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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sep - 13 Sep
In four months
9 Oct - 11 Oct

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 SAR 751
SAR 1,419 total
includes taxes & fees
17 Jun - 18 Jun
Farm Country Cottage in Downtown Geyserville, Vineyard Views + UNTI Wine
Exterior

Backyard Garden Oasis

Backyard Garden Oasis
3.0 star property
Middletown
9.6 out of 10, Exceptional, (51 reviews)
"Cute garden area, quiet, nice all inclusive spot"
United States
Jodi
The price is SAR 784
SAR 875 total
includes taxes & fees
3 Jul - 4 Jul
Backyard Garden Oasis
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 SAR 540
SAR 1,013 total
includes taxes & fees
18 Jun - 19 Jun
Watefront Getaway w/ Mtn Views & Dock in Clearlake
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 SAR 398
SAR 773 total
includes taxes & fees
16 Jun - 17 Jun
Garden house with gas fireplace
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 SAR 1,085
SAR 1,489 total
includes taxes & fees
22 Jun - 23 Jun
Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
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, (3 reviews)
"We made the Calistoga CA area our base for our recent trip and the Cottage Grove Inn served as a great place to stay."
United States
Anonymous traveler
The price is SAR 1,085
SAR 1,489 total
includes taxes & fees
18 Jun - 19 Jun
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, (40 reviews)
"Host, amenities, location….all excellent. "
United States
Amy B.
The price is SAR 1,085
SAR 1,489 total
includes taxes & fees
22 Jun - 23 Jun
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 SAR 747
SAR 956 total
includes taxes & fees
16 Jun - 17 Jun
Charming King Cottage
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)
"Had everything we needed! "
United States
Kristen Y.
The price is SAR 766
SAR 1,612 total
includes taxes & fees
6 Jul - 7 Jul
Wine Country Cottage in downtown Santa Rosa, CA
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 SAR 672
SAR 848 total
includes taxes & fees
16 Jun - 17 Jun
Comfort and Style in Our Queen Cottage
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 SAR 1,163
SAR 1,958 total
includes taxes & fees
23 Jun - 24 Jun
Stunning Sauna Cottage Retreat on Private Vineyard
Exterior

Hillside Retreat in the Redwoods w/ Hot Tub

Hillside Retreat in the Redwoods w/ Hot Tub
Guerneville
10.0 out of 10, Exceptional, (5 reviews)
"Great place! Nice and cozy!"
United States
John B.
The price is SAR 1,391
SAR 2,466 total
includes taxes & fees
16 Jun - 17 Jun
Hillside Retreat in the Redwoods w/ Hot Tub
Exterior

Enchanting Vineyard cottage nestled in the wine country!

Enchanting Vineyard cottage nestled in the wine country!
Santa Rosa
10.0 out of 10, Exceptional, (2 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 SAR 1,334
SAR 2,616 total
includes taxes & fees
17 Jun - 18 Jun
Enchanting Vineyard cottage nestled in the wine country!
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, (76 reviews)
"Great place, very welcoming and responsive host. Definitely recommended!!!"
United States
David P.
The price is SAR 1,591
SAR 2,874 total
includes taxes & fees
22 Jun - 23 Jun
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 SAR 1,107
SAR 2,150 total
includes taxes & fees
30 Jun - 1 Jul
Relaxing Beekeeper's Cottage with hot tub
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

Hotel Vinea, a Travelodge by Wyndham

Hotel Vinea, a Travelodge by Wyndham

8/10 Good
"The Staff was very pleasant and professional. The only thing that we felt was a problem was the coffee. It was bitter and bad tasting. The hotel is very convenient to the main part of Healdsburg."
Kathy 4-night trip
Posted 15 hours ago
Hotel Vinea, a Travelodge by Wyndham

Frequently asked questions

How much do cottages in Healdsburg cost?
Prepare to pay between SAR 773 and SAR 2,874 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.
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.