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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
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
9.8 out of 10, Exceptional, (44)
"Wonderful home with an amazing location to Healdsburg. Highly recommend!"
United States
Matthew F.
$774 nightly
The price is $843
Nov 11 - Nov 12
Total with taxes and fees
Healdsburg Plaza Gem | A Wine Country Escape
Exterior
Backyard Garden Oasis
Backyard Garden Oasis
3.0 star property
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 2 - Nov 3
Total with taxes and fees
Backyard Garden Oasis
Outdoor dining
Garden house with gas fireplace
Garden house with gas fireplace
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 2 - Nov 3
Total with taxes and fees
Garden house with gas fireplace
Property grounds
Comfort and Style in Our Queen Cottage
Comfort and Style in Our Queen Cottage
9.8 out of 10, Exceptional, (49)
"Nice location and space was very comfortable"
United States
Tracy T.
$365 nightly
The price is $438
Nov 17 - Nov 18
Total with taxes and fees
Comfort and Style in Our Queen Cottage
Property grounds
Windmill Cottage - Peaceful & Quiet on 5 acres
Windmill Cottage - Peaceful & Quiet on 5 acres
10.0 out of 10, Exceptional, (12)
"Property and house was very nice and accommodating for our work stay."
United States
Erica F.
$470 nightly
The price is $470
Nov 2 - Nov 3
Total with taxes and fees
Windmill Cottage - Peaceful & Quiet on 5 acres
Property grounds
Charming King Cottage
Charming King Cottage
9.8 out of 10, Exceptional, (11)
"Cozy and great price!"
United States
Meredith H.
$388 nightly
The price is $465
Nov 17 - Nov 18
Total with taxes and fees
Charming King Cottage
Exterior
Escape to Wine Country in your independant Cottage in Downtown Calistoga
Escape to Wine Country in your independant Cottage in Downtown 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
$342 nightly
The price is $410
Nov 2 - Nov 3
Total with taxes and fees
Escape to Wine Country in your independant 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
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 2 - Nov 3
Total with taxes and fees
Escape to Wine County in your independant Cottage in Downtown Calistoga
Terrace/patio
Escape to wine country in your independent cottage in downtown Calistoga
Escape to wine country in your independent cottage in downtown 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 2 - Nov 3
Total with taxes and fees
Escape to wine country in your independent cottage in downtown Calistoga
Exterior
Wine Country Cottage in downtown Santa Rosa, CA
Wine Country Cottage in downtown Santa Rosa, CA
9.8 out of 10, Exceptional, (58)
"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.
$363 nightly
The price is $384
Nov 3 - Nov 4
Total with taxes and fees
Wine Country Cottage in downtown Santa Rosa, CA
Outdoor dining
Modern Farmhouse on Vineyard w/ Deck, Bocce & Wine Country Views
Modern Farmhouse on Vineyard w/ Deck, Bocce & Wine Country Views
$309 nightly
The price is $341
Nov 17 - Nov 18
Total with taxes and fees
Modern Farmhouse on Vineyard w/ Deck, Bocce & Wine Country Views
Property grounds
The Atlas Calistoga - Cottage #3
The Atlas Calistoga - Cottage #3
10.0 out of 10, Exceptional, (20)
"Well appointed, immaculate, well-designed, and all the amenities. A perfect stay."
United States
Vance N.
$500 nightly
The price is $566
Nov 12 - Nov 13
Total with taxes and fees
The Atlas Calistoga - Cottage #3
Property grounds
Stunning Sauna Cottage Retreat on Private Vineyard
Stunning Sauna Cottage Retreat on Private Vineyard
10.0 out of 10, Exceptional, (3)
"Nice area in the vineyards. Sauna was great. Place was clean. "
United States
Cesar R.
$474 nightly
The price is $524
Nov 3 - Nov 4
Total with taxes and fees
Stunning Sauna Cottage Retreat on Private Vineyard
Exterior
The Atlas Calistoga - Cottage #1
The Atlas Calistoga - Cottage #1
10.0 out of 10, Exceptional, (15)
"Great space, impeccably appointed, amazing location. Would stay again. "
United States
Kris R.
$487 nightly
The price is $551
Nov 12 - Nov 13
Total with taxes and fees
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

Hotel Trio Healdsburg

Hotel Trio Healdsburg

10/10 Excellent
"Excellent stay"
Sevgi 1-night trip
Posted 3 days ago
Hotel Trio Healdsburg

Find out more about Healdsburg

Healdsburg Cottages information

Number of reviews
238
Accommodation
18 Cottages
Lowest Price
$216
Highest Price
$566

Frequently asked questions

How much do cottages in Healdsburg cost?
Prepare to pay between $216 and $566 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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