Title: Middletown Cottages | 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) ![](https://mediaim.expedia.com/destination/2/7d3c785c1b89812c0f51c3c641644805.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Shannon Willitts # Search Middletown Cottage Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=180934&startDate=2025-10-10&endDate=2025-10-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=180934&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=180934&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=180934&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Middletown Cottages ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/894000/893929/0502f709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/894000/893929/e54df04c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/894000/893929/2395c0f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds](https://images.trvl-media.com/lodging/1000000/900000/894000/893929/e11ce903.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Backyard Garden Oasis Middletown 9.6/10 Exceptional (51) "Cute garden area, quiet, nice all inclusive spot" CA $271 CA $302 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Middletown-Hotels-Backyard-Garden-Oasis.h893929.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114820000/114812100/114812066/1fe729c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114820000/114812100/114812066/29ec2a3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/115000000/114820000/114812100/114812066/5c38caea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114820000/114812100/114812066/73fe485f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Garden house with gas fireplace Middletown 10/10 Exceptional (1) "We were not originally planning on staying in Middletown but were pleasantly surprised on arrival. The Garden House is very comfortable and convenient to many things in town. Linda, our host had special little touches that made the stay relaxing. Number one the shower is amazing! I looked forward to it every evening the pressure and hot water is perfect and the quality shampoos and soaps provides smelled wonderful! The kitchen is well stocked if you are cooking during your stay. And there is... CA $137 CA $321 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Middletown-Hotels-Garden-House-With-Gas-Fireplace.h114812066.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/47000000/46130000/46127400/46127351/257f9f56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/47000000/46130000/46127400/46127351/c82fb606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/47000000/46130000/46127400/46127351/3b3d99cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/47000000/46130000/46127400/46127351/59e70f5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wine Country Cottage in downtown Santa Rosa, CA Santa Rosa 9.8/10 Exceptional (58) "brilliant place to stay in central Santa Rosa downtown. Awesome access to downtown. Everything within walking distance. Thanks for a great stay" CA $251 CA $553 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Santa-Rosa-Hotels-Wine-Country-Cottage-In-Downtown-Santa-Rosa.h46127351.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594434/0067f8a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594434/ac8776af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594434/1a8c6e68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594434/1eed8dc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape to Wine Country in your independant Cottage in Downtown Calistoga Calistoga 10/10 Exceptional (2) "Loved everything Ellen was very accommodating ,pleasant and polite As well as professional The furnishings were very up scale and same style as my home One suggestion The tv should be more accessible so it does not block AC when pulled out from the wall I’m not being critical because I love this place. I will stay there every time I would ever be close to Calistoga. AND I adore Ellen personally and professionally!!👍❤️" CA $417 CA $573 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Calistoga-Hotels-Escape-To-Wine-Country-In-Your-Independant-Cottage-In-Downtown-Calistoga.h74594434.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594416/709eea82.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/75000000/74600000/74594500/74594416/16fb4ed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594416/99732cc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594416/ec1ff136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape to Wine County in your independant Cottage in Downtown Calistoga Calistoga 9.6/10 Exceptional (26) "Great cottage near downtown. " CA $417 CA $570 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Calistoga-Hotels-Escape-To-Wine-County-In-Your-Independant-Cottage-In-Downtown-Calistoga.h74594416.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19120000/19118300/19118244/6e452ac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19120000/19118300/19118244/5372865e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19120000/19118300/19118244/02add2b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/20000000/19120000/19118300/19118244/ca02fcd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard Forestville 10/10 Exceptional (11) "Ideal for a relaxing time in wine country! The winery on property is fantastic and highly recommend it!" CA $324 CA $751 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Healdsburg-Hotels-Healdsburg-Quintessential-Wine-Country-Cottage.h19118244.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/85000000/84060000/84054900/84054849/41eedc9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84060000/84054900/84054849/9060f76f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/85000000/84060000/84054900/84054849/71c85b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/85000000/84060000/84054900/84054849/9ff99797.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Windmill Cottage - Peaceful & Quiet on 5 acres Hidden Valley Lake 10/10 Exceptional (12) "Joshua was the best host! " CA $373 CA $656 total includes taxes & fees Oct 4 - Oct 5 [](https://www.expedia.ca/Hidden-Valley-Lake-Hotels-Windmill-Cottage-Peaceful-Quiet-On-5-Acres.h84054849.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594425/ac3c6e8d.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/75000000/74600000/74594500/74594425/4b321f00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594425/d77c5b75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594425/455ebd60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape to wine country in your independent cottage in downtown Calistoga Calistoga 10/10 Exceptional (3) "We made the Calistoga CA area our base for our recent trip and the Cottage Grove Inn served as a great place to stay." CA $486 CA $667 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Calistoga-Hotels-Escape-To-Wine-Country-In-Your-Independent-Cottage-In-Downtown-Calistoga.h74594425.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33490000/33484200/33484104/38ed8d67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33490000/33484200/33484104/625cc6f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33490000/33484200/33484104/c0b8300d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/34000000/33490000/33484200/33484104/7fee2283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort and Style in Our Queen Cottage Calistoga 9.8/10 Exceptional (49) "Great place to stay. Clean and well appointed and in a great location for access to sites, vineyards, and restaurants " CA $264 CA $357 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Calistoga-Hotels-Comfort-And-Style-In-Our-Queen-Cottage.h33484104.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70120000/70113900/70113858/bb7bf9bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/71000000/70120000/70113900/70113858/w796h532x4y3-c9b1340e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/71000000/70120000/70113900/70113858/da03731c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70120000/70113900/70113858/23a412d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming King Cottage Calistoga 9.8/10 Exceptional (11) "Cozy and great price!" CA $292 CA $400 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Calistoga-Hotels-Charming-King-Cottage.h70113858.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/20000000/19430000/19428600/19428503/7b3b034a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19430000/19428600/19428503/69b694e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19430000/19428600/19428503/34f2d175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/20000000/19430000/19428600/19428503/17a5798d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vineyard Cottage • Hot Tub • Bottle of Wine & Wine Tasting Included Kenwood 9.0/10 Wonderful (2) "Such a cute place! The turn into the property is a bit hidden right before the bridge but once you find it the house is so secluded with plenty of space. The kitchen was fully stocked and had everything you could think of. Did a wine tasting with their tasting room and everyone was so welcoming and sweet. Thank you! " CA $557 CA $704 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Kenwood-Hotels-Vineyard-Cottage-Hot-Tub-Bottle-Of-Wine-Wine-Tasting-Included.h19428503.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=2025-10-17&endDate=2025-10-18®ionId=180934&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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-Cottages.d180934-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Cottages.d180934-aaCottages.Travel-Guide-Accommodation) ## Top Middletown Hotel Reviews ![Hotel La Rose](//images.trvl-media.com/lodging/8000000/7300000/7292500/7292445/65a52794_y.jpg) ### Hotel La Rose 10/10 Excellent "Quiet and historic hotel. Good location " [](https://expedia.ca/Santa-Rosa-Hotels-Hotel-La-Rose.h7292445.Hotel-Information) ![Holiday Inn Windsor Wine Country by IHG](//images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/48ef5836_y.jpg) ### Holiday Inn Windsor Wine Country by IHG 10/10 Excellent "A" [](https://expedia.ca/Windsor-Hotels-Holiday-Inn-Windsor-Wine-Country.h13235845.Hotel-Information) ![The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/920000/919800/919721/6551e7d3_y.jpg) ### The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel 10/10 Excellent "Comfy bed, very clean " [](https://expedia.ca/Santa-Rosa-Hotels-The-Sandman.h919721.Hotel-Information) ![Hampton Inn & Suites Santa Rosa Sonoma Wine Country](//images.trvl-media.com/lodging/84000000/83130000/83127100/83127055/ebb56a30_y.jpg) ### Hampton Inn & Suites Santa Rosa Sonoma Wine Country 10/10 Excellent "The whole experience was great from check in, to the room, dining, and complimentary breakfast and convenience of parking. Absolutely loved it!" [](https://expedia.ca/Santa-Rosa-Hotels-Hampton-Inn-Suites-Santa-Rosa-Sonoma-Wine-Country.h83127055.Hotel-Information) ![Hotel E](//images.trvl-media.com/lodging/33000000/32790000/32786000/32785942/b9103eda_y.jpg) ### Hotel E 10/10 Excellent "The staff was amazing. They were very friendly and attentive. I highly recommend this hotel " [](https://expedia.ca/Santa-Rosa-Hotels-Hotel-E.h32785942.Hotel-Information) ![La Quinta Inn & Suites Santa Rosa Sonoma](//images.trvl-media.com/lodging/52000000/51320000/51310500/51310420/ea57e76d_y.jpg) ### La Quinta Inn & Suites Santa Rosa Sonoma 10/10 Excellent "The property is clean and new. The location was perfect for what I was doing. Staff was friendly " [](https://expedia.ca/Santa-Rosa-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Santa-Rosa.h51310420.Hotel-Information) ![Rancho Caymus Inn](//images.trvl-media.com/lodging/20000000/19110000/19106800/19106756/55db9461_y.jpg) ### Rancho Caymus Inn 10/10 Excellent "." [](https://expedia.ca/St-Helena-Hotels-Rancho-Caymus-Inn.h19106756.Hotel-Information) ![Best Western Garden Inn](//images.trvl-media.com/lodging/1000000/10000/6000/5969/089c3b1c_y.jpg) ### Best Western Garden Inn 10/10 Excellent "Friendly staff at check in, cute little outdoor area between the pool and hot tub. Easy parking. " [](https://expedia.ca/Santa-Rosa-Hotels-Best-Western-Garden-Inn.h5969.Hotel-Information) ![Holiday Inn Express® Windsor Sonoma Wine Country by IHG](//images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/6e9c3a9c_y.jpg) ### Holiday Inn Express® Windsor Sonoma Wine Country by IHG 10/10 Excellent "We have stayed here several times in the past couple of years. It is always clean, comfortable and quiet! It has become our go-to place when visiting Wine Country" [](https://expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information) ## Find out more about Middletown ## Middletown Cottages information | Number of reviews | | | --- | --- | | Accommodation | Cottages | | Lowest Price | | | Highest Price | | ## 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) - [Condo Rentals in Angel Island](https://www.expedia.ca/Angel-Island-Condos.d502570-aaCondos.Travel-Guide-Accommodation) - 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