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In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Cottages in Healdsburg

Property grounds
True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard

True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard

Forestville
10.0 out of 10, Exceptional, (11)
"Ideal for a relaxing time in wine country! The winery on property is fantastic and highly recommend it!"
United States
Paul H.
$440 nightly
The price is $495
Nov 17 - Nov 18
Total with taxes and fees
True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard
Exterior
Healdsburg Plaza Gem | A Wine Country Escape

Healdsburg Plaza Gem | A Wine Country Escape

Healdsburg
9.8 out of 10, Exceptional, (44)
"Clean, good location,"
United States
Carrie B.
$918 nightly
The price is $1,008
Nov 21 - Nov 22
Total with taxes and fees
Healdsburg Plaza Gem | A Wine Country Escape
Exterior
Backyard Garden Oasis

Backyard Garden Oasis

3.0 star property
Middletown
9.6 out of 10, Exceptional, (51)
"Greta was an amazing host, which made for a restful couple of days. Enjoyed the homemade goodies each morning"
United States
les
$194 nightly
The price is $216
Nov 14 - Nov 15
Total with taxes and fees
Backyard Garden Oasis
Outdoor dining
Garden house with gas fireplace

Garden house with gas fireplace

Middletown
10.0 out of 10, Exceptional, (1)
"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.
$204 nightly
The price is $224
Nov 16 - Nov 17
Total with taxes and fees
Garden house with gas fireplace
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
$202 nightly
The price is $222
Nov 16 - Nov 17
Total with taxes and fees
Watefront Getaway w/ Mtn Views & Dock in Clearlake
Property grounds
Comfort and Style in Our Queen Cottage

Comfort and Style in Our Queen Cottage

Calistoga
9.8 out of 10, Exceptional, (49)
"Nice location and space was very comfortable"
United States
Tracy T.
$350 nightly
The price is $423
Nov 17 - Nov 18
Total with taxes and fees
Comfort and Style in Our Queen Cottage
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, (55)
"Our stay was so nice. The cottage was clean and inviting. Hoping to stay there again in the future."
United States
Mary D.
$506 nightly
The price is $568
Nov 18 - Nov 19
Total with taxes and fees
Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
Property grounds
Charming King Cottage

Charming King Cottage

Calistoga
9.8 out of 10, Exceptional, (11)
"Cozy and great price!"
United States
Meredith H.
$367 nightly
The price is $444
Nov 17 - Nov 18
Total with taxes and fees
Charming King Cottage
Terrace/patio
Hillside Retreat in the Redwoods w/ Hot Tub, Pet-Friendly

Hillside Retreat in the Redwoods w/ Hot Tub, Pet-Friendly

Guerneville
10.0 out of 10, Exceptional, (2)
"We had an amazing stay at a place that is as beautiful and serene as it is functional. Loved everything about it, very comfortable, beautifully furnished and decorated and has everything you need to enjoy your stay in the redwoods close to the river and all the restaurants in the area. Highly recommend it. "
United States
V D.
$359 nightly
The price is $397
Nov 16 - Nov 17
Total with taxes and fees
Hillside Retreat in the Redwoods w/ Hot Tub, Pet-Friendly
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)
"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
$342 nightly
The price is $410
Nov 16 - Nov 17
Total with taxes and fees
Escape to wine country in your independent cottage in downtown Calistoga
Exterior
Escape to Wine County in your independant Cottage in Downtown Calistoga

Escape to Wine County in your independant Cottage in Downtown Calistoga

Calistoga
9.6 out of 10, Exceptional, (28)
"We were extremely pleased with the location and overall condition of the property! We will definitely look for this property the next time we are visiting Napa Valley!"
United States
Mike C.
$342 nightly
The price is $410
Nov 16 - Nov 17
Total with taxes and fees
Escape to Wine County in your independant Cottage in Downtown Calistoga
Exterior
Escape to Wine Country in your independant Cottage in Downtown Calistoga

Escape to Wine Country in your independant Cottage in Downtown Calistoga

Calistoga
10.0 out of 10, Exceptional, (2)
"Loved everything Ellen was very accommodating ,pleasant and polite As well as professional The furnishings were very up scale and same style as my home One suggestion The tv should be more accessible so it does not block AC when pulled out from the wall I’m not being critical because I love this place. I will stay there every time I would ever be close to Calistoga. AND I adore Ellen personally and professionally!!👍❤️"
United States
Ronny
$340 nightly
The price is $408
Nov 18 - Nov 19
Total with taxes and fees
Escape to Wine Country in your independant Cottage in Downtown Calistoga
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, (61)
"Wonderful and charming cottage! Great location ... shops and restaurants close by within casual walking distance. Super clean with every amenity we needed. Hosts were communicative and very responsive to questions upon our arrival. Thank you, Tim and Caroline!"
United States
Raymond L.
$367 nightly
The price is $388
Nov 16 - Nov 17
Total with taxes and fees
Wine Country Cottage in downtown Santa Rosa, CA
Property grounds
The Atlas Calistoga - Cottage #3

The Atlas Calistoga - Cottage #3

Calistoga
10.0 out of 10, Exceptional, (20)
"Well appointed, immaculate, well-designed, and all the amenities. A perfect stay."
United States
Vance N.
The Atlas Calistoga - Cottage #3
Outdoor dining
Modern Farmhouse on Vineyard w/ Deck, Bocce & Wine Country Views

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

Sonoma
$286 nightly
The price is $316
Nov 17 - Nov 18
Total with taxes and fees
Modern Farmhouse on Vineyard w/ Deck, Bocce & Wine Country Views
Exterior
Relaxing Beekeeper's Cottage with hot tub

Relaxing Beekeeper's Cottage with hot tub

Bodega Bay
10.0 out of 10, Exceptional, (21)
"A Lovely tucked away Cottage, with relaxing amenities, close to everything Bodega Bay has to offer"
United States
Brian K.
$714 nightly
The price is $802
Nov 24 - Nov 25
Total with taxes and fees
Relaxing Beekeeper's Cottage with hot tub
Property grounds
Stunning Sauna Cottage Retreat on Private Vineyard

Stunning Sauna Cottage Retreat on Private Vineyard

Sebastopol
10.0 out of 10, Exceptional, (3)
"Nice area in the vineyards. Sauna was great. Place was clean. "
United States
Cesar R.
$468 nightly
The price is $518
Nov 30 - Dec 1
Total with taxes and fees
Stunning Sauna Cottage Retreat on Private Vineyard
Outdoor dining
Antique Indonesian Teakwood Cottage for a Romantic Getaway in Petaluma, California

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

2.0 star property
Petaluma
$301 nightly
The price is $301
Nov 16 - Nov 17
Total with taxes and fees
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, (15)
"Great space, impeccably appointed, amazing location. Would stay again. "
United States
Kris R.
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

Harmon Guest House

Harmon Guest House

10/10 Excellent
"We had a great stay. The staff was friendly and helpful the facilities are nice and it’s close to all, but the Main Street is loud, especially in the morning hours. "
Michael 2-night trip
Posted 2 days ago
Harmon Guest House

Find out more about Healdsburg

Healdsburg Cottages information

Number of reviews
315
Accommodation
18 Cottages
Lowest Price
$216
Highest Price
$802

Frequently asked questions

How much do cottages in Healdsburg cost?
Prepare to pay between $216 and $802 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 18 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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