Ledson Winery and Vineyards which includes a fountain, heritage elements and a garden

Search Guest Houses in Kenwood from CA $261

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Browse Select Kenwood Guest Houses

Our top choices for Kenwood guest houses

"nice fireplace and the breakfast was super."

CA $398 total

includes taxes & fees

Sep 11 - Sep 12

"Great location and the property was even better in person than the photos. "

"This charming property is ideally located just steps from Sonoma Square. Each morning, they deliver two fresh pastries right to your door—a delightful touch! It’s the perfect spot for exploring, with restaurants, tasting rooms, and shops all within walking distance. A wonderful place to stay for a relaxing and convenient getaway."

CA $379 total

includes taxes & fees

Sep 8 - Sep 9

"Great location! Property needs updating. Manager needs better customer service. "

CA $1,760 total

includes taxes & fees

Sep 2 - Sep 3

"Had a great stay at Bruce’s. Nice place for 2 people. Located close to everything. Hot Tub is a plus. Would definitely stay again."

"We stayed here to celebrate our 6 year anniversary. It’s a beautiful property and had a wonderful time. The hot tub was a great addition. The kitchen was very helpful to make our own dinner & grilled our steaks outside. Would definitely stay here again! 10/10 experience."

CA $617 total

includes taxes & fees

Sep 2 - Sep 3

"The little one bedroom house was perfect for us. A great location, very comfy bed and lovely property. Wish the weather had been a little warmer so we could have enjoyed the outdoor space. Would have liked to have a traditional coffee maker."

"We had an outstanding time staying in St Helena am most importantly in this beautiful villa at the Inn of St Helena. Totally private and serene. This was a perfect place to stay to kick off my birthday trip. I hope we can come back. "

CA $794 total

includes taxes & fees

Sep 1 - Sep 2

5 bedrooms, iron/ironing board, travel crib, WiFi

"Love the location of this home. Had everything we needed. Will be back"

"The property was perfect for the five couples that were part of our group, including, for example, en suite bathrooms for each bedroom. Also, outdoor access for the two lower-level bedrooms was helpful and utilized frequently. The pool area is amazing as well as the outdoor seating and deck spaces. Everyone enjoyed the chickens and the fresh eggs every morning, what a treat. The location of the property is ideal being in close proximity to Saint Helena, making it easy to get to other areas of...

"Nice property, well maintained, courteous hosts."

CA $454 total

includes taxes & fees

Sep 10 - Sep 11

"Wonderful spot to stay especially if you value being able to easily walk to tasting rooms, restaurants & shopping while still enjoying a huge yard, trees and birds. The path from the backyard provides a safe and peaceful walk to town. The place was clean and comfortable and the hosts are friendly and helpful. Would definitely stay here again."

"Great property located on the West side. Very convenient to everything. Very quiet and nice too."

"The apartment was very clean and well furnished and the host was communicative and friendly. "

"We had a wonderful stay in Flat at the Cork Oak. The place was very clean, quiet, and comfortable. It had everything we needed to cook if we wanted and close to many great restaurants when we didn’t feel like cooking. There are many beautiful things to do and see within an hour drive."

"My sisters and I wanted a relaxing place to stay that was close to wineries and this was exactly what we were looking for. The area and property was picturesque, quiet, and lovely. Communication with the owners was very easy, and use of the pool was key! We loved staying there."

"The accommodations were spacious and clean Host was personable and gracious The quiet was probably the most apparent and high point of my stay Dining was not a problem as there were plenty of eateries within walking distance Overall it was marvelous"

"A quiet lovely guesthouse with a large backyard, pool and spa. Perfect for couples or a single who want a quiet spot that is also conveniently located."