Title: Healdsburg Condo Rentals from CA $789 | 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) # Search Condos Rentals in Healdsburg from CA $789 - ![](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 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=8322&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Healdsburg Condo Rentals ![Exterior](https://images.trvl-media.com/lodging/35000000/34280000/34274800/34274712/61de8372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34280000/34274800/34274712/521f9417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/35000000/34280000/34274800/34274712/c0ad68e3.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) ### Condo in Windsor 9.2/10 Wonderful (43) "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 $315 CA $789 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Windsor-Hotels-Sip.h34274712.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=2025-12-17&endDate=2025-12-18®ionId=8322&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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_8322) ![](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 ![Appellation Healdsburg](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/4fc40d21_y.jpg) ### Appellation Healdsburg 10/10 Excellent "Love the facility, dinner menu, and their hospitality from checked in, food service and valet. " [](https://expedia.ca/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information) ![Fairview Inn and Suites](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111427/55aee5ca_y.jpg) ### Fairview Inn and Suites 10/10 Excellent "We really liked the room. It was very clean and up to date. The price was very affordable also. We will be back. " [](https://expedia.ca/Healdsburg-Hotels-Fairview-Inn-And-Suites.h1111427.Hotel-Information) ![Best Western Dry Creek Inn](https://images.trvl-media.com/lodging/1000000/20000/19400/19399/5ab8ae96_y.jpg) ### Best Western Dry Creek Inn 10/10 Excellent "Very friendly and quick check in service. " [](https://expedia.ca/Healdsburg-Hotels-Best-Western-Dry-Creek-Inn.h19399.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 10/10 Excellent "Spacious, well-appointed and very clean rooms. Loved the fireplace." [](https://expedia.ca/Healdsburg-Hotels-The-Lodge-At-Healdsburg.h83691429.Hotel-Information) ![27 North](https://images.trvl-media.com/lodging/2000000/1640000/1639800/1639752/808f26c5_y.jpg) ### 27 North 10/10 Excellent "the rooms are large, clean, quiet and beautiful, the staff is friendly, valet parking is complimentary, the location is perfect for visiting the Square. We always enjoy our time at this lovely property" [](https://expedia.ca/Healdsburg-Hotels-Hotel-Les-Mars.h1639752.Hotel-Information) ![H2Hotel](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/92a67a3e_y.jpg) ### H2Hotel 10/10 Excellent "Clean, comfortable, quiet room. Walking distance to everything" [](https://expedia.ca/Healdsburg-Hotels-H2hotel.h3618334.Hotel-Information) ![Hotel Trio Healdsburg](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/b5cf89bc_y.jpg) ### Hotel Trio Healdsburg 10/10 Excellent "Stayed here for 4 nights. Excellent experience- would stay here again. " [](https://expedia.ca/Healdsburg-Hotels-Hotel-Trio-Healdsburg.h23251292.Hotel-Information) ![Hotel Vinea, a Travelodge by Wyndham](https://images.trvl-media.com/lodging/1000000/130000/126600/126590/b9d4555c_y.jpg) ### Hotel Vinea, a Travelodge by Wyndham 10/10 Excellent "Very clean room and nice staff. I also enjoyed the ease of online check in/check out. " [](https://expedia.ca/Healdsburg-Hotels-Hotel-Vinea.h126590.Hotel-Information) ![Calderwood Inn](https://images.trvl-media.com/lodging/7000000/6950000/6948800/6948795/a77aa9d4_y.jpg) ### Calderwood Inn 10/10 Excellent "great place, awesome staff and excellent breakfast will be back" [](https://expedia.ca/Healdsburg-Hotels-Calderwood-Inn.h6948795.Hotel-Information) ## Find out more about Healdsburg ## Healdsburg Condo Rentals information | Number of reviews | 44 | | --- | --- | | Accommodation | 13 Condo Rentals | | Lowest Price | CA $789 | | Highest Price | CA $789 | ## Frequently asked questions ### How much do condos in Healdsburg cost? > The price range for condos in Healdsburg is CA $789 to CA $789 per night. No matter your budget, you're sure to find something that suits your needs — as well as your whole squad! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### How many condos are there in Healdsburg? > Healdsburg has 13 condos. To help you find the ideal digs, use our filter tool to search for the amenities or perks you need. ### Are there any family-friendly condos in Healdsburg? > If you're planning a trip to Healdsburg and after a family-friendly condo, consider [Worldmark Windsor, Beautiful Wine Country 2bedroom 2bath Sleep6 Resort Condos](https://www.expedia.ca/Windsor-Hotels-Worldmark-Windsor.h35273326.Hotel-Information). This 3-star option has a fireplace and a swimming pool. Once you've checked in and dropped off your bags, there are loads of family-friendly attractions to discover around Healdsburg. [Armstrong Redwoods State Park](https://www.expedia.ca/Armstrong-Redwoods-State-Park-Guerneville.d6087093.Vacation-Attraction) and [Francis Ford Coppola Winery](https://www.expedia.ca/Francis-Ford-Coppola-Winery-Geyserville.d553248621532640800.Vacation-Attraction) guarantee fun for all ages. ### Why book your condo in Healdsburg with Expedia? > We think that vacations should be a piece of cake, so if you're in search of condos at a competitive price, Expedia is here to help. Stick to the budget and stay in something small and cozy, or splurge on a 5-star condo and treat your loved ones. Take advantage of our search filters to find a stay in Healdsburg that meets your needs. ### How can I find cheap condos in Healdsburg? > The easiest way to score cheap condos in Healdsburg is with Expedia's handy filter tool. Fine-tune your search results by amenities, budget and star rating to take advantage of awesome rates in just a few clicks. ### What is there to do in Healdsburg near my condo? > Whatever your tastes or interests, Healdsburg has plenty to keep you on the hop. [Healdsburg Golf Club](https://www.expedia.ca/Healdsburg-Golf-Club-Healdsburg.d6327110.Vacation-Attraction), [Pezzi King Winery](https://www.expedia.ca/Pezzi-King-Winery-Healdsburg.d6324664.Vacation-Attraction) and [Soda Rock Winery](https://www.expedia.ca/Soda-Rock-Winery-Healdsburg.d6324674.Vacation-Attraction) are on many travelers' trip plans. Don't leave without exploring [Wilson Winery](https://www.expedia.ca/Wilson-Winery-Healdsburg.d6324646.Vacation-Attraction), [Matrix Winery](https://www.expedia.ca/Matrix-Winery-Healdsburg.d6324682.Vacation-Attraction) and [Healdsburg Plaza](https://www.expedia.ca/Healdsburg-Plaza-Healdsburg.d6327106.Vacation-Attraction) either. 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[Foss Creek Pathway Vacation Rentals](https://www.expedia.ca/Foss-Creek-Pathway-Vacation-Rentals.d832563055564120064.Travel-Guide-VacationRentals) - [Things to do in Windsor](https://www.expedia.ca/Things-To-Do-In-Windsor.d9542.Travel-Guide-Activities) - [Book Condo Rentals in Healdsburg on Expedia.com](https://www.expedia.com/Healdsburg-Condos.d8322-aaCondos.Travel-Guide-Accommodation)