A lake surrounded by autumn-colored trees reflecting on the water.

Apartments in Middletown for Rent

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Our top choices for Middletown apartments

1. Cottage Suites

Cottage Suites
3.0 star property
Middletown
6.0 out of 10, (11 reviews)
"Room could have actually been cleaned , this is a building not a “hotel” ,"
United States
Jennifer
$147 nightly
The price is $166
Sep 9 - Sep 10
Total with taxes and fees
Cottage Suites

2. Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
Wurtsboro
10.0 out of 10, Exceptional, (11 reviews)
"Quiet, comfortable, cute, cleanliness, intimate stay. "
United States
Charise C.
$243 nightly
The price is $275
Sep 7 - Sep 8
Total with taxes and fees
Close to Trails: Studio w/ Water Views

3. Close to Trails: Studio w/ Water Views

Close to Trails: Studio w/ Water Views
3.0 star property
Westbrookville
$236 nightly
The price is $267
Sep 7 - Sep 8
Total with taxes and fees
Close to Trails: Studio w/ Water Views

4. 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.
$246 nightly
The price is $276
Sep 7 - Sep 8
Total with taxes and fees
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.

5. 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, (31 reviews)
"Wonderful property will definitely book again."
United States
Jane G.
$164 nightly
The price is $167
Sep 7 - Sep 8
Total with taxes and fees
Dream getaway apartment in the foot of Gunks Ridge

6. 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, (46 reviews)
"Absolutely ideal comfort, cleanliness, amenities that are top notch for the kitchen and bathroom and luxury at the heart of Main Street in Warwick."
United States
Melissa V.
$219 nightly
The price is $248
Sep 21 - Sep 22
Total with taxes and fees
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

7. Modern Hudson Valley Apt 202 - King/Queen/Twin

Modern Hudson Valley Apt 202 - King/Queen/Twin
Montgomery
9.8 out of 10, Exceptional, (20 reviews)
"Was a great stay and fabulous communication! Highly recommend "
United States
Michael C.
$277 nightly
The price is $316
Sep 3 - Sep 4
Total with taxes and fees
Modern Hudson Valley Apt 202 - King/Queen/Twin

8. Charming 2-bedroom apartment in the Village of Warwick

Charming 2-bedroom apartment in the Village of Warwick
Warwick
9.4 out of 10, Exceptional, (3 reviews)
"Clean, family friendly, close to everything."
United States
Milena P.
$286 nightly
The price is $324
Sep 7 - Sep 8
Total with taxes and fees
Charming 2-bedroom apartment in the Village of Warwick

9. 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, (99 reviews)
"Clean place very responsive and helpful hosts!!"
United States
Larissa N.
$219 nightly
The price is $245
Sep 28 - Sep 29
Total with taxes and fees
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

10. Renovated 1 Bedroom Valley View

Renovated 1 Bedroom Valley View
Vernon Township
10.0 out of 10, Exceptional, (6 reviews)
"Room & Facilities are great."
United States
Elvis
$247 nightly
The price is $266
Sep 3 - Sep 4
Total with taxes and fees
Renovated 1 Bedroom Valley View

11. The Wine House

The Wine House
Warwick
10.0 out of 10, Exceptional, (37 reviews)
"Great place, close to everything in Warwick, would stay again"
United States
Chris K.
$259 nightly
The price is $292
Sep 7 - Sep 8
Total with taxes and fees
The Wine House

12. Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (47 reviews)
"We enjoyed our stay, property was as described. It's convenient to many of the Hudson Valley small towns, including West Point."
United States
Mike W.
$254 nightly
The price is $287
Sep 7 - Sep 8
Total with taxes and fees
Grant - A Tranquil One Bedroom Steps from River

13. Entire 1 Bedroom Apartment in Lovely Family Vacation Lake House. Pets welcome!

Entire 1 Bedroom Apartment in Lovely Family Vacation Lake House. Pets welcome!
Greenwood Lake
10.0 out of 10, Exceptional, (14 reviews)
"Everything was perfect. Wonderful stay"
United States
Beth M.
$376 nightly
The price is $425
Sep 4 - Sep 5
Total with taxes and fees
Entire 1 Bedroom Apartment in Lovely Family Vacation Lake House. Pets welcome!

14. 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, (50 reviews)
"One of the cleanest VRBOs I ever stayed in - it smelled so good. Very cozy and had everything we needed. The location is great!"
United States
Tara K.
$206 nightly
The price is $234
Sep 14 - Sep 15
Total with taxes and fees
Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

15. Slope side cozy Studio

Slope side cozy Studio
Vernon Township
8.8 out of 10, Excellent, (6 reviews)
"great location, and great place to stay. we had a wonderful stay!"
United States
Dana
$227 nightly
The price is $244
Sep 16 - Sep 17
Total with taxes and fees
Slope side cozy Studio

16. Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (25 reviews)
"Clean and modern with good amenities. Would stay here again. "
United States
Daniel C.
$225 nightly
The price is $247
Sep 3 - Sep 4
Total with taxes and fees
Walk to WP Gate + Free Parking!

17. The Appalachian at Mountain Creek

The Appalachian at Mountain Creek
Vernon Township
$225 nightly
The price is $243
Sep 3 - Sep 4
Total with taxes and fees
The Appalachian at Mountain Creek

18. Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
9.0 out of 10, Wonderful, (4 reviews)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
$164 nightly
The price is $180
Sep 3 - Sep 4
Total with taxes and fees
Cozy 1-bedroom retreat minutes from West Point!

19. Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
10.0 out of 10, Exceptional, (73 reviews)
"Comfy cozy weekend retreat"
United States
Michael M.
$303 nightly
The price is $358
Sep 9 - Sep 10
Total with taxes and fees
Cozy country efficiency in the Hudson Valley

20. 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, (3 reviews)
"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.
$216 nightly
The price is $244
Sep 9 - Sep 10
Total with taxes and fees
2-bedroom apartment in excellent Newburgh with AC and charm
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
474
Accommodation
153 Apartments
Lowest Price
$166
Highest Price
$425

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 38 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 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: Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!: Located in Wallkill, 16.8 mi/27.1 km from the heart of Middletown. Includes free WiFi, private balconies, and Smart TVs. Access to onsite laundry facilities is available on site. Unicorn Studio - Historic Newburgh near Beacon + Hiking: Located 21.9 mi/35.2 km away in Newburgh. Slope side cozy Studio: Located in Vernon, 18.1 mi/29.1 km away. Includes fireplaces. A fitness center and a game room are on site. CHARMING Mid Century Vintage 1BR Guest Suite - 2 Min to Downtown: 24.8 mi/40 km away in New Paltz. Free WiFi, private patios, and Smart TVs are included. Charming studio with Amazing hot tub a swimming pool,pool table.: Located in Newburgh, 20.8 mi/33.5 km from Middletown. Includes private patios. An outdoor pool and a hot tub 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. 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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