Title: Healdsburg Condo Rentals from CA $514 | 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 showing signage](https://images.trvl-media.com/place/6240812/8658489b-fa3e-4a38-b1bf-af5bdb5d9bd5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6240812/8658489b-fa3e-4a38-b1bf-af5bdb5d9bd5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=8322&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 two months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Healdsburg 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) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34280000/34274800/34274712/810082dc.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) ### Condo in Windsor [](https://www.expedia.ca/Windsor-Hotels-Sip.h34274712.Hotel-Information) 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. CA $274 CA $514 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Windsor-Hotels-Sip.h34274712.Hotel-Information) ![](https://images.trvl-media.com/lodging/127000000/126950000/126947500/126947414/929b1efb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/127000000/126950000/126947500/126947414/2a574358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/127000000/126950000/126947500/126947414/6d2cee48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/127000000/126950000/126947500/126947414/8fa1fef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Windsor [](https://www.expedia.ca/Windsor-Hotels-One-Click-Away-From-Vacay-Full-Resort-Access-2-Bedroom-2-Bath-Sleep-6.h126947414.Hotel-Information) CA $342 CA $597 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Windsor-Hotels-One-Click-Away-From-Vacay-Full-Resort-Access-2-Bedroom-2-Bath-Sleep-6.h126947414.Hotel-Information) ![](https://images.trvl-media.com/lodging/127000000/126960000/126958000/126957947/255d40b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/127000000/126960000/126958000/126957947/4883e1d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/127000000/126960000/126958000/126957947/1ef19285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/127000000/126960000/126958000/126957947/432d5122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Windsor [](https://www.expedia.ca/Windsor-Hotels-Top-Wine-Country-Condo-Full-Resort-Amenity-Access-2-Bedroom2-Bath-Sleep-6.h126957947.Hotel-Information) CA $342 CA $600 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Windsor-Hotels-Top-Wine-Country-Condo-Full-Resort-Amenity-Access-2-Bedroom2-Bath-Sleep-6.h126957947.Hotel-Information) ![](https://images.trvl-media.com/lodging/127000000/126950000/126947200/126947183/a5784ec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/127000000/126950000/126947200/126947183/6ae5244d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/127000000/126950000/126947200/126947183/06c2c2bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/127000000/126950000/126947200/126947183/c66b734c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Windsor [](https://www.expedia.ca/Windsor-Hotels-TOP-HOST-Vacation-Memories-Just-Waiting-To-Be-Made-2-Bedroom-Sleeps-6.h126947183.Hotel-Information) CA $342 CA $597 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Windsor-Hotels-TOP-HOST-Vacation-Memories-Just-Waiting-To-Be-Made-2-Bedroom-Sleeps-6.h126947183.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34380000/34371400/34371366/88455c4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/35000000/34380000/34371400/34371366/w1347h900x0y0-5d02c47b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo, offices](https://images.trvl-media.com/lodging/35000000/34380000/34371400/34371366/54daf4de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34380000/34371400/34371366/e9f65ede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Boyes Hot Springs [](https://www.expedia.ca/Sonoma-Hotels-Romantic-Wine-Country-Retreat-With-Hot-Tub.h34371366.Hotel-Information) 9.8/10 Exceptional (52 reviews) "This is a beautiful property with outstanding hosts. I’ll definitely be returning. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin B. CA $215 CA $428 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Sonoma-Hotels-Romantic-Wine-Country-Retreat-With-Hot-Tub.h34371366.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=2026-03-18&endDate=2026-03-19®ionId=8322&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_8322) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America®ionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America®ionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=APART_HOTEL) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America®ionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=COTTAGE) Villas [](https://www.expedia.ca/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America®ionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=VILLA) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America®ionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America®ionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=CABIN) Condos [](https://www.expedia.ca/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America®ionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=CONDO) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America®ionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&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%2FHealdsburg-Condos.d8322-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHealdsburg-Condos.d8322-aaCondos.Travel-Guide-Accommodation) ## Top Healdsburg Hotel Reviews ![H2Hotel](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/92a67a3e_y.jpg) ### H2Hotel 10/10 Excellent "Friendliest staff we’ve stayed with. " [](https://expedia.ca/Healdsburg-Hotels-H2hotel.h3618334.Hotel-Information) ![Montage Healdsburg](https://images.trvl-media.com/lodging/58000000/57180000/57174000/57173926/09c9e897_y.jpg) ### Montage Healdsburg 10/10 Excellent "This hotel was amazing. Like a cabin in the woods. Beautiful property, room, and location. Exceptional service. " [](https://expedia.ca/Healdsburg-Hotels-Montage-Healdsburg.h57173926.Hotel-Information) ![Harmon Guest House](https://images.trvl-media.com/lodging/23000000/22120000/22118700/22118681/fc5798a9_y.jpg) ### Harmon Guest House 10/10 Excellent "Fun little place and very convenient since it's in the heart of Healdsburg." [](https://expedia.ca/Healdsburg-Hotels-Harmon-Guest-House.h22118681.Hotel-Information) ![Healdsburg Inn on the Plaza, A Four Sisters Inn](https://images.trvl-media.com/lodging/3000000/2940000/2937700/2937684/aab76a75_y.jpg) ### Healdsburg Inn on the Plaza, A Four Sisters Inn 10/10 Excellent "Lovely room. Wonderful staff. Excellent breakfast. Prime location on the square. " [](https://expedia.ca/Healdsburg-Hotels-Healdsburg-Inn-On-The-Plaza.h2937684.Hotel-Information) ![Camellia Inn](https://images.trvl-media.com/lodging/20000000/19780000/19772300/19772287/04b4cdf8_y.jpg) ### Camellia Inn 10/10 Excellent "Good rooms. Close to down town… huge bath tub. We were pleased. " [](https://expedia.ca/Healdsburg-Hotels-Camellia-Inn.h19772287.Hotel-Information) ![The Lodge at Healdsburg, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/540cf294_y.jpg) ### The Lodge at Healdsburg, Tapestry Collection by Hilton 4/10 Poor "This one was is a mixed bag. The property is in an odd location, convenient but undesirable,. The room and actual building are not bad however, attention to detail is lacking. When I checked in the gentleman at the desk was very friendly and professional but when he asked his manager a question, she was incredibly rude, because I am a Hilton honors member he was assigning me the same grade room, but one in a better location, she intervened instructing him to give me the worse room and remove my Hilton honors points because I booked on Expedia. I wouldn’t stay there again just because of her incredibly unprofessional attitude. They do not have any legitimate dining options, which seems odd because there is an ideal space for it. Perhaps they did previously and closed it down, unfortunately it seems like this space has no reason." [](https://expedia.ca/Healdsburg-Hotels-The-Lodge-At-Healdsburg.h83691429.Hotel-Information) ![Wildhaven Sonoma Glamping](https://images.trvl-media.com/lodging/91000000/90220000/90211800/90211799/709bb11e_y.jpg) ### Wildhaven Sonoma Glamping 10/10 Excellent "Great campground. " [](https://expedia.ca/Healdsburg-Hotels-Wildhaven-Sonoma-Glamping.h90211799.Hotel-Information) ![Appellation Healdsburg](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/e8f2b209_y.jpg) ### Appellation Healdsburg 10/10 Excellent "I had a wonderful time, the staff was excellent and the resort was quiet and peaceful." [](https://expedia.ca/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information) ![Dry Creek Inn MOD Collection by Sonesta](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/542d60a8_y.jpg) ### Dry Creek Inn MOD Collection by Sonesta 8/10 Good "Everything was very nice, front desk was wonderful. " [](https://expedia.ca/Healdsburg-Hotels-Dry-Creek-Inn-MOD-Collection-By-Sonesta.h19399.Hotel-Information) ## Find out more about Healdsburg ## Healdsburg Condo Rentals information | Number of reviews | 44 | | ----------------- | ---------------- | | Accommodation | 13 Condo Rentals | | Lowest Price | CA $514 | | Highest Price | CA $514 | ## Frequently asked questions ### How much do condos in Healdsburg cost? ### How many condos are there in Healdsburg? ### Are there any family-friendly condos in Healdsburg? ### Why book your condo in Healdsburg with Expedia? ### How can I find cheap condos in Healdsburg? ### What is there to do in Healdsburg near my condo? ## 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) - 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