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Browse Select Healdsburg Cottages

Riverside Cottage in Healdsburg
Living area
Riverside Cottage in Healdsburg
8.8 out of 10, Excellent, (5)
"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."
Riverside Cottage in Healdsburg
Vineyard view studio by Russian River w/ private balcony, patio, grill, & WiFi
Iron/ironing board, internet, bed sheets
Vineyard view studio by Russian River w/ private balcony, patio, grill, & WiFi
9.6 out of 10, Exceptional, (67)
"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."
Vineyard view studio by Russian River w/ private balcony, patio, grill, & WiFi
Newly Refurbished! Nest Cottage at ru's Farm.
Property grounds
Newly Refurbished! Nest Cottage at ru's Farm.
10.0 out of 10, Exceptional, (148)
"We thoroughly loved staying here!!!"
Newly Refurbished! Nest Cottage at ru's Farm.
Chalk Hill Cottage Close to Wineries
Exterior
Chalk Hill Cottage Close to Wineries
9.8 out of 10, Exceptional, (15)
"Lovely place for a couple to stay. Convenient location - close to many vineyards and the great town of Healdsburg!"
Chalk Hill Cottage Close to Wineries
Healdsburg Cottage Walk to the Plaza, Workspace
Property grounds
Healdsburg Cottage Walk to the Plaza, Workspace
9.8 out of 10, Exceptional, (207)
"My wife and I had a fantastic 4 night trip to Healdsburg, and David and Kelly's cottage was the perfect place to stay. It is on a quiet street a short walk from the plaza. The on-street parking is right in front of the cottage. Everything was fresh and clean, and David and Kelly were excellent hosts. I highly recommend staying at the cottage."
Healdsburg Cottage Walk to the Plaza, Workspace
Dry Creek Cottage - Healdsburg
Pool
Dry Creek Cottage - Healdsburg
9.8 out of 10, Exceptional, (132)
"We enjoyed our stay immensely! The hosts were so welcoming and kind. The cottage was peaceful, secluded, a great size, and had everything we needed. The pool was lovely and the location was the perfect distance from downtown. Very pleased we were able to book this spot!!"
Dry Creek Cottage - Healdsburg
Creek-side home close to river/woods with private hot tub & deck - dog-friendly
Property grounds
Creek-side home close to river/woods with private hot tub & deck - dog-friendly
9.0 out of 10, Wonderful, (43)
"We had a great time at this adorable cabin. We really enjoyed sitting in the hot tub! Very close to town and the redwoods! Be sure to check out Armstrong Woods!"
Creek-side home close to river/woods with private hot tub & deck - dog-friendly
Healdsburg Plaza Gem--Beautifully Restored 1880's Cottage Downtown
Interior
Healdsburg Plaza Gem--Beautifully Restored 1880's Cottage Downtown
9.8 out of 10, Exceptional, (31)
"Cute house; great location. It’s a little farther than I thought to drive back and forth from Napa, but still a great place. Happened to be there during the big parade which was an added bonus. Only issue the upstairs bedroom was very hot; never cooled down and had to sleep downstairs on the couch."
Healdsburg Plaza Gem--Beautifully Restored 1880's Cottage Downtown
Restored country home with private hot tub, amazing garden patio & firepit
Property grounds
Restored country home with private hot tub, amazing garden patio & firepit
9.6 out of 10, Exceptional, (26)
"Clean and comfortable"
Restored country home with private hot tub, amazing garden patio & firepit
Heron House--The River House in the Redwoods
Property grounds
Heron House--The River House in the Redwoods
9.8 out of 10, Exceptional, (17)
"Loved this house for a weekend getaway. We loved taking advantage of the deck, grill, and river access. Short drive to the town square and wineries."
Heron House--The River House in the Redwoods
Santini Farmhouse -- Beautiful Italian style Villa, Hot Tub, Vineyard Views
Exterior
Santini Farmhouse -- Beautiful Italian style Villa, Hot Tub, Vineyard Views
10.0 out of 10, Exceptional, (30)
"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."
Santini Farmhouse -- Beautiful Italian style Villa, Hot Tub, Vineyard Views
Private 1-bedroom Guest House with Great Amenities
Property grounds
Private 1-bedroom Guest House with Great Amenities
10.0 out of 10, Exceptional, (8)
"It couldn't have been any better ! Great beds, towels, the hosts thought of every possible need. We will go back !!"
Private 1-bedroom Guest House with Great Amenities
Cozy cottage tucked away on a private country road
Exterior
Cozy cottage tucked away on a private country road
10.0 out of 10, Exceptional, (1)
"Property was exactly as described. It was fun watching sunset and sunrise from the bed at the top of the tower."
The price is CA $479
CA $951 total
includes taxes & fees
Jun 16 - Jun 17
Cozy cottage tucked away on a private country road
Downtown Healdsburg Wine Country Retreat
TV, fireplace
Downtown Healdsburg Wine Country Retreat
10.0 out of 10, Exceptional, (3)
"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."
Downtown Healdsburg Wine Country Retreat
Wine Country Cottage sleeps 4, Healdsburg, Spa
Aerial view
Wine Country Cottage sleeps 4, Healdsburg, Spa
8.6 out of 10, Excellent, (19)
"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."
Wine Country Cottage sleeps 4, Healdsburg, Spa
Peaceful Windsor Retreat w/ Private Hot Tub!
House (3 Bedrooms) | Private kitchen
Peaceful Windsor Retreat w/ Private Hot Tub!
3.0 star property
9.0 out of 10, Wonderful, (2)
"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."
Peaceful Windsor Retreat w/ Private Hot Tub!
Downtown Healdsburg Cottage
Property grounds
Downtown Healdsburg Cottage
Downtown Healdsburg Cottage
Chic wine country cottage and garden
Private kitchen
Chic wine country cottage and garden
10.0 out of 10, Exceptional, (1)
"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...
Chic wine country cottage and garden
Modern Santa Rosa Retreat - Close to Wineries!
Interior
Modern Santa Rosa Retreat - Close to Wineries!
3.0 star property
Modern Santa Rosa Retreat - Close to Wineries!
Updated Healdsburg River Cottage: Minutes from Plaza, Tasting Rooms & Vineyards
Property grounds
Updated Healdsburg River Cottage: Minutes from Plaza, Tasting Rooms & Vineyards
9.4 out of 10, Exceptional, (52)
"Quiet and clean! John was easy-going and helpful."
Updated Healdsburg River Cottage: Minutes from Plaza, Tasting Rooms & Vineyards
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See all available properties in Healdsburg
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Healdsburg

Wooded Restful Retreat, with broad scenic views, outdoor dining
Fridge, microwave, oven, stovetop
Wooded Restful Retreat, with broad scenic views, outdoor dining
10.0 out of 10, Exceptional, (280)
"We love everything about the house & property. The home is in wonderful condition and immaculately kept. The neighborhood is peaceful and quiet. Cynthia is a attentive host. We look forward to our next visit!!"
Wooded Restful Retreat, with broad scenic views, outdoor dining
Healdsburg Cottage Walk to the Plaza, Workspace
Property grounds
Healdsburg Cottage Walk to the Plaza, Workspace
9.8 out of 10, Exceptional, (207)
"Overall great. Only comment is that ice and grill had to be shared with home owner. So they had to be there when we wanted them."
Healdsburg Cottage Walk to the Plaza, Workspace
✨Rustic Cabin in Dry Creek Valley with beautiful views // 5 miles to Plaza ✨
Fridge, microwave, oven, stovetop
✨Rustic Cabin in Dry Creek Valley with beautiful views // 5 miles to Plaza ✨
10.0 out of 10, Exceptional, (264)
"Beautiful cabin literally surrounded.by the Rogers Zinfandel Vineyard. Perfectly appointed and generously supplied. Gracious hosts and excellant communication. Secluded location makes this a true slice of heaven in the Dry Creek Wine Country. Highly recommended!"
✨Rustic Cabin in Dry Creek Valley with beautiful views // 5 miles to Plaza ✨
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Healdsburg Cottages information

Number of reviews
Accommodation
 Cottages
Lowest Price
Highest Price

Recent Reviews in Healdsburg
Expedia verified reviews

Hotel Vinea, a Travelodge by Wyndham

Hotel Vinea, a Travelodge by Wyndham

5/5 Excellent
"I’ve stayed in a lot of hotels and this one was incredible for three reasons. The bed was the most comfortable bed of have ever slept on. The ac was the coldest ac I have ever found. It would get down to 50 If you wanted. Finally, the shower was one of those fancy ones with three shower heads. I took 3 long showers a day because it was so nice. "
A verified traveller stayed at Hotel Vinea, a Travelodge by Wyndham
Posted 4 days ago
Hotel Vinea, a Travelodge by Wyndham