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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Middletown apartments

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, (20 reviews)
"Very good communication and helpful. "
United States
Liam C.
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
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, (26 reviews)
"Clean and quiet."
United States
Ted
The price is HK$561
HK$1,332 total
includes taxes & fees
28 May - 29 May
Dream getaway apartment in the foot of Gunks Ridge
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, (44 reviews)
"The property is very cute and located in a great location. "
United States
Olivia R.
The price is HK$861
HK$1,949 total
includes taxes & fees
18 May - 19 May
Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
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)
"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 HK$1,057
HK$2,312 total
includes taxes & fees
18 May - 19 May
Grant - A Tranquil One Bedroom Steps from River
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, (50 reviews)
"We loved our stay. The room was so comfortable and had everything we needed. We loved being abl to walk to so many great restaurants and bars. "
United States
Amanda W.
The price is HK$940
HK$2,001 total
includes taxes & fees
20 May - 21 May
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
TV

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 HK$1,011
HK$1,837 total
includes taxes & fees
2 Jun - 3 Jun
Cozy 1-bedroom retreat minutes from West Point!
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, (47 reviews)
"Great place to stay. Cozy, warm, and clean! The host was also a good communicator and everything went smoothly."
United States
Samantha Esmé W.
The price is HK$901
HK$1,893 total
includes taxes & fees
18 May - 19 May
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
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 HK$1,018
HK$2,139 total
includes taxes & fees
18 May - 19 May
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
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)
"Such a cute place to stay"
United States
Melissa
The price is HK$1,175
HK$2,294 total
includes taxes & fees
28 May - 29 May
Cozy country efficiency in the Hudson Valley
Interior

Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
3.0 star property
Westbrookville
The price is HK$1,433
HK$2,678 total
includes taxes & fees
18 May - 19 May
Close to Trails: Studio w/ Water Views
Living area

Cozy Hudson Valley 2BR - Walk to Downtown

Cozy Hudson Valley 2BR - Walk to Downtown
Port Jervis
10.0 out of 10, Exceptional, (7 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 HK$965
HK$2,694 total
includes taxes & fees
18 May - 19 May
Cozy Hudson Valley 2BR - Walk to Downtown
Interior

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, (81 reviews)
"great location and nice host"
United States
christopher s.
The price is HK$965
HK$1,905 total
includes taxes & fees
1 Jun - 2 Jun
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Outdoor dining

The Appalachian at Mountain Creek

The Appalachian at Mountain Creek
Vernon Township
The price is HK$916
HK$1,880 total
includes taxes & fees
21 May - 22 May
The Appalachian at Mountain Creek
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 HK$1,175
HK$1,923 total
includes taxes & fees
21 May - 22 May
Cozy Pocono Barn Loft Apartment
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 HK$1,792
HK$2,914 total
includes taxes & fees
2 Jun - 3 Jun
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
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, (30 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 HK$1,374
HK$1,998 total
includes taxes & fees
18 May - 19 May
The Wine House, Sitting atop of Warwick's brand new Wine Bar
Microwave, oven, stovetop, dishwasher

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 HK$1,275
HK$2,241 total
includes taxes & fees
28 May - 29 May
Modern Hudson Valley Apt 202 - King/Queen/Twin
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 HK$1,018
HK$1,556 total
includes taxes & fees
1 Jun - 2 Jun
Swiss Spot. Cozy 1-bedroom apartment in charming Vernon NJ with heated pools.
Private kitchen

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 HK$1,480
HK$1,905 total
includes taxes & fees
24 May - 25 May
2-bedroom apartment in excellent Newburgh with AC and charm
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
9.2 out of 10, Wonderful, (15 reviews)
"Sweet abode. Cozy, clean and amazing location. The cute coffee bar was a nice bonus. Would definitely stay there again. "
United States
Danica J.
The price is HK$1,629
HK$4,074 total
includes taxes & fees
4 Jun - 5 Jun
Local Artist Inspired | Walk to WestPoint + King Bed
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
"Only stayed 1 night. Enjoyed the pool and clean comfortable room."
Emily 1-night trip
Posted 3 hours ago
Hampton Inn Harriman Woodbury

Find out more about Middletown

Middletown Apartments information

Number of reviews
330
Accommodation
160 Apartments
Lowest Price
HK$1,332
Highest Price
HK$4,074

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: 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 a Smart TV . Access to on-site laundry facilities is available on site . Spectacular Log Home Estate North Wing Unit: Located 25.3 mi/40.8 km away in Marlboro . A balcony, a dining area and a Smart TV are included . Access to on-site laundry facilities is available on site . 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, a balcony and a Smart TV . Access to on-site 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, a sofa bed and a Smart TV are included . Access to on-site 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, a patio and a Smart TV .
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.

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