 km away in Port Jervis. 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. 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.

Explore a world of travel with Expedia