Search Cottages in Healdsburg

"We went to Healdsburg to visit friends and enjoy the sunny weather. We were delighted with the beautiful vineyard views and comfortable cottage, spacious deck, and many other amenities that the host provided. Being in nature was so relaxing that we spent most of our time at the cottage."

"We recently stayed at Chalk Hill Cottage with our two little Yorkies. The property was the perfect size and had first class amenities. The location is awesome, too! The Hosts are quick to respond to questions and are very kind and considerate. We recommend highly!"

"The property was just as described. This was a little further of a drive to the wineries we were visiting. Easy to check-in and communication was great. The only drawback is the bed is not comfortable."

"Second time at this property- it’s quiet and relaxing. The pool and hot tub felt amazing after a long day of exploring."

"Super charming, very comfortable home - just a short stroll away from the main square. Made a great base for our family visit."

"We often head to Healdsburg to visit family, and like staying by the river. This house is by far our favorite place to stay!! Beautiful setting overlooking the river, large deck for family meals, clean and well maintained hot tub, nice BBQ, and two paths down to the water. Inside, the furniture is very comfortable and a good place to relax and spend time catching up with family. Great well stocked kitchen with new appliances and a good sized dining room table. There really is nothing to complain...

"We had to leave our house for a week while some updating was being done. This was a nice little break for us and our dog. Close to the beach and Russian River winery's."

"This cottage was by far one of best we have stayed in. Immaculate, charming, everything we needed. Lovely!"

"Clean and comfortable"

"We stayed at the Riverside Cottage for 3 weeks and it was so peaceful, relaxing and homey. It was just me and my husband and we enjoyed every minute. The place is only 7 minutes from downtown Healdsburg, but far enough away to feel like you are tucked away in the woods. It was perfect for the two of us."

"A PERFECT 2 bdrm home in the heart of Dry Creek Valley. The home was wonderfully appointed and the outdoor space terrific! Better even the the online pictures. Minutes from both Healdsburg and Geyserville, the location couldn't be better. We will definitely stay here again."

"Such a wonderful stay! Property is meticulously maintained and communication with the owner outstanding. Very private and rural feel but you still benefit from central location to downtown Healdsburg. We definitely recommend!"

"We loved everything about our stay on Fitch Street. The house was cute and comfortable and was the perfect jumping off point for our month in Healdsburg. We would definitely stay there again!"

"Cabin was very clean, location was very nice and the creek was beautiful"

"Property was exactly as described. It was fun watching sunset and sunrise from the bed at the top of the tower."

"Spacious and comfortable home. Very clean and everything you need is provided. Responsive host. Safe and quiet neighborhood a short walk (1/4 mile) from the square."

"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."

"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."

"I would recommend this quaint little cottage to anyone who loves being in nature. It was easy to find, quick to access and the communication was fantastic prior to our visit. The cottage is the perfect size for a couple. The dog friendly home is located on a quiet street in the middle of the forest. They even supplied dog bags which was a great touch. The one "complaint" I have would be I wish there were more rugs throughout the cottage. It was rather chilly, but they do have space heaters,...

"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...

"Wonderful property, perfect for a get away. All amenities are top notch! Thank you!"

"We had a great experience at Fitch Mountain Lookout. The home has a great view, is a short walk downhill to the river, and only a short drive to town. We most enjoyed watching the birds come to the feeders in the morning while we started our day in the hot tub!"

"We recently stayed at Chalk Hill Cottage with our two little Yorkies. The property was the perfect size and had first class amenities. The location is awesome, too! The Hosts are quick to respond to questions and are very kind and considerate. We recommend highly!"