Title: Middletown Villas from CA $1,800 | Expedia.ca [Hotels in Middletown](https://expedia.ca/Middletown-Hotels.d180934.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.ca/Middletown-Vacation-Rentals.d180934.Travel-Guide-VacationRentals)[Middletown Car Rentals](https://expedia.ca/Car-Rentals-In-Middletown.d180934.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.ca/Middletown.d180934.Destination-Travel-Guides) ![Awesome place just to relax. ](https://images.trvl-media.com/place/180934/0cf53fed-8c67-4d1d-be6d-adcfe858199c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Matthew Walls # Search Middletown Villa Rentals from CA $1,800 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=180934&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=180934&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=180934&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=180934&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middletown villas ![Villa, 6 Bedrooms | Exterior](https://images.trvl-media.com/lodging/123000000/122900000/122893300/122893213/2a44a328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 6 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/123000000/122900000/122893300/122893213/1ff5361e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 6 Bedrooms | Living area](https://images.trvl-media.com/lodging/123000000/122900000/122893300/122893213/117d2db4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 6 Bedrooms | Exterior](https://images.trvl-media.com/lodging/123000000/122900000/122893300/122893213/b2627fef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adventure Alexander Valley Lodge With Pool & Hot Tub 6 Bedroom Villa [](https://www.expedia.ca/Geyserville-Hotels-Adventure-Alexander-Valley-Lodge-With-Pool-Hot-Tub-6-Bedroom-Villa.h122893213.Hotel-Information) Geyserville CA $822 CA $1,824 total includes taxes & fees Jan 21 - Jan 22, 2026 [](https://www.expedia.ca/Geyserville-Hotels-Adventure-Alexander-Valley-Lodge-With-Pool-Hot-Tub-6-Bedroom-Villa.h122893213.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89360000/89357700/89357661/f79d0b83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89360000/89357700/89357661/34c4df0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/90000000/89360000/89357700/89357661/953b0f67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books, offices](https://images.trvl-media.com/lodging/90000000/89360000/89357700/89357661/w1200h792x0y8-a81305b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Year-Round Heated Pool | Hot Tub | Fire Pit | Huge Lawn | Vineyard Views [](https://www.expedia.ca/Kenwood-Hotels-Year-Round-Heated-Pool-Hot-Tub-Fire-Pit-Lawn.h89357661.Hotel-Information) Kenwood 10/10 Exceptional (42) "The house is in a great neighborhood. The back yard and pool is great for relaxing and enjoying the amenities. We travel a lot, and I would stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brendan N. CA $1,139 CA $2,245 total includes taxes & fees Jan 19 - Jan 20, 2026 [](https://www.expedia.ca/Kenwood-Hotels-Year-Round-Heated-Pool-Hot-Tub-Fire-Pit-Lawn.h89357661.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/79000000/78580000/78576000/78575970/692f56d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/79000000/78580000/78576000/78575970/w1280h832x0y0-1e867d1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78580000/78576000/78575970/a581cc46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78580000/78576000/78575970/6027a246.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Napa Estate With Pool/Hot-tub/Concierge [](https://www.expedia.ca/Calistoga-Hotels-Luxury-Napa-Estate-With-PoolHot-TubConcierge.h78575970.Hotel-Information) Calistoga 10/10 Exceptional (50) "Perfect location for a wine weekend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John W. CA $1,812 CA $2,999 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Calistoga-Hotels-Luxury-Napa-Estate-With-PoolHot-TubConcierge.h78575970.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122900000/122896200/122896150/a7f1c424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122900000/122896200/122896150/65e53e61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/123000000/122900000/122896200/122896150/0410ff43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122900000/122896200/122896150/034c4d71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW! Adventure Alexander Valley Lodge with Pool & Hot tub [](https://www.expedia.ca/Geyserville-Hotels-NEW-Adventure-Alexander-Valley-Lodge-With-Pool-Hot-Tub.h122896150.Hotel-Information) Geyserville CA $800 CA $1,800 total includes taxes & fees Jan 21 - Jan 22, 2026 [](https://www.expedia.ca/Geyserville-Hotels-NEW-Adventure-Alexander-Valley-Lodge-With-Pool-Hot-Tub.h122896150.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.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06®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.ca/Hotel-Search?destination=Middletown%2C+California%2C+United+States+of+America®ionId=180934&latLong=38.752403%2C-122.614983&adults=2&startDate=2026-03-22&d1=2026-03-22&endDate=2026-03-25&d2=2026-03-25&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+California%2C+United+States+of+America®ionId=180934&latLong=38.752403%2C-122.614983&adults=2&startDate=2026-03-22&d1=2026-03-22&endDate=2026-03-25&d2=2026-03-25&lodging=COTTAGE) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+California%2C+United+States+of+America®ionId=180934&latLong=38.752403%2C-122.614983&adults=2&startDate=2026-03-22&d1=2026-03-22&endDate=2026-03-25&d2=2026-03-25&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+California%2C+United+States+of+America®ionId=180934&latLong=38.752403%2C-122.614983&adults=2&startDate=2026-03-22&d1=2026-03-22&endDate=2026-03-25&d2=2026-03-25&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+California%2C+United+States+of+America®ionId=180934&latLong=38.752403%2C-122.614983&adults=2&startDate=2026-03-22&d1=2026-03-22&endDate=2026-03-25&d2=2026-03-25&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+California%2C+United+States+of+America®ionId=180934&latLong=38.752403%2C-122.614983&adults=2&startDate=2026-03-22&d1=2026-03-22&endDate=2026-03-25&d2=2026-03-25&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+California%2C+United+States+of+America®ionId=180934&latLong=38.752403%2C-122.614983&adults=2&startDate=2026-03-22&d1=2026-03-22&endDate=2026-03-25&d2=2026-03-25&lodging=VILLA) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+California%2C+United+States+of+America®ionId=180934&latLong=38.752403%2C-122.614983&adults=2&startDate=2026-03-22&d1=2026-03-22&endDate=2026-03-25&d2=2026-03-25&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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Villas.d180934-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Villas.d180934-aaVillas.Travel-Guide-Accommodation) ## Top Middletown Hotel Reviews ![Holiday Inn Express® Windsor Sonoma Wine Country by IHG](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/6e9c3a9c_y.jpg) ### Holiday Inn Express® Windsor Sonoma Wine Country by IHG 10/10 Excellent "Clean, helpful staff " [](https://expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information) ![Rancho Caymus Inn](https://images.trvl-media.com/lodging/20000000/19110000/19106800/19106756/55db9461_y.jpg) ### Rancho Caymus Inn 10/10 Excellent "The front desk person, I believe Pam or Deb was the friendliest. " [](https://expedia.ca/St-Helena-Hotels-Rancho-Caymus-Inn.h19106756.Hotel-Information) ![Golden Haven Hot Springs](https://images.trvl-media.com/lodging/10000000/9860000/9857000/9856954/cde0eb66_y.jpg) ### Golden Haven Hot Springs 10/10 Excellent "We had a wonderful, relaxed time at Golden Haven." [](https://expedia.ca/Calistoga-Hotels-Golden-Haven-Hot-Springs.h9856954.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 "Clean, quiet, tasteful, safe, accommodating, reasonable especially with the Expedia." [](https://expedia.ca/Santa-Rosa-Hotels-Hyatt-Regency-Sonoma-Wine-Country.h881709.Hotel-Information) ![Dr. Wilkinson's Backyard Resort and Mineral Springs, a Member of Design Hotels](https://images.trvl-media.com/lodging/17000000/16330000/16326000/16325914/a16d255a_y.jpg) ### Dr. Wilkinson's Backyard Resort and Mineral Springs, a Member of Design Hotels 10/10 Excellent "Loved the pools, the food and drinks. It has improved in so many ways over the past few years! Vicky ( hostess, bartender, server) was amazing, friendly, fun, and always smiling!!! " [](https://expedia.ca/Calistoga-Hotels-Dr-Wilkinsons-Backyard-Resort-Mineral-Springs.h16325914.Hotel-Information) ![Harvest Inn](https://images.trvl-media.com/lodging/1000000/530000/527100/527073/1943198c_y.jpg) ### Harvest Inn 10/10 Excellent "Customer service was one of the best experiences my wife and I had. Staff were very friendly, they even included a complimentary upgrade with our room and brought champagne to our room for my wife’s birthday. Definitely coming back as our go to spot every time we visit Napa. Strongly recommended!" [](https://expedia.ca/St-Helena-Hotels-Harvest-Inn.h527073.Hotel-Information) ![Art House Hotel and Suites](https://images.trvl-media.com/lodging/67000000/66160000/66153800/66153742/4c9b91b9_y.jpg) ### Art House Hotel and Suites 10/10 Excellent "It is a great location. Great staff. Quiet. And the accommodation's were better than expected." [](https://expedia.ca/Santa-Rosa-Hotels-Art-House-Hotel.h66153742.Hotel-Information) ![Appellation Healdsburg](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/4fc40d21_y.jpg) ### Appellation Healdsburg 10/10 Excellent "Great food of course with chef Palmer and facilities impressive " [](https://expedia.ca/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information) ![El Bonita Motel](https://images.trvl-media.com/lodging/10000000/9450000/9444400/9444378/f785b229_y.jpg) ### El Bonita Motel 10/10 Excellent "We loved it! There are numerous places to stay but when we went we picked it for location and price when we go back in 2 months we will be picking it for cleanliness, friendliness, convenience and for being pet friendly it was the most accommodating clean outside area I’ve seen in a long time! Yes it’s definitely a come back Place to stay. Right in town near restaurants and all the shopping and wineries this small town has to offer but situated in just the right area so not to disturb with traffic noises or foot traffic. We loved it and couldn’t state it enough to the office staff while there. " [](https://expedia.ca/St-Helena-Hotels-El-Bonita-Motel.h9444378.Hotel-Information) ## Find out more about Middletown ## Middletown Villas information | Number of reviews | 90 | | ----------------- | --------- | | Accommodation | 43 Villas | | Lowest Price | CA $1,800 | | Highest Price | CA $2,999 | ## Frequently asked questions ### Why book your villa in Middletown with Expedia? ### How can I find cheap villas in Middletown? ### What is there to do near my villa in Middletown? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [5 Star Hotels in Calistoga ](https://www.expedia.ca/5Star-Calistoga-Hotels.s50-0-d6668.Travel-Guide-Filter-Hotels) - [Aetna Springs Hotels ](https://www.expedia.ca/Aetna-Springs-Hotels.d553248635975873533.Travel-Guide-Hotels) - [Resorts in Aetna Springs ](https://www.expedia.ca/Aetna-Springs-Resort-Hotels.d553248635975873533-aaResortHotels.Travel-Guide-Accommodation) - [Apartments in Angel Island ](https://www.expedia.ca/Angel-Island-Apartments.d502570-aaApartments.Travel-Guide-Accommodation) - 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