Search Cottages in Middletown

"We thoroughly enjoyed our stay at the cottage for a girls' getaway! It was comfortable and quiet, and perfect for our needs. The only hiccup was a power/water outage for a few hours our first night, which was completely beyond anyone's control. When I texted the owners to report it, they responded immediately and followed up with PG&E.We can't wait to go back!"

"I had a great stay at this cozy VRBO cottage while attending a K9 training program. The home was clean, comfortable, and just a short 1.5-block walk to a lovely neighborhood park—perfect for unwinding after training sessions. The backyard was a great bonus, with a picnic table to relax and enjoy the fresh air. Highly recommend for anyone looking for a quiet, convenient stay!"

"We had booked this house because we had a college alumni event at a winery nearby. Sadly, the event got canceled at the last minute, but we kept our weekend away and had a fantastic time, enjoying great hikes and meals.This house is perfectly located so you can walk to everything that’s in central Healdsburg.The care and attention to detail put into the decoration of this historic home did not go unnoticed by us. We would come back again!"

"Loved everything Ellen was very accommodating ,pleasant and polite As well as professional The furnishings were very up scale and same style as my home One suggestion The tv should be more accessible so it does not block AC when pulled out from the wall I’m not being critical because I love this place. I will stay there every time I would ever be close to Calistoga. AND I adore Ellen personally and professionally!!👍❤️"

"Really enjoyed the Derby Day at the winery. Thank you for a wonderful stay."

"What a lovely little property! The location was great and a very short drive into town and close to many wineries. We spent every morning sitting out on the cute patio drinking coffee and listening to the birds under the beautiful trees. And it was the best stocked house we have ever stayed in! Great selection of spices for cooking and all the other essentials. Fantastic!"

"We thoroughly enjoyed our stay at Kelly and David's Healdsburg Cottage. It was spotlessly clean with a very comfortable bed and an excellent shower. We appreciated the fine coffees available when we arrived and Kelly's responsiveness and care in handling a question we had about adjusting the thermostat during a radical change in the weather while we were there. Truly a charming and comfortable base for exploring Healdsburg and its surrounding area. We will definitely want to stay here when we...

"The house itself was very nice and the owner was very communicative for the most part. Outside of that, we unfortunately had a very negative experience as the location of the house was over 2.5 miles from town (Where the listing had shown it to be) which resulted in us being stranded in town on the final night of our stay. This difference was material, and the location was the sole reason we booked it as we anticipated transportation being difficult and had a busy weekend of wedding events...

"We loved this cozy spot! Warm, easy to find.It is notably across the highway road from downtown Calistoga, so walking at night is less ideal."

"We spent 3 nights at Beaux Maison Sonoma Cottage and my wife and I loved it. Very comfy, well equipped and loved the fire pit it the evenings. And the location was great too - on Chalk Hill Road, so in the country but only 15 minutes from Healdsburg and close to many wineries. And only 35 minutes to Calistoga. For future trips for just the two of us, would definitely try to stay again!"