Search Healdsburg Cottage Rentals from CA $317

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Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

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 CA $276
CA $514 total
includes taxes & fees
Jun 17 - Jun 18
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 CA $289
CA $322 total
includes taxes & fees
May 24 - May 25
Backyard Garden Oasis
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 CA $399
CA $548 total
includes taxes & fees
May 26 - May 27
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 traveller
The price is CA $399
CA $548 total
includes taxes & fees
May 26 - May 27
Escape to wine country in your independent cottage in downtown Calistoga
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 CA $148
CA $323 total
includes taxes & fees
May 26 - May 27
Garden house with gas fireplace
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, (74 reviews)
"Great place, very welcoming and responsive host. Definitely recommended!!!"
United States
David P.
The price is CA $372
CA $788 total
includes taxes & fees
May 25 - May 26
Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
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
The price is CA $198
CA $372 total
includes taxes & fees
May 25 - May 26
Watefront Getaway w/ Mtn Views & Dock in Clearlake
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, (76 reviews)
"We stayed for a girls weekend for a napa get away. and we brought the dog and it was a great stay. And clean too. Easy for a home base. And it was affordable. Would stay again "
United States
Valerie C.
The price is CA $276
CA $584 total
includes taxes & fees
Jun 8 - Jun 9
Wine Country Cottage in downtown Santa Rosa, CA
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)
"Perfect little cottage within walking distance to everything in downtown Calistoga! Bed was so comfy and the fireplace made it feel extra cozy. We definitely want to stay here again!"
United States
Cameron D.
The price is CA $343
CA $471 total
includes taxes & fees
Jun 11 - Jun 12
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 CA $274
CA $352 total
includes taxes & fees
Jun 1 - Jun 2
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 CA $247
CA $317 total
includes taxes & fees
Jun 1 - Jun 2
Comfort and Style in Our Queen Cottage
Terrace/patio

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

Modern Farmhouse on Vineyard w/ Deck, Bocce & Wine Country Views
Sonoma
10.0 out of 10, Exceptional, (3 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 CA $449
CA $739 total
includes taxes & fees
May 24 - May 25
Modern Farmhouse on Vineyard w/ Deck, Bocce & Wine Country Views
Outdoor spa tub

The Carriage House Sonoma • Hot Tub • Vineyard Views • Complimentary Bottle

The Carriage House Sonoma • Hot Tub • Vineyard Views • Complimentary Bottle
Kenwood
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 $687
CA $868 total
includes taxes & fees
Jun 7 - Jun 8
The Carriage House Sonoma • Hot Tub • Vineyard Views • Complimentary Bottle
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)
"A Lovely tucked away Cottage, with relaxing amenities, close to everything Bodega Bay has to offer"
United States
Brian K.
The price is CA $380
CA $763 total
includes taxes & fees
May 28 - May 29
Relaxing Beekeeper's Cottage with hot tub
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 CA $427
CA $719 total
includes taxes & fees
Jun 23 - Jun 24
Stunning Sauna Cottage Retreat on Private Vineyard
Microwave, oven, stovetop, dishwasher

Enchanting Vineyard cottage nestled in the wine country!

Enchanting Vineyard cottage nestled in the wine country!
Santa Rosa
The price is CA $490
CA $954 total
includes taxes & fees
May 27 - May 28
Enchanting Vineyard cottage nestled in the wine country!
Outdoor dining

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

Antique Indonesian Teakwood Cottage for a Romantic Getaway in Petaluma, California
Petaluma
The price is CA $350
CA $399 total
includes taxes & fees
May 31 - Jun 1
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, (17 reviews)
"Great space, impeccably appointed, amazing location. Would stay again. "
United States
Kris R.
The price is CA $737
CA $1,086 total
includes taxes & fees
May 25 - May 26
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

Appellation Healdsburg

Appellation Healdsburg

10/10 Excellent
"So clean and modern! Already planning a trip back."
Christine 1-night trip
Posted 4 hours ago
Appellation Healdsburg

Find out more about Healdsburg

Healdsburg Cottages information

Number of reviews
305
Accommodation
19 Cottages
Lowest Price
CA $317
Highest Price
CA $954

Frequently asked questions

How much do cottages in Healdsburg cost?
Prepare to pay between CA $317 and CA $954 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 19 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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