Title: Chalk Hill Condo Rentals from CA $777 | Expedia.ca [Chalk Hill Travel Guide](https://expedia.ca/Chalk-Hill.dx736342871657291776)[Hotels in Chalk Hill](https://expedia.ca/Chalk-Hill-Hotels.d736342871657291776.Travel-Guide-Hotels)[Vacation Rentals in Chalk Hill](https://expedia.ca/Chalk-Hill-Vacation-Rentals.d736342871657291776.Travel-Guide-VacationRentals)[Flights to Chalk Hill](https://expedia.ca/Cheap-Flights-To-Chalk-Hill.d736342871657291776.Travel-Guide-Flights)[Chalk Hill Car Rentals](https://expedia.ca/Car-Rentals-In-Chalk-Hill.d736342871657291776.Car-Rental-Guide)[Chalk Hill Vacation Packages](https://expedia.ca/Chalk-Hill.d736342871657291776.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/8198ad1ad279b2f1094cf055187bc546.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Jennifer Hill # Search Condos Rentals in Chalk Hill from CA $777 ![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 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=736342871657291776&startDate=2025-10-03&endDate=2025-10-05&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=736342871657291776&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=736342871657291776&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=736342871657291776&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Chalk Hill 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) ![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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34280000/34274800/34274712/521f9417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6 Windsor 9.2/10 Wonderful (43) "Very well maintained" CA $310 CA $777 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Windsor-Hotels-Sip.h34274712.Hotel-Information) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/85000000/84020000/84015700/84015700/d7b49fe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/85000000/84020000/84015700/84015700/0c03db4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/85000000/84020000/84015700/84015700/611bd272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/85000000/84020000/84015700/84015700/fccde10d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vino Blanco by Avantstay Private Wine Country Home w/ Mtn Views & Deck Santa Rosa [](https://www.expedia.ca/Santa-Rosa-Hotels-Vino-Blanco-By-Avantstay-Private-Wine-Country-Home-W-Mtn-Views-Deck.h84015700.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105790000/105784700/105784664/41ccef4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105790000/105784700/105784664/8edf52f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/106000000/105790000/105784700/105784664/fd5d870b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/106000000/105790000/105784700/105784664/db29cec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WorldMark Windsor - 2 Bedroom Windsor 8.6/10 Excellent (8) "WorldMark Windsor is a perfect location for wine tasting in the Sonoma area and easy access to the Redwoods and Pacific Coast. We appreciate the amenities as well - full, sized kitchen, 2 bedrooms and 2 full baths. We will stay here again!" [](https://www.expedia.ca/Windsor-Hotels-WorldMark-Windsor-2-Bedroom.h105784664.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105110000/105106500/105106491/864e8a7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105110000/105106500/105106491/687a4c5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105110000/105106500/105106491/a460be83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/106000000/105110000/105106500/105106491/7204e629.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish Condo Steps from St. Helena Wineries & Downtown St. Helena 9.8/10 Exceptional (7) "This is a solid value with a great location in St Helena!" [](https://www.expedia.ca/St-Helena-Hotels-Stylish-Condo-Steps-From-St-Helena-Wineries-Downtown.h105106491.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/84000000/83990000/83985600/83985556/62086aa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83990000/83985600/83985556/37f7c324.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83990000/83985600/83985556/2069131c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83990000/83985600/83985556/aaae8571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### León by Avantstay Private Breathtaking Character Cottage w/ Pool & Hot Tub Santa Rosa 10/10 Exceptional (1) "Beautiful home with excellent set up. Spacious, comfortable and in a safe private location. We used the hot tub as it was winter when we came and it was wonderful. Everything was very clean and in working condition. " [](https://www.expedia.ca/Santa-Rosa-Hotels-Leon-By-Avantstay-Private-Breathtaking-Character-Cottage-W-Pool-Hot-Tub.h83985556.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/85000000/84020000/84015800/84015711/ee6a4623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/85000000/84020000/84015800/84015711/8f395722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/85000000/84020000/84015800/84015711/4c047526.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Private kitchen](https://images.trvl-media.com/lodging/85000000/84020000/84015800/84015711/8cfaa688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mataro by Avantstay Large & Elegant Home in Santa Rosa w/ Hot Tub & Games Santa Rosa 2.0/10 (1) "Property canceled our stay two days before our arrival. Awful communication and still trying to get our money back even though Avantstay canceled our accommodations on us!" [](https://www.expedia.ca/Santa-Rosa-Hotels-Mataro-By-Avantstay-Large-Elegant-Home-In-Santa-Rosa-W-Hot-Tub-Games.h84015711.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96930000/96922400/96922345/w851h683x86y0-06fbdeb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/97000000/96930000/96922400/96922345/w848h683x88y0-920d6f04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96930000/96922400/96922345/w848h683x88y0-b2b6d878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96930000/96922400/96922345/w848h683x88y0-fc8c9c76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great Wine Country and Golfing Resort Getaway!! Windsor 8.8/10 Excellent (3) "The property was very clean and easy to get around. They offered many amenities and have a very nice outdoor area to hang out. " [](https://www.expedia.ca/Windsor-Hotels-Great-Wine-Country-And-Golfing-Resort-Getaway.h96922345.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105790000/105784700/105784662/c6e83553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/106000000/105790000/105784700/105784662/13c94280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/106000000/105790000/105784700/105784662/d241f43a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105790000/105784700/105784662/b6625f19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WorldMark Windsor - 2 Bedroom Accessible Windsor 8.8/10 Excellent (3) "The condo was exactly as described and the queen murphy bed was comfortable. The condo was close to Santa Rosa! " [](https://www.expedia.ca/Windsor-Hotels-WorldMark-Windsor-2-Bedroom-Accessible.h105784662.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113590000/113583800/113583714/cc7a9ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113590000/113583800/113583714/dc44d712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113590000/113583800/113583714/91cc9c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/114000000/113590000/113583800/113583714/4b23f7b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WorldMark Windsor - 2 Bedroom Twin Windsor 8.0/10 Very good (1) "Great property & comfortable accommodations. Parking was an issue at night, as its a huge complex. Check in was typical timeshare sales funnel, just be prepared to dodge them. Even still, I'd stay here again" [](https://www.expedia.ca/Windsor-Hotels-WorldMark-Windsor-2-Bedroom-Twin.h113583714.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105790000/105784700/105784670/53dc315d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/106000000/105790000/105784700/105784670/80b15155.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105790000/105784700/105784670/a7ccb3aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/106000000/105790000/105784700/105784670/1baf6edd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WorldMark Windsor - 1 Bedroom Windsor 9.0/10 Wonderful (4) "Very well maintained and responsive staff" [](https://www.expedia.ca/Windsor-Hotels-WorldMark-Windsor-1-Bedroom.h105784670.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105790000/105784700/105784666/5aaa56be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/106000000/105790000/105784700/105784666/9172dbf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/106000000/105790000/105784700/105784666/74162dc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105790000/105784700/105784666/d7d94ea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WorldMark Windsor - 1 Bedroom Accessible Windsor 10/10 Exceptional (1) "We were celebrating our 20th wedding anniversary and enjoyed our stay. We were gifted a nice bottle of wine for our anniversary which was a pleasant surprise!" [](https://www.expedia.ca/Windsor-Hotels-WorldMark-Windsor-1-Bedroom-Accessible.h105784666.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/84000000/83990000/83985500/83985478/aeaf9e27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83990000/83985500/83985478/bc3acb6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83990000/83985500/83985478/1b8c5bef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83990000/83985500/83985478/b458a512.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Black Oak by Avantstay Modern & Chic Santa Rosa Hideaway With Pool Table, & Fire Pit Santa Rosa [](https://www.expedia.ca/Santa-Rosa-Hotels-Black-Oak-By-Avantstay-Modern-Chic-Santa-Rosa-Hideaway-With-Jacuzzi.h83985478.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111220000/111216400/111216396/9b412399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/112000000/111220000/111216400/111216396/133de044.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111220000/111216400/111216396/f0caff94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/112000000/111220000/111216400/111216396/7392d095.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WorldMark Windsor - 2 Bedroom Twin Windsor 10/10 Exceptional (1) "Exactly as described. Comfortable, clean and quiet" [](https://www.expedia.ca/Windsor-Hotels-WorldMark-Windsor-2-Bedroom-Twin.h111216396.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/84000000/83990000/83985600/83985558/3f5eb41a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/84000000/83990000/83985600/83985558/b539b973.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83990000/83985600/83985558/7bf2cccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/84000000/83990000/83985600/83985558/6235a038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wellington by Avantstay Secluded Wine Country Estate w/ Gorgeous Mtn Views Santa Rosa [](https://www.expedia.ca/Santa-Rosa-Hotels-Wellington-By-Avantstay-Secluded-Wine-Country-Estate-W-Gorgeous-Mtn-Views.h83985558.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105790000/105784700/105784656/59388762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/106000000/105790000/105784700/105784656/ec36fa29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105790000/105784700/105784656/fd0c8009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/106000000/105790000/105784700/105784656/2c228e4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WorldMark Windsor - 2 Bedroom Twin Windsor 8.8/10 Excellent (3) "Great location in proximity to many wineries. Very clean and comfortable for 4 adults. " [](https://www.expedia.ca/Windsor-Hotels-WorldMark-Windsor-2-Bedroom-Twin.h105784656.Hotel-Information) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33510000/33502200/33502159/28c3c298.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/34000000/33510000/33502200/33502159/1d4759f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wine Country Beautiful Worldmark 2Bedroom Resort Windsor 9.4/10 Exceptional (65) "Great location, very clean, great amenities, perfect for a family vacation" [](https://www.expedia.ca/Windsor-Hotels-Wine-Country-Beautiful-Worldmark-2Bedroom-Resort.h33502159.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107560000/107557600/107557517/c23c0a7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107560000/107557600/107557517/0c7c1020_edited_472d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/108000000/107560000/107557600/107557517/816fd16a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/108000000/107560000/107557600/107557517/2bbd9762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil 2-bedroom condo in Healdsburg with AC, WiFi Healdsburg [](https://www.expedia.ca/Healdsburg-Hotels-Tranquil-2-Bedroom-Condo-In-Healdsburg-With-AC.h107557517.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/106000000/105680000/105677100/105677035/760ce75d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/106000000/105680000/105677100/105677035/4a43f933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/106000000/105680000/105677100/105677035/01553d24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105680000/105677100/105677035/4f138758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cotati Station condo with Garage and A/C Cotati 10/10 Exceptional (1) "We really enjoyed this stay (one month) and Kristy was so helpful and replied to any questions very quickly! The unit was very clean and had a lot of space. It is a tri-level so there were stairs. Perfect location, close to work while we looked for a permanent home. Would highly recommend this VRBO! " [](https://www.expedia.ca/Rohnert-Park-Hotels-Spacious-Cotati-Station-Condo-With-Garage-And-AC.h105677035.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/108000000/107770000/107762300/107762277/98009234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/108000000/107770000/107762300/107762277/57a492ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107770000/107762300/107762277/ba1496ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/108000000/107770000/107762300/107762277/6d6f38e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom condo in enchanting Healdsburg with WiFi, AC Healdsburg [](https://www.expedia.ca/Healdsburg-Hotels-Charming-2-Bedroom-Condo-In-Enchanting-Healdsburg-With-WiFi.h107762277.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103560000/103558300/103558258/b51a6ba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103560000/103558300/103558258/9de034fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103560000/103558300/103558258/a1afbbdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/104000000/103560000/103558300/103558258/aa27f882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Visit Beautiful California Wine Country with Style - River, Coast, Redwoods Windsor [](https://www.expedia.ca/Windsor-Hotels-Visit-Beautiful-California-Wine-Country-With-Style-River.h103558258.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=2025-10-06&endDate=2025-10-07®ionId=736342871657291776&adults=2&lodging=CONDO&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%2FChalk-Hill-Condos.d736342871657291776-aaCondos.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChalk-Hill-Condos.d736342871657291776-aaCondos.Travel-Guide-Accommodation) ## Top Chalk Hill Hotel Reviews ![DoubleTree by Hilton Sonoma - Wine Country](//images.trvl-media.com/lodging/1000000/30000/23800/23750/b3252764_y.jpg) ### DoubleTree by Hilton Sonoma - Wine Country 10/10 Excellent "Beautiful!!" [](https://expedia.ca/Rohnert-Park-Hotels-DoubleTree-By-Hilton-Sonoma-Wine-Country.h23750.Hotel-Information) ![The Inn at the Tides](//images.trvl-media.com/lodging/1000000/20000/11800/11786/cb3cd68d_y.jpg) ### The Inn at the Tides 10/10 Excellent "Beautiful property and great proximity to restaurants in Bodgea Bay." [](https://expedia.ca/Bodega-Bay-Hotels-The-Inn-At-The-Tides.h11786.Hotel-Information) ![Sonoma Winegrower's Inn](//images.trvl-media.com/lodging/1000000/10000/3900/3821/c006ddb7_y.jpg) ### Sonoma Winegrower's Inn 10/10 Excellent "good affordable lodging" [](https://expedia.ca/Rohnert-Park-Hotels-Best-Western-Sonoma-Winegrowers-Inn.h3821.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 "Clean & well equipped! Fabulous & helpful staff! Loved front desk Alejandra and the maintenance that changed the music for me!" [](https://expedia.ca/Santa-Rosa-Hotels-The-Sandman.h919721.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 "Have stayed here more than once. Quiet, excellent staff, and good location." [](https://expedia.ca/Windsor-Hotels-Holiday-Inn-Windsor-Wine-Country.h13235845.Hotel-Information) ![Hotel La Rose](//images.trvl-media.com/lodging/8000000/7300000/7292500/7292445/65a52794_y.jpg) ### Hotel La Rose 10/10 Excellent "The property is well maintained with a historic feel of a vintage bed and breakfast. The staff is professional and very friendly. They generously offered bottled water. The rooms are beautiful. The junior suite had a private balcony and a luxurious four poster bed with beautiful decorative pillows. We were on a week long road trip and had gotten accustomed to microwaves and refrigerators en suite. The staff was very accommodating of our needs though and provided a more than ample supply of ice for our cooler. Sometimes it's refreshing to leave the big box brands behind and enjoy genuine hospitality. 10 out of 10 for our stay!" [](https://expedia.ca/Santa-Rosa-Hotels-Hotel-La-Rose.h7292445.Hotel-Information) ![Hotel Centro Sonoma Wine Country, Tapestry Collection Hilton](//images.trvl-media.com/lodging/39000000/38320000/38318300/38318220/w3840h2634x0y0-aa114b9a_y.jpg) ### Hotel Centro Sonoma Wine Country, Tapestry Collection Hilton 10/10 Excellent "I love the pool's warm water in the evening and the hot tub!" [](https://expedia.ca/Rohnert-Park-Hotels-Hotel-Centro-Sonoma-Wine-Country.h38318220.Hotel-Information) ![Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton](//images.trvl-media.com/lodging/1000000/20000/10400/10357/ded94e64_y.jpg) ### Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton 10/10 Excellent "Great place and pool." [](https://expedia.ca/Santa-Rosa-Hotels-Flamingo-Resort-Spa-Santa-Rosa-Sonoma.h10357.Hotel-Information) ![Hotel E](//images.trvl-media.com/lodging/33000000/32790000/32786000/32785942/b9103eda_y.jpg) ### Hotel E 10/10 Excellent "Nice location, friendly staff, comfortable clean room" [](https://expedia.ca/Santa-Rosa-Hotels-Hotel-E.h32785942.Hotel-Information) ## Find out more about Chalk Hill ## Chalk Hill Condo Rentals information | Number of reviews | 72 | | --- | --- | | Accommodation | 36 Condo Rentals | | Lowest Price | CA $777 | | Highest Price | CA $777 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Chalets in Alexander Valley](https://www.expedia.ca/Alexander-Valley-Chalets.d736344212904407040-aaChalets.Travel-Guide-Accommodation) - [Condo Rentals in Alexander Valley](https://www.expedia.ca/Alexander-Valley-Condos.d736344212904407040-aaCondos.Travel-Guide-Accommodation) - [Resorts in Alexander Valley](https://www.expedia.ca/Alexander-Valley-Resort-Hotels.d736344212904407040-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) - [Guest Houses in Angel Island](https://www.expedia.ca/Angel-Island-Guest-Houses.d502570-aaGuestHouses.Travel-Guide-Accommodation) - [Inns in Angel Island](https://www.expedia.ca/Angel-Island-Inns.d502570-aaInns.Travel-Guide-Accommodation) - [Residences in Angel Island](https://www.expedia.ca/Angel-Island-Residences.d502570-aaResidences.Travel-Guide-Accommodation) - [Resorts in Angel Island](https://www.expedia.ca/Angel-Island-Resort-Hotels.d502570-aaResortHotels.Travel-Guide-Accommodation) - [Farmstay in Foss Creek Pathway](https://www.expedia.ca/Foss-Creek-Pathway-Agritourism.d832563055564120064-aaAgritourism.Travel-Guide-Accommodation) - [Condo Rentals in Foss Creek Pathway](https://www.expedia.ca/Foss-Creek-Pathway-Condos.d832563055564120064-aaCondos.Travel-Guide-Accommodation) - [B&B in Fulton](https://www.expedia.ca/Fulton-Bed-And-Breakfast.d6340361-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Vacation Homes in Fulton](https://www.expedia.ca/Fulton-Private-Vacation-Homes.d6340361-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Safari Tentalow in Fulton](https://www.expedia.ca/Fulton-Safari-Tentalow.d6340361-aaSafariTentalow.Travel-Guide-Accommodation) - [Townhomes in Fulton](https://www.expedia.ca/Fulton-Townhomes.d6340361-aaTownhomes.Travel-Guide-Accommodation) - [Farmstay in Half Moon Bay](https://www.expedia.ca/Half-Moon-Bay-Agritourism.d8250-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Half Moon Bay](https://www.expedia.ca/Half-Moon-Bay-Apart-Hotels.d8250-aaApartHotels.Travel-Guide-Accommodation) - [Cruise Ships in Half Moon Bay](https://www.expedia.ca/Half-Moon-Bay-Cruise-Ships.d8250-aaCruiseShips.Travel-Guide-Accommodation) - [Motels in Half Moon Bay](https://www.expedia.ca/Half-Moon-Bay-Motels.d8250-aaMotels.Travel-Guide-Accommodation) - [Safari Tentalow in Half Moon Bay](https://www.expedia.ca/Half-Moon-Bay-Safari-Tentalow.d8250-aaSafariTentalow.Travel-Guide-Accommodation) - [Farmstay in Healdsburg](https://www.expedia.ca/Healdsburg-Agritourism.d8322-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Healdsburg](https://www.expedia.ca/Healdsburg-Apart-Hotels.d8322-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Healdsburg](https://www.expedia.ca/Healdsburg-Bed-And-Breakfast.d8322-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Healdsburg](https://www.expedia.ca/Healdsburg-Guest-Houses.d8322-aaGuestHouses.Travel-Guide-Accommodation) - [Inns in Healdsburg](https://www.expedia.ca/Healdsburg-Inns.d8322-aaInns.Travel-Guide-Accommodation) - [Lodges in Healdsburg](https://www.expedia.ca/Healdsburg-Lodges.d8322-aaLodges.Travel-Guide-Accommodation) - [Motels in Healdsburg](https://www.expedia.ca/Healdsburg-Motels.d8322-aaMotels.Travel-Guide-Accommodation) - [Vacation Homes in Healdsburg](https://www.expedia.ca/Healdsburg-Private-Vacation-Homes.d8322-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Resorts in Healdsburg](https://www.expedia.ca/Healdsburg-Resort-Hotels.d8322-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Healdsburg](https://www.expedia.ca/Healdsburg-Townhomes.d8322-aaTownhomes.Travel-Guide-Accommodation) - [Larkfield-Wikiup Hotels](https://www.expedia.ca/Larkfield-Wikiup-Hotels.d553248635975865550.Travel-Guide-Hotels) - [Mark West Springs Hotels](https://www.expedia.ca/Mark-West-Springs-Hotels.d553248635975868985.Travel-Guide-Hotels) - [Inns in Mark West Springs](https://www.expedia.ca/Mark-West-Springs-Inns.d553248635975868985-aaInns.Travel-Guide-Accommodation) - [Aparthotels in Treasure Island](https://www.expedia.ca/Treasure-Island-Apart-Hotels.d506142-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Treasure Island](https://www.expedia.ca/Treasure-Island-Bed-And-Breakfast.d506142-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Treasure Island](https://www.expedia.ca/Treasure-Island-Cabins.d506142-aaCabins.Travel-Guide-Accommodation) - [Capsule Hotels in Treasure Island](https://www.expedia.ca/Treasure-Island-Capsule-Hotels.d506142-aaCapsuleHotels.Travel-Guide-Accommodation) - [Guest Houses in Treasure Island](https://www.expedia.ca/Treasure-Island-Guest-Houses.d506142-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Treasure Island](https://www.expedia.ca/Treasure-Island-Holiday-Parks.d506142-aaHolidayParks.Travel-Guide-Accommodation) - [Hostels in Treasure Island](https://www.expedia.ca/Treasure-Island-Hostels.d506142-aaHostels.Travel-Guide-Accommodation) - [Inns in Treasure Island](https://www.expedia.ca/Treasure-Island-Inns.d506142-aaInns.Travel-Guide-Accommodation) - [Motels in Treasure Island](https://www.expedia.ca/Treasure-Island-Motels.d506142-aaMotels.Travel-Guide-Accommodation) - [Vacation Homes in Treasure Island](https://www.expedia.ca/Treasure-Island-Private-Vacation-Homes.d506142-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Resorts in Treasure Island](https://www.expedia.ca/Treasure-Island-Resort-Hotels.d506142-aaResortHotels.Travel-Guide-Accommodation) - [Aparthotels in Windsor](https://www.expedia.ca/Windsor-Apart-Hotels.d9542-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Windsor](https://www.expedia.ca/Windsor-Bed-And-Breakfast.d9542-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Castles in Windsor](https://www.expedia.ca/Windsor-Castles.d9542-aaCastles.Travel-Guide-Accommodation) - [Chalets in Windsor](https://www.expedia.ca/Windsor-Chalets.d9542-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Windsor](https://www.expedia.ca/Windsor-Guest-Houses.d9542-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Windsor](https://www.expedia.ca/Windsor-Holiday-Parks.d9542-aaHolidayParks.Travel-Guide-Accommodation) - [All Inclusive Resorts and in Windsor](https://www.expedia.ca/Windsor-Hotels-All-Inclusive-Hotel.0-0-d9542-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Windsor](https://www.expedia.ca/Windsor-Hotels-Beach-Hotel.0-0-d9542-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Windsor](https://www.expedia.ca/Windsor-Hotels-Boutique-Hotel.0-0-d9542-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Windsor](https://www.expedia.ca/Windsor-Hotels-Business-Hotel.0-0-d9542-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Windsor](https://www.expedia.ca/Windsor-Hotels-Casino-Hotel.0-0-d9542-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Windsor](https://www.expedia.ca/Windsor-Hotels-Cheap-Hotels.0-0-d9542-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Windsor](https://www.expedia.ca/Windsor-Hotels-Couples-Resorts-Hotels.0-0-d9542-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Windsor](https://www.expedia.ca/Windsor-Hotels-Family-Hotel.0-0-d9542-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in Windsor](https://www.expedia.ca/Windsor-Hotels-Historic-Hotel.0-0-d9542-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Windsor](https://www.expedia.ca/Windsor-Hotels-Honeymoon-Hotels.0-0-d9542-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Windsor](https://www.expedia.ca/Windsor-Hotels-Hotels-With-Balconies.0-0-d9542-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Windsor](https://www.expedia.ca/Windsor-Hotels-Hotels-With-Hot-Tubs.0-0-d9542-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Windsor](https://www.expedia.ca/Windsor-Hotels-Hotels-With-Kitchenettes.0-0-d9542-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Windsor](https://www.expedia.ca/Windsor-Hotels-Hotels-With-Tennis-Courts.0-0-d9542-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Windsor](https://www.expedia.ca/Windsor-Hotels-LGBT-Friendly-Hotel.0-0-d9542-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Windsor](https://www.expedia.ca/Windsor-Hotels-Luxury-Hotel.0-0-d9542-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts in Windsor](https://www.expedia.ca/Windsor-Hotels-Marriott-Hotels-Resorts.0-0-d9542--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Windsor](https://www.expedia.ca/Windsor-Hotels-Pet-Friendly-Hotel.0-0-d9542-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Windsor](https://www.expedia.ca/Windsor-Hotels-Romantic-Hotel.0-0-d9542-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Windsor](https://www.expedia.ca/Windsor-Hotels-Shopping-Hotel.0-0-d9542-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Windsor](https://www.expedia.ca/Windsor-Hotels-Spa-Hotel.0-0-d9542-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Windsor](https://www.expedia.ca/Windsor-Hotels-Wedding-Hotels.0-0-d9542-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Windsor](https://www.expedia.ca/Windsor-Hotels-Winery-Hotel.0-0-d9542-tWineryHotel.Travel-Guide-Filter-Hotels) - [Windsor Hotels](https://www.expedia.ca/Windsor-Hotels.d9542.Travel-Guide-Hotels) - [Lodges in Windsor](https://www.expedia.ca/Windsor-Lodges.d9542-aaLodges.Travel-Guide-Accommodation) - [Motels in Windsor](https://www.expedia.ca/Windsor-Motels.d9542-aaMotels.Travel-Guide-Accommodation) - [Resorts in Windsor](https://www.expedia.ca/Windsor-Resort-Hotels.d9542-aaResortHotels.Travel-Guide-Accommodation) - [Safari Tentalow in Windsor](https://www.expedia.ca/Windsor-Safari-Tentalow.d9542-aaSafariTentalow.Travel-Guide-Accommodation) - [Flights from Windsor](https://www.expedia.ca/lp/flights/9542/flights-from-windsor) - [Flights from Bellingham (BLI) to Santa Rosa (STS)](https://www.expedia.ca/lp/flights/bli/sts/bellingham-to-santa-rosa) - [Flights from Los Angeles (LAX) to Santa Rosa (STS)](https://www.expedia.ca/lp/flights/lax/sts/los-angeles-to-santa-rosa) - [Flights from Seattle (SEA) to Santa Rosa (STS)](https://www.expedia.ca/lp/flights/sea/sts/seattle-to-santa-rosa) - [Flights from San Francisco (SFO) to Santa Rosa (STS)](https://www.expedia.ca/lp/flights/sfo/sts/san-francisco-to-santa-rosa) - [Flights from Edmonton (YEG) to Santa Rosa (STS)](https://www.expedia.ca/lp/flights/yeg/sts/edmonton-to-santa-rosa) - [Flights from Ottawa (YOW) to Santa Rosa (STS)](https://www.expedia.ca/lp/flights/yow/sts/ottawa-to-santa-rosa) - [Flights from Comox (YQQ) to Santa Rosa (STS)](https://www.expedia.ca/lp/flights/yqq/sts/comox-to-santa-rosa) - [Flights from Vancouver (YVR) to Santa Rosa (STS)](https://www.expedia.ca/lp/flights/yvr/sts/vancouver-to-santa-rosa) - [Flights from Winnipeg (YWG) to Santa Rosa (STS)](https://www.expedia.ca/lp/flights/ywg/sts/winnipeg-to-santa-rosa) - [Flights from Calgary (YYC) to Santa Rosa (STS)](https://www.expedia.ca/lp/flights/yyc/sts/calgary-to-santa-rosa) - [Flights from Victoria (YYJ) to Santa Rosa (STS)](https://www.expedia.ca/lp/flights/yyj/sts/victoria-to-santa-rosa) - [Flights from Toronto (YYZ) to Santa Rosa (STS)](https://www.expedia.ca/lp/flights/yyz/sts/toronto-to-santa-rosa) - [Visit Mark West Springs](https://www.expedia.ca/Mark-West-Springs.dx553248635975868985) - [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 rental Windsor](https://www.expedia.ca/Car-Rentals-In-Windsor.d9542.Car-Rental-Guide) - [Car rentals in Thrifty Car Rental 100 World Parkway](https://www.expedia.ca/Thrifty-Car-Rental-at-100-World-Parkway-St-Johns-Newfoundland-And-Labrador-CAN.v9542.Car-Rental-Guide-Location) - [Mark West Vacation Rentals](https://www.expedia.ca/Mark-West-Vacation-Rentals.d553248635975876288.Travel-Guide-VacationRentals) - [Things to do in Larkfield-Wikiup](https://www.expedia.ca/Things-To-Do-In-Larkfield-Wikiup.d553248635975865550.Travel-Guide-Activities) - [Things to do in Windsor](https://www.expedia.ca/Things-To-Do-In-Windsor.d9542.Travel-Guide-Activities) - [Book Condo Rentals in Chalk Hill on Expedia.com](https://www.expedia.com/Chalk-Hill-Condos.d736342871657291776-aaCondos.Travel-Guide-Accommodation)