Search Windsor Cottage Rentals

"Enjoyed the property and location."

"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!"

"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."

"What an amazing home! My friends and I gathered here to escape from, well, everything, and it was great. The house felt homey, and the views and walks were gorgeous. The Hot Tub was fun while we toasted to the amazing view of the California coast. We will return."

"Came for some peace and quiet and that is exactly what i enjoyed. Cottage was clean, beautifully decorated, warm and cozy. Enjoyed a walk to the beach and exploring the costal prairie trail. Great place to stay."

"A short trip for me and my adult daughter, so the two rooms and shared bath were perfect! Comfy beds! Kitchen had all our basic needs met- we ate our meals out since everything was in walking distance in the town! Really appreciated the location! Owner was very attentive and the process to check in was easy. They even gave a birthday cake for my daughter’s 26th birthday! Very thoughtful!! Definitely a great place to stay!"

"Incredible home with spectacular views, fully stocked with everything you could possibly need. Conveniently located next to a campground where our close friends were also staying. Can't wait to book another trip!! This will definitely become an annual trip."

"Really nice! Comfortable, well equipped and well kept. Perfect getaway location."

"Lovely"

"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."

"Adorable cabin right on the creek. It had all the necessities, enough kitchen stuff to cook a bit there, and plenty of blankets and space heaters to stay cozy on cold evenings. During the day, it's a close walk to a state beach (not dog friendly) or short drive to other beaches, hiking, and little towns like Valley Ford and Bodega Bay. Cabin was clean and tidy with easy check in/out via text. Overall a great stay!"

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

"We really enjoyed our stay at the Cliff Ave beach cottage. So convenient to the Duncans Landing beach where we walked our little dog. The house is very clean, cute and perfect for us with our little dog. Great neighborhood too Pretty much everything is provided for a great stay!"

"This is a sweet cottage in a great location-easy access to downtown and other area destinations."

"Sunny View Cottage is comfortable, well-equipped, and charming. The location is quiet and rural but very close to great wineries, restaurants (we loved Walter Hansel’s Bistro, just around the corner), and hiking/biking trails. We would definitely stay here again next time we are in the area."

"We have stayed in Healdsburg before but this is our first time at this property. It won’t be our last. Great location- easy walk to the center of Healdsburg. Cottage is perfect size and amenities. Great hosts. Thank you!"

"Cute place full of antique furniture."

"Really enjoyed our stay. Clean, cozy cottage very close to the ocean and a few minutes driving from restaurants and Bodega Bay shops and marina. Multiple great beaches nearby...yes, we'd stay here again!"

"The property had a fully stocked kitchen and close to downtown Santa Rosa but not a walkable distance. My family was very comfortable there and even enjoyed the game room/garage."

"Great property that is close to hiking and wine country. Enjoyed our stay and would recommend."

"This house was absolutely perfect for a girls get away weekend. It was so clean and beautiful and the host was super responsive and accommodating. I don't have a bad thing to say about this experience- it was absolutely perfect!!"

"We loved our two day stay at Aftermath! We had some serious wind both days, but it didn’t deter us from enjoying our time there. We still got in the hot tub and watched the sunset! The cabin is really cozy in the evening with the fireplace going, and cooking up our meals in the open kitchen. It was the perfect retreat for us! We shall return!"