Search Healdsburg Cottage Rentals from CA $303

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Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28

Our top choices for Healdsburg cottages

Exterior

Cottage in Middletown

Backyard Garden Oasis
3.0 star property
9.6 out of 10, Exceptional, (51 reviews)
"Cute garden area, quiet, nice all inclusive spot"
United States
Jodi
The price is CA $284
CA $316 total
includes taxes & fees
Mar 9 - Mar 10
Backyard Garden Oasis
House (2 Bedrooms) | Interior

Cottage in Guerneville

Russian River Retreat! Woodsy Guerneville Bungalow
3.0 star property
The price is CA $232
CA $586 total
includes taxes & fees
Mar 9 - Mar 10
Russian River Retreat! Woodsy Guerneville Bungalow
Outdoor dining

Cottage in Middletown

Garden house with gas fireplace
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 CA $134
CA $303 total
includes taxes & fees
Mar 10 - Mar 11
Garden house with gas fireplace
Exterior

Cottage in Calistoga

Escape to Wine Country in your independant Cottage in Downtown Calistoga
10.0 out of 10, Exceptional, (2 reviews)
"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
The price is CA $379
CA $518 total
includes taxes & fees
Mar 10 - Mar 11
Escape to Wine Country in your independant Cottage in Downtown Calistoga
Terrace/patio

Cottage in Calistoga

Escape to wine country in your independent cottage in downtown 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 traveller
The price is CA $379
CA $518 total
includes taxes & fees
Mar 9 - Mar 10
Escape to wine country in your independent cottage in downtown Calistoga
Exterior

Cottage in Calistoga

Escape to Wine County in your independant Cottage in Downtown Calistoga
9.6 out of 10, Exceptional, (33 reviews)
"Great getaway for a couple"
United States
David G.
The price is CA $379
CA $518 total
includes taxes & fees
Mar 9 - Mar 10
Escape to Wine County in your independant Cottage in Downtown Calistoga
Exterior

Cottage in Dillon Beach

Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
10.0 out of 10, Exceptional, (66 reviews)
"We had a great stay at Sundog cottage! Very clean and comfortable. Easy walk to the beach!"
United States
Donna H.
The price is CA $365
CA $770 total
includes taxes & fees
Mar 9 - Mar 10
Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
Exterior

Cottage in Calistoga

Charming King Cottage
9.8 out of 10, Exceptional, (11 reviews)
"Nice comfortable cottage."
United States
Michael E. S.
The price is CA $270
CA $367 total
includes taxes & fees
Mar 15 - Mar 16
Charming King Cottage
Outdoor spa tub

Cottage in Kenwood

The Carriage House Sonoma • Hot Tub • Vineyard Views • Complimentary Bottle
9.0 out of 10, Wonderful, (2 reviews)
"Such a cute place! The turn into the property is a bit hidden right before the bridge but once you find it the house is so secluded with plenty of space. The kitchen was fully stocked and had everything you could think of. Did a wine tasting with their tasting room and everyone was so welcoming and sweet. Thank you! "
United States
Sara W.
The price is CA $677
CA $855 total
includes taxes & fees
Mar 9 - Mar 10
The Carriage House Sonoma • Hot Tub • Vineyard Views • Complimentary Bottle
Property grounds

Cottage in Calistoga

Comfort and Style in Our Queen Cottage
9.8 out of 10, Exceptional, (49 reviews)
"The cottage was very well appointed, very clean and comfortable. we really enjoyed our 2 night stay!Communication, check in and out were a breeze!Thank you!!"
United States
Kevin T.
The price is CA $243
CA $331 total
includes taxes & fees
Mar 9 - Mar 10
Comfort and Style in Our Queen Cottage
Outdoor dining

Cottage in Bodega Bay

Relaxing Beekeeper's Cottage with hot tub
10.0 out of 10, Exceptional, (21 reviews)
"A Lovely tucked away Cottage, with relaxing amenities, close to everything Bodega Bay has to offer"
United States
Brian K.
Relaxing Beekeeper's Cottage with hot tub
House (2 Bedrooms) | Interior

Cottage in Clearlake

Watefront Getaway w/ Mtn Views & Dock in Clearlake
3.0 star property
The price is CA $195
CA $366 total
includes taxes & fees
Mar 9 - Mar 10
Watefront Getaway w/ Mtn Views & Dock in Clearlake
Terrace/patio

Cottage in Sonoma

Modern Farmhouse on Vineyard w/ Deck, Bocce & Wine Country Views
10.0 out of 10, Exceptional, (1 review)
"Had a wonderful stay, right next to a vinyard. Area was nice and quiet. Would definitely recommend. "
United States
David B.
The price is CA $197
CA $420 total
includes taxes & fees
Mar 10 - Mar 11
Modern Farmhouse on Vineyard w/ Deck, Bocce & Wine Country Views
Exterior

Cottage in Santa Rosa

Wine Country Cottage in downtown Santa Rosa, CA
9.6 out of 10, Exceptional, (67 reviews)
"Good location for coffee and restaurant. Nice backyard "
United States
vicki a.
The price is CA $278
CA $579 total
includes taxes & fees
Apr 1 - Apr 2
Wine Country Cottage in downtown Santa Rosa, CA
Outdoor dining

Cottage in Petaluma

Antique Indonesian Teakwood Cottage for a Romantic Getaway in Petaluma, California
The price is CA $347
CA $396 total
includes taxes & fees
Mar 9 - Mar 10
Antique Indonesian Teakwood Cottage for a Romantic Getaway in Petaluma, California
Terrace/patio

Cottage in Sebastopol

Stunning Sauna Cottage Retreat on Private Vineyard
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 CA $421
CA $711 total
includes taxes & fees
Mar 12 - Mar 13
Stunning Sauna Cottage Retreat on Private Vineyard
Microwave, oven, stovetop, dishwasher

Cottage in Santa Rosa

Enchanting Vineyard cottage nestled in the wine country!
The price is CA $482
CA $951 total
includes taxes & fees
Mar 12 - Mar 13
Enchanting Vineyard cottage nestled in the wine country!
House (3 Bedrooms) | Interior

Cottage in Kelseyville

Dock, Slip & Launch: Waterfront Home on Clear Lake
3.0 star property
The price is CA $248
CA $953 total
includes taxes & fees
Mar 17 - Mar 18
Dock, Slip & Launch: Waterfront Home on Clear Lake
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

H2Hotel

H2Hotel

10/10 Excellent
"Great customer service. Hotel was clean and quiet. Very cute place to stay. "
Jennifer 1-night trip
Posted 8 hours ago
H2Hotel

Find out more about Healdsburg

Healdsburg Cottages information

Number of reviews
257
Accommodation
17 Cottages
Lowest Price
CA $303
Highest Price
CA $953

Frequently asked questions

How much do cottages in Healdsburg cost?
Prepare to pay between CA $303 and CA $953 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 17 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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