
Condo vacation rentals in Healdsburg
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Top-rated condo rentals in Healdsburg
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Popular amenities for Healdsburg condo rentals
Weekly condo rentals

*Silverado Condo Retreat near Wineries
Denise was a life saver after having to cancel our hotel stay very last minute due to in accurate website description. She responded right away and was very attentive. The condo was exactly like pictured and even better. I am very picky and this place was extremely clean. Bed was so comfortable and the sheets were so luxury it made it even better!! Location was amazing and the view of the golf course from the back patio was peaceful! Location is perfect as well as it was so close to all the winery’s. We will for sure be staying here again when we make another Napa trip!! Thanks Denise for everything!!!

WM Windsor 1 Bedroom Condo
Location was great! And onsite staff was accommodating and flexible with our needs!

Remodeled 2BR Golf Course View | Patio | Pool
Excellent location for access to The Silverado!

Perfect Getaway at Silverado Napa
We had a wonderful stay in Napa! The Airbnb location was perfect, close to all the top wineries and just a short drive to downtown Napa. The space was convenient and equipped with everything we needed. The beds were comfortable, and the kitchen was clean. The host was also very welcoming and quick to respond to any questions we had. Overall, we had a relaxing and enjoyable time in Napa, We would definitely recommend it to others looking for a convenient place to stay when planning on touring the vineyards!

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

Doris’View@Parkview Czy 2 bdrm condo close 2 Napa
Doris’ place was welcoming, quiet, and private. We enjoyed relaxing there after long days of visiting the area. Doris was easy to communicate with.

1 Bedroom - Idyllic Home Base in Wine Country
We had a great stay at this beautiful condo! Liz was quick to respond, incredibly nice and great with offering up her help/advice. The place was clean and we really loved the big bathroom, kitchen and pools/hot tub. It’s the perfect spot to take your family for a weekend! Will definitely stay again.
Pet-friendly condo rentals

Silverado Mansion Junior Suite | Pool | 1Bd | 1Ba
We will keep coming back. It was a beautiful room and so comfortable. We unfortunately parked in the wrong area and didn’t see signage (in the dark) telling us where the unit was. However, the stay itself was wonderful and after having a tumble in the dark on the property, the owner came and checked on us first thing in the morning. To me, that was pretty amazing. Even though we never met, it was like staying with a friend. Thank you so much for making our stay so positive. As we are from the Bay Area and travel to the Napa area often, we will certainly be back and will pass on recommendations to this unit every chance we get. 😊

Lovely private room located in Sonoma County.
Very friendly very reasonable. If i had questions he answered right away. Always a smile.

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
A wonderful place to stay. An extremely well stocked kitchen. Very peaceful.

9min2 BottleRock!Nxt2Wineries!Spacious+PeacefulLUX
The room was spacious and very clean. The host was responsive and thoughtful throughout our stay. Great location with convenient access to transportation. Highly recommended!

Wine Country Escape | Silverado Resort | Fireplace
Had a great weekend stay here with our small dog. Would definitely recommend to anyone. Highlights: -Quiet location but also provided easy access to wherever we wanted to go to over the weekend -Clean, organized, and well taken care of. You can tell Craig cares about keeping the place clean and maintained to provide the best experience possible. -Craig was a great host. Very friendly, very responsive, and also provided an informative guide in the space itself that answered all our questions. -Modern, quality, comfortable furnishings. Made us feel right at home. We loved our stay and will definitely be happy to visit again in the future.

Elegant Napa Retreat | Luxe Beds & Prime Location
David was an excellent host. was speedy at helping with anything I had questions on. place was easy yo get to and from Sonoma Speedway and the food options in the are plentiful

Luxe Napa Escape | King Bed Near Top Wineries
Great location to multiple wineries and downtown Napa. Would 100% recommend to anywho who is wine tasting for a few days in Napa.
Condo rentals with a pool

Charming Condo: King Bed, Pool Access, 2 Patios
The place was just like the pictures and absolutely perfect! It was the perfect little spot for a little parents get away! Krista was so easy to communicate with and even left us a bottle of wine to enjoy while we were there! Will definitely keep her and her rentals in mind for future trips to Napa 🍷

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.

Eat, Drink, Pool - Choose the Order -2 Bdrm-Slps 6
Although Logan warned us that this is a Wyndham property, we were not prepared to face a relentless and rude sales person before being allowed access to the unit we’d already paid for. We were not allowed to “simply decline” the sales pitch. Instead, after politely declining to sit through a presentation at least five times, we were forced to act angry and rude ourselves before the awful sales person (McKayla, sp?) handed over our room access cards. Additionally, Wyndham charged us a $250 deposit instead of the $100 deposit that Logan mentioned. Not sure what that was about. Very frustrating check in experience after a very long day on the road. The unit itself was clean and had everything we needed including a great bbq grill. The property is nice and has a heated pool and several hot tubs onsite. Logan was polite and very responsive. Despite several positive aspects about this rental, we would not knowingly subject ourselves to another Wyndham check in process.

Chic 1 BR Condo Par Excellence at Silverado Resort
Erin was a great host, she was proactive with communication before the stay started and would check up on us throughout the stay to make sure we were enjoying ourselves and to ask if there was anything we needed. Erin’s place looks exactly like photos and is clean, it’s definitely worth the money. I have stayed at the resort itself a few times and IMO Erin’s place is cleaner and nicer than the resorts 1 bedroom suites

Golf Course Views, Pool, King Bed & Balcony
This apartment was perfect for our group of four adults and a toddler. It was spotlessly clean upon arrival and had all the essentials we could ask for. We particularly appreciated being so close to the resort amenities, which made it easy to enjoy our vacation. A great choice for families!

Wine Country 2 Bdrm Condo w/ Pools & Hot Tubs
This location was perfect for my employees, who are working on a new home construction project in the area. They felt right at home and couldn't believe how accommodating everything & everyone was.
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- Clam Beach
- Sonoma Coast State Park
- Point Reyes National Seashore
- Chandon
- Dominus Estate
- Six Flags Discovery Kingdom
- Caymus Vineyards
- Pebble Beach
- Safari West
- Bowling Ball Beach
- Schoolhouse Beach
- Portuguese Beach
- Gleason Beach
- North Salmon Creek Beach
- Doran Beach
- Santa Maria Beach
- Chateau St. Jean
- Kelham Beach
- Black Point Beach
- Shell Beach
- South Beach
- Kistler Vineyards-Trenton Roadhouse Tastings by Appointment
- Driftwood Beach
- Point Reyes Beach