
Condo vacation rentals in Healdsburg
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Top-rated condo rentals in Healdsburg
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Healdsburg condo rentals
Condo rentals with a pool

2BR condo with pool, tennis, gym, patios, W/D, AC
This is the second year we have stayed in the Silverado complex. The location and the facilities are great. The complex is well maintained and very quiet at night. The only downside is that the landscaping crew begins hours of work early in the morning. If you want to sleep in, this is not the place. Value for money, I don't think you can do better for this great location.

*Silverado Condo Retreat near Wineries
Denise has a beautiful and comfy condo-it came just as advertised! She was wonderful and let my sister and me check in a little early so we could start our stay a little sooner-much appreciated! Also the unit is easily accessible if you have any mobility issues. No stairs to get in, or in the unit. My sister is recovering from hip replacement surgery so that was important for us.

WorldMark Windsor, CA
Perfect location in the quaint town of Windsor! Short drive to the Windsor Green, Healdsburg Square, and wineries. The space is clean and well equipped with everything you need for a comfortable stay.

Napa - Studio Suite, Riverpointe
Eric was an excellent host. He went above and beyond to make sure everyone was taken care of

Oliva Place Townhouse
Quiet, good location and exactly what we needed.

Wine Country Luxury studio suite
I can’t say enough about Kim as a host and the property. Everything exceeded our expectations. Upon our arrival Kim had two welcome bags sent to our room personalized for our experience. No detail was left out! Sun screen and water bottles for our event, flip flops to wear by the pool. She thought of everything. The resort amenities were great and the staff was on top of their game in every way. Kim will defiantly be our first call for our next trip! Thank you Kim for making our stay amazing.

3bdm-condo Windsor-WorldMark Resort
We stayed as part of a large family reunion, with family members in various units in this complex. This worked out really well, and management was kind enough to allow us to have a BBQ on the patio near the main entrance building. Very enjoyable stay overall

Wine Country Escape at Silverado in Napa!
Quaint, private and loved backing up to the golf course. Very walkable in the morning or evening with beautiful sunrise and sunsets. Quiet and relaxing!
Weekly condo rentals

Charming Condo: King Bed, Pool Access, 2 Patios
"We had a wonderful stay at this charming Airbnb! The space was quaint and impeccably clean, nestled in a cozy and quiet area that made for a relaxing getaway. The bed was incredibly comfortable, ensuring we got plenty of restful sleep. We appreciated the soft, fluffy towels available, even though we didn’t get a chance to use the kitchen. The grounds of the property are beautiful, and having a Starbucks within sight was a lovely bonus for that morning caffeine boost. However, the coffee provided in the condo was perfect for our needs, and we took full advantage of it. Getting around Napa was a breeze with quick Uber services available whenever we needed them. Overall, we had no issues at all and can't wait to come back!

1 Bedroom Grand Suite in Iconic Napa Resort
Love Vino Bello. This unit even upgraded the furniture which was a pleasant surprise. Also upgraded the pool areas as well. I will definitely be back again.

Chic 1 BR Condo Par Excellence at Silverado Resort
One of my best Airbnb experiences to date! Erin was incredibly responsive and thoughtful throughout our stay. The apartment is stylish, comfortable, and impeccably clean—so much so that I joked with my husband it was even cleaner than my recent stay at a SoCal Hyatt. We absolutely loved it and would happily stay again!

Fine Accommodations by the river!
What a lovely stay at Carole's, She is on top of everything & gives you the heads-up on Petaluma Definitely recommend this stay arrangement.

Golf Course Views, Pool, King Bed & Balcony
The condo was beautiful and we felt right at home. The resort is amazing and had everything we could ask for and was a great location for getting out in Napa valley.

Gorgeous Napa Getaway
We had a relaxing and enjoyable stay at Debbie’s place. From the moment we walked in, we felt right at home and thought the wine and card were a thoughtful, personal touch. There were even some snacks and necessities in the fridge, which was unexpected and appreciated! We had planned to do a full day of wine tasting on Saturday, but lounged and napped at the condo after a long walk instead. Enjoyed several great tastings over the weekend and had dinner at Bistro Don Giovanni and The Grill on the Silverado property - both were delicious. We would definitely stay at Debbie’s place again on a return trip to Napa.

Stylish Cottage w/ Kitchen + Pool Access
My family stayed at this beautiful cottage/condo for the Bottlerock weekend. We had the best time here out of all the stays we had in Napa. The property is very easy to access to and walking to the market and restaurants onsite just made this little getaway so much more enjoyable. The inside of the units are well cleaned, decorated, and stocked for our family. We enjoyed the pool sides during the day, walking to the market for pizzas, and hanging by the fire pits of the restaurant and overlooking the golf course in the evening. I highly recommend this place to visit Napa. We will be back next year.

San Rafael Hilltop Elegance
My partner and I were traveling through Marin, Sonoma, and San Francisco for an extended weekend getaway. Jay and Crystal were wonderful hosts—warm, friendly, and communicative—and their home was perfect for us. We were looking for a peaceful, restorative space to return to after long days spent in the forest, on the beach, and exploring the city. Their place was exactly that. I’d recommend them without hesitation to anyone looking for the same. <3
Pet-friendly condo rentals

2/2 Iconic Napa Silverado Resort
This was a great home base to explore Napa Valley. Very convenient access to the market for coffee each morning, although you don’t need it as the kitchen is very well stocked. Appreciated the sparkling water and snacks as nice touches! We were not bothered by the minimal noise from the upstairs neighbors. It was hardly noticeable and we were working remotely from the space all day. Live music on Friday nights as the resort was fun!

Charming Napa Retreat | Walk to Wineries & Dining
We have stayed here multiple times! Great spot! Great communication with the host, clear instructions, and comfy.

Silverado Mansion Junior Suite | Pool | 1Bd | 1Ba
Very well kept unit in a beautiful resort facility. Accurate description. Very well kept unit. Highly recommend the place

Lovely private room located in Sonoma County.
Eric is a great host. I had multiple logistics to juggle, moving out of my home, schedule changes, etc. I look forward to staying at this spot soon!

Serene Napa Retreat w/ Pool Access & Patio!
Thank you for the stay, Even though it was cloudy the Silverado hotel is breathtaking. The suite was cozy, comfortable, and clean. The condo has many amenities that helped a lot with our stay. Will come again when in town.

Cozy 3 Beds/2 Ba - Silverado
Great stay!! Would definitely come back again!!

Spacious&PeacefulOasis!Beautiful!PerfectlyLocated!
We had an amazing stay in Napa with Johnathan and Kaylee. The location was perfect to explore Napa Valley and the apartment couldn't have been better. There is also a delicious restaurant just one minute away. They were so helpful and responsive the entire trip. I would definitely stay there again next time we visit.

Cozy fully furnished condo near waterfront.
I needed a place to stay to visit mare island and this spot was perfect. 10 mins from the island. Right by the freeway entrance to get to SF (got two trips in). The community the condo is located in is very well kept. Parking is convenient. Jasmine is very responsive. Overall great stay! Highly recommend!
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