Photo by Vincent Ramundo

Search Apartments in Middletown

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
31 Muh. - 2 Saf.
In two weeks
7 Saf. - 9 Saf.
In one month
21 Saf. - 23 Saf.
In two months
21 Rab. I - 23 Rab. I

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

Walk to WP Gate + Free Parking!
Living area

Walk to WP Gate + Free Parking!

10.0 out of 10, Exceptional, (8)
"Great location near west point. Ample parking. Walkable. Clean"
Walk to WP Gate + Free Parking!
Stay in the heart of Greenwood Lake minutes away from the lake
Living area

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

10.0 out of 10, Exceptional, (24)
"My husband and i stayed for 2 days and we loved it! We walked everywhere. We bar hoped and walked back so its perfect place to stay if you plan on drinking. To top it of, the apartment is super cute and very clean. You wont be disappointed if you stay here."
Stay in the heart of Greenwood Lake minutes away from the lake
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Parking

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

10.0 out of 10, Exceptional, (30)
"A great stay! The studio was immaculate and quiet. The hosts were communicative and helpful. The city was festive and lovely. A perfect winter retreat from NYC. Can’t wait to come back. "
The price is SAR 401
SAR 859 total
includes taxes & fees
27 Jan - 28 Jan
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Comfy Studio at the Appalachian building - Mountain Creek Resort, Vernon, NJ
The front view of the Appalachian building

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

9.8 out of 10, Exceptional, (57)
"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
Luxury Loft on Main Street -Steam Shower, Theater Seats, Views, Designer Kitchen
Room

Luxury Loft on Main Street -Steam Shower, Theater Seats, Views, Designer Kitchen

10.0 out of 10, Exceptional, (17)
"I am in travel and familiar with stays at hotel, etc. This felt like we were staying at a European Hotel. We totally recommend it.Carol"
The price is SAR 439
SAR 941 total
includes taxes & fees
3 Feb - 4 Feb
Luxury Loft on Main Street -Steam Shower, Theater Seats, Views, Designer Kitchen
Local Artist Inspired | Walk to WestPoint + King Bed

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 SAR 701
SAR 1,778 total
includes taxes & fees
10 Feb - 11 Feb
Local Artist Inspired | Walk to WestPoint + King Bed
Cozy country efficiency in the Hudson Valley
Kitchen

Cozy country efficiency in the Hudson Valley

9.8 out of 10, Exceptional, (54)
"We were in town for the state high school soccer championships over the weekend and needed a pet friendly place to stay. This place was just right and had everything we needed. It was very cozy and very private. If we are ever in the area again, we would not hesitate to stay here. "
Cozy country efficiency in the Hudson Valley
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
sunset fire overlooking the water

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

10.0 out of 10, Exceptional, (50)
"Perfect for us!"
The price is SAR 371
SAR 742 total
includes taxes & fees
6 Feb - 7 Feb
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
The historic Luxe Building on Main Street

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

10.0 out of 10, Exceptional, (26)
"Lovely spot with everything you need. 5 night for a business trip felt right at home. "
The price is SAR 398
SAR 834 total
includes taxes & fees
27 Jan - 28 Jan
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
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, (14)
"In the heart of town- great location. Comfortable stay with a unique twist of architecture. If you’re up for a different layout this is your place. Beautiful views. Our host was very accommodating and easy to talk to. Highly recommend for a cool spot to stay in Warwick!"
The price is SAR 1,313
SAR 1,844 total
includes taxes & fees
24 Jan - 25 Jan
Modern penthouse suite in a restored grain tower with private roof deck.
Modern and Bright with office+ walk to nearby Waterfront, 1st FL.
Interior

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

10.0 out of 10, Exceptional, (6)
"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!
Beacon Vacation Rental | 1BR | 1BA | 2 Stairs Required to Enter

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!
Vernon Township Condo w/ Mountain Views!
Exterior

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!
Vernon Condo w/ Deck, Near Appalachian Trail!
Exterior

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

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 Mohican Lake Abode w/ Fire Pit & Views
Glen Spey Vacation Rental | 2BR | 1BA | 1,000 Sq Ft | Stairs Required

Modern Mohican Lake Abode w/ Fire Pit & Views

Modern Mohican Lake Abode w/ Fire Pit & Views
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
Aerial view

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!"
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
Historic Hudson Valley Apartment: River View!
Newburgh Vacation Rental | 1BR | 1BA | 800 Sq Ft | Stairs Required

Historic Hudson Valley Apartment: River View!

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

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
Cottage Suites
Room

Cottage Suites

3.0 star property
8.0 out of 10, Very Good, (3)
"The actual room was excellent, compfy bed. Shower door was hard to open. No handle on the outside. Loud cars going through the neighborhood and my room was up 3 flights of stairs. "
Cottage Suites
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.
Don't see what you're looking for?
See all available properties in Middletown
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Middletown

Cottage Suites
Room

Cottage Suites

3.0 star property
8.0 out of 10, Very Good, (3)
"The actual room was excellent, compfy bed. Shower door was hard to open. No handle on the outside. Loud cars going through the neighborhood and my room was up 3 flights of stairs. "
Cottage Suites
Royal Garden Main Cabin
Bathroom

Royal Garden Main Cabin

9.6 out of 10, Exceptional, (4)
"ABSOLUTELY BEAUTIFUL!!! Its was a treat staying here. Its out in the country. Its called a cabin but its more of a house. The bedrooms were perfect and the beds were comfy. The property had a pond, and a fire pit. We seen 3 deer as we were pulling into the driveway. ABSOLUTELY RECOMMEND THIS RENTAL!!"
Royal Garden Main Cabin
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Autumn Foliage - Private Patio View

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (106)
"Great place and host!"
The price is SAR 630
SAR 915 total
includes taxes & fees
26 Jan - 27 Jan
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 a lot of options for your stay in Middletown with 43 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?
Listed below are some of the favorite apartments in the area: Stay in the heart of Greenwood Lake minutes away from the lake: Located 16.7 mi/26.9 km away in Greenwood Lake. Free WiFi, private patios, and Smart TVs are included. Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer: It’s situated in Beacon, 23.6 mi/37.9 km away. Includes Smart TVs. 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 an outdoor pool are on site. Cozy country efficiency in the Hudson Valley: It’s located in Newburgh, 23 mi/37 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.