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Check prices for these dates

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

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!

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

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

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."
Local Artist Inspired | Walk to WestPoint + King Bed

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 SAR 1,313
SAR 1,847 total
includes taxes & fees
24 Feb - 25 Feb
Modern penthouse suite in a restored grain tower with private roof deck.

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

10.0 out of 10, Exceptional, (51)
"During a prior workshop, the instructor told us after booking that she recommended booking a different location 30 mins away. I kept that booking, but I tried to avoid issues this time by booking last minute. Unfortunately the Guide cancelled due to health issues the day after booking this one. It was non-refundable, but I am thankful that Kelly was willing to work with me and change the dates. Otherwise, I would have had to come up on my own and do the best I could without guidance. Thank you!"
The price is SAR 484
SAR 847 total
includes taxes & fees
9 Mar - 10 Mar
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Cozy country efficiency in the Hudson Valley

9.8 out of 10, Exceptional, (55)
"My girlfriend and I spent a weekend here for Valentine's Day, and it was perfect for our needs. It's very easily accessible and easy to get to from downtown Newburgh/Beacon. Phyllis was very communicative throughout our stay and super understanding of the winter weather coming in the morning we left. Everything is as listed and we really enjoyed ourselves here for a winter retreat!"
Cozy country efficiency in the Hudson Valley

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!

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.

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!

Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown

10.0 out of 10, Exceptional, (3)
"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!"
The price is SAR 348
SAR 834 total
includes taxes & fees
5 Mar - 6 Mar
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown

Heritage Trail Farmhouse

9.0 out of 10, Wonderful, (2)
"The home was easy to find. It was very clean. Easy access to get in. It had all the amenities listed. James was very responsive. We really enjoyed our time there."
Heritage Trail Farmhouse

Vernon Condo w/ Deck, Near Appalachian Trail!

3.0 star property
6.6 out of 10, (4)
"Lovely, peaceful home away from home. "
Vernon Condo w/ Deck, Near Appalachian Trail!

Vernon Township Condo w/ Mountain Views!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great location. Quiet surroundings.."
Vernon Township Condo w/ Mountain Views!

Historic Hudson Valley Apartment: River View!

10.0 out of 10, Exceptional, (1)
Historic Hudson Valley Apartment: River View!

Modern Mohican Lake Abode w/ Fire Pit & Views

Modern Mohican Lake Abode w/ Fire Pit & Views

The Delaware Riverfront

10.0 out of 10, Exceptional, (44)
"Нам очень понравилось это живописное место с видом на реку. Если хочется уединения и чтобы никто не трогал, эта локация то что надо. А еще кажется хозяева любят всякую живность и это прикольно. Около дома тусовались любопытный петух и индюшка, которые сначала прочекали нашу машину 😂 А потом обошли вокруг дома и загялнули прям в окно нашего номера и уже чекали нас! Вот и думай после этого что у животных нет чувств и минимального ин еллекта. В общем, хорошее место"
The Delaware Riverfront

Spectacular Log Home Estate North Wing Apt

10.0 out of 10, Exceptional, (37)
"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

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...
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, (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 SAR 731
SAR 926 total
includes taxes & fees
24 Feb - 25 Feb
The Wine House, Sitting atop of Warwick's brand new Wine Bar
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, (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!

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (107)
"Spectacular view and very convenient to USMA. "
The price is SAR 630
SAR 919 total
includes taxes & fees
24 Feb - 25 Feb
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

9.6 out of 10, Exceptional, (39)
"A wonderful host with a beautiful & comfortable home. All the necessities, plus more! A must stay at. "
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
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. 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: Comfy Studio at the Appalachian building - Mountain Creek Resort, Vernon, NJ: Located in Vernon, 18.1 mi/29.1 km from the heart of Middletown. Includes free WiFi, fireplaces, and sofa beds. A fitness center and an outdoor pool are on site. Walk to WP Gate + Free Parking!: Located 24.2 mi/39 km away in Highland Falls. Amenities include free WiFi. Modern penthouse suite in a restored grain tower with private roof deck.: It’s situated in Warwick, 13.5 mi/21.7 km away. Includes free WiFi and Smart TVs. Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC: It’s located in Newburgh, 22.5 mi/36.2 km from Middletown. Includes free WiFi, private patios, and fireplaces.
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 Highland Lakes State 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.