Title: Middletown Guest Houses from CA $190 | 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 Guest Houses in Middletown from CA $190 - ![](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 Next weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=180934&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=180934&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=180934&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=180934&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Middletown Guest Houses ![Property grounds](https://images.trvl-media.com/lodging/115000000/114820000/114812100/114812070/9afc8631.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/115000000/114820000/114812100/114812070/4fdaa470.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/115000000/114820000/114812100/114812070/dc655bbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114820000/114812100/114812070/3d6d470f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Love Shack private retreat Middletown 9.0/10 Wonderful (2) "Natural light, high ceilings, ac, good WiFi and tv, great location, thoughtful host. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gretchen F. CA $118 CA $290 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Middletown-Hotels-Love-Shack-Private-Retreat.h114812070.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118100000/118094300/118094247/1782dfa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118100000/118094300/118094247/543677eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118100000/118094300/118094247/f7908aea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118100000/118094300/118094247/d0af1799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Well House with outdoor seating and loft! Middletown "I didn't see it explicitly stated that the bedroom and kitchen-bathroom areas are separated by a shaded porch. It may not be a big deal to some, but we stayed during 100F weather, so having to step out of the air-conditioned space was not ideal. Additionally, the kitchen-bathroom area is not air-conditioned, so it was like an oven in there while trying to cook meals. Finally, the water pressure in the shower was very low. I rated the surrounding area as OK because it was really hot and dusty. It... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sunshine CA $117 CA $258 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Middletown-Hotels-The-Well-House-With-Outdoor-Seating-And-Loft.h118094247.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/8000000/7330000/7326600/7326527/0132d592.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![30-inch TV with cable channels, fireplace](https://images.trvl-media.com/lodging/8000000/7330000/7326600/7326527/d5a93698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/8000000/7330000/7326600/7326527/48c0432a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/8000000/7330000/7326600/7326527/4a1aa170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vineyard Country Inn St. Helena 9.2/10 Wonderful (727) "Breakfast was ok and parking was good. Bed was comfortable and room was clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darlene CA $284 CA $326 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/St-Helena-Hotels-Vineyard-Country-Inn.h7326527.Hotel-Information) ![Executive Room, 1 King Bed | Terrace/patio](https://images.trvl-media.com/lodging/7000000/6950000/6948800/6948795/a77aa9d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Room, 1 King Bed](https://images.trvl-media.com/lodging/7000000/6950000/6948800/6948795/f7fd01b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/7000000/6950000/6948800/6948795/33fed1e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Room, 1 King Bed | Terrace/patio](https://images.trvl-media.com/lodging/7000000/6950000/6948800/6948795/96f03827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Calderwood Inn Healdsburg 9.0/10 Wonderful (249) "Great front porch sitting area. Cookies. Wine in living room. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donald CA $164 CA $190 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Healdsburg-Hotels-Calderwood-Inn.h6948795.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91040000/91033600/91033504/4672f716.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/92000000/91040000/91033600/91033504/2b0b042c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/92000000/91040000/91033600/91033504/9e430777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/92000000/91040000/91033600/91033504/6d94a879.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming guest house near Sonoma Santa Rosa 9.6/10 Exceptional (29) "Nicely appointed, quiet, great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria B. CA $246 CA $494 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Santa-Rosa-Hotels-Charming-Guest-House-Near-Sonoma.h91033504.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104530000/104524200/104524141/877bd48a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/105000000/104530000/104524200/104524141/c86d228a.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/105000000/104530000/104524200/104524141/be8dec30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/105000000/104530000/104524200/104524141/be7c5c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Honeymoon Suite w/ 2 Beds & Private Kitchen Saint Helena 10/10 Exceptional (21) "We had an outstanding time staying in St Helena am most importantly in this beautiful villa at the Inn of St Helena. Totally private and serene. This was a perfect place to stay to kick off my birthday trip. I hope we can come back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maureen C. CA $414 CA $803 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/St-Helena-Hotels-8-Room-Bed-And-Breakfast-Located-In-Downtown-St-Helena.h104524141.Hotel-Information) ![5 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/105000000/104500000/104495100/104495082/2b7ea862.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/105000000/104500000/104495100/104495082/f07eb1fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104500000/104495100/104495082/98706733.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/105000000/104500000/104495100/104495082/bc4b96ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Bed & Breakfast Whole House Rental w Breakfast Included Saint Helena 9.8/10 Exceptional (26) "Welcoming and comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jill K. CA $1,404 CA $2,435 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/St-Helena-Hotels-Historic-Bed-Breakfast-Whole-House-Rental-W-Breakfast-Included.h104495082.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/105000000/104520000/104519400/104519399/f36444a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/105000000/104520000/104519400/104519399/caf78214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/105000000/104520000/104519400/104519399/355f0d84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/105000000/104520000/104519400/104519399/efbf02d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Delightful Downtown Cottage House with Modern Amenities (Breakfast Possible) St. Helena 9.6/10 Exceptional (25) "Great location and amenities for a weekend stay. Walking distance to town and Patrice the Inn keeper is lovely!! Will stay again in the future!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa S. CA $921 CA $1,734 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/St-Helena-Hotels-Delightful-Downtown-Cottage-House-With-Modern-Amenities.h104519399.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=2025-12-11&endDate=2025-12-12®ionId=180934&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_180934) ![](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-Guest-Houses.d180934-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Guest-Houses.d180934-aaGuestHouses.Travel-Guide-Accommodation) ## Top Middletown Hotel Reviews ![Solage, Auberge Collection](https://images.trvl-media.com/lodging/2000000/1650000/1640100/1640078/23a76549_y.jpg) ### Solage, Auberge Collection 10/10 Excellent "Pet friendly. Clean. Great food and service " [](https://expedia.ca/Calistoga-Hotels-Solage.h1640078.Hotel-Information) ![Harvest Inn](https://images.trvl-media.com/lodging/1000000/530000/527100/527073/1943198c_y.jpg) ### Harvest Inn 10/10 Excellent "A wonderful place to stay for wine tasting or for a nice getaway. From the beautiful grounds, to "all the super friendly staff" the Harvest Inn is a the place to stay. The concierge services was super helpful, along with the shuttle service (that runs in a five mile radius) was an added bonus too. I would highly recommend it." [](https://expedia.ca/St-Helena-Hotels-Harvest-Inn.h527073.Hotel-Information) ![Hotel La Rose](https://images.trvl-media.com/lodging/8000000/7300000/7292500/7292445/65a52794_y.jpg) ### Hotel La Rose 10/10 Excellent "Staff" [](https://expedia.ca/Santa-Rosa-Hotels-Hotel-La-Rose.h7292445.Hotel-Information) ![Hotel E](https://images.trvl-media.com/lodging/33000000/32790000/32786000/32785942/b9103eda_y.jpg) ### Hotel E 10/10 Excellent "The room was clean, well kept, great service, exceeded expectations" [](https://expedia.ca/Santa-Rosa-Hotels-Hotel-E.h32785942.Hotel-Information) ![The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/6551e7d3_y.jpg) ### The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel 10/10 Excellent "spacious, excellent breakfast, clean, great exercise room, good location, all we hoped and more " [](https://expedia.ca/Santa-Rosa-Hotels-The-Sandman.h919721.Hotel-Information) ![El Bonita Motel](https://images.trvl-media.com/lodging/10000000/9450000/9444400/9444378/f785b229_y.jpg) ### El Bonita Motel 10/10 Excellent "Super helpful courteous man at the front desk. " [](https://expedia.ca/St-Helena-Hotels-El-Bonita-Motel.h9444378.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 "The staff team goes above and beyond to make sure you are accommodated and taken care of. Very personalized service." [](https://expedia.ca/Santa-Rosa-Hotels-Art-House-Hotel.h66153742.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 "The staff were great. We didn’t expect much from the hotel stay but it exceeded our expectations! The bed was comfortable, room was spacious and quiet. The TV had streaming options and cable. We got a room with the mineral tub. It filled quickly and the water was nice and hot! We usually do resort style hotels but took a chance on this place since it was only for one night. Glad we did because it was a gem. We walked to town for dinner and breakfast the next day. Nice stay. " [](https://expedia.ca/Calistoga-Hotels-Golden-Haven-Hot-Springs.h9856954.Hotel-Information) ![Four Seasons Resort and Residences Napa Valley](https://images.trvl-media.com/lodging/35000000/34760000/34754600/34754589/5fd92688_y.jpg) ### Four Seasons Resort and Residences Napa Valley 10/10 Excellent "The property is absolutely stunning. It is a new modern property with very spacious rooms. The staff was polite and helpful and the spa is excellent in terms of location. If you are going to have dinner in Yountville for the French laundry and other restaurants, it is about a half hour drive." [](https://expedia.ca/Calistoga-Hotels-Four-Seasons-Resort-And-Residences-Napa-Valley.h34754589.Hotel-Information) ## Find out more about Middletown ## Middletown Guest Houses information | Number of reviews | 1,076 | | --- | --- | | Accommodation | 14 Guest Houses | | Lowest Price | CA $190 | | Highest Price | CA $2,435 | ## 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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[Flights to Calistoga](https://www.expedia.ca/Cheap-Flights-To-Calistoga.d6668.Travel-Guide-Flights) - [Flights from Cobb](https://www.expedia.ca/lp/flights/6339287/flights-from-cobb) - [Flights from Calistoga](https://www.expedia.ca/lp/flights/6668/flights-from-calistoga) - [Beaver Creek Vineyards](https://www.expedia.ca/Beaver-Creek-Vineyards-Middletown.d6335693.Vacation-Attraction) - [Calistoga Vacations](https://www.expedia.ca/Calistoga.d6668.Destination-Travel-Guides) - [Visit Calistoga](https://www.expedia.ca/Calistoga.dx6668) - [Chateau Montelena Winery](https://www.expedia.ca/Chateau-Montelena-Winery-Calistoga.d6239667.Vacation-Attraction) - [Old Faithful Geyser of California](https://www.expedia.ca/Old-Faithful-Geyser-Of-California-Calistoga.d6065829.Vacation-Attraction) - [Sharpsteen Museum](https://www.expedia.ca/Sharpsteen-Museum-Calistoga.d6065819.Vacation-Attraction) - [Soda Rock Winery](https://www.expedia.ca/Soda-Rock-Winery-Healdsburg.d6324674.Vacation-Attraction) - [Avis Rental Cars in Calistoga](https://www.expedia.ca/Avis-Car-Rentals-In-Calistoga.d6668-c41.Car-Rental-Guide-Suppliers) - 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