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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sep - 13 Sep

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, (26 reviews)
"Clean and quiet."
United States
Ted
The price is SAR 204
SAR 570 total
includes taxes & fees
27 May - 28 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, (45 reviews)
"The property is very cute and located in a great location. "
United States
Olivia R.
The price is SAR 432
SAR 960 total
includes taxes & fees
31 May - 1 Jun
Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
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.
The price is SAR 432
SAR 1,138 total
includes taxes & fees
26 May - 27 May
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
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 SAR 461
SAR 841 total
includes taxes & fees
27 May - 28 May
Cozy 1-bedroom retreat minutes from West Point!
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 SAR 462
SAR 1,291 total
includes taxes & fees
21 May - 22 May
Cozy Hudson Valley 2BR - Walk to Downtown
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 SAR 687
SAR 1,283 total
includes taxes & fees
21 May - 22 May
Close to Trails: Studio w/ Water Views
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 SAR 563
SAR 921 total
includes taxes & fees
25 May - 26 May
Cozy Pocono Barn Loft Apartment
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)
"Comfy cozy weekend retreat"
United States
Michael M.
The price is SAR 563
SAR 1,104 total
includes taxes & fees
26 May - 27 May
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, (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 SAR 469
SAR 981 total
includes taxes & fees
26 May - 27 May
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Outdoor dining

The Appalachian at Mountain Creek

The Appalachian at Mountain Creek
Vernon Township
The Appalachian at Mountain Creek
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 SAR 432
SAR 912 total
includes taxes & fees
26 May - 27 May
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Terrace/patio

Renovated 1 Bedroom Valley View

Renovated 1 Bedroom Valley View
Vernon Township
The price is SAR 348
SAR 827 total
includes taxes & fees
27 May - 28 May
Renovated 1 Bedroom Valley View
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 SAR 507
SAR 1,074 total
includes taxes & fees
15 Jun - 16 Jun
Grant - A Tranquil One Bedroom Steps from River
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 SAR 488
SAR 1,013 total
includes taxes & fees
21 May - 22 May
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
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, (81 reviews)
"great location and nice host"
United States
christopher s.
The price is SAR 478
SAR 935 total
includes taxes & fees
26 May - 27 May
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
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, (6 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 SAR 859
SAR 1,409 total
includes taxes & fees
2 Jun - 3 Jun
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
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 SAR 599
SAR 1,056 total
includes taxes & fees
28 May - 29 May
Modern Hudson Valley Apt 202 - King/Queen/Twin
3 bedrooms, desk, iron/ironing board, travel crib

Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.4 out of 10, Exceptional, (16 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 SAR 837
SAR 2,034 total
includes taxes & fees
4 Jun - 5 Jun
Local Artist Inspired | Walk to WestPoint + King Bed
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 review)
"Great communication, easy check in, great location, what more could you ask for?"
United States
Joseph F.
The price is SAR 638
SAR 959 total
includes taxes & fees
27 May - 28 May
Cozy 1-bedroom apartment with AC, WiFi in charming Port Jervis
Terrace/patio

Country Charm 1 Bd Balcony Views

Country Charm 1 Bd Balcony Views
Vernon Township
Country Charm 1 Bd Balcony Views
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

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

8/10 Good
"Breakfast is offered at the Inn, not the Lodge. It was fine. Did not use the spa."
Collin 1-night trip
Posted 9 hours ago
Overlook Lodge at Bear Mountain

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 accommodations. Though there aren't many apartments, we can help you locate accommodations with similar amenities. When you search on Expedia, you can use the filters to search for conveniences you might find in an apartment like a kitchen. You can also search for similar property types like condos, vacation homes, or cottages. 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 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. Spectacular Log Home Estate North Wing Unit: Located 25.3 mi/40.8 km away in Marlboro. Private balconies, separate dining areas, and Smart TVs are included. Access to onsite 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, private balconies, 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.