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Check prices for these dates

Next weekend
14 Mar - 16 Mar
In two weeks
21 Mar - 23 Mar
In one month
4 Apr - 6 Apr
In two months
2 May - 4 May

Compare 111 Apartments in Middletown with updated reviews, rates, and availability.

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

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

10.0 out of 10, Exceptional, (55)
"This little attached apartment was the perfect size for me, and I felt very safe. I loved being at the top end of the cul de sac so it was quiet and there was an amazing view from the deck looking over and down the Hudson River. I had beautiful sunrises and the lights at night along the river were so pretty. The bedroom/living/dining room was perfect for one. The electric fireplace gave the room a cozy feel, the bed and couch were comfy, and there was plenty of hot water for showers and...
The price is AED 312
AED 668 total
includes taxes & fees
15 Mar - 16 Mar
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (32)
"Nice."
The price is AED 441
AED 902 total
includes taxes & fees
1 Apr - 2 Apr
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
The Wine House, Sitting atop of Warwick's brand new Wine Bar
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (11)
"Came to Warwick to spend Christmas with family and stayed at The Wine House Apt. Beautiful apt and excellent downtown location. Keith was very responsive and extremely helpful. "
The price is AED 716
AED 907 total
includes taxes & fees
11 Mar - 12 Mar
The Wine House, Sitting atop of Warwick's brand new Wine Bar
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Property grounds

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

10.0 out of 10, Exceptional, (51)
"The apartment was clean & comfortable with a sensational view. The host was knowledgeable, warm, and communicative. Thank you for another great stay!"
The price is AED 474
AED 841 total
includes taxes & fees
11 Mar - 12 Mar
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
Exterior detail

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

10.0 out of 10, Exceptional, (30)
"We are repeat guests at Luxe Studios. The studios are very nice and comfortable and the perfect place to stay for our trips to Beacon. "
The price is AED 441
AED 887 total
includes taxes & fees
11 Mar - 12 Mar
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (27)
"Great location on Beacon’s Main Street. Central to everything. Lovely studio had everything we needed. "
The price is AED 404
AED 829 total
includes taxes & fees
11 Mar - 12 Mar
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Local Artist Inspired | Walk to WestPoint + King Bed
Fridge, microwave, oven, stovetop

Local Artist Inspired | Walk to WestPoint + King Bed

9.4 out of 10, Exceptional, (3)
"Lovely location, conveniently situated next to West Point. Highly recommend if you are looking for a place to stay for homecoming weekend or simply visiting the area. Added convenience is its close proximity to the local bakery (repeat customer) and the pizza place wherein I think my kids did indeed lick their plates clean."
The price is AED 654
AED 1,693 total
includes taxes & fees
9 Apr - 10 Apr
Local Artist Inspired | Walk to WestPoint + King Bed
Modern penthouse suite in a restored grain tower with private roof deck.
Exterior

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

10.0 out of 10, Exceptional, (15)
"We had a great visit at this apartment - it was in the perfect location and the host was very responsive/helpful as we planned around the weather. We would definitely stay again! "
The price is AED 1,285
AED 1,820 total
includes taxes & fees
11 Mar - 12 Mar
Modern penthouse suite in a restored grain tower with private roof deck.
Comfy Studio at the Appalachian building - Mountain Creek Resort, Vernon, NJ
Outdoor pool, a heated pool

Comfy Studio at the Appalachian building - Mountain Creek Resort, Vernon, NJ

9.8 out of 10, Exceptional, (58)
"We have stayed in this apartment before loved it then and again now. Nice clean space with everything we needed. My son slept on the couch bed and it was super comfortable. Hosts are great. Just an elevator ride to ski and snowboard. "
Comfy Studio at the Appalachian building - Mountain Creek Resort, Vernon, NJ
Stay in the heart of Greenwood Lake minutes away from the lake
Miscellaneous

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

10.0 out of 10, Exceptional, (26)
"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 Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Dining

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

10.0 out of 10, Exceptional, (20)
"Excellent place to stay. Me and my girlfriend had a quick trip and this was a great place to stay. Very cozy and a fun little town. Would definitely come back. And great communication from the owners. "
The price is AED 422
AED 906 total
includes taxes & fees
16 Mar - 17 Mar
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Walk to WP Gate + Free Parking!
Fridge, microwave, oven, stovetop

Walk to WP Gate + Free Parking!

9.6 out of 10, Exceptional, (10)
"Well equipped space and great communication from the host"
Walk to WP Gate + Free Parking!
Cozy 1-bedroom retreat minutes from West Point!
Fridge, microwave, oven, stovetop

Cozy 1-bedroom retreat minutes from West Point!

8.8 out of 10, Excellent, (3)
"The location of the property is very convenient for a visit to West Point. A lack of communication led to inconvenient moments at both our arrival (no door code was provided so we had to call the property manager when we arrived) and departure (water was shut off without notice an hour before check out time and I had to ask for a truck to be moved to be able to get my car out of the driveway.) Overall, the property met our needs for a short visit."
Cozy 1-bedroom retreat minutes from West Point!
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
1 bedroom, WiFi, bed sheets

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

9.8 out of 10, Exceptional, (19)
"This apartment is lovely and right in the heart of Beacon's main street. The apartment was comfortable and convenient to all that Beacon has to offer. The tea/coffee maker was a nice touch. Thank you!"
The price is AED 386
AED 818 total
includes taxes & fees
11 Mar - 12 Mar
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
Simple Modern Elegance with Hudson Valley Mountains backdrop, 3rd Fl
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (4)
"The entire experience was exactly what we hope for and the host was incredibly accommodating. We hope to be back this summer.. "
Simple Modern Elegance with Hudson Valley Mountains backdrop, 3rd Fl
Modern and Bright with office+ walk to nearby Waterfront, 1st FL.
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (7)
"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.
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (24)
"We stayed for over a week to visit family. The location was great for walking to and from restaurants and shopping on Main Street. The apartment was clean, spacious and had all the amenities we needed. We were able to cook and eat at the apt. when the weather was bad or we just chose to stay in. The bed was large and comfortable. The electric fireplace provided a bit more heat we needed since the temps outside were in the teens most days. We were pleasantly surprised by the size of the shower....
The price is AED 382
AED 831 total
includes taxes & fees
11 Mar - 12 Mar
Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Private Guest Suite on 8 Acres,Mountain Views, Walk to Rail Trail, 2min to Town
Property grounds

Private Guest Suite on 8 Acres,Mountain Views, Walk to Rail Trail, 2min to Town

2.0 star property
8.4 out of 10, Very Good, (6)
"Nice surroundings and cute cozy cottagy quality to the little apartment above the owners apartment. TV,internet, copier comfortable bed, Old fashion lamp lighting added to the country feel. Easy access to New Paltz and Shawgunck MTS."
Private Guest Suite on 8 Acres,Mountain Views, Walk to Rail Trail, 2min to Town
Entire 1 Bedroom Apartment in Lovely Family Vacation Lake House. Pets welcome!
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (6)
"Beautiful apartment with everything needed. The owners are very responsive and kind and quickly assisted when an appliance quit working. The only downside was the upstairs neighbors were loud and the parking is a little difficult since it was assigned away from the home. "
Entire 1 Bedroom Apartment in Lovely Family Vacation Lake House. Pets welcome!
Charming Beacon Apt w/ Fire Pit: Near Hiking!
Fridge, microwave, stovetop, coffee/tea maker

Charming Beacon Apt w/ Fire Pit: Near Hiking!

9.2 out of 10, Wonderful, (9)
"A hidden gem...loved the apartment, and the hosts were fantastic!"
Charming Beacon Apt w/ Fire Pit: Near Hiking!
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!
5 bedrooms, desk, iron/ironing board, free WiFi

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

9.0 out of 10, Wonderful, (70)
"This beautiful getaway was just what we needed. Fresh air, nature, and a gorgeous home. Already planning our next trip back..."
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
The Philip Johnson Wolfhouse
Interior

The Philip Johnson Wolfhouse

10.0 out of 10, Exceptional, (3)
"This house is an architectural gem with great views to the Hudson river and very close to Dia Beacon and really nice hikes. We were a group of 7 and really enjoyed our time together during our stay. Jeremy was really nice and accommodating. I highly recommend this house."
The Philip Johnson Wolfhouse
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (108)
"Spectacular view and very convenient to USMA. "
The price is AED 617
AED 889 total
includes taxes & fees
11 Mar - 12 Mar
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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 45 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: Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC: Situated in Newburgh, 22.5 mi/36.2 km from the heart of Middletown. Includes free WiFi, private patios, and fireplaces. Modern penthouse suite in a restored grain tower with private roof deck.: Located 13.5 mi/21.7 km away in Warwick. Free WiFi and Smart TVs are included. The Wine House, Sitting atop of Warwick’s brand new Wine Bar: It’s situated in Warwick, 13.5 mi/21.7 km away. Includes private patios. Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer: 23.6 mi/37.9 km away in Beacon. Amenities include Smart TVs.
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. Thomas Bull Memorial Park and Highland Lake 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.