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Compare 135 Apartments in Middletown with updated reviews, rates, and availability.

Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC

9.8 out of 10, Exceptional, (59)
"We had a lovely stay."
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC

The Wine House, Sitting atop of Warwick's brand new Wine Bar

10.0 out of 10, Exceptional, (16)
"Lovely spot."
The price is AED 716
AED 1,031 total
includes taxes & fees
1 May - 2 May
The Wine House, Sitting atop of Warwick's brand new Wine Bar

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

9.8 out of 10, Exceptional, (21)
"Such a great space with all the amenities you might need! Really enjoyed my stay here. "
The price is AED 459
AED 956 total
includes taxes & fees
26 May - 27 May
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

10.0 out of 10, Exceptional, (54)
"Good location for hiking, restaurants, quaint towns. The house was very clean. Perfect size for 2 people. "
The price is AED 400
AED 823 total
includes taxes & fees
4 May - 5 May
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

10.0 out of 10, Exceptional, (33)
"This is such a comfortable, convenient spot in the heart of Beacon."
The price is AED 441
AED 922 total
includes taxes & fees
1 May - 2 May
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

Expansive Views; Miles of River & Mountains Walk to Train, Main St, DIA

10.0 out of 10, Exceptional, (2)
"Had a wonderful, relaxing stay here. Convenient location allowed us to walk everywhere we wanted to go!"
Expansive Views; Miles of River & Mountains Walk to Train, Main St, DIA

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

10.0 out of 10, Exceptional, (26)
"Beautiful studio,super clean, very well appointed, super comfortable bed and the perfect location "
The price is AED 404
AED 906 total
includes taxes & fees
1 May - 2 May
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

Modern penthouse suite in a restored grain tower with private roof deck.

10.0 out of 10, Exceptional, (17)
"Really cool space. Great location off a side street in town. Lots of stairs but view is worth it. Definitely would stay again. "
The price is AED 1,286
AED 2,003 total
includes taxes & fees
1 May - 2 May
Modern penthouse suite in a restored grain tower with private roof deck.

Walk to WP Gate + Free Parking!

9.8 out of 10, Exceptional, (11)
"Great location, clean, well kept, easy parking. Will stay here again. "
The price is AED 575
AED 1,141 total
includes taxes & fees
1 May - 2 May
Walk to WP Gate + Free Parking!

Large Three bedroom apartment, Main St., Goshen

10.0 out of 10, Exceptional, (3)
"Close to all, great restaurant the Pharmacy within walking distance and the New St tavern was a pleasant surprise right next door."
Large Three bedroom apartment, Main St., Goshen

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

10.0 out of 10, Exceptional, (34)
"This is a great studio apartment and an ideal place to stay if visiting Beacon."
The price is AED 437
AED 935 total
includes taxes & fees
15 May - 16 May
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

Spectacular Log Home Estate North Wing Apt

10.0 out of 10, Exceptional, (38)
"Great apartment and great area to visit. Joyce and Mike are wonderful hosts and are most welcoming. This is our 2nd stay here, and we would definitely stay again!"
Spectacular Log Home Estate North Wing Apt

Stay in the heart of Greenwood Lake minutes away from the lake

10.0 out of 10, Exceptional, (31)
"Fantastic little spot! Super cute and near everything! Absolutely enjoyed our stay and would stay again!"
Stay in the heart of Greenwood Lake minutes away from the lake

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

10.0 out of 10, Exceptional, (28)
"Lovely spot with everything you need. 5 night for a business trip felt right at home. "
The price is AED 422
AED 896 total
includes taxes & fees
20 May - 21 May
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

The Lander Pied-à-terre - pet friendly apartment in Historic Newburgh.

10.0 out of 10, Exceptional, (1)
"Tiffany is a rare and exceptional human being. The impact of her kindness and compassion will stay with me forever. Her energy is magnetic, and I feel incredibly fortunate to have become acquainted with her.The neighbors will welcome you like family. The sense of community was an unexpected and heartwarming cherry atop this safe haven sundae.And, much like the people, the property is everything you could possibly want, and more! The natural, earthy tones create a relaxing, cozy environment, and...
The Lander Pied-à-terre - pet friendly apartment in Historic Newburgh.

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

9.8 out of 10, Exceptional, (7)
"Awesome spot for a small group especially if you're heading to the Ren fair"
Entire 1 Bedroom Apartment in Lovely Family Vacation Lake House. Pets welcome!

Modern and Bright with office+ walk to nearby Waterfront, 1st FL.

9.8 out of 10, Exceptional, (10)
"This property is adorable and very comfortable. The building is unique and has a lot of character and the hosts were excellent. We will stay here again. Thank you for a great visit."
Modern and Bright with office+ walk to nearby Waterfront, 1st FL.

Charming Beacon Apt w/ Fire Pit: Near Hiking!

9.2 out of 10, Wonderful, (10)
"A hidden gem...loved the apartment, and the hosts were fantastic!"
Charming Beacon Apt w/ Fire Pit: Near Hiking!

Simple Modern Elegance with Hudson Valley Mountains backdrop, 3rd Fl

9.6 out of 10, Exceptional, (5)
"Really just a great experience. Would be happy to stay again if they would have us. Very accommodating and everything was as advertised or better."
Simple Modern Elegance with Hudson Valley Mountains backdrop, 3rd Fl

Village of Warwick Cozy Apartment

Village of Warwick Cozy Apartment
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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Other property types in Middletown

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

9.0 out of 10, Wonderful, (73)
"Celebrated my husbands 50th birthday and the property was perfect!"
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (109)
"Great place and host!"
The price is AED 617
AED 1,022 total
includes taxes & fees
1 May - 2 May
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Cozy Cabin with Sauna & Firepit!

9.6 out of 10, Exceptional, (24)
"Excellent "
Cozy Cabin with Sauna & Firepit!
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.

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 43 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: 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. Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC: Located 22.5 mi/36.2 km away in Newburgh. Free WiFi, private patios, and fireplaces are included. Expansive Views; Miles of River & Mountains Walk to Train, Main St, DIA: It’s situated in Beacon, 23.1 mi/37.2 km away. Includes private patios. Comfy Studio at the Appalachian building - Mountain Creek Resort, Vernon, NJ: Located 18.1 mi/29.1 km away in Vernon. Free WiFi, fireplaces, and sofa beds are included. A fitness center and onsite laundry facilities are on site. Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen: Located in Beacon, 23.6 mi/37.9 km from Middletown. Includes Smart TVs. Access to onsite laundry facilities is available on site.
How many apartments will I find in Middletown?
Expedia has 11 apartments to book in Middletown.
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.