Title: Middletown, CA Condos for Rent | Expedia.com [Middletown Travel Guide](https://expedia.com/Middletown.dx180934)[Hotels in Middletown](https://expedia.com/Middletown-Hotels.d180934.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.com/Middletown-Vacation-Rentals.d180934.Travel-Guide-VacationRentals)[Flights to Middletown](https://expedia.com/Cheap-Flights-To-Middletown.d180934.Travel-Guide-Flights)[Car Rentals in Middletown](https://expedia.com/Car-Rentals-In-Middletown.d180934.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.com/Middletown.d180934.Destination-Travel-Guides) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.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=180934&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=180934&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=180934&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=180934&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 condo rentals ![A heated pool](https://images.trvl-media.com/lodging/35000000/34280000/34274800/34274712/abbea1a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34280000/34274800/34274712/664dc749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34280000/34274800/34274712/61de8372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34280000/34274800/34274712/521f9417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6 [](https://www.expedia.com/Windsor-Hotels-Sip.h34274712.Hotel-Information) Windsor 9.2/10 Wonderful (44 reviews) "Check-in was a little difficult, but the condo itself was convenient and a great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SB L. $337 nightly $373 total Feb 10 - Feb 11 Total with taxes and fees [](https://www.expedia.com/Windsor-Hotels-Sip.h34274712.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=2026-02-23&endDate=2026-02-24®ionId=180934&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=Middletown%2C+California%2C+United+States+of+America®ionId=180934&latLong=38.752403%2C-122.614983&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=CABIN) Cottages [](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+California%2C+United+States+of+America®ionId=180934&latLong=38.752403%2C-122.614983&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=COTTAGE) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+California%2C+United+States+of+America®ionId=180934&latLong=38.752403%2C-122.614983&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=VACATION_HOME) Apartments [](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+California%2C+United+States+of+America®ionId=180934&latLong=38.752403%2C-122.614983&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=APARTMENT) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+California%2C+United+States+of+America®ionId=180934&latLong=38.752403%2C-122.614983&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=APART_HOTEL) Condos [](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+California%2C+United+States+of+America®ionId=180934&latLong=38.752403%2C-122.614983&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=CONDO) Villas [](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+California%2C+United+States+of+America®ionId=180934&latLong=38.752403%2C-122.614983&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&lodging=VILLA) Chalets [](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+California%2C+United+States+of+America®ionId=180934&latLong=38.752403%2C-122.614983&adults=2&startDate=2026-05-10&d1=2026-05-10&endDate=2026-05-13&d2=2026-05-13&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%2FMiddletown-Condos.d180934-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Condos.d180934-aaCondos.Travel-Guide-Accommodation) ## Top Middletown Hotel Reviews ![La Quinta Inn & Suites Santa Rosa Sonoma](https://images.trvl-media.com/lodging/52000000/51320000/51310500/51310420/ea57e76d_y.jpg) ### La Quinta Inn & Suites Santa Rosa Sonoma 10/10 Excellent "Very, very clean hotel and room, our room smelled great, everything was in tip top shape. We were very impressed with how clean the whole property was. Breakfast was included with enough options for everyone to be satisfied. I would absolutely stay here again." [](https://expedia.com/Santa-Rosa-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Santa-Rosa.h51310420.Hotel-Information) ![Calistoga Motor Lodge and Spa](https://images.trvl-media.com/lodging/1000000/100000/94200/94121/0c2722fb_y.jpg) ### Calistoga Motor Lodge and Spa 10/10 Excellent "It was a charming, well-curated property. They did a great job transforming a motel into a cute, modern version. It would be even better if the front-side rooms had pendant lighting or window shutters to add a bit more character. The room was clean and comfortable. If I had to mention one downside, it would be the water pressure, which could be improved." [](https://expedia.com/Calistoga-Hotels-Calistoga-Motor-Lodge-And-Spa.h94121.Hotel-Information) ![El Bonita Motel](https://images.trvl-media.com/lodging/10000000/9450000/9444400/9444378/f785b229_y.jpg) ### El Bonita Motel 10/10 Excellent "Everything was great! Clean refurbished since we were there last! " [](https://expedia.com/St-Helena-Hotels-El-Bonita-Motel.h9444378.Hotel-Information) ![UpValley Inn & Hot Springs Napa Valley, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/21200/21123/4454bcc5_y.jpg) ### UpValley Inn & Hot Springs Napa Valley, an Ascend Collection Hotel 10/10 Excellent "This is the eight time I stayed in this resort I love it" [](https://expedia.com/Calistoga-Hotels-UpValley-Inn-Hot-Springs.h21123.Hotel-Information) ![Hotel La Rose](https://images.trvl-media.com/lodging/8000000/7300000/7292500/7292445/65a52794_y.jpg) ### Hotel La Rose 10/10 Excellent "The building is a classically built and well maintained historical structure. Super location. Walking distance to the Smart train and many restaurants. Staff were always attentive and helpful. " [](https://expedia.com/Santa-Rosa-Hotels-Hotel-La-Rose.h7292445.Hotel-Information) ![Mount View Hotel & Spa](https://images.trvl-media.com/lodging/1000000/30000/27000/26963/a0d0b5bd_y.jpg) ### Mount View Hotel & Spa 10/10 Excellent "Loved the location, the pool and spa, the restaurant and rum room and our cottage. Would definitely stay again!" [](https://expedia.com/Calistoga-Hotels-Mount-View-Hotel-Spa.h26963.Hotel-Information) ![Hyatt Regency Sonoma Wine Country](https://images.trvl-media.com/lodging/1000000/890000/881800/881709/1114123a_y.jpg) ### Hyatt Regency Sonoma Wine Country 10/10 Excellent "The room was spotless, but the staff were terrific! Particularly Hajar at the front desk." [](https://expedia.com/Santa-Rosa-Hotels-Hyatt-Regency-Sonoma-Wine-Country.h881709.Hotel-Information) ![Harvest Inn](https://images.trvl-media.com/lodging/1000000/530000/527100/527073/1943198c_y.jpg) ### Harvest Inn 10/10 Excellent "We come here once a year for our Anniversary. They always make it so special for us!!! Thank you again!" [](https://expedia.com/St-Helena-Hotels-Harvest-Inn.h527073.Hotel-Information) ![Hotel E](https://images.trvl-media.com/lodging/33000000/32790000/32786000/32785942/b9103eda_y.jpg) ### Hotel E 10/10 Excellent "This hotel couldn’t be in a more perfect location. It is literally in the city center square next to restaurants, etc. The room was lovely and clean, and the staff is exceptionally friendly. I highly recommend this hotel. " [](https://expedia.com/Santa-Rosa-Hotels-Hotel-E.h32785942.Hotel-Information) ## Find out more about Middletown ## Middletown Condo Rentals information | Number of reviews | 44 | | ----------------- | ---------------- | | Accommodation | 23 Condo Rentals | | Lowest Price | $373 | | Highest Price | $373 | ## Frequently asked questions ### Why book your condo in Middletown with Expedia? ### How can I find cheap condos in Middletown? ### What is there to do in Middletown near my condo? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Beaver Creek Vineyards ](https://www.expedia.com/Beaver-Creek-Vineyards-Hotels.0-l6335693-0.Travel-Guide-Filter-Hotels) - [Hotels near Twin Pine Casino ](https://www.expedia.com/Twin-Pine-Casino-Hotels.0-l553248621532640814-0.Travel-Guide-Filter-Hotels) - [RV Parks in Harbin Springs ](https://www.expedia.com/Harbin-Springs-RV-Parks.d553248635975849502-aaRVParks.Travel-Guide-Accommodation) - [Cabin Rentals in Hidden Valley Lake ](https://www.expedia.com/Hidden-Valley-Lake-Cabins.d553248635592781690-aaCabins.Travel-Guide-Accommodation) - 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