Title: Healdsburg Guest Houses from CA $207 | Expedia.ca [Hotels in Healdsburg](https://expedia.ca/Healdsburg-Hotels.d8322.Travel-Guide-Hotels)[Vacation Rentals in Healdsburg](https://expedia.ca/Healdsburg-Vacation-Rentals.d8322.Travel-Guide-VacationRentals)[Flights to Healdsburg](https://expedia.ca/Cheap-Flights-To-Healdsburg.d8322.Travel-Guide-Flights)[Healdsburg Car Rentals](https://expedia.ca/Car-Rentals-In-Healdsburg.d8322.Car-Rental-Guide)[Healdsburg Vacation Packages](https://expedia.ca/Healdsburg.d8322.Destination-Travel-Guides) ![Dry Creek Vineyard featuring flowers and a park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/215000/215995-Healdsburg-Sc.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in Healdsburg from CA $207 - ![](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 [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Healdsburg Guest Houses ![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 | Terrace/patio](https://images.trvl-media.com/lodging/7000000/6950000/6948800/6948795/96f03827.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](https://images.trvl-media.com/lodging/7000000/6950000/6948800/6948795/f7fd01b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Calderwood Inn Healdsburg 9.0/10 Wonderful (247) "Great innkeepers Relaxing upscale setting " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janice CA $224 CA $260 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Healdsburg-Hotels-Calderwood-Inn.h6948795.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/9000000/8690000/8680700/8680661/3e3f8505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/9000000/8690000/8680700/8680661/w461h291x5y4-6f825f83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/9000000/8690000/8680700/8680661/6ff5f8ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/9000000/8690000/8680700/8680661/w460h290x5y5-cc710333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Guerneville Lodge Guerneville 8.4/10 Very good (326) "Beautiful place to stay with view of the river." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dorte CA $181 CA $207 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Guerneville-Hotels-Guerneville-Lodge.h8680661.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) ![Exterior](https://images.trvl-media.com/lodging/8000000/7330000/7326600/7326527/ff6e1485.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) ![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 (717) "Beautiful property, great location in the valley, super comfortable large room. Can’t wait to come back again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathryn CA $287 CA $330 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/St-Helena-Hotels-Vineyard-Country-Inn.h7326527.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99400000/99391600/99391569/a170c2d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99400000/99391600/99391569/f0f0b083.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99400000/99391600/99391569/5b57f509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99400000/99391600/99391569/2f2df672.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quiet, Cozy, Russian River Retreat in the Redwoods. Private Garden View Unit Guerneville 10/10 Exceptional (19) "Boho chic decor, well equipped kitchen, oh-so-comfy beds! We had a great stay at this hidden gem - got out to the ocean and redwoods, then snuggled down by the fireplace and relaxed much of the time! Kerri was easy to communicate with, check in and out was super easy. We’d love to visit again and highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lori A. CA $224 CA $401 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Guerneville-Hotels-Quiet.h99391569.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91040000/91033600/91033504/45dc4a9d.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) ### Charming guest house near Sonoma Santa Rosa 9.6/10 Exceptional (29) "One of the cleanest rentals we have ever stayed in. Kudos to the owners " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $247 CA $499 total includes taxes & fees Dec 1 - Dec 2 [](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) ![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) ![Exterior detail](https://images.trvl-media.com/lodging/105000000/104530000/104524200/104524141/c86d228a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/105000000/104530000/104524200/104524141/9d7175fb.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) "Location, location, location. You can't get better than the Inn at St. Helena. Also, the people we interacted with at the Inn/venue were very nice. The breakfast was definitely made with love too. However, I just can't get past a couple of the cleanliness issues I had with the room. There were multiple spider webs that were hanging from the crown molding and the decor in the space.Also, the water bottles that were left in the room for us as guests were labeled with a sticker that indicated... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina N. CA $415 CA $804 total includes taxes & fees Nov 30 - Dec 1 [](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) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104500000/104495100/104495082/86b870fc.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 $1,406 CA $2,420 total includes taxes & fees Nov 11 - Nov 12 [](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) ![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) ![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) ![Exterior detail](https://images.trvl-media.com/lodging/105000000/104520000/104519400/104519399/caf78214.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 (24) "Lovely shabby chic vibe in the most charming setting possible, loved each moment!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia G. CA $922 CA $1,806 total includes taxes & fees Nov 11 - Nov 12 [](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=2025-11-19&endDate=2025-11-20®ionId=8322&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&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%2FHealdsburg-Guest-Houses.d8322-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHealdsburg-Guest-Houses.d8322-aaGuestHouses.Travel-Guide-Accommodation) ## Top Healdsburg Hotel Reviews ![The Lodge at Healdsburg, Tapestry Collection by Hilton](//images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/540cf294_y.jpg) ### The Lodge at Healdsburg, Tapestry Collection by Hilton 10/10 Excellent "Staff were very friendly! Outstanding!" [](https://expedia.ca/Healdsburg-Hotels-The-Lodge-At-Healdsburg.h83691429.Hotel-Information) ![Camellia Inn](//images.trvl-media.com/lodging/20000000/19780000/19772300/19772287/902be535_y.jpg) ### Camellia Inn 10/10 Excellent "Great" [](https://expedia.ca/Healdsburg-Hotels-Camellia-Inn.h19772287.Hotel-Information) ![Fairview Inn and Suites](//images.trvl-media.com/lodging/2000000/1120000/1111500/1111427/55aee5ca_y.jpg) ### Fairview Inn and Suites 10/10 Excellent "Great room loved the tub 2 things that weren't ok the tv in living room wouldnt change ot wss stuck on one channel, no breakfast accosmations .. i still go back , the tub was awesome " [](https://expedia.ca/Healdsburg-Hotels-Fairview-Inn-And-Suites.h1111427.Hotel-Information) ![Appellation Healdsburg](//images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/9630f2c8_y.jpg) ### Appellation Healdsburg 10/10 Excellent "Brand new spot, beautiful high end accommodations! Great food too " [](https://expedia.ca/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information) ![Best Western Dry Creek Inn](//images.trvl-media.com/lodging/1000000/20000/19400/19399/f85bb490_y.jpg) ### Best Western Dry Creek Inn 10/10 Excellent "Beautiful place to stay. Was very surprised. Room was nice. Bed was comfortable. If there was a negative, water pressure wasn’t the best. Totally adequate though. Furniture was cute and loved the TV. " [](https://expedia.ca/Healdsburg-Hotels-Best-Western-Dry-Creek-Inn.h19399.Hotel-Information) ![Hotel Trio Healdsburg](//images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/b5cf89bc_y.jpg) ### Hotel Trio Healdsburg 10/10 Excellent "Excellent stay" [](https://expedia.ca/Healdsburg-Hotels-Hotel-Trio-Healdsburg.h23251292.Hotel-Information) ![Hotel Vinea, a Travelodge by Wyndham](//images.trvl-media.com/lodging/1000000/130000/126600/126590/b9d4555c_y.jpg) ### Hotel Vinea, a Travelodge by Wyndham 10/10 Excellent "Great staff!" [](https://expedia.ca/Healdsburg-Hotels-Hotel-Vinea.h126590.Hotel-Information) ![H2Hotel](//images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/92a67a3e_y.jpg) ### H2Hotel 10/10 Excellent "exceptionally nice staff" [](https://expedia.ca/Healdsburg-Hotels-H2hotel.h3618334.Hotel-Information) ![The Madrona](//images.trvl-media.com/lodging/1000000/460000/451700/451693/ac03bc94_y.jpg) ### The Madrona 10/10 Excellent "Love the Madrona. Absolutely beautiful property with the cutest rooms & delicious dining. " [](https://expedia.ca/Healdsburg-Hotels-The-Madrona.h451693.Hotel-Information) ## Find out more about Healdsburg ## Healdsburg Guest Houses information | Number of reviews | 1,406 | | --- | --- | | Accommodation | 3 Guest Houses | | Lowest Price | CA $207 | | Highest Price | CA $2,420 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [1 Star Hotels in Foss Creek Pathway](https://www.expedia.ca/1Star-Foss-Creek-Pathway-Hotels.s10-0-d832563055564120064.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Foss Creek Pathway](https://www.expedia.ca/4Star-Foss-Creek-Pathway-Hotels.s40-0-d832563055564120064.Travel-Guide-Filter-Hotels) - [Aparthotels in Alexander Valley](https://www.expedia.ca/Alexander-Valley-Apart-Hotels.d736344212904407040-aaApartHotels.Travel-Guide-Accommodation) - [Chalets in Alexander Valley](https://www.expedia.ca/Alexander-Valley-Chalets.d736344212904407040-aaChalets.Travel-Guide-Accommodation) - 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[Flights from Windsor](https://www.expedia.ca/lp/flights/9542/flights-from-windsor) - [Dry Creek Vineyard](https://www.expedia.ca/Dry-Creek-Vineyard-Healdsburg.d6240812.Vacation-Attraction) - [Visit Foss Creek Pathway](https://www.expedia.ca/Foss-Creek-Pathway.dx832563055564120064) - [Francis Ford Coppola Winery](https://www.expedia.ca/Francis-Ford-Coppola-Winery-Geyserville.d553248621532640800.Vacation-Attraction) - [Mazzocco Winery](https://www.expedia.ca/Mazzocco-Winery-Healdsburg.d6324652.Vacation-Attraction) - [Soda Rock Winery](https://www.expedia.ca/Soda-Rock-Winery-Healdsburg.d6324674.Vacation-Attraction) - [Windsor Oaks Vineyards](https://www.expedia.ca/Windsor-Oaks-Vineyards-Windsor.d6327443.Vacation-Attraction) - [Windsor Vacations](https://www.expedia.ca/Windsor.d9542.Destination-Travel-Guides) - [Visit Windsor](https://www.expedia.ca/Windsor.dx9542) - [Car rentals near Matrix Winery](https://www.expedia.ca/Car-Rentals-In-Matrix-Winery.d6324682.Car-Rental-Guide) - [Car rental Windsor](https://www.expedia.ca/Car-Rentals-In-Windsor.d9542.Car-Rental-Guide) - 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