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Apartment holiday rentals in Middletown

Find and book unique apartments on Airbnb

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Popular amenities for Middletown apartment rentals

Weekly apartment rentals

Superhost
Flat in Newburgh
4.92 out of 5 average rating, 107 reviews

Airy Artsy Loft

RolandRating, 5 stars1 month ago
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.
Superhost
Flat in New Paltz
4.87 out of 5 average rating, 301 reviews

Homey Haven:Inviting Airbnb Suite with kitchen

KellyRating, 5 stars1 week ago
Nichole’s place was perfect for crashing for a night after a birthday party nearby! We were very comfortable and all necessities were there.
Guest favourite
Flat in Hopatcong
4.92 out of 5 average rating, 120 reviews

C'est La Vie Lakeview with Optional Boat Slip

KristenRating, 5 stars1 week ago
Great place for a great price! Loved all the different porches and docks and all the outdoor space and the beautiful view of the lake! Very easy to work from the bnb as well! Janice was kind and very responsive, will definitely be back!
Guest favourite
Flat in Newburgh
4.86 out of 5 average rating, 150 reviews

#1, Historic Studio, Newburgh, Beacon, West Point

GerardoRating, 5 stars7 months ago
They were super hospitable, friendly, and gave great recommendations for spots nearby.
Superhost
Flat in Cold Spring
4.87 out of 5 average rating, 415 reviews

Idyllic! Just steps from Main Street!

GlennRating, 5 stars3 weeks ago
I really liked that we had a personal parking spot, and the location is awesome. We very much enjoyed the stay !!
Superhost
Flat in Kauneonga Lake
4.86 out of 5 average rating, 159 reviews

Lakeside Studio on White Lake

RonanRating, 5 stars3 weeks ago
What a great little studio for a Birthday get away trip to Bethel Woods concerts, etc. Relaxing on the deck overlooking the lake for coffee in the morning or a nightcap after your days activities. 2 restaurants within a 100 yards, the Tap n Table was excellent with really Friendly staff. Must have breakfast at least once at Bethel Market Cafe, the Best! All this less than 15 minutes in any direction. I would like to come back in the Summer to take advantage of the Lake activities. Wonderful stay!
Superhost
Flat in Peekskill
4.8 out of 5 average rating, 170 reviews

Little haven by the woods

HowardRating, 5 stars5 days ago
Suzette’s place was exactly what we needed. The apartment provided plenty of room, a great bathroom, and a fully stocked kitchen. The outdoor patio was fabulous for us and our dog. The park that was right out the back door was perfect for going for walks. Suzette’s ‘s place is one of the nicest places we’ve stayed and we will definitely be back when in the area. If you have pets and want plenty of space, this is the place for you.
Guest favourite
Flat in Kingston
4.96 out of 5 average rating, 238 reviews

DeMew Townhouse in Historic Kingston

LauraRating, 5 stars3 weeks ago
Such a fantastic stay right in the heart of Kingston! This apartment was exactly as described and incredibly clean. Easy to get to everything in and around Kingston. Tara was a responsive host with clear instructions on how to check in/check out.

Private apartment rentals

Top guest favourite
Flat in Newburgh
4.97 out of 5 average rating, 61 reviews

The Lakeside Suite- Hudson Valley Restful Retreat

JungRating, 5 stars1 week ago
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!
Top guest favourite
Flat in Montgomery
4.96 out of 5 average rating, 25 reviews

Apt 201 · Hudson Valley Luxury Apartment!

AmerigoRating, 5 stars1 week ago
Very spacious apartment. Very clean. Great location. The walking trails nearby were fun too.
Guest favourite
Flat in Port Jervis
4.89 out of 5 average rating, 63 reviews

Treeview - Cozy 2 BR Apt ~1 hr from NYC Fast Wi-fi

HayleyRating, 5 stars2 weeks ago
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.
Superhost
Flat in Goshen
4.84 out of 5 average rating, 62 reviews

Private 1 bedroom apartment Village of Goshen

BrittneyRating, 5 stars3 weeks ago
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!
Superhost
Flat in Montgomery
4.85 out of 5 average rating, 72 reviews

Newly renovated, 3 bedroom, village of Montgomery

BethRating, 5 stars2 weeks ago
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
Top guest favourite
Flat in Wappingers Falls
5 out of 5 average rating, 210 reviews

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

JessicaRating, 5 starstoday
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!
Guest favourite
Flat in Newburgh
4.88 out of 5 average rating, 32 reviews

Riverview @ 22

AndrewRating, 5 stars3 weeks ago
Chris has a hidden gem in this studio! We have never before rented a studio - usually only full homes - but Chris’s was the model for all future searches we will perform. The location is gorgeous. The views from the room and the balcony are stunning. The studio itself was well furnished, comfortable and very clean. We were so happy when we entered the door and saw that the description matched the accommodations. Chris communicated clearly and responded quickly to the one or two questions we sent him via the app. We used the studio as our launch pad for some local hiking and biking - and the studio added to the amazing experience and memories we made. If we are ever back in the area we’ll be checking availability!
Superhost
Flat in Mountain Dale
4.91 out of 5 average rating, 91 reviews

Ole Piney! Charming Digs on Main St. Mountaindale

EllainaRating, 5 stars3 weeks ago
Jesse’s place was an amazing retreat for us and even better that she allowed us to bring our German Shepard on our trip! Everything inside was perfect…looking forward to returning!

Apartment rentals with a hot tub

Guest favourite
Flat in Philipstown
4.91 out of 5 average rating, 232 reviews

Foxglove Farm

MichaelRating, 5 stars3 weeks ago
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 guest favourite
Flat in Vernon Township
5 out of 5 average rating, 39 reviews

Top Floor Appalachian/Minerals DayPass Available

MikaylaRating, 5 starstoday
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!
Guest favourite
Flat in Brewster
4.88 out of 5 average rating, 107 reviews

The Hideaway

MackenzieRating, 5 stars1 month ago
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!
Superhost
Flat in East Orange
4.85 out of 5 average rating, 183 reviews

Posh Couple's Suite-Private Patio w/jacuzzi

JusticeRating, 5 stars2 weeks ago
This was the perfect place to stay for my trip. Awesome vibe at night in the hot tub with all the lights on, and very cozy and clean inside as well. Super detailed instructions on how to get there, get inside etc. Very responsive host 👍I had a great time. Lots of good places to eat in this area, too. 10/10 would definitely come back in the future.
Guest favourite
Flat in Brooklyn
4.79 out of 5 average rating, 454 reviews

Newly Renovated Apt w/Parking Space

ToniRating, 5 starstoday
Roma was very sweet and welcoming showed us where everything was. We even got to meet beautiful grandchildren. The space was very beautiful and glad it offered parking. This will definitely be saved as s favorite for future bookings
Guest favourite
Flat in Elizabeth
4.88 out of 5 average rating, 209 reviews

Low cleaning fee, pool,swing, EWR 7min , NYC 27min

AniyaRating, 5 stars2 weeks ago
Celebrated my 1 year anniversary here and it was lovely! The decorations were beautiful and I absolutely loved our custom wine bottle! Thank you so much Shaquannah for everything! 😊❤️✨
Guest favourite
Flat in Tannersville
4.88 out of 5 average rating, 324 reviews

Mountain Top Hot Tub Suite Hiking & Falls 5 min

TracyRating, 5 starstoday
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!
Superhost
Flat in Smallwood
4.78 out of 5 average rating, 152 reviews

Cute and Comfy Getaway

BrianaRating, 5 stars2 weeks ago
John is a super attentive host and the place is a nice clean basement apartment with lots of wildlife! It was the perfect set up for our trip to Bethel. Would def stay here again!

Quick stats about flat rentals in Middletown

  • Total rentals

    10 properties

  • Nightly prices starting at

    ₹5,193 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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