Search Vacation Homes in St. Helena

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Check prices for these dates

Next weekend

9 Jum. I - 11 Jum. I

In two weeks

16 Jum. I - 18 Jum. I

In one month

30 Jum. I - 1 Jum. II

In two months

27 Jum. II - 29 Jum. II

Compare 1034 Vacation Homes in St. Helena with updated reviews, rates, and availability.

Smart TV, fireplace, books, video library

"We thoroughly enjoyed our stay in Kenwood! The property is spotless, modern, and with beautiful views. Close by downtown Sonoma and wineries. Thank you to the host! We loved our experience and plan to return. Highly recommend! "

"This home has everything you need for a relaxed vacation in the middle of Napa. The home is nicely furnished, the kitchen is nicely equipped and the linens are nice. You’re also close to downtown Napa and the Silverado Trail. It’s saved as a favorite for future trips. "

"Would highly recommend! "

"Very clean and perfect for 2 couples!!"

SAR 1,707 total

includes taxes & fees

5 May - 6 May

"Everything was great. Very enjoyable stay."

"This was a great stay - very clean and good Location"

"Clean and very nice back yard. Larger kitchen and dining area were great for group hanging. Location easy to access all the great vineyards!"

"Our group of 12 had an amazing time here! The property is beautiful and fully equipped with everything you’d need! We’d love to come back during summer to you the pool for sure! "

"Very well equipped and well maintained property - great amenities - the hot tub and pool were clean, the kitchen was well stocked, grill was great for barbecuing. Great property for spending a few days with friends! "

"My husband and I stayed here and it was a great experience! Vrbo was clean, and had a great outdoor space. Location was perfect for what we were looking for. "

"Perfect spot in Napa to stay without paying too much. Everything was exactly as advertised- the hot tub was great, the space was cozy and comfortable, and it’s close to downtown Napa. Would recommend to anyone looking to stay and visit the wineries!"

SAR 1,575 total

includes taxes & fees

4 May - 5 May

1 bedroom, iron/ironing board, WiFi, bed sheets

"Stayed here for a birthday soirée for my son. It was a great location and beautifully decorated. The kitchen is gorgeous and the living room with a fireplace was wonderful. "

"Fantastic place to stay in Sonoma. Charming, clean, and convenient. "

"Enjoyed our time "

SAR 7,219 total

includes taxes & fees

19 May - 20 May

"Fantastic place"

"Everything about this place was great. Clean and beautifully renovated. Noce and quiet. "

SAR 1,800 total

includes taxes & fees

20 May - 21 May

"For once, the rental was better than the photos! Quiet neighborhood, beautiful outdoor space, and amazing foosball table in the downstairs game room. We look forward to staying again."

"The property was exactly as described. The location is great and right on the main drag in Glen Ellen. Loved our weekend here. This is our second trip with this property management and we will be back again! "

SAR 2,348 total

includes taxes & fees

2 Jun - 3 Jun

"What a fabulous property! We are pretty well traveled group and as “THE best VRBO we have EVER been at!! The attention to details throughout the house is truly incredible. Just a beautiful home and property to stay at"

"This was the perfect spot for us to stay. It had plenty of space and we could all hang out in the common areas together. Couldn't have asked for a better place."