Luxury rentals in St. Helena

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Popular amenities for St. Helena luxury holiday rentals

Other great luxury holiday rentals in St. Helena

Luxe
Home in Healdsburg
5 out of 5 average rating, 18 reviews

Luxurious Healdsburg Home Walk to Wineries

ReginaRating, 5 stars3 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
Home in Fountaingrove
4.97 out of 5 average rating, 37 reviews

Luxury Villa, Pool, Spa, BBQ, By Healdsburg

RyanRating, 5 stars3 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
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
Villa in Calistoga
5 out of 5 average rating, 7 reviews

Calistoga Wine Ranch

RuthRating, 5 stars2 weeks ago
This is a really wonderful house for a multiple couples getaway. It is gorgeous, has a huge well-stocked kitchen and all of the bedrooms are comfortable with their own bathrooms. There is plenty of space for everyone to spend time together around the pool, dining on the deck, or in the huge living room and dining room. The location makes you feel like you are really getting away, but it's conveniently close to all that Sonoma and Napa counties have to offer. We would absolutely return. We did have some problems with the house (stove not working, dishwasher leaking). However, they responded and sent someone right away. And in generally, communications were all very quick and easy.
Luxe
Home in St. Helena
5 out of 5 average rating, 30 reviews

Casa Rosa

SydneyRating, 5 stars2 weeks ago
Stayed here for a girls weekend. We really enjoyed the home and it was the perfect size for our group of 7. The house was very well designed and was decorated nicely. We really enjoyed the pool and being able to walk to restaurants, wineries and shops very easily! Overall we had a great stay.
Luxe
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
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
Villa in Dillon Beach
5 out of 5 average rating, 24 reviews

Sky House • Luxury Villa with Spa, Theater & Gym

JeffRating, 5 stars1 month ago
Our stay was great! Edward was very responsive, making the entire process smooth and stress-free. The house is beautiful, clean, and thoughtfully appointed. The kitchen was a standout feature—extremely well-stocked with quality cookware, coffee makings, and everything needed for preparing meals. Views are spectacular. We had a wonderful time during our stay - highly recommend it!

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