Title: Middlesex, NY Condos for Rent | Expedia.com [Middlesex Travel Guide](https://expedia.com/Middlesex.dx553248635935228195)[Hotels in Middlesex](https://expedia.com/Middlesex-Hotels.d553248635935228195.Travel-Guide-Hotels)[Vacation Rentals in Middlesex](https://expedia.com/Middlesex-Vacation-Rentals.d553248635935228195.Travel-Guide-VacationRentals)[Flights to Middlesex](https://expedia.com/Cheap-Flights-To-Middlesex.d553248635935228195.Travel-Guide-Flights)[Car Rentals in Middlesex](https://expedia.com/Car-Rentals-In-Middlesex.d553248635935228195.Car-Rental-Guide)[Middlesex Vacation Packages](https://expedia.com/Middlesex.d553248635935228195.Destination-Travel-Guides) ![Cascade at Clark's Gully #Localsecrets #Mybackyard](https://images.trvl-media.com/place/553248635935228195/ac70f7cc-08c7-42a3-92ce-851b61158d87.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Matthew Jay ![](https://images.trvl-media.com/place/553248635935228195/ac70f7cc-08c7-42a3-92ce-851b61158d87.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 [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=553248635935228195&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=553248635935228195&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=553248635935228195&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=553248635935228195&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middlesex condo rentals ![Smart TV, fireplace](https://images.trvl-media.com/lodging/116000000/115260000/115256900/115256837/3ecf9611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/116000000/115260000/115256900/115256837/2c9e8af7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115260000/115256900/115256837/6dcb8027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/116000000/115260000/115256900/115256837/40050600.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Hammondsport [](https://www.expedia.com/Hammondsport-Hotels-Charming-1BR-Getaway-Steps-From-Keuka-Lake.h115256837.Hotel-Information) 10/10 Exceptional (8 reviews) "Very clean, quiet and convenient. Host was very nice and easy to work with as was the check-in, check-out process." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Todd B. $230 nightly $257 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Hammondsport-Hotels-Charming-1BR-Getaway-Steps-From-Keuka-Lake.h115256837.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/118000000/117050000/117043600/117043525/56fdf334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117050000/117043600/117043525/83297c63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/118000000/117050000/117043600/117043525/f389a035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/118000000/117050000/117043600/117043525/32598cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Hammondsport [](https://www.expedia.com/Hammondsport-Hotels-Juniors-Suite-At-JS-Hubbs-Guest-House.h117043525.Hotel-Information) $295 nightly $330 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Hammondsport-Hotels-Juniors-Suite-At-JS-Hubbs-Guest-House.h117043525.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/118000000/117050000/117043600/117043523/539afffb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/118000000/117050000/117043600/117043523/dba608b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/118000000/117050000/117043600/117043523/7d10c768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/118000000/117050000/117043600/117043523/625b960f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Hammondsport [](https://www.expedia.com/Hammondsport-Hotels-The-Nautilus-At-JS-Hubbs-Guest-House.h117043523.Hotel-Information) 10/10 Exceptional (4 reviews) "Walter was fantastic! We had a wonderful stay and will be back!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katherine F. $326 nightly $365 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Hammondsport-Hotels-The-Nautilus-At-JS-Hubbs-Guest-House.h117043523.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=2026-03-31&endDate=2026-04-01®ionId=553248635935228195&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Middlesex%2C+New+York%2C+United+States+of+America®ionId=553248635935228195&latLong=42.70536%2C-77.275963&adults=2&startDate=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&lodging=CABIN) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Middlesex%2C+New+York%2C+United+States+of+America®ionId=553248635935228195&latLong=42.70536%2C-77.275963&adults=2&startDate=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&lodging=VACATION_HOME) Cottages [](https://www.expedia.com/Hotel-Search?destination=Middlesex%2C+New+York%2C+United+States+of+America®ionId=553248635935228195&latLong=42.70536%2C-77.275963&adults=2&startDate=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&lodging=COTTAGE) Condos [](https://www.expedia.com/Hotel-Search?destination=Middlesex%2C+New+York%2C+United+States+of+America®ionId=553248635935228195&latLong=42.70536%2C-77.275963&adults=2&startDate=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&lodging=CONDO) Apartments [](https://www.expedia.com/Hotel-Search?destination=Middlesex%2C+New+York%2C+United+States+of+America®ionId=553248635935228195&latLong=42.70536%2C-77.275963&adults=2&startDate=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&lodging=APARTMENT) Villas [](https://www.expedia.com/Hotel-Search?destination=Middlesex%2C+New+York%2C+United+States+of+America®ionId=553248635935228195&latLong=42.70536%2C-77.275963&adults=2&startDate=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&lodging=VILLA) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Middlesex%2C+New+York%2C+United+States+of+America®ionId=553248635935228195&latLong=42.70536%2C-77.275963&adults=2&startDate=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&lodging=HOUSE_BOAT) Chalets [](https://www.expedia.com/Hotel-Search?destination=Middlesex%2C+New+York%2C+United+States+of+America®ionId=553248635935228195&latLong=42.70536%2C-77.275963&adults=2&startDate=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&lodging=CHALET) ![](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%2FMiddlesex-Condos.d553248635935228195-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddlesex-Condos.d553248635935228195-aaCondos.Travel-Guide-Accommodation) ## Top Middlesex Hotel Reviews ![Hampton Inn Penn Yan](https://images.trvl-media.com/lodging/16000000/15440000/15438800/15438769/63228067_y.jpg) ### Hampton Inn Penn Yan 8/10 Good "Didnt use it " [](https://expedia.com/Penn-Yan-Hotels-Hampton-Inn-By-Hilton-Penn-Yan.h15438769.Hotel-Information) ![Microtel Inn & Suites by Wyndham Farmington](https://images.trvl-media.com/lodging/67000000/66180000/66179300/66179293/8f26cf22_y.jpg) ### Microtel Inn & Suites by Wyndham Farmington 10/10 Excellent "Clean room. Staff at the check in desk accommodating. Coffee tasted good. Close to areas of interest." [](https://expedia.com/Farmington-Hotels-Microtel-Inn-Suites-By-Wyndham-Farmington.h66179293.Hotel-Information) ![Microtel by Wyndham Penn Yan Finger Lakes Region](https://images.trvl-media.com/lodging/12000000/11030000/11022300/11022292/fd69a1a4_y.jpg) ### Microtel by Wyndham Penn Yan Finger Lakes Region 6/10 Okay "The pool did not open either day @ 7am. Needed to get a front desk person to open the door. Key card kept going red to green not opening. Pool area was cold which made it uncomfortable to use the pool. Sunday the pool did not open until after 9am due to ph levels. Toilet in room ran all night, needed to use the shut off valve to stop it from running. " [](https://expedia.com/Penn-Yan-Hotels-Microtel-By-Wyndham-Penn-Yan-Finger-Lakes-Region.h11022292.Hotel-Information) ![Hampton Inn Geneva](https://images.trvl-media.com/lodging/2000000/1280000/1273500/1273404/51ac1145_y.jpg) ### Hampton Inn Geneva 8/10 Good "Enjoyed the use of the hot tub and pool. Acceptable breakfast. Clean room." [](https://expedia.com/Geneva-Hotels-Hampton-Inn-Geneva.h1273404.Hotel-Information) ![Comfort Inn & Suites Farmington - Victor](https://images.trvl-media.com/lodging/3000000/2010000/2007700/2007687/4767e1be_y.jpg) ### Comfort Inn & Suites Farmington - Victor 10/10 Excellent "everything spectacular " [](https://expedia.com/Farmington-Hotels-Comfort-Inn-Suites-Farmington-Victor.h2007687.Hotel-Information) ![Best Western Plus Vineyard Inn & Suites](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273358/w3837h2556x3y4-76fa1de4_y.jpg) ### Best Western Plus Vineyard Inn & Suites 8/10 Good "We had a king room with a sofa and was very nice, so much room! Very clean as was the bathroom. Breakfast was good, crowded though around 9 am. Would stay again." [](https://expedia.com/Penn-Yan-Hotels-Best-Western-Plus-Vineyard-Inn-Suites.h1273358.Hotel-Information) ![41 Lakefront Hotel, Trademark Collection By Wyndham](https://images.trvl-media.com/lodging/1000000/70000/60800/60711/c46b1bc3_y.jpg) ### 41 Lakefront Hotel, Trademark Collection By Wyndham 10/10 Excellent "Room had a few things, leaky tub handles, broken head board and the fridge smelt like booty. Pool was closed and elevator was slow slow slow. Could hear my neighbors toilet all weekend as well. But the view and amazing staff made up for it all :)" [](https://expedia.com/Geneva-Hotels-Ramada-Plaza-By-Wyndham-Geneva-Lakefront-Resort.h60711.Hotel-Information) ![Holiday Inn Express Canandaigua - Finger Lakes by IHG](https://images.trvl-media.com/lodging/6000000/5450000/5440700/5440685/bca6c165_y.jpg) ### Holiday Inn Express Canandaigua - Finger Lakes by IHG 10/10 Excellent "Yes" [](https://expedia.com/Canandaigua-Hotels-Holiday-Inn-Express-Canandaigua-Finger-Lakes.h5440685.Hotel-Information) ![Holiday Inn Express & Suites Geneva Finger Lakes by IHG](https://images.trvl-media.com/lodging/8000000/7860000/7857700/7857635/81bfef4d_y.jpg) ### Holiday Inn Express & Suites Geneva Finger Lakes by IHG 10/10 Excellent "We attempted to use the pool but there were several unattended children being unruly." [](https://expedia.com/Geneva-Hotels-Holiday-Inn-Express-Suites-Geneva-Finger-Lakes.h7857635.Hotel-Information) ## Find out more about Middlesex ## Middlesex Condo Rentals information | Number of reviews | 12 | | ----------------- | ---------------- | | Accommodation | 41 Condo Rentals | | Lowest Price | $257 | | Highest Price | $365 | ## Frequently asked questions ### Why book your condo in Middlesex with Expedia? ### How can I find cheap condos in Middlesex? ### What is there to do in Middlesex near my condo? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hotels near Majestic Hills Golf Course ](https://www.expedia.com/Majestic-Hills-Golf-Course-Hotels.0-l553248621532664954-0.Travel-Guide-Filter-Hotels) - [Hotels near Clarks Gully ](https://www.expedia.com/Clarks-Gully-Hotels.0-l553248621561241993-0.Travel-Guide-Filter-Hotels) - [Motels in Grange Landing ](https://www.expedia.com/Grange-Landing-Motels.d3000008402-aaMotels.Travel-Guide-Accommodation) - 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