Vacation rentals with a pool in Kenwood

We spent a long weekend in this charming, spacious, and peaceful place in Sonoma County. The house is fully stocked with everything you need, and the outdoor garden and pool space were absolutely gorgeous! Fruit trees and beautiful flowers surround the backyard. Windsor was just a 15-minute bike ride/5 min drive, and Healdsburg was only a 10-minute drive. The bedrooms were very spacious, and the primary bedroom had the most beautiful sunset views overlooking the vineyard. We loved it and would book this home again!

My friends and I had a fantastic stay at Tina's home! Tina was so welcoming and offered flexible check-in/out times. She also left a bottle of wine for us in the fridge. The home is in a beautiful, rural part of Sonoma. It's such a peaceful and private location, but close to everything! We enjoyed watching the hot air balloons above the backyard in the morning and going on walks/runs from the house. The house is clean, comfortable, and had everything we needed! The weather was warm, so we were able to enjoy the pool and hot tub. I can't wait to come back with my family!

Fantastic home in a great location! Very family friendly, so we had plenty of ways to keep the kids busy at home and at nearby attractions. At the same time, we were also very close to wineries and great restaurants. Adrian was very responsive and accommodating and made this a great stay!

Not only was the house super cute with big pool and hot tub, but a well stocked kitchen with quality pots and pans, snacks, and wonderful gas range. We had a great time staying at happy house and Brook was super friendly and gracious. She rushed over when there was a question and was so helpful.

Great house with all the amenities! Very helpful and accommodating host. Walking distance to wholefoods/target/peets/trader joes - local restaurant Fume very close and very delicious. Centrally located and perfect for groups.

This was a perfect location for my friends and I on a wine country weekend. Would definitely stay there again. The hosts were absolutely wonderful throughout.

Great place! My only disappointment was that we couldn't use the pool because it had flooded a few weeks prior and it hadn't been cleaned out. The pool was one of the reasons I booked this home. It would've been nice to have been told we couldn't use it.

This place is top notch! Lovely house. Amazing view. Awesome pool and jacuzzi. Several friends have stayed here and we most certainly will again. We’re local to the area but our house is small so we stayed here with visiting family and had an amazing time.

This was a great home base to explore Napa Valley. Very convenient access to the market for coffee each morning, although you don’t need it as the kitchen is very well stocked. Appreciated the sparkling water and snacks as nice touches! We were not bothered by the minimal noise from the upstairs neighbors. It was hardly noticeable and we were working remotely from the space all day. Live music on Friday nights as the resort was fun!

Us and another couple decided to take a few days off and head out to Napa for a midweek getaway. It was our 23rd year anniversary and both of our friend’s birthdays and 34th year anniversary! Matt’s rental was awesome. He was very responsive and within a couple hrs we rented the house. This beautiful condo is located in a gated community within 15-20 min walking distance to Silverado Resort. Checking in was easy and straight up. One of the rooms has a beautiful local view of the hills and houses around. Matt’s vacation rental is clean and neighbors are very quiet. The kitchen is loaded with all the necessary bowls, pans, utensils etc. Bathrooms were clean and plenty towels were provided. If you plan to have a nice stay in Napa i’ld definitely give them a try! 5 stars all around

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.

Great price, location and host! Would definitely stay here again.

Great bungalow type place. Perfect back porch that overlooks beautiful golf course. Good value for this place.

Peaceful location with beautiful patio overlooking the golf course. Kitchen was fully stocked, beds were comfortable, and you can’t beat the location. I appreciate Kristina’s quick responses and flexibility on check-in time.

There aren’t enough words to describe how incredible our stay was! From start to finish, everything exceeded our expectations. The space was perfect, but what truly made this experience unforgettable was the host’s outstanding hospitality—impressively responsive, helpful, and genuinely invested in making our stay amazing. Every detail was thoughtful, and we felt so welcomed. If you’re considering booking, don’t hesitate!

Amazing place, much bigger in person. Steffanie even let us check in 10 minutes early! Would 100% stay again.