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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 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 AED 735
AED 1,392 total
includes taxes & fees
2 Jul - 3 Jul
Farm Country Cottage in Downtown Geyserville, Vineyard Views + UNTI Wine
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 AED 529
AED 991 total
includes taxes & fees
30 Jun - 1 Jul
Watefront Getaway w/ Mtn Views & Dock in Clearlake
Outdoor spa tub

Hot tub lake wine Cottage State Park 4 mins away

Hot tub lake wine Cottage State Park 4 mins away
Kelseyville
The price is AED 661
AED 1,031 total
includes taxes & fees
28 Jun - 29 Jun
Hot tub lake wine Cottage State Park 4 mins away
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 AED 1,098
AED 1,499 total
includes taxes & fees
29 Jun - 30 Jun
Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Terrace/patio

Modern Farmhouse on Vineyard w/ Deck, Bocce & Wine Country Views

Modern Farmhouse on Vineyard w/ Deck, Bocce & Wine Country Views
Sonoma
8.4 out of 10, Very Good, (5 reviews)
"Had a wonderful stay, right next to a vinyard. Area was nice and quiet. Would definitely recommend. "
United States
David B.
The price is AED 551
AED 1,150 total
includes taxes & fees
7 Jul - 8 Jul
Modern Farmhouse on Vineyard w/ Deck, Bocce & Wine Country Views
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 AED 716
AED 1,515 total
includes taxes & fees
28 Jun - 29 Jun
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 AED 426
AED 812 total
includes taxes & fees
13 Jul - 14 Jul
Garden house with gas fireplace
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 AED 1,098
AED 1,459 total
includes taxes & fees
29 Jun - 30 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 AED 1,135
AED 1,555 total
includes taxes & fees
29 Jun - 30 Jun
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
Property grounds

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 AED 731
AED 932 total
includes taxes & fees
28 Jun - 29 Jun
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 AED 657
AED 844 total
includes taxes & fees
1 Jul - 2 Jul
Comfort and Style in Our Queen Cottage
Property grounds

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 AED 1,139
AED 1,913 total
includes taxes & fees
23 Jul - 24 Jul
Stunning Sauna Cottage Retreat on Private Vineyard
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
Antique Indonesian Teakwood Cottage for a Romantic Getaway in Petaluma, California
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, (77 reviews)
"Lovely spot for a getaway!"
United States
Lisa M.
The price is AED 1,859
AED 3,197 total
includes taxes & fees
28 Jun - 29 Jun
Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
Outdoor dining

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 AED 1,306
AED 2,561 total
includes taxes & fees
29 Jun - 30 Jun
Enchanting Vineyard cottage nestled in the wine country!
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 AED 1,153
AED 2,210 total
includes taxes & fees
21 Jul - 22 Jul
Relaxing Beekeeper's Cottage with hot tub
Terrace/patio

Pumpkin House Summary

Pumpkin House Summary
Guerneville
10.0 out of 10, Exceptional, (12 reviews)
"Nice place, quiet. Loved the hot tub. "
United States
Nathan B.
The price is AED 907
AED 1,661 total
includes taxes & fees
28 Jun - 29 Jun
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

Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping

10/10 Excellent
"clean room"
LIQING 1-night trip
Posted 19 hours ago
Wildhaven Sonoma Glamping

Frequently asked questions

How much do cottages in Healdsburg cost?
Prepare to pay between AED 812 and AED 3,197 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.