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
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

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 CA $282
CA $529 total
includes taxes & fees
Aug 10 - Aug 11
Farm Country Cottage in Downtown Geyserville, Vineyard Views + UNTI Wine
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 CA $275
CA $552 total
includes taxes & fees
Jul 27 - Jul 28
Pumpkin House Summary
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, (78 reviews)
"Overall a good place to stay in downtown Santa Rosa. "
United States
Stan R.
The price is CA $261
CA $571 total
includes taxes & fees
Jul 27 - Jul 28
Wine Country Cottage in downtown Santa Rosa, CA
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 CA $149
CA $295 total
includes taxes & fees
Aug 3 - Aug 4
Garden house with gas fireplace
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 CA $252
CA $325 total
includes taxes & fees
Jul 28 - Jul 29
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, (5 reviews)
The price is CA $501
CA $988 total
includes taxes & fees
Jul 28 - Jul 29
Enchanting Vineyard cottage nestled in the wine country!
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 CA $393
CA $539 total
includes taxes & fees
Aug 2 - Aug 3
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
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 CA $281
CA $361 total
includes taxes & fees
Aug 4 - Aug 5
Charming King Cottage
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 CA $423
CA $580 total
includes taxes & fees
Jul 27 - Jul 28
Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
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 CA $437
CA $733 total
includes taxes & fees
Aug 3 - Aug 4
Stunning Sauna Cottage Retreat on Private Vineyard
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 CA $423
CA $580 total
includes taxes & fees
Jul 27 - Jul 28
Escape to wine country in your independent cottage in downtown Calistoga
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, (2 reviews)
"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 CA $195
CA $325 total
includes taxes & fees
Jul 28 - Jul 29
Hot tub lake wine Cottage State Park 4 mins away
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 CA $242
CA $386 total
includes taxes & fees
Jul 28 - Jul 29
Watefront Getaway w/ Mtn Views & Dock in Clearlake
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, (79 reviews)
"Lovely spot for a getaway!"
United States
Lisa M.
The price is CA $512
CA $973 total
includes taxes & fees
Jul 28 - Jul 29
Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
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 CA $400
CA $789 total
includes taxes & fees
Aug 26 - Aug 27
Relaxing Beekeeper's Cottage with hot tub
Terrace/patio

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 CA $364
CA $414 total
includes taxes & fees
Jul 30 - Jul 31
Antique Indonesian Teakwood Cottage for a Romantic Getaway in Petaluma, California
Exterior

The Atlas Calistoga - Cottage #1

The Atlas Calistoga - Cottage #1
Calistoga
10.0 out of 10, Exceptional, (17 reviews)
"Great space, impeccably appointed, amazing location. Would stay again. "
United States
Kris R.
The price is CA $899
CA $1,339 total
includes taxes & fees
Jul 31 - Aug 1
The Atlas Calistoga - Cottage #1
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 value just on the outskirts of town. Super clean, friendly staff. Save yourself $200 a night and get an Uber for less than 10 bucks, it's literally about 5mins in a taxi. Great value for money if you don't mind not being walking distance from the plaza and want to have something clean and cost effective"
Oliver 1-night trip
Posted 15 hours ago
Dry Creek Inn MOD Collection by Sonesta

Find out more about Healdsburg

Healdsburg Cottages information

Number of reviews
1
Accommodation
15 Cottages
Lowest Price
CA $386
Highest Price
CA $386

Frequently asked questions

How much do cottages in Healdsburg cost?
Prepare to pay between CA $386 and CA $386 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 vacation dates and then choose from 15 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?
Check in to Wine Country Getaway Modern Three and make your family vacation to Healdsburg a memorable one. This family-friendly cottage has a 3-star rating and amenities such as WiFi and a firepit. Once you've checked in and unpacked your things, there's no shortage of family-friendly attractions to discover in and around Healdsburg. Healdsburg Museum and Pacific Coast Air Museum are two of our top suggestions.
Why book your cottage in Healdsburg with Expedia?
We think that a vacay 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 favorite 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.

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