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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 26 Condo Rentals in Healdsburg with updated reviews, rates, and availability.

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

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 AEDĀ 826
AEDĀ 2,060 total
includes taxes & fees
22 Jun - 23 Jun
Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6
WorldMark Windsor - 2 Bedroom
Exterior

WorldMark Windsor - 2 Bedroom

2.0 star property
9.8 out of 10, Exceptional, (6)
"We needed to stay close to family and were able to spend time with them. Also getting to the airport lead so convenient. "
WorldMark Windsor - 2 Bedroom
WorldMark Windsor - 2 Bedroom Twin
Exterior

WorldMark Windsor - 2 Bedroom Twin

WorldMark Windsor - 2 Bedroom Twin
WorldMark Windsor - 2 Bedroom Accessible
Exterior

WorldMark Windsor - 2 Bedroom Accessible

2.0 star property
WorldMark Windsor - 2 Bedroom Accessible
Great Wine Country and Golfing Resort Getaway!!
Outdoor dining

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 - 2 Bedroom Twin
Exterior

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 Twin
Exterior

WorldMark Windsor - 2 Bedroom Twin

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

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

Charming 2-bedroom condo in enchanting Healdsburg with WiFi, AC
Wine Country Beautiful Worldmark 2Bedroom Resort
Outdoor dining

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
Tranquil 2-bedroom condo in Healdsburg with AC, WiFi
Smart TV, books

Tranquil 2-bedroom condo in Healdsburg with AC, WiFi

Tranquil 2-bedroom condo in Healdsburg with AC, WiFi
WorldMark Windsor - 1 Bedroom Accessible
Exterior

WorldMark Windsor - 1 Bedroom Accessible

2.0 star property
10.0 out of 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!"
WorldMark Windsor - 1 Bedroom Accessible
WorldMark Windsor - 1 Bedroom
Exterior

WorldMark Windsor - 1 Bedroom

2.0 star property
9.0 out of 10, Wonderful, (4)
"Very well maintained and responsive staff"
WorldMark Windsor - 1 Bedroom
Visit Beautiful California Wine Country with Style - River, Coast, Redwoods
Exterior

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

Visit Beautiful California Wine Country with Style - River, Coast, Redwoods
WorldMark Windsor - 3 Bedroom Penthouse
Exterior

WorldMark Windsor - 3 Bedroom Penthouse

2.0 star property
WorldMark Windsor - 3 Bedroom Penthouse
Geyserville Getaway Retreat 30 day minimum
Living area

Geyserville Getaway Retreat 30 day minimum

Geyserville Getaway Retreat 30 day minimum
WorldMark Windsor - 1 Bedroom
Exterior

WorldMark Windsor - 1 Bedroom

WorldMark Windsor - 1 Bedroom
WorldMark Windsor - 2 Bedroom Queen
Exterior

WorldMark Windsor - 2 Bedroom Queen

2.0 star property
WorldMark Windsor - 2 Bedroom Queen
WorldMark Windsor - 3 Bedroom Penthouse Accessible
Exterior

WorldMark Windsor - 3 Bedroom Penthouse Accessible

2.0 star property
WorldMark Windsor - 3 Bedroom Penthouse Accessible
WorldMark Windsor - 3 Bedroom Deluxe
Exterior

WorldMark Windsor - 3 Bedroom Deluxe

2.0 star property
WorldMark Windsor - 3 Bedroom Deluxe
WorldMark Windsor - 3 Bedroom
Exterior

WorldMark Windsor - 3 Bedroom

2.0 star property
WorldMark Windsor - 3 Bedroom
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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Frequently asked questions

How much do condos in Healdsburg cost?
The price range for condos in Healdsburg is AED 826 to AED 826 per night. No matter your budget, youā€™re sure to find something that suits your needs ā€” 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 26 condos. To help you find the ideal digs, use our filter tool to search for the amenities or perks you need.
Why book your condo in Healdsburg with Expedia?
We think that vacations should be a piece of cake, so if youā€™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.