Search Cottages in Healdsburg

"A wonderful property in a beautiful setting. Would definitely stay here again and would highly recommend "

"We had a wonderful month at this pristine 2 bedroom cottage in Healdsburg. A 3 block stroll to the Plaza (surrounded by word class restaurants including Single Thread), this home includes a large fenced in back yard, outdoor fire pit, modern kitchen with Jennair appliances, large indoor gas fireplace and upscale bathrooms. We are hoping to rebook for another full month in 2026!"

"We just stayed at this magnificent property for a week and it was pure bliss. I can't overstate what a special place this is. Fredric and his wonderful wife were amazing hosts. They could not have been more thoughtful, or generous! The property is in a really beautiful location. It offered the perfect mix of peace and quiet, whilst still being just a short distance from all the many fabulous amenities the area has to offer. We loved the outdoor patio and the beautiful gardens! We had such a...

"The property was wonderful, would book again in a minute, it was so cute and comfortable ❤️❤️❤️"

"We absolutely loved our stay at Harold House! The house is recently renovated, beautifully decorated and well stocked with kitchen equipment and everything else you need for a great stay. There is a huge backyard with plenty of furniture, as well as a fire pit and BBQ. There is also a big garden with lots of fresh fruit, vegetables and herbs. The house is located about a 15 minute walk to the plaza, which is a walk we took almost daily. There are also walking paths nearby on Fitch mountain and...

"Everything about this property was great, except the road noise. I loved the location, space, little vineyard out back. Easy walking to downtown. But the busy road was very loud all day and night, especially when asked to turn off air and open windows at night. Maybe it was harvest related."

"This is an architectural dreamhouse! It's only a mile from downtown Healdsburg and wineries but is completely private and sits on a pretty lot. The house is stocked with amenities in the kitchen and bathroom. It's the perfect place to relax and unwind. "

"My family of 4 stayed here and it was a perfect nature retreat! Close enough to walk or drive to town, the river, and the market. The space was very open with little privacy, but that was okay for us. The back yard had privacy and the hot tub was hot! Enjoyed the space and location. Would stay again!"

"Ideal for a relaxing time in wine country! The winery on property is fantastic and highly recommend it!"

"Quiet and clean! John was easy-going and helpful."

"We had a wonderful family stay for Easter. The landscaping is absolutely beautiful. What was particularly helpful was that kitchen cabinets were labeled with where everything was stored making it easier for cooking! One recommendation would be to have a grill on-site. The location was quiet and peaceful and easily accessible to wineries and the town of Windsor."