A garden pathway lined with white roses leading to a building with a stone facade and a window.

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Healdsburg cottages

Exterior detail

Farm Country Cottage in Downtown Geyserville, Vineyard Views + UNTI Wine

Farm Country Cottage in Downtown Geyserville, Vineyard Views + UNTI Wine
Geyserville
10.0 out of 10, Exceptional, (2 reviews)
"Cozy, rustic, and with all great amenities."
United States
Gina I.
The price is £286
includes taxes & fees
14 Jul - 15 Jul
Farm Country Cottage in Downtown Geyserville, Vineyard Views + UNTI Wine
Living area

Lodge Room for 2-3 people

Lodge Room for 2-3 people
Geyserville
The price is £117
includes taxes & fees
14 Jul - 15 Jul
Lodge Room for 2-3 people
Exterior

Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed

Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Calistoga
10.0 out of 10, Exceptional, (4 reviews)
"Property is beautiful rooms are so clean. Service was incredible."
United States
Paul L.
The price is £319
includes taxes & fees
14 Jul - 15 Jul
Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Exterior

Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog

Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
Dillon Beach
10.0 out of 10, Exceptional, (78 reviews)
"Lovely spot for a getaway!"
United States
Lisa M.
Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
Terrace/patio

Escape to wine country in your independent cottage in downtown Calistoga

Escape to wine country in your independent cottage in downtown Calistoga
Calistoga
10.0 out of 10, Exceptional, (4 reviews)
"We absolutely loved our stay! The home was clean, quiet, private, and incredibly convenient. We were especially grateful that the hosts allowed our three dogs, which made this trip extra special. We spent a few days enjoying Calistoga and Napa before taking our sweet pup to UC Davis, and this was the perfect place for us. As empty nesters, we love traveling with our three dogs and hope to stay here again someday!"
United States
Jennifer G.
The price is £319
includes taxes & fees
14 Jul - 15 Jul
Escape to wine country in your independent cottage in downtown Calistoga
Exterior

Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
Calistoga
9.8 out of 10, Exceptional, (42 reviews)
"Host, amenities, location….all excellent. "
United States
Amy B.
The price is £360
includes taxes & fees
14 Jul - 15 Jul
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
Exterior

Wine Country Cottage in downtown Santa Rosa, CA

Wine Country Cottage in downtown Santa Rosa, CA
Santa Rosa
9.8 out of 10, Exceptional, (77 reviews)
"Overall a good place to stay in downtown Santa Rosa. "
United States
Stan R.
The price is £309
includes taxes & fees
14 Jul - 15 Jul
Wine Country Cottage in downtown Santa Rosa, CA
House (2 Bedrooms) | Interior

Watefront Getaway w/ Mtn Views & Dock in Clearlake

Watefront Getaway w/ Mtn Views & Dock in Clearlake
3.0 star property
Clearlake
4.0 out of 10, (1 review)
"If it weren’t for the kindness of the host, who accommodated us for an early check-in and late checkout, I would’ve given this zero stars. It’s totally rundown, looks like it hasn’t been power washed in 20 years, as soon as you walk up it smells like mold. The listing doesn’t tell you that it’s on a main street. The inside has rotting walls with actual holes, you can smell the mold and in one of the bedrooms it smelled so toxic like cat urine and chemicals - no one could sleep in there. The...
United States
Jennifer
The price is £204
includes taxes & fees
19 Jul - 20 Jul
Watefront Getaway w/ Mtn Views & Dock in Clearlake
Exterior

Charming King Cottage

Charming King Cottage
Calistoga
9.8 out of 10, Exceptional, (11 reviews)
"Nice comfortable cottage."
United States
Michael E. S.
The price is £196
includes taxes & fees
14 Jul - 15 Jul
Charming King Cottage
Property grounds

Comfort and Style in Our Queen Cottage

Comfort and Style in Our Queen Cottage
Calistoga
9.8 out of 10, Exceptional, (49 reviews)
"Great place to stay. Clean and well appointed and in a great location for access to sites, vineyards, and restaurants "
United States
Robert
The price is £176
includes taxes & fees
15 Jul - 16 Jul
Comfort and Style in Our Queen Cottage
Outdoor spa tub

Enchanting Vineyard cottage nestled in the wine country!

Enchanting Vineyard cottage nestled in the wine country!
Santa Rosa
10.0 out of 10, Exceptional, (3 reviews)
"Loved it! This is a perfect setting in the vineyards of the Russian River Valley. Everything we needed was provided, it was an enjoyable stay. Free tasting at the vineyard nearby was an added bonus! The two master suites were ideal for our group of two couples. The hot tub was delightful, and the house was spacious, clean and pleasant!"
United States
Elizabeth S.
The price is £529
includes taxes & fees
15 Jul - 16 Jul
Enchanting Vineyard cottage nestled in the wine country!
Outdoor spa tub

Hot tub lake wine Cottage State Park 4 mins away

Hot tub lake wine Cottage State Park 4 mins away
Kelseyville
10.0 out of 10, Exceptional, (1 review)
"Excellent home and location. Host was super responsive. Hot tub was nice early mornings and late night to just unwind.The location was unique close to the state park and stores. Will be returning. Highly recommend!"
United States
Julio L.
The price is £187
includes taxes & fees
15 Jul - 16 Jul
Hot tub lake wine Cottage State Park 4 mins away
Jetted bath, hair dryer, towels, soap

Antique Indonesian Teakwood Cottage for a Romantic Getaway in Petaluma, California

Antique Indonesian Teakwood Cottage for a Romantic Getaway in Petaluma, California
Petaluma
The price is £221
includes taxes & fees
30 Jul - 31 Jul
Antique Indonesian Teakwood Cottage for a Romantic Getaway in Petaluma, California
Terrace/patio

Stunning Sauna Cottage Retreat on Private Vineyard

Stunning Sauna Cottage Retreat on Private Vineyard
Sebastopol
10.0 out of 10, Exceptional, (3 reviews)
"Nice area in the vineyards. Sauna was great. Place was clean. "
United States
Cesar R.
The price is £396
includes taxes & fees
27 Jul - 28 Jul
Stunning Sauna Cottage Retreat on Private Vineyard
Outdoor dining

Relaxing Beekeeper's Cottage with hot tub

Relaxing Beekeeper's Cottage with hot tub
Bodega Bay
10.0 out of 10, Exceptional, (22 reviews)
"The cottage was charming, clean and well appointed. "
United States
Edie H.
The price is £472
includes taxes & fees
19 Jul - 20 Jul
Relaxing Beekeeper's Cottage with hot tub
Exterior

Green Hill Retreat w/ Pool, Hot Tub, Orchard & BBQ

Green Hill Retreat w/ Pool, Hot Tub, Orchard & BBQ
Sebastopol
10.0 out of 10, Exceptional, (2 reviews)
"We needed a place to relax and reconnect with family. This home is perfect for a small family or two couples to hang out. It has everything you need to make coffee, cook food and has plenty of space to spread out. Loved the backyard with hot tub. We did not use the pool given the weather but the hot tub was perfect. Plus, the backyard was ideal to let our son's dog get out and chase a frisbee. Overall, fantastic experience plus, communication with Ehab was easy and responsive."
United States
Robert K.
Green Hill Retreat w/ Pool, Hot Tub, Orchard & BBQ
Outdoor dining

Garden house with gas fireplace

Garden house with gas fireplace
Middletown
10.0 out of 10, Exceptional, (1 review)
"We were not originally planning on staying in Middletown but were pleasantly surprised on arrival. The Garden House is very comfortable and convenient to many things in town. Linda, our host had special little touches that made the stay relaxing. Number one the shower is amazing! I looked forward to it every evening the pressure and hot water is perfect and the quality shampoos and soaps provides smelled wonderful! The kitchen is well stocked if you are cooking during your stay. And there is...
United States
kelsie i.
The price is £155
includes taxes & fees
20 Jul - 21 Jul
Garden house with gas fireplace
Property grounds

Pumpkin House Summary

Pumpkin House Summary
Guerneville
10.0 out of 10, Exceptional, (13 reviews)
"Nice place, quiet. Loved the hot tub. "
United States
Nathan B.
The price is £295
includes taxes & fees
27 Jul - 28 Jul
Pumpkin House Summary
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.
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Top Healdsburg Hotel Reviews

Dry Creek Inn MOD Collection by Sonesta

Dry Creek Inn MOD Collection by Sonesta

10/10 Excellent
"Great property! Always a toss up when choosing a private, meaning not chain hotel. Very clean and well maintained. There was only 1 elevator but they had trolleys to help with luggage. Great area, found out about the downtown events too late to enjoy. Bust the downtown area if you have time."
Cynthia 1-night trip
Posted 1 hour ago
Dry Creek Inn MOD Collection by Sonesta

Find out more about Healdsburg

Healdsburg Cottages information

Number of reviews
313
Accommodation
16 Cottages
Lowest Price
£117
Highest Price
£529

Frequently asked questions

How much do cottages in Healdsburg cost?
Prepare to pay between £117 and £529 per night for cottages in Healdsburg. Whatever your budget, an awesome stay is just a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Healdsburg?
Lock in your holiday dates and then choose from 16 cottages in Healdsburg. Looking for a place where you can relax and stay in touch with nature? Expedia will help you find your ideal retreat in a few quick clicks.
Are there any family-friendly cottages in Healdsburg?
You bet there are! Take a look at Wine Country Getaway Modern Three, an awesome base for enjoying the great outdoors in Healdsburg. This family-friendly cottage has a 3-star rating and includes amenities like a firepit and an oven. Healdsburg has no shortage of family-friendly attractions to check out when the kids are getting restless. Kendall-Jackson Wine Estate and Gardens and Austin Creek State Recreation Area offer fun for young and old.
Why book your cottage in Healdsburg with Expedia?
We think that a holiday should be a walk in the park, so if you're on the lookout for cottages in Healdsburg at a competitive rate, Expedia has you covered. Save those pennies and select an economical option far from the rush of the city, or splurge on a 5-star cottage to spoil your favourite people.
How can I find cheap cottages in Healdsburg?
Expedia can help you easily source cheap cottages in Healdsburg. To find your dream stay in a couple of clicks, simply use our convenient filter tool to refine your search results by budget, amenities and star rating.
What is there to do in Healdsburg near my cottage?
Whatever you're interested in, Healdsburg has lots of things to keep you busy. Healdsburg Golf Club, Pezzi King Winery and Soda Rock Winery are on many visitors' sightseeing itineraries. Don't forget to explore Wilson Winery, Matrix Winery and Healdsburg Plaza either. With Expedia's Healdsburg hotel deals, you can see more awesome attractions like these with the money you save.