Healdsburg Cottages from CA $296

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Our top choices for Healdsburg cottages

Farm Country Cottage in Downtown Geyserville, Vineyard Views + UNTI Wine

Geyserville

Gina I.

CA $529 total

includes taxes & fees

Jun 25 - Jun 26

Backyard Garden Oasis

Middletown

Jodi

CA $325 total

includes taxes & fees

Jul 3 - Jul 4

Watefront Getaway w/ Mtn Views & Dock in Clearlake

Clearlake

Garden house with gas fireplace

Middletown

"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...

kelsie i.

CA $296 total

includes taxes & fees

Jun 11 - Jun 12

Charming King Cottage

Calistoga

Michael E. S.

CA $360 total

includes taxes & fees

Jun 14 - Jun 15

Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

Calistoga

Amy B.

CA $554 total

includes taxes & fees

Jun 11 - Jun 12

Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed

Calistoga

Paul L.

CA $515 total

includes taxes & fees

Jun 11 - Jun 12

Wine Country Cottage in downtown Santa Rosa, CA

Santa Rosa

Kristen Y.

CA $607 total

includes taxes & fees

Jul 6 - Jul 7

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Top Healdsburg Hotel Reviews

Hotel Trio Healdsburg

10/10 Excellent

"The hotel staff at check-in were excellent--efficient, friendly and helpful. They set the tone for our visit."

The Lodge at Healdsburg, Tapestry Collection by Hilton

6/10 Okay

"Overall, the experience was spotty. On arrival, the staff member described all the amenities while looking at them, hardly understood a word, just not the best approach. Had trouble with the television which was difficult to get to function properly, shorted us on in-room coffee, the room had a huge deep tub, but no grab bars to get an and out of and because the tub was so big, the shower was tiny (I mean tiny!) with a loose control handle. They were short of complimentary coffee in the morning, but one of the staff graciously offered a complimentary coffee americano from the expresso machine. Wanted to buy a Danish from the cafe but discovered they don't take cash. As I say, spotty."

Calderwood Inn

4/10 Poor

"Calderwood cancelled our reservation a couple of weeks before check in. They offered an alternative BNB, but it was in Geyserville several miles away and not walkable into town. We were forced to find different accommodations for our trip. However, when we drove by the Calderwood, there didn’t seem to be anything going on and their sign indicated a vacancy was available. Not sure why all this happened. We wouldn’t book any of their properties again,"

Hotel Vinea, a Travelodge by Wyndham

8/10 Good

"Parking was easy to find and had enough spaces for our stay. They do a precheck in and precheck out to make that process go quicker. There is no elevator so if you don't want to haul luggage up stairs to the higher floors I recommend requesting a lower floor room. Bed was comfortable, room was small but well laid out where it didn't feel cramped. Blackout curtains were nice to block light from the outside. They offer a continental breakfast, we didn't eat anything but the aroma of the breakfast was phenomenal."

Find out more about Healdsburg

Healdsburg Cottages information

Number of reviews	293
Accommodation	15 Cottages
Lowest Price	CA $296
Highest Price	CA $1,048

Frequently asked questions

How much do cottages in Healdsburg cost?

Prepare to pay between CA $296 and CA $1,048 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.

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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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Healdsburg cottages

Farm Country Cottage in Downtown Geyserville, Vineyard Views + UNTI Wine

Backyard Garden Oasis

Watefront Getaway w/ Mtn Views & Dock in Clearlake

Garden house with gas fireplace

Charming King Cottage

Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed

Wine Country Cottage in downtown Santa Rosa, CA

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

Escape to wine country in your independent cottage in downtown Calistoga

Comfort and Style in Our Queen Cottage

Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog

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

Stunning Sauna Cottage Retreat on Private Vineyard

Pumpkin House Summary

Enchanting Vineyard cottage nestled in the wine country!

Relaxing Beekeeper's Cottage with hot tub

Find vacation rentals that suit your style

Top Healdsburg Hotel Reviews

Hotel Trio Healdsburg

The Lodge at Healdsburg, Tapestry Collection by Hilton

Appellation Healdsburg

Dry Creek Inn MOD Collection by Sonesta

Calderwood Inn

Wildhaven Sonoma Glamping

Hotel Vinea, a Travelodge by Wyndham

Fairview Inn and Suites

Duchamp Healdsburg

Find out more about Healdsburg

Healdsburg Cottages information

Frequently asked questions

Explore a world of travel with Expedia

Search Healdsburg Cottage Rentals from CA $296

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Healdsburg cottages

Farm Country Cottage in Downtown Geyserville, Vineyard Views + UNTI Wine

Backyard Garden Oasis

Watefront Getaway w/ Mtn Views & Dock in Clearlake

Garden house with gas fireplace

Charming King Cottage

Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed

Wine Country Cottage in downtown Santa Rosa, CA

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

Escape to wine country in your independent cottage in downtown Calistoga

Comfort and Style in Our Queen Cottage

Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog

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

Stunning Sauna Cottage Retreat on Private Vineyard

Pumpkin House Summary

Enchanting Vineyard cottage nestled in the wine country!

Relaxing Beekeeper's Cottage with hot tub

Find vacation rentals that suit your style

Top Healdsburg Hotel Reviews

Hotel Trio Healdsburg

Find out more about Healdsburg

Healdsburg Cottages information

Frequently asked questions

Explore a world of travel with Expedia