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Compare 20 Condo Rentals in Healdsburg with updated reviews, rates, and availability.

Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6
Dining

Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6

9.2 out of 10, Wonderful, (40)
"The property was beautiful with many amenities. We would gladly stay there again. Close to freeway, and short drive to shopping, wineries, and breweries. Less than a 12 minute drive to Healdsburg. "
The price is SAR 864
SAR 2,117 total
includes taxes & fees
5 Jan - 6 January 2025
Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6
Worldmark Windsor, Beautiful Wine Country 2BR 2Bath Sleep6 Resort Condos

Worldmark Windsor, Beautiful Wine Country 2BR 2Bath Sleep6 Resort Condos

3.0 star property
8.4 out of 10, Very Good, (8)
"Enjoyed location and proximity to Healdsburg."
Worldmark Windsor, Beautiful Wine Country 2BR 2Bath Sleep6 Resort Condos
Wine Country Beautiful Worldmark 2Bedroom Resort
Pool

Wine Country Beautiful Worldmark 2Bedroom Resort

9.4 out of 10, Exceptional, (65)
"A comfortable, up-to-date alternative to hotels in the area, with plenty of resort-style and family-friendly amenities."
Wine Country Beautiful Worldmark 2Bedroom Resort
Worldmark Windsor, Beautiful Wine Country 2BR 2Bath Sleeps6 NICE!

Worldmark Windsor, Beautiful Wine Country 2BR 2Bath Sleeps6 NICE!

9.6 out of 10, Exceptional, (27)
"Very nice and convenient place. Only hiccup was checking in. It was to be available at 4 pm. Did not get our room till 7 pm"
Worldmark Windsor, Beautiful Wine Country 2BR 2Bath Sleeps6 NICE!
Great Wine Country and Golfing Resort Getaway!!
Exterior

Great Wine Country and Golfing Resort Getaway!!

8.0 out of 10, Very Good, (2)
"The property was very clean and easy to get around. They offered many amenities and have a very nice outdoor area to hang out. "
Great Wine Country and Golfing Resort Getaway!!
WorldMark Windsor - 1 Bedroom
Windsor_pool_3_S

WorldMark Windsor - 1 Bedroom

2.0 star property
9.0 out of 10, Wonderful, (2)
"The condo was very clean and had everything needed for a relaxing stay. The pool was also wonderful with no overcrowding! "
WorldMark Windsor - 1 Bedroom
Visit Beautiful California Wine Country with Style - River, Coast, Redwoods
Pool

Visit Beautiful California Wine Country with Style - River, Coast, Redwoods

Visit Beautiful California Wine Country with Style - River, Coast, Redwoods
WorldMark Windsor - 2 Bedroom Twin
Windsor_pool_S

WorldMark Windsor - 2 Bedroom Twin

2.0 star property
8.0 out of 10, Very Good, (1)
"Very clean, convenient location, good facilities. Comfortable beds. Well equipped kitchen. Pool was a good size, hot tubs and pool open till 10 pm which was nice after a long day. I had only 2 issues, one that there was no free wifi. I was told before I booked that it would be free for my unit but was given no info. on how to access it for free, Apparently I needed some info. that no one was able to give me so I ended up having to pay for it. And the second of course is the pressure...
WorldMark Windsor - 2 Bedroom Twin
WorldMark Windsor - 2 Bedroom
Windsor_pool_3_S

WorldMark Windsor - 2 Bedroom

2.0 star property
9.6 out of 10, Exceptional, (5)
"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!"
WorldMark Windsor - 2 Bedroom
Estrella by Avantstay Secluded Spanish-style Estate on 7 Acres of Vineyards
Pool

Estrella by Avantstay Secluded Spanish-style Estate on 7 Acres of Vineyards

3.5 star property
Estrella by Avantstay Secluded Spanish-style Estate on 7 Acres of Vineyards
WorldMark Windsor - 2 Bedroom Twin
Windsor_pool_S

WorldMark Windsor - 2 Bedroom Twin

WorldMark Windsor - 2 Bedroom Twin
Charming 2-bedroom condo in enchanting Healdsburg with WiFi, AC
Living area

Charming 2-bedroom condo in enchanting Healdsburg with WiFi, AC

Charming 2-bedroom condo in enchanting Healdsburg with WiFi, AC
WorldMark Windsor - 3 Bedroom Deluxe
Windsor_pool_S

WorldMark Windsor - 3 Bedroom Deluxe

2.0 star property
WorldMark Windsor - 3 Bedroom Deluxe
WorldMark Windsor - 2 Bedroom Accessible
Windsor_pool_3_S

WorldMark Windsor - 2 Bedroom Accessible

2.0 star property
WorldMark Windsor - 2 Bedroom Accessible
WorldMark Windsor - 3 Bedroom
Windsor_pool_S

WorldMark Windsor - 3 Bedroom

2.0 star property
WorldMark Windsor - 3 Bedroom
WorldMark Windsor - 3 Bedroom Penthouse Accessible
Windsor_pool_S

WorldMark Windsor - 3 Bedroom Penthouse Accessible

2.0 star property
WorldMark Windsor - 3 Bedroom Penthouse Accessible
WorldMark Windsor - 3 Bedroom Accessible
Windsor_pool_S

WorldMark Windsor - 3 Bedroom Accessible

2.0 star property
WorldMark Windsor - 3 Bedroom Accessible
WorldMark Windsor - 1 Bedroom Accessible
Windsor_pool_3_S

WorldMark Windsor - 1 Bedroom Accessible

2.0 star property
WorldMark Windsor - 1 Bedroom Accessible
WorldMark Windsor - 3 Bedroom Penthouse
Windsor_pool_S

WorldMark Windsor - 3 Bedroom Penthouse

2.0 star property
WorldMark Windsor - 3 Bedroom Penthouse
Tranquil 2-bedroom condo in Healdsburg with AC, WiFi
Living area

Tranquil 2-bedroom condo in Healdsburg with AC, WiFi

Tranquil 2-bedroom condo in Healdsburg with AC, WiFi
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.
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Other property types in Healdsburg

✨Rustic Cabin in Dry Creek Valley with beautiful views // 5 miles to Plaza ✨
✨Enjoy cooking together in the kitchen ✨

✨Rustic Cabin in Dry Creek Valley with beautiful views // 5 miles to Plaza ✨

10.0 out of 10, Exceptional, (279)
"Charming cabin among the vineyard. Very comfortable, host is very informative. Love the location close to Healdsburg. This was our second visit, we hope to return again."
✨Rustic Cabin in Dry Creek Valley with beautiful views // 5 miles to Plaza ✨
Beautiful Coop Cottage overlooking vineyards. Three minutes from downtown!
Enjoy lawns, gardens, and a walk in through our vineyards

Beautiful Coop Cottage overlooking vineyards. Three minutes from downtown!

10.0 out of 10, Exceptional, (231)
"We rented the Coop for 4 weeks and enjoyed all the amenities and the staff. Kristen was forever helpful and our gardener Luis was a delight. The space was kept immaculately clean and we had all that we needed and wanted. We have already booked for next year and plan to make it an annual trip."
Beautiful Coop Cottage overlooking vineyards. Three minutes from downtown!
Chalk Hill Cottage Close to Wineries

Chalk Hill Cottage Close to Wineries

9.8 out of 10, Exceptional, (29)
"Location is excellent, property is clean and quiet, and hosts were very responsive. This is our second time at this cottage and look forward to staying here again. "
Chalk Hill Cottage Close to Wineries
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.

Frequently asked questions

How much do condos in Healdsburg cost?
You’ll pay from SAR 864 to SAR 864 per night for condos in Healdsburg. Whatever your budget, an ideal stay is a click away on Expedia. 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?
Choose from 20 condos in Healdsburg. No matter if you’re traveling with the little ones or getting away with your pals, Expedia can help you find the perfect space for your entire crew.
Why book your condo in Healdsburg with Expedia?
With Expedia, you’ll have no trouble finding your dream condo in Healdsburg. On the lookout for someplace luxurious? Find your way to the filters to search for properties that are 5-star rated. If you have a budget, choose how much you want to spend and then browse our incredible deals. We’ll help you find the perfect pad whatever your escape looks like.
How can I find cheap condos in Healdsburg?
Expedia can help you narrow down your search for cheap condos in Healdsburg. To book your perfect stay in a couple of clicks, try out our convenient filter tool to tailor your search results by amenities, star rating and budget.