Luxury rentals in Healdsburg

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Popular amenities for Healdsburg luxury vacation rentals

Other great luxury vacation rentals in Healdsburg

Luxe
An infinity-edge pool is showcased, reflecting the colorful twilight sky. Lush greenery surrounds the pool area, providing a natural backdrop. The horizon reveals rolling hills under a soft blend of warm sunset hues.
Home in Geyserville
5 out of 5 average rating, 17 reviews

Magical Wine Country Compound – Epic Views & Pool

AndrewRating, 5 stars1 week ago
We booked last minute after another host cancelled. Will responded to our booking request in minutes, was very proactive about answering our questions about the place and made us feel completely at home. The house is beautiful, and beautifully furnished. With indoor outdoor speakers, a great outdoor dining setup hot tub and fantastic pool, it really delivers as a perfect setting for a getaway. I can’t say enough good things about interacting with Will who was both generous with his time and responsive to our questions. If you want to get cozy in a well appointed house with great views and amenities, this is your place
Luxe
An outdoor space features a luxurious pool reflecting the twilight sky. A modern home with expansive windows showcases warm lighting from within. Comfortable lounge chairs line the poolside, while nearby trees and landscaped grounds create a serene atmosphere.
Home in Healdsburg
5 out of 5 average rating, 17 reviews

Luxurious Healdsburg Home Walk to Wineries

ReginaRating, 5 stars2 weeks ago
An indoor/outdoor living dream! The pool/hot tub/pool house/covered patio area was perfect and was where we spent most of our time during the day. Loved how private and peaceful the surrounding area was, while also being walking distance to wineries and a short drive to Healdsburg square. Home was spacious and everyone slept comfortably. Our family loved this Airbnb so much that we’ve already booked our next stay!
Luxe
An outdoor pool area features a heated swimming pool surrounded by sleek lounge chairs. Two large umbrellas provide shade, while a built-in hot tub with a fire pit is situated nearby. Lush greenery and trees create a serene backdrop.
Home in Fountaingrove
4.97 out of 5 average rating, 37 reviews

Luxury Villa, Pool, Spa, BBQ, By Healdsburg

RyanRating, 5 stars2 weeks ago
Our stay was really enjoyable! The location is fantastic and the house and amenities were just what we were looking for. The house is very clean and well taken care of. Nice floors! We were able to use the pool which was awesome too. There are lots of young trees planted around, so the level of privacy will grow over time. The kitchen has plenty of dishes, pots, pans, etc. There’s also a good size laundry room and plenty of towels for the pool. The host was super responsive and proactive. We didn’t happen to need anything, but we felt very comfortable. Thanks!
Luxe
An aerial view captures a private home surrounded by lush landscaping and vibrant flowers. A pool is set against the backdrop of a sunset sky, while spacious decks and lounge chairs provide relaxing outdoor spaces. The property showcases tranquil vineyard hills in the distance.
Home in Santa Rosa
5 out of 5 average rating, 23 reviews

Sunset View by BeautifulPlaces

JanierRating, 5 stars1 month ago
The space was incredible. As you’re driving up to the home, it seems unassuming, but the instant you step out of the car and take in the surroundings, you realize you’ve arrived somewhere special. The moment we walked through the doors, the view of the back, with a clear site through what looks like the center of mountain with its rolling hills covered in trees and vineyards. You’re transported to a very magical and special place. The 3 days we stayed at Sunset View was not enough. I’d like to add that Lorna, who was my contact for any issues or concerns with the home was beyond excellent in her attention. The day before we left we asked if we could pay for a late checkout and she very kindly reached out to housekeeping and gave us a late checkout of 1:00 PM at no charge. I will DEFINITELY be staying here again! Thank you to everyone at Beautiful Places, you all were wonderful.
Luxe
An aerial view reveals a beautifully shaped pool surrounded by manicured greenery, accented by two lounge chairs positioned near the water. The rustic home blends harmoniously with the natural landscape, enhancing the serene ambiance of the property.
Villa in Healdsburg
5 out of 5 average rating, 11 reviews

Luxury Organic Ranch Fabulous for Groups with Farm

RichardRating, 5 stars12 months ago
An extraordinary place and an even more extraordinary experience. The home and the surroundings are of the highest quality, best kitchen we have experienced. Wonderful selection of locally harvested fruits, vegetables and herbs along with homemade jams and salsas were all waiting for us when we arrive along with eggs harvested from the ranch's chickens. Edward took us on a terrific tour of the expansive property including amazing gardens, forests and the chickens, goats and ponies that live 50 yards from the house. The investment Edward and his team have made in the ranch is truly remarkable. Wonderful pool, a fantastic tent sanctuary with twin outdoor tubs, fitness trail as good as any upscale park and a lake on the property. As peaceful and relaxing a place as we could imagine. All that and a 10 minute drive into Healdsburg with all it has to offer. Edward a tremendous host, immediate response to any question and helpful advice. We will be returning!
Luxe
A modern two-story home is depicted, featuring a sleek exterior with large windows and a minimalistic design. The structure is surrounded by greenery, with wooden steps leading to the entrance. Soft exterior lighting enhances the warm atmosphere at dusk.
Home in Healdsburg
4.89 out of 5 average rating, 18 reviews

Mill Creek - AvantStay | Patio, Hot Tub, A+ Design

JeffRating, 5 stars1 month ago
The house was described. We booked this one as in the photos it looked modern and clean and had a hot tub, sauna and cold plunge. You don't find that trio often. It was 6 minutes outside of Healdsburg. There is no cellular service, but once connected to the WIFI, all communication was restored. The house was clean and the bed was comfy. The only two downsides are that the water is well water and not safe for drinking. I also could not trust the ice in the freezer for that reason. The other downside was mosquitos. They never entered the house, but once out of the house, they are on you, especially when in the hot tub. There was OFF and mosquito candles provided, but they did little. Everything in the place was thoughtful. This was our first time with air B&B
Luxe
A spacious living room features a stone fireplace as a focal point, surrounded by comfortable seating arrangements. Natural light is streamed through large windows, highlighting the wooden beams of the ceiling. A neutral color palette is accented by vibrant artwork and a large area rug.
Home in Sonoma

Twilight Ridge by BeautifulPlaces

JonaRating, 5 stars20 months ago
This home was absolutely perfect for our group. It seemed larger than it looks in the photos. There is so much space to spread out and everything is beautiful.
Luxe
A stone pathway leads to the villa, illuminated by soft lighting amidst lush greenery. A decorative fountain sits at the forefront, surrounded by vibrant plants and flowers, enhancing the serene ambiance of the entrance.
Villa in Sonoma
5 out of 5 average rating, 9 reviews

Villa Casterno by BeautifulPlaces

GeroldRating, 5 stars33 months ago
This is a wonderful villa surrounded by a vinyard. We loved our stay. The villa is beautifully furnished and decorated. Everything is one hundred precent perfect. Absolutely first class.

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