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Our top choices for Middletown apartments

Cottage Suites

Cottage Suites
3.0 star property
Middletown
6.6 out of 10, (7 reviews)
"It was a great place "
United States
Jose
The price is CA $173
CA $375 total
includes taxes & fees
Jul 1 - Jul 2
Cottage Suites

Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
9.8 out of 10, Exceptional, (68 reviews)
"Comfy cozy weekend retreat"
United States
Michael M.
The price is CA $207
CA $411 total
includes taxes & fees
Jun 2 - Jun 3
Cozy country efficiency in the Hudson Valley

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, (20 reviews)
"Very good communication and helpful. "
United States
Liam C.
The price is CA $159
CA $428 total
includes taxes & fees
Jun 3 - Jun 4
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

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, (28 reviews)
"Clean and quiet."
United States
Ted
The price is CA $80
CA $214 total
includes taxes & fees
Jun 2 - Jun 3
Dream getaway apartment in the foot of Gunks Ridge

Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
10.0 out of 10, Exceptional, (2 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 CA $175
CA $320 total
includes taxes & fees
Jun 3 - Jun 4
Cozy 1-bedroom retreat minutes from West Point!

Slope side cozy Studio

Slope side cozy Studio
Vernon Township
10.0 out of 10, Exceptional, (1 review)
"Studio was perfect pool and hot tub excellent as well "
Canada
Simon
The price is CA $134
CA $314 total
includes taxes & fees
Jun 4 - Jun 5
Slope side cozy Studio

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, (39 reviews)
"The Luxe Loft 1 is a beautiful place, meticulously cared for and appointed, and in a prime location to enjoy Warwick, NY. Communication was excellent, check-in directions clear and perfect. I can't wait to rent it again!!"
United States
Charles
The price is CA $159
CA $362 total
includes taxes & fees
Jun 4 - Jun 5
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Beacon
10.0 out of 10, Exceptional, (57 reviews)
"Great location and quiet just like we like it. Unit was very charming."
Canada
Thomas
The price is CA $166
CA $349 total
includes taxes & fees
Jun 30 - Jul 1
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
Wurtsboro
9.8 out of 10, Exceptional, (8 reviews)
"Quiet, comfortable, cute, cleanliness, intimate stay. "
United States
Charise C.
The price is CA $226
CA $478 total
includes taxes & fees
Jun 2 - Jun 3
Close to Trails: Studio w/ Water Views

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, (48 reviews)
"Great place with a good location. Would definitely stay again. Thanks!"
United States
Deborah K.
The price is CA $159
CA $333 total
includes taxes & fees
Jun 23 - Jun 24
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

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 CA $179
CA $377 total
includes taxes & fees
Jun 2 - Jun 3
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.

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, (83 reviews)
"great location and nice host"
United States
christopher s.
The price is CA $217
CA $401 total
includes taxes & fees
Jun 9 - Jun 10
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (43 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 CA $186
CA $410 total
includes taxes & fees
Jun 8 - Jun 9
Grant - A Tranquil One Bedroom Steps from River

Modern Hudson Valley Apt 202 - King/Queen/Twin

Modern Hudson Valley Apt 202 - King/Queen/Twin
Montgomery
9.8 out of 10, Exceptional, (18 reviews)
"This place is literally perfect from the spacious kitchen/living space to the big beautiful bed this place will most likely be our go to."
United States
Oscar B.
The price is CA $205
CA $372 total
includes taxes & fees
Jun 2 - Jun 3
Modern Hudson Valley Apt 202 - King/Queen/Twin

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, (1 review)
"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 CA $261
CA $337 total
includes taxes & fees
Jun 7 - Jun 8
2-bedroom apartment in excellent Newburgh with AC and charm

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, (31 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 CA $242
CA $355 total
includes taxes & fees
Jun 4 - Jun 5
The Wine House, Sitting atop of Warwick's brand new Wine Bar

Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
3.0 star property
Westbrookville
The price is CA $252
CA $472 total
includes taxes & fees
Jun 2 - Jun 3
Close to Trails: Studio w/ Water Views

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 CA $197
CA $369 total
includes taxes & fees
Jun 2 - Jun 3
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

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 CA $207
CA $342 total
includes taxes & fees
Jun 8 - Jun 9
Cozy Pocono Barn Loft Apartment

River Views & Deck | River Suite on Washington

River Views & Deck | River Suite on Washington
Newburgh
The price is CA $194
CA $560 total
includes taxes & fees
Jun 7 - Jun 8
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

Find out more about Middletown

Middletown Apartments information

Number of reviews
7
Accommodation
178 Apartments
Lowest Price
CA $375
Highest Price
CA $472

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 41 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. While in the region, visit top 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 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: Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen: Located in Beacon, 23.6 mi/37.9 km from the heart of Middletown. Includes Smart TVs. Access to onsite laundry facilities is available on site. Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!: Located 16.8 mi/27.1 km away in Wallkill. Free WiFi, private balconies, and Smart TVs are included. Access to onsite laundry facilities is available on site. Spectacular Log Home Estate North Wing Unit: Located in Marlboro, 25.3 mi/40.8 km away. Includes private balconies, separate dining areas, and Smart TVs. Access to onsite laundry facilities is available on site. Lower level unit in Spectacular Log Home Estate: Located 25.3 mi/40.8 km away in Marlboro. Free WiFi, sofa beds, and Smart TVs are included. Access to onsite laundry facilities is available 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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