Title: Best Apartments in Middletown, NY for Your Vacation from $162 | Expedia.com [Middletown Travel Guide](https://expedia.com/Middletown.dx8864)[Hotels in Middletown](https://expedia.com/Middletown-Hotels.d8864.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.com/Middletown-Vacation-Rentals.d8864.Travel-Guide-VacationRentals)[Flights to Middletown](https://expedia.com/Cheap-Flights-To-Middletown.d8864.Travel-Guide-Flights)[Things to do in Middletown](https://expedia.com/Things-To-Do-In-Middletown.d8864.Travel-Guide-Activities)[Car Rentals in Middletown](https://expedia.com/Car-Rentals-In-Middletown.d8864.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.com/Middletown.d8864.Destination-Travel-Guides) ![Route 17 in ny is a great road to view the fall foliage](https://images.trvl-media.com/place/8005/8b2c54c4-af30-4521-9b56-3bdf0a8d1a15.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Vincent Ramundo ![](https://images.trvl-media.com/place/8005/8b2c54c4-af30-4521-9b56-3bdf0a8d1a15.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=8864&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=8864&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=8864&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=8864&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middletown apartments ![TV](https://images.trvl-media.com/lodging/121000000/120250000/120244100/120244044/6f19918a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120250000/120244100/120244044/f90023ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120250000/120244100/120244044/c8dd4a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120250000/120244100/120244044/1af31b03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1-bedroom retreat minutes from West Point! [](https://www.expedia.com/Highland-Falls-Hotels-Cozy-1-Bedroom-Retreat-Minutes-From-West-Point.h120244044.Hotel-Information) Highland Falls 10/10 Exceptional (1 review) "Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zack C. $173 nightly $188 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Highland-Falls-Hotels-Cozy-1-Bedroom-Retreat-Minutes-From-West-Point.h120244044.Hotel-Information) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/dd930402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/08ae7458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/2c8ccdec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/1cd6d553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quiet Apt with Coffee Bar, 1/2 Mile to West Point! [](https://www.expedia.com/Highland-Falls-Hotels-Quiet-Apt-With-Coffee-Bar.h94717464.Hotel-Information) Highland Falls 9.8/10 Exceptional (16 reviews) "Great Unit." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rudy R. $273 nightly $276 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/Highland-Falls-Hotels-Quiet-Apt-With-Coffee-Bar.h94717464.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/84000000/83430000/83426500/83426410/10d69ba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83430000/83426500/83426410/0c3ccbf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83430000/83426500/83426410/877cc95b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83430000/83426500/83426410/cb371140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dream getaway apartment in the foot of Gunks Ridge [](https://www.expedia.com/Wallkill-Hotels-Dream-Getaway-Apartment-In-The-Foot-Of-Gunks-Ridge.h83426410.Hotel-Information) Wallkill 9.6/10 Exceptional (24 reviews) "Serg’s place was comfortable and clean! It was a perfect location for me and my friends to stay while rock climbing in the Gunks. We did not feel cramped or unsafe and the complementary tea was a hit! One thing to note is that both of the beds were low to the ground (below knee level) so if someone has knee or back problems, it might be difficult to stand up out of bed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary S. $159 nightly $162 total Feb 19 - Feb 20 Total with taxes and fees [](https://www.expedia.com/Wallkill-Hotels-Dream-Getaway-Apartment-In-The-Foot-Of-Gunks-Ridge.h83426410.Hotel-Information) ![Desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566066/77bbd76c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566066/70be37d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Stovetop, coffee/tea maker, cookware/dishes/utensils, dining tables](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566066/47d9ed1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/125000000/124570000/124566100/124566066/40f52a21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rustic Lakefront Studio w/ Deck + Workspace [](https://www.expedia.com/Monroe-Hotels-Rustic-Lakefront-Studio-W-Deck-Workspace.h124566066.Hotel-Information) Monroe 8.0/10 Very Good (1 review) "Clean room.good host" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ayman $256 nightly $260 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Monroe-Hotels-Rustic-Lakefront-Studio-W-Deck-Workspace.h124566066.Hotel-Information) ![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123710000/123706400/123706319/c1793b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123710000/123706400/123706319/bcf66280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123710000/123706400/123706319/de519221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123710000/123706400/123706319/de99b88d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Lakeside Studio Fast Wifi Great WFH [](https://www.expedia.com/Monroe-Hotels-Rustic-Lakefront-Studio-W-Deck-Workspace.h123706319.Hotel-Information) Monroe $308 nightly $349 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Monroe-Hotels-Rustic-Lakefront-Studio-W-Deck-Workspace.h123706319.Hotel-Information) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/a27e5755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/c225355f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/41dec043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45750000/45742900/45742802/5e31b747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy country efficiency in the Hudson Valley [](https://www.expedia.com/Newburgh-Hotels-Cozy-Country-Efficiency-In-The-Hudson-Valley.h45742802.Hotel-Information) Newburgh 9.8/10 Exceptional (66 reviews) "Clean, simple, and comfortable with clear host directions on arrival, checkin & checkout." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lou F. $267 nightly $315 total Feb 17 - Feb 18 Total with taxes and fees [](https://www.expedia.com/Newburgh-Hotels-Cozy-Country-Efficiency-In-The-Hudson-Valley.h45742802.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/70000000/69250000/69240100/69240003/04adf8dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/70000000/69250000/69240100/69240003/19de180c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69250000/69240100/69240003/a8c5ab99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69250000/69240100/69240003/c6f43c54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer [](https://www.expedia.com/Beacon-Hotels-Luxe-Studio-4-On-Main-Street-Luxury-Steam-Shower.h69240003.Hotel-Information) Beacon 10/10 Exceptional (51 reviews) "We havld a good time. The room was comfortable and perfectly located!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandy C. $216 nightly $249 total Feb 19 - Feb 20 Total with taxes and fees [](https://www.expedia.com/Beacon-Hotels-Luxe-Studio-4-On-Main-Street-Luxury-Steam-Shower.h69240003.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/105000000/104380000/104376700/104376650/w2999h1999x1y1-1f742be5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104380000/104376700/104376650/w2880h2158x0y2-fd5606c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104380000/104376700/104376650/67f65776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/105000000/104380000/104376700/104376650/w2987h1999x13y1-4b8518ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish & Pet-Friendly Apartment in Beacon [](https://www.expedia.com/Beacon-Hotels-Stylish-Pet-Friendly-Apartment.h104376650.Hotel-Information) Beacon 10/10 Exceptional (2 reviews) "Very clean and great place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charlene D. $233 nightly $264 total Feb 17 - Feb 18 Total with taxes and fees [](https://www.expedia.com/Beacon-Hotels-Stylish-Pet-Friendly-Apartment.h104376650.Hotel-Information) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/113000000/112540000/112536400/112536376/ed7acc7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/113000000/112540000/112536400/112536376/95f7bf7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112540000/112536400/112536376/f8867197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112540000/112536400/112536376/f38b6576.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way. [](https://www.expedia.com/Wurtsboro-Hotels-Charming-1-Bedroom-Apartment-In-Pleasant-Wurtsboro-With-AC.h112536376.Hotel-Information) Wurtsboro 9.0/10 Wonderful (2 reviews) "The host was very welcoming and very responsive. The apartment was very cute and super clean. I came up for a Halloween event put on by a friend the location was very convenient in the downtown area and I could walk to most of the places I needed to get to I very much enjoyed my stay here and would stay again if I’m in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheena C. $243 nightly $273 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Wurtsboro-Hotels-Charming-1-Bedroom-Apartment-In-Pleasant-Wurtsboro-With-AC.h112536376.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/74000000/73260000/73255300/73255284/d5243acf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73260000/73255300/73255284/0caac60d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/74000000/73260000/73255300/73255284/e0fcea44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/74000000/73260000/73255300/73255284/e13aeb0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen [](https://www.expedia.com/Beacon-Hotels-Luxe-Studio-3-On-Main-Street-Amazing-Steam-Shower-WasherDryer.h73255284.Hotel-Information) Beacon 9.8/10 Exceptional (44 reviews) "Adorable place to stay in an adorable town! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary L. $207 nightly $238 total Feb 17 - Feb 18 Total with taxes and fees [](https://www.expedia.com/Beacon-Hotels-Luxe-Studio-3-On-Main-Street-Amazing-Steam-Shower-WasherDryer.h73255284.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/78000000/77880000/77873000/77873000/c906d781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/78000000/77880000/77873000/77873000/14f7c5c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/78000000/77880000/77873000/77873000/5ff61fe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77880000/77873000/77873000/1d2f7c41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxe Loft on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator! [](https://www.expedia.com/Warwick-Hotels-Luxe-Loft-On-Main-StZeroG-King-Bed.h77873000.Hotel-Information) Warwick 10/10 Exceptional (42 reviews) "The host is the best. I have stayed multiple times and have never been disappointed. The location is convenient to shops and restaurants. Will be happy to come back anytime. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cynthia W. $215 nightly $243 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/Warwick-Hotels-Luxe-Loft-On-Main-StZeroG-King-Bed.h77873000.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378710/7e094e60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378710/5e21b666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378710/9548d1f2_edited_b721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378710/27f0070d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful First Flr, 2-Bedroom Apt w/ Free Parking [](https://www.expedia.com/Highland-Falls-Hotels-Beautiful-First-Flr.h114378710.Hotel-Information) Highland Falls 10/10 Exceptional (5 reviews) "Very nice property. We have a son at West Point and approximately an hour from New York City. Host was quick to respond to questions and provided excellent information. We will stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark V. $250 nightly $277 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Highland-Falls-Hotels-Beautiful-First-Flr.h114378710.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/105000000/104970000/104965400/104965399/feb0c593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104970000/104965400/104965399/217d0423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/105000000/104970000/104965400/104965399/d8180870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/105000000/104970000/104965400/104965399/3424405a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Hudson Valley Apt 202 - King/Queen/Twin [](https://www.expedia.com/Montgomery-Hotels-Modern-Hudson-Valley-Apt-202-KingQueenTwin.h104965399.Hotel-Information) Montgomery 9.8/10 Exceptional (16 reviews) "We had a great stay!! I booked for a “get ready” spot for my wedding and it was everything I could have dreamed of. Everything was perfect and very clean! Can’t wait to book again Very centrally located near some amazing small boutiques, a couple restaurants. The town seemed like a popular spot on the weekend! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiffani H. $237 nightly $270 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Montgomery-Hotels-Modern-Hudson-Valley-Apt-202-KingQueenTwin.h104965399.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/97000000/96110000/96102100/96102062/76e3be85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/97000000/96110000/96102100/96102062/a47d38a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/97000000/96110000/96102100/96102062/6692c665.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96110000/96102100/96102062/c3bd8868.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Treeview - Cozy 2 BR Apartment - Fast WiFi \~ 1 hr from NYC - 5 mins to downtown [](https://www.expedia.com/Port-Jervis-Hotels-Treeview-Cozy-2-BR-Apartment-Fast-WiFi-1-Hr-From-NYC-5-Mins-To-Downtown.h96102062.Hotel-Information) Port Jervis 10/10 Exceptional (6 reviews) "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!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jen C. $269 nightly $318 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Port-Jervis-Hotels-Treeview-Cozy-2-BR-Apartment-Fast-WiFi-1-Hr-From-NYC-5-Mins-To-Downtown.h96102062.Hotel-Information) ![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711155/e3793e31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711155/2cc70a56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711155/w1350h896x0y0-b3647d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/124000000/123720000/123711200/123711155/f0b88082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boutique King Suite at Orchard Lake Private Farm [](https://www.expedia.com/Monroe-Hotels-Bright-Studio-Retreat-W-Deck-Nature-Views.h123711155.Hotel-Information) Monroe $335 nightly $379 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Monroe-Hotels-Bright-Studio-Retreat-W-Deck-Nature-Views.h123711155.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/110000000/109620000/109615000/109614996/fce4c785.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/110000000/109620000/109615000/109614996/fbdb6aef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109620000/109615000/109614996/274e9c5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109620000/109615000/109614996/e8324361.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Studio with WiFi and AC in enjoyable Glen Spey [](https://www.expedia.com/Glen-Spey-Hotels-Cozy-Studio-With-WiFi-And-AC-In-Enjoyable-Glen-Spey.h109614996.Hotel-Information) Glen Spey $194 nightly $218 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Glen-Spey-Hotels-Cozy-Studio-With-WiFi-And-AC-In-Enjoyable-Glen-Spey.h109614996.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70580000/70576700/70576621/29709777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70580000/70576700/70576621/2954f439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70580000/70576700/70576621/9d8cc87c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/71000000/70580000/70576700/70576621/9cc8bfa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Verde B&B, Greenwood Lake NY, 1 [](https://www.expedia.com/Monroe-Hotels-House.h70576621.Hotel-Information) Monroe 10/10 Exceptional (31 reviews) "Great host. Home is very clean and well appointed. Would definitely stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas $234 nightly $265 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Monroe-Hotels-House.h70576621.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103740000/103740000/103739995/d13e833f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103740000/103740000/103739995/a618c009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103740000/103740000/103739995/a19d03aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103740000/103740000/103739995/ff78d392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wine House, Sitting atop of Warwick's brand new Wine Bar [](https://www.expedia.com/Warwick-Hotels-The-Wine-House.h103739995.Hotel-Information) Warwick 10/10 Exceptional (26 reviews) "Great place, close to everything in Warwick, would stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris K. $227 nightly $256 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Warwick-Hotels-The-Wine-House.h103739995.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119040000/119038600/119038577/48a0f9fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119040000/119038600/119038577/a002e26c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119040000/119038600/119038577/10b2e938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/120000000/119040000/119038600/119038577/156bf0eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Appalachian at Mountain Creek [](https://www.expedia.com/Vernon-Hotels-Your-Family-Adventure-Awaits-In-The-Appalachian-Hotel-At-Mountain-Creek-Resort.h119038577.Hotel-Information) Vernon Township $217 nightly $234 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Vernon-Hotels-Your-Family-Adventure-Awaits-In-The-Appalachian-Hotel-At-Mountain-Creek-Resort.h119038577.Hotel-Information) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717468/7b3193ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717468/120892ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717468/9fa76c16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717468/7fbb18e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Local Artist Inspired | Walk to WestPoint + King Bed [](https://www.expedia.com/Highland-Falls-Hotels-Local-Artist-Inspired-Walk-To-WestPoint-King-Bed.h94717468.Hotel-Information) Highland Falls 9.4/10 Exceptional (12 reviews) "Great place to stay if you have a West Point student - super close to all West Point related activities. The place itself needs some work but it’s functional." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jesse C. $438 nightly $445 total Mar 4 - Mar 5 Total with taxes and fees [](https://www.expedia.com/Highland-Falls-Hotels-Local-Artist-Inspired-Walk-To-WestPoint-King-Bed.h94717468.Hotel-Information) 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. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-01&endDate=2026-03-02®ionId=8864&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_8864) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+New+York%2C+United+States+of+America®ionId=8864&latLong=41.445927%2C-74.422935&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=CABIN) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+New+York%2C+United+States+of+America®ionId=8864&latLong=41.445927%2C-74.422935&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=VACATION_HOME) Cottages [](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+New+York%2C+United+States+of+America®ionId=8864&latLong=41.445927%2C-74.422935&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=COTTAGE) Villas [](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+New+York%2C+United+States+of+America®ionId=8864&latLong=41.445927%2C-74.422935&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=VILLA) Condos [](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+New+York%2C+United+States+of+America®ionId=8864&latLong=41.445927%2C-74.422935&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=CONDO) Apartments [](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+New+York%2C+United+States+of+America®ionId=8864&latLong=41.445927%2C-74.422935&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=APARTMENT) Chalets [](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+New+York%2C+United+States+of+America®ionId=8864&latLong=41.445927%2C-74.422935&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=CHALET) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+New+York%2C+United+States+of+America®ionId=8864&latLong=41.445927%2C-74.422935&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=APART_HOTEL) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Apartments.d8864-aaApartments.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Apartments.d8864-aaApartments.Travel-Guide-Accommodation) ## Top Middletown Hotel Reviews ![Sleep Inn & Suites Monroe - Woodbury](https://images.trvl-media.com/lodging/21000000/20600000/20597600/20597588/0db56af9_y.jpg) ### Sleep Inn & Suites Monroe - Woodbury 10/10 Excellent "The room was nice, clean, and comfortable. What made this a five star stay was the check in/out staff. The lovely human at the front desk was so helpful, so kind, and just an amazing help. I appreciated them so much!" [](https://expedia.com/Newburgh-Hotels-Sleep-Inn-Suites-Monroe-Woodbury.h20597588.Hotel-Information) ![Sleep Inn & Suites Middletown - Goshen](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/1b0779e7_y.jpg) ### Sleep Inn & Suites Middletown - Goshen 10/10 Excellent "Excellent" [](https://expedia.com/Newburgh-Hotels-Sleep-Inn-Suites-Middletown-Goshen.h16700177.Hotel-Information) ![Mountain Creek](https://images.trvl-media.com/lodging/3000000/2900000/2899900/2899900/f09dc021_y.jpg) ### Mountain Creek 10/10 Excellent "Perfect for a solo trip. Room was clean and cozy. They let me park all day in the garage, despite the 11am check out, which is a huge perk. Hot tub is nice, too." [](https://expedia.com/Vernon-Hotels-Mountain-Creek.h2899900.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Middletown-Goshen](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/77a42b8a_y.jpg) ### La Quinta Inn & Suites by Wyndham Middletown-Goshen 10/10 Excellent "Staff" [](https://expedia.com/Middletown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Middletown.h4098.Hotel-Information) ![Tru by Hilton Middletown](https://images.trvl-media.com/lodging/37000000/36250000/36247800/36247736/935c6486_y.jpg) ### Tru by Hilton Middletown 10/10 Excellent "Everything was great!! Breakfast was so good" [](https://expedia.com/Newburgh-Hotels-Tru-By-Hilton-Middletown.h36247736.Hotel-Information) ![Hampton Inn Harriman Woodbury](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9_y.jpg) ### Hampton Inn Harriman Woodbury 10/10 Excellent "Good" [](https://expedia.com/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![Hampton Inn by Hilton Middletown](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/8c9a3fbd_y.jpg) ### Hampton Inn by Hilton Middletown 10/10 Excellent "Room clean, staff friendly" [](https://expedia.com/Newburgh-Hotels-Hampton-Inn-By-Hilton-Middletown.h281932.Hotel-Information) ![Courtyard by Marriott Middletown Goshen](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/5eeeba71_y.jpg) ### Courtyard by Marriott Middletown Goshen 10/10 Excellent "The room was clean, the hotel was quiet, and the staff were courteous." [](https://expedia.com/Newburgh-Hotels-Courtyard-By-Marriott-Middletown-Goshen.h921424.Hotel-Information) ![The Kartrite Resort & Indoor Waterpark](https://images.trvl-media.com/lodging/32000000/31690000/31681700/31681637/90ceac4d_y.jpg) ### The Kartrite Resort & Indoor Waterpark 10/10 Excellent "I'm so glad I found this place. We had a great time, the slides are awesome!" [](https://expedia.com/Monticello-Hotels-The-Kartrite-Resort-Indoor-Waterpark.h31681637.Hotel-Information) ## Find out more about Middletown ## Middletown Apartments information | Number of reviews | 340 | | ----------------- | -------------- | | Accommodation | 147 Apartments | | Lowest Price | $162 | | Highest Price | $445 | ## Frequently asked questions ### What's it like to stay at an apartment in Middletown? ### Why would you choose an apartment over a traditional hotel room? ### What's a favorite apartment I should consider for a stay in Middletown? ### What can I expect from the weather during my trip to Middletown? ### What should I see in Middletown? ### What's the best way to get to and around Middletown? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [New York Hotels ](https://www.expedia.com/New-York-Hotels.d178293.Travel-Guide-Hotels) - [Hotels near Paramount Theatre ](https://www.expedia.com/Paramount-Theatre-Hotels.0-l553248621561106035-0.Travel-Guide-Filter-Hotels) - 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