
Apartment vacation rentals in Middletown
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Top-rated apartment rentals in Middletown
Guests agree: these apartments are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Middletown apartment rentals
Weekly apartment rentals

Bobcat! Your Chic Retreat in MountainDale
Great place to stay! Looked just like the photos, but better. The host was super nice and communicative. So many great hikes nearby. Would definitely stay again :)

Apt 201 · Hudson Valley Luxury Apartment!
Very spacious apartment. Very clean. Great location. The walking trails nearby were fun too.

The Lakeside Suite- Hudson Valley Restful Retreat
We enjoyed our stay! It was consistent with all reviews we read. Clear instructions were provided. We appreciated the attention to detail on how the room was setup and organized including phone chargers. Amenities and convenient items were available. The host was also very responsive to any questions. It was very comfortable. Highly recommend!

Treeview - Cozy 2 BR Apt ~1 hr from NYC Fast Wi-fi
Great place to stay in a cute town! We were in town for a wedding on Tamerlane Farm Sanctuary. This place was clean and suited our needs! Would recommend.

Private 1 bedroom apartment Village of Goshen
We had a great stay at Marty’s place! We were in town for a wedding and it was the perfect accommodation for a long weekend, especially if you love historic architecture and peaceful surroundings. Walkable to breakfast and lunch spots which was a plus! Very friendly and helpful host as well. Would definitely recommend!

Newly renovated, 3 bedroom, village of Montgomery
Fantastic accommodations and the restaurant is just the icing on the cake. I loved everything about our stay - couldn’t have picked a better spot

Cozy 2nd floor apartment in Beacon
Great stay! Super clean and tidy. Minimal but has everything you would need. Location couldn't be more perfect!

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️
We had a lovely stay at Ann Marie’s place. It’s just like the pictures, and she absolutely deserves her super host rating! She was friendly and incredibly responsive, provided recommendations for the area, and told us everything we needed to know. The place was clean and stocked with all sorts of extra amenities you don’t usually find with Airbnb (snacks, travel toiletries, extra towels, hotel bathrobes, wrapped chocolate by the bed, water/milk/juice in the fridge, and more). We had a lovely swim in the pool and enjoyed wandering around Beacon and surrounding area. We would love to come back! Thank you so much, Ann Marie!
Private apartment rentals

Airy Artsy Loft
Everything was as described and expected except the surrounding neighborhood. It appears to be a work in progress to clean up and renovate the homes around. Gabrielle’s home stood out as an example. We would stay there again since we felt safe.

1BR (King), near trains to NYC/EWR/Metlife
I had an amazing stay at this Airbnb! The space was spotless, stylish, and exactly as described. The host was incredibly responsive, welcoming, and made sure everything was smooth from check-in to checkout. The neighborhood was peaceful, and I felt completely at home. I’d definitely stay here again highly recommended to anyone looking for comfort, cleanliness, and great hospitality!

Maple Ridge Retreats - Apt B
We had a wonderful stay at Mellisa’s place. Everything is as described, clean and tastefully decorated. Both Mellisa and Matt are great at communicating. We’d love to visit again!

Chichito's Japanese Retreat
Simple but very calming space with a restful, fresh zen vibe. Prime location for accessing Deleware Gap adventures. Price was very reasonable; highly recommend!

Heritage Trail Farmhouse
The place is beautiful and was in great condition. James was an excellent host and I'd stay here again!

The Sapling at Forest
Eric's listing is exactly how it looks on AirBnb. A fantastic host, very responsive and accommodating. The property is very close to some key places we wanted to visit, Beacon (great town), family, easy to get to the city or tour around the Hudson Valley area. There is a reason this property has some many great reviews, host and location are perfect, cheers

Schatzi House
All around a great place to stay! Lovely hosts and a comfortable environment in the area, and a very nice property in a nice neighborhood!

Colonel Hasbrouck’s 1735 Stone House, Street Level
A beautiful place that has been thoroughly and lovingly rebuilt by the owners. Really cozy house and a great location for doing things in town and exploring the valley.
Apartment rentals with a hot tub

1br 1ba apt w living room, kitchenette &free wifi
Private, clean and comfortable, walk to everything in town. Restaurants, Fly shops, antiques and more. Our host was responsive and helpful. "Trout town" lives up to it's name and this place is a great base to run your Catskills fishing adventure out of.

Foxglove Farm
Trisha’s place was the one that completely changed my perspective on air bnb, I really loved and enjoyed my entire experience as a whole. I’d definitely come back again thanks Trisha.

Top Floor Appalachian/Minerals DayPass Available
Julia was great at sending clear instructions for check in prior to arrival. She even let us know the room was ready a little early. The place is setup just like a hotel room with a small kitchenette, the bed and a pull out couch. Very clean. Can’t speak on the amenities, we were basically just there to get ready for a wedding & sleep. Def would recommend!

Renovated Forest Oasis with Pool & Fire-pit
I had a great time staying here. A lovely and quiet retreat. Douglas and his family were very friendly and responsive to any needs I had. The place was tidy and clean and the grounds around the house were beautiful! Will definitely be back!

The Hideaway
Very quaint little spot! Located in a very quiet, serene area. We absolutely loved the yard and the trails behind the house, my dog felt right at home! Renee was very responsive when needed but otherwise felt we had plenty of privacy despite being on the same property. Space was clean and charming and everything we needed for a quick wedding weekend! Would definitely recommend for a relaxing quiet weekend!

RARE 1st flr Private Ski in/out access 1 Bed!
You definitely want to stay here. Everything was wonderful and the location is PRICELESS. Book here and you won’t be disappointed.

Mountain Top Hot Tub Suite Hiking & Falls 5 min
This was a great weekend getaway! The place is very clean, safe, and close to local restaurants and Haines Fall! I would recommend to anyone. The hot tub made it magical, it was perfect at the end of a long day of hiking. The hosts respond quickly and I didn’t need to ask any questions because everything was explained well and there were helpful tips throughout the room. No complaints!

Sweet Victory Suite
Melissa was an amazing host from the minute we booked the reservation. Her home was beautiful and provided a sense of peace. The binder with local activities as well as restaurants was extremely helpful and although it rained our whole weekend we didn't mind because the hot tub area was so nice. Will definitely be back again!
Quick stats about apartment rentals in Middletown
Total rentals
10 properties
Nightly prices starting at
G$12,545 GYD before taxes and fees
Total number of reviews
250 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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- MetLife Stadium
- Yankee Stadium
- Mountain Creek Resort
- Bethel Woods Center for the Arts
- Bushkill Falls
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- The Kartrite Resort & Indoor Waterpark
- Delaware Water Gap National Recreation Area
- Ringwood State Park
- Promised Land State Park
- Resorts World Catskills
- Rockland Lake State Park
- Walkway Over the Hudson State Historic Park
- Riverside Park
- Van Cortlandt Park Golf Course
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- St. Nicholas Park
- Inwood Hill Park
- Wawayanda State Park
- Great Falls Park
- Sterling Forest State Park