Condo vacation rentals in Healdsburg

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Popular amenities for Healdsburg condo rentals

Weekly condo rentals

Guest favorite
A grand white mansion is framed by tall palm trees against a clear blue sky. The manicured lawn leads up to the elegant entrance of the house, showcasing its architectural details and inviting symmetry.
Condo in Napa
5 out of 5 average rating, 30 reviews

*Silverado Condo Retreat near Wineries

SarahRating, 5 stars6 months ago
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!!!
The spacious lobby features high ceilings and large windows that allow natural light to fill the area. A cozy seating arrangement includes a brown leather sofa and armchairs, complemented by a stone fireplace and a billiards table, creating a welcoming common space.
Condo in Windsor
4.65 out of 5 average rating, 17 reviews

WM Windsor 1 Bedroom Condo

MckennaRating, 5 stars4 months ago
Location was great! And onsite staff was accommodating and flexible with our needs!
The remodeled kitchen showcases sleek quartz countertops and modern stainless steel appliances. Abundant natural light filters through the nearby window, complemented by the neutral-toned cabinetry. A subtle doorway leads to additional areas, while adaptable lighting enhances the space.
Condo in Novato
5 out of 5 average rating, 4 reviews

Oliva Place Townhouse

ChaseRating, 5 stars1 week ago
We came to Novato for a friend’s wedding and wanted a place that could fit three couples without having to share a room. Ernest’s place was perfect for that. It was in a good location (less than 5 minutes from downtown) and we had plenty of space. The only thing I would add is putting out towels in the bathrooms. A person in our group took a shower after arriving and was left without a towel so we had to search the closets for them. Besides that, it was overall a wonderful stay!
Condo in Napa
4.65 out of 5 average rating, 17 reviews

Remodeled 2BR Golf Course View | Patio | Pool

JoshuaRating, 5 stars8 months ago
Excellent location for access to The Silverado!
The elegant mansion, framed by tall palm trees, is set against a scenic backdrop of rolling hills. A well-maintained lawn leads to the stately entrance, where large windows and a classic facade convey a sense of refinement and tranquility.
Condo in Napa
4.74 out of 5 average rating, 194 reviews

Perfect Getaway at Silverado Napa

ChrisRating, 5 stars2 weeks ago
Exceptional value for an outstanding place. Perfectly appointed for a couple visiting the area and wanting to cook for themselves, and within easy access of the town, and many wineries. The biggest surprise was the amazing resort that this unit is on with access to a beautiful pool and the resort bar and restaurant. Can’t say enough good things about this rental and the amazing hosts!
A scene of gently rolling vineyard hills is observed, with rows of grapevines flourishing in the foreground. A statue sits atop a hill, surrounded by a few trees. A white fence lines the property, enhancing the rural charm of the setting.
Condo in Napa
5 out of 5 average rating, 3 reviews

Wine Country Luxury studio suite

BenRating, 5 stars44 months ago
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.
A serene coastline is displayed with gentle waves lapping against rocky formations. A sandy beach stretches along the water's edge, where small groups of people can be seen enjoying the scenery. Cliffs rise in the background, with clear blue skies overhead.
Condo in Windsor
5 out of 5 average rating, 10 reviews

3bdm-condo Windsor-WorldMark Resort

StevenRating, 5 stars12 months ago
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
Condo in Napa
4.67 out of 5 average rating, 3 reviews

1 Bedroom - Idyllic Home Base in Wine Country

DimitraRating, 5 stars51 months ago
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

An outdoor patio is shown with two dark wicker chairs positioned around a small table. A green bench adds a pop of color, while surrounding greenery offers a natural backdrop. The patio leads into the interior space, visible through sliding glass doors.
Condo in Napa
4.84 out of 5 average rating, 120 reviews

Silverado Mansion Junior Suite | Pool | 1Bd | 1Ba

DebbieRating, 5 stars4 weeks ago
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. 😊
A spacious room features a cozy bed with a patterned blanket and a black accent pillow. A sleek desk and chair are placed nearby, while a small table complements a dark sofa. A mirror reflects the modern decor, creating an open feel.
Private room in Santa Rosa
4.77 out of 5 average rating, 57 reviews

Lovely private room located in Sonoma County.

ShannonRating, 5 stars3 weeks ago
Very friendly very reasonable. If i had questions he answered right away. Always a smile.
A private patio area is furnished with two rattan chairs and a small table, creating a cozy outdoor seating arrangement. Sliding glass doors lead into a brightly lit living space, blending indoor and outdoor areas seamlessly.
Condo in Napa
4.59 out of 5 average rating, 27 reviews

Serene Napa Retreat w/ Pool Access & Patio!

ChristianRating, 5 stars4 months ago
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.
Guest favorite
A spacious living area is highlighted by a dining table accommodating six, with modern light fixtures above. A patterned armchair and a soft couch offer comfortable seating options. Large windows allow natural light to fill the room, complemented by neutral wall tones and tasteful artwork.
Condo in Napa
4.96 out of 5 average rating, 53 reviews

Cozy 3 Beds/2 Ba - Silverado

MagdaRating, 5 stars1 day ago
Great stay!! Would definitely come back again!!
Top guest favorite
A private patio features a swinging egg chair, capable of seating at least two people, surrounded by lush bamboo and a grassy area. Outdoor lights can be seen, complementing the serene atmosphere, while a pyramid heater provides warmth for cooler evenings.
Condo in Napa
5 out of 5 average rating, 44 reviews

Perfect location! Spacious! Peaceful LUX!

MollyRating, 5 stars6 days ago
This stay was FANTASTIC! A perfect condo for a girls trip. Location was PERFECT for anyone going down 28 for wine tastings - easy to get in and out and there’s a gas station close by. Never heard neighbors. I would absolutely stay here again. Beds were comfy and bathrooms were very large. If I had to say anything at all, there are blinds on all windows but no curtains/blackout curtains. Because the front yard area is lit well, the room was not as dark as we would’ve liked.
Top guest favorite
A covered porch is furnished with several white rocking chairs and potted plants. Warm wood decking leads to lush greenery and a view of various trees. A staff member is seen walking with a tray, adding to the inviting ambiance of the area.
Condo in Napa
4.99 out of 5 average rating, 95 reviews

Casa Vina at Silverado Resort and Spa | Fireplace

Bhanu Pratap SinghRating, 5 stars4 weeks ago
The place was great and easy to check-in. The Silverado resort itself is great and beautiful. We went for a walk around the golf course and it was really pretty. Would definitely recommend the place.
A cozy living area features a neutral sofa adorned with patterned cushions, complemented by a decorative area rug. A small coffee table sits in front, while a dining space is visible in the background, showcasing bar seating and a well-equipped kitchen.
Condo in Napa
4.65 out of 5 average rating, 113 reviews

Elegant Napa Retreat | Luxe Beds & Prime Location

LauraRating, 5 stars1 week ago
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
Superhost
A spacious lawn features a classic two-story building with large windows and a welcoming entrance. In the foreground, a figure sits on a picnic blanket, surrounded by trees and palm trees under a partly cloudy sky, suggesting a relaxed outdoor atmosphere.
Condo in Napa
4.63 out of 5 average rating, 144 reviews

Luxe Napa Escape | King Bed Near Top Wineries

EdwardRating, 5 stars2 weeks ago
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

Top guest favorite
The outdoor pool area is surrounded by lush greenery and well-maintained landscaping. The pool features a clear, inviting water surface, with lounge chairs arranged along the perimeter, providing ample space for relaxation.
Condo in Napa
4.99 out of 5 average rating, 134 reviews

Charming Condo: King Bed, Pool Access, 2 Patios

KristenRating, 5 stars2 months ago
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 🍷
A spacious outdoor pool is surrounded by loungers and umbrellas, providing a serene space for relaxation. The three-story building in the background features balconies and lush greenery, enhancing the inviting atmosphere of the resort.
Condo in Windsor
4.84 out of 5 average rating, 55 reviews

WorldMark Windsor, CA

KellyRating, 5 stars8 months ago
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.
Superhost
A large outdoor pool is surrounded by lounge chairs and shaded areas, inviting relaxation. Surrounding buildings feature balconies, providing a view of the pool area. A clear blue sky is visible above, enhancing the inviting atmosphere of the space.
Condo in Windsor
5 out of 5 average rating, 13 reviews

Eat, Drink, Pool - Choose the Order -2 Bdrm-Slps 6

AaronRating, 5 stars10 months ago
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.
Top guest favorite
A tranquil pool area is depicted, featuring a large, rectangular swimming pool bordered by lounge chairs. Umbrellas provide shade alongside the patio, surrounded by lush greenery and trees. Clear blue skies reflect above, creating a serene atmosphere for relaxation.
Condo in Napa
4.99 out of 5 average rating, 214 reviews

Chic 1 BR Condo Par Excellence at Silverado Resort

MeganRating, 5 stars1 month ago
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
Top guest favorite
The outdoor pool area features a seasonally heated swimming pool surrounded by lounge chairs. Umbrellas provide shade, while clean concrete surrounds the pool, enhancing accessibility for all guests. Lush greenery and trees can be seen in the background, creating a serene atmosphere.
Condo in Napa
4.99 out of 5 average rating, 121 reviews

Golf Course Views, Pool, King Bed & Balcony

GenevieveRating, 5 stars1 week ago
This was the perfect place for our weekend trip to Napa. It was tastefully decorated (loved the décor). We appreciated the fully stocked coffee station. The resort coffee/convenience store and restaurants were just a short walk away. Lots of parking. Just a 10 minute drive to downtown Napa. Krista was very proactive - provided great directions and followed-up to ensure we entered the unit without issue.
Superhost
A large outdoor swimming pool is depicted, surrounded by lounge chairs arranged neatly along the perimeter. Lush greenery and residential buildings provide a serene backdrop under a partly cloudy sky.
Condo in Windsor
4.84 out of 5 average rating, 32 reviews

Wine Country 2 Bdrm Condo w/ Pools & Hot Tubs

AmandaRating, 5 stars31 months ago
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.
Top guest favorite
A bright living area features a spacious sofa and armchair, complemented by warm lighting and natural decor. Artwork adorns the walls, while a large TV is mounted opposite the seating. Sliders provide access to the outside, enhancing the airy ambiance.
Condo in Napa
4.98 out of 5 average rating, 167 reviews

Chic Retreat in Napa: Pool Access, Kitchen, Patio

KrisRating, 5 stars1 month ago
We enjoy our weekend getaway at Kristas place. Everything was clean & beautiful. Very peaceful. I greatly appreciated Krista helping me with a special balloon request. We will definitely stay again.

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