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 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Healdsburg cottages

Exterior detail

1. 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.
$341 nightly
The price is $377
Aug 17 - Aug 18
Total with taxes and fees
Farm Country Cottage in Downtown Geyserville, Vineyard Views + UNTI Wine
Outdoor dining

2. 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.
$234 nightly
The price is $234
Aug 16 - Aug 17
Total with taxes and fees
Garden house with gas fireplace
Exterior

3. Wine Country Cottage in downtown Santa Rosa, CA

Wine Country Cottage in downtown Santa Rosa, CA
Santa Rosa
9.8 out of 10, Exceptional, (79 reviews)
"Overall a good place to stay in downtown Santa Rosa. "
United States
Stan R.
$399 nightly
The price is $423
Aug 10 - Aug 11
Total with taxes and fees
Wine Country Cottage in downtown Santa Rosa, CA
Property grounds

4. 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
$201 nightly
The price is $228
Aug 4 - Aug 5
Total with taxes and fees
Comfort and Style in Our Queen Cottage
Terrace/patio

5. 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.
$350 nightly
The price is $420
Aug 4 - Aug 5
Total with taxes and fees
Escape to wine country in your independent cottage in downtown Calistoga
Exterior

6. Charming King Cottage

Charming King Cottage
Calistoga
9.8 out of 10, Exceptional, (11 reviews)
"Nice comfortable cottage."
United States
Michael E. S.
$223 nightly
The price is $253
Aug 4 - Aug 5
Total with taxes and fees
Charming King Cottage
Exterior

7. 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.
$345 nightly
The price is $415
Aug 16 - Aug 17
Total with taxes and fees
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
Exterior

8. 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.
$346 nightly
The price is $416
Aug 4 - Aug 5
Total with taxes and fees
Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Terrace/patio

9. 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.
$474 nightly
The price is $524
Aug 12 - Aug 13
Total with taxes and fees
Stunning Sauna Cottage Retreat on Private Vineyard
Outdoor spa tub

10. 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.
$209 nightly
The price is $225
Aug 10 - Aug 11
Total with taxes and fees
Hot tub lake wine Cottage State Park 4 mins away
House (2 Bedrooms) | Interior

11. 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
$245 nightly
The price is $274
Aug 9 - Aug 10
Total with taxes and fees
Watefront Getaway w/ Mtn Views & Dock in Clearlake
Outdoor dining

12. 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.
$502 nightly
The price is $564
Aug 26 - Aug 27
Total with taxes and fees
Relaxing Beekeeper's Cottage with hot tub
Exterior

13. 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.
$715 nightly
The price is $803
Aug 27 - Aug 28
Total with taxes and fees
Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
Exterior

14. 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.
$590 nightly
The price is $667
Aug 31 - Sep 1
Total with taxes and fees
The Atlas Calistoga - Cottage #1
Terrace/patio

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

Antique Indonesian Teakwood Cottage for a Romantic Getaway in Petaluma, California
Petaluma
$295 nightly
The price is $295
Aug 6 - Aug 7
Total with taxes and fees
Antique Indonesian Teakwood Cottage for a Romantic Getaway in Petaluma, California
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

The Lodge at Healdsburg, Tapestry Collection by Hilton

The Lodge at Healdsburg, Tapestry Collection by Hilton

8/10 Good
"Our stay was comfortable and the staff was friendly. However, being "senior citizens" when I asked about a bell man for our bags, we had not assistance at all. In the end, we discovered several carts to make carrying our carts easier. They were pointed out to us and we had to discover them accidentally. Food service was not that impressive. Our room was clean and neat and comfortable, though."
Ron 1-night trip
Posted 2 days ago
The Lodge at Healdsburg, Tapestry Collection by Hilton

Find out more about Healdsburg

Healdsburg Cottages information

Number of reviews
316
Accommodation
16 Cottages
Lowest Price
$225
Highest Price
$803

Frequently asked questions

How much do cottages in Healdsburg cost?
Prepare to pay between $225 and $803 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 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?
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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