A garden pathway lined with white roses leading to a building with a stone facade and a window.

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Healdsburg cottages

A modern building with a metal exterior, a wooden door, and a small window on the side.

1. Country Carriage House in Downtown Geyserville, Vineyard Views

Country Carriage House in Downtown Geyserville, Vineyard Views
Geyserville
10.0 out of 10, Exceptional, (4 reviews)
"Cozy, rustic, and with all great amenities."
United States
Gina I.
The price is AU$568
includes taxes & fees
21 Sept - 22 Sept
Country Carriage House in Downtown Geyserville, Vineyard Views
A wooden deck with wicker furniture and a metal table, overlooking a vineyard and hills.

2. Garden house with gas fireplace

Garden house with gas fireplace
Middletown
10.0 out of 10, Exceptional, (2 reviews)
"It was a quaint country house. The host was attentive, but also left us to ourselves. The house was clean. A/C worked well. It was very comfortable."
United States
Amy
The price is AU$281
includes taxes & fees
9 Sept - 10 Sept
Garden house with gas fireplace
A building with a sign that reads "Russian River Brewing Company."

3. Wine Country Cottage in downtown Santa Rosa, CA

Wine Country Cottage in downtown Santa Rosa, CA
Santa Rosa
9.8 out of 10, Exceptional, (79 reviews)
"Lovely vacation rental"
United States
suzanne g.
The price is AU$576
includes taxes & fees
8 Sept - 9 Sept
Wine Country Cottage in downtown Santa Rosa, CA
A wooden deck with a round table and two chairs, surrounded by a white railing.

4. 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 AU$325
includes taxes & fees
7 Sept - 8 Sept
Comfort and Style in Our Queen Cottage
A small, single-story house with a front porch, a chimney, and a door with a window above it.

5. 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, (43 reviews)
"Host, amenities, location….all excellent. "
United States
Amy B.
The price is AU$633
includes taxes & fees
8 Sept - 9 Sept
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
A small, single-story house with a front porch, a chimney, and a door with a window above it.

6. 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 AU$577
includes taxes & fees
8 Sept - 9 Sept
Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
A house with a porch, a wooden door, and two rocking chairs. There are two suitcases and a table with bottles on the porch.

7. 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, (5 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 AU$577
includes taxes & fees
3 Sept - 4 Sept
Escape to wine country in your independent cottage in downtown Calistoga
A hot tub with a blue light, surrounded by a wooden fence and string lights.

8. Hot tub lake wine Cottage State Park 4 mins away

Hot tub lake wine Cottage State Park 4 mins away
Kelseyville
10.0 out of 10, Exceptional, (2 reviews)
"10/10 stay!"
United States
Janneth M.
The price is AU$314
includes taxes & fees
9 Sept - 10 Sept
Hot tub lake wine Cottage State Park 4 mins away
A small, single-story house with a porch, a red door, and two bicycles parked outside.

9. 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 AU$427
includes taxes & fees
20 Sept - 21 Sept
Charming King Cottage
A two-story house with a wooden deck and a covered front porch.

10. 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, (82 reviews)
"Lovely spot for a getaway!"
United States
Lisa M.
The price is AU$793
includes taxes & fees
3 Sept - 4 Sept
Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
A wooden pathway leading to a house with a view of a lake and mountains.

11. Watefront Getaway w/ Mtn Views & Dock in Clearlake

Watefront Getaway w/ Mtn Views & Dock in Clearlake
3.0 star property
Clearlake
4.0 out of 10, (1 review)
"If it weren’t for the kindness of the host, who accommodated us for an early check-in and late checkout, I would’ve given this zero stars. It’s totally rundown, looks like it hasn’t been power washed in 20 years, as soon as you walk up it smells like mold. The listing doesn’t tell you that it’s on a main street. The inside has rotting walls with actual holes, you can smell the mold and in one of the bedrooms it smelled so toxic like cat urine and chemicals - no one could sleep in there. The...
United States
Jennifer
The price is AU$382
includes taxes & fees
3 Sept - 4 Sept
Watefront Getaway w/ Mtn Views & Dock in Clearlake
A wooden deck with a stone pathway leading to a hammock.

12. 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 AU$719
includes taxes & fees
22 Sept - 23 Sept
Stunning Sauna Cottage Retreat on Private Vineyard
A wooden deck with a red umbrella, a wooden chair, and a table.

13. Relaxing Beekeeper's Cottage with hot tub

Relaxing Beekeeper's Cottage with hot tub
Bodega Bay
10.0 out of 10, Exceptional, (22 reviews)
"The cottage was charming, clean and well appointed. "
United States
Edie H.
The price is AU$896
includes taxes & fees
3 Sept - 4 Sept
Relaxing Beekeeper's Cottage with hot tub
A bedroom with a bed, a door leading to a balcony, a chair, and a table with cups and saucers.

14. The Atlas Calistoga - Cottage #2

The Atlas Calistoga - Cottage #2
Calistoga
10.0 out of 10, Exceptional, (24 reviews)
"Perfect stay, walking distance to Calistoga town which had restaurants and groceries. Apartment was super clean and cozy, had everything we needed. The host was very responsive with any questions we had, and also extremely accommodating. Would stay here again next time in the Calistoga. "
United States
Samantha L.
The price is AU$947
includes taxes & fees
20 Sept - 21 Sept
The Atlas Calistoga - Cottage #2

15. 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 AU$408
includes taxes & fees
3 Sept - 4 Sept
Antique Indonesian Teakwood Cottage for a Romantic Getaway in Petaluma, California
A two-story house with a covered porch, a stone pathway, and a well-maintained garden with various shrubs and trees.

16. 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 AU$1,042
includes taxes & fees
20 Sept - 21 Sept
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
"Great place! Would stay there again."
Daniel 1-night trip
Posted 3 hours ago
Hotel Trio Healdsburg

Find out more about Healdsburg

Healdsburg Cottages information

Number of reviews
1
Accommodation
15 Cottages
Lowest Price
AU$382
Highest Price
AU$382

Frequently asked questions

How much do cottages in Healdsburg cost?
Prices for cottages in Healdsburg range between AU$382 and AU$382 per night. No matter your budget, you'll find a perfect place to relax and reconnect with nature. This price was 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?
Pack your suitcase and choose from 15 cottages in Healdsburg. Thinking about a place where you can get reacquainted with nature? Expedia can help you find the ideal property in just a few clicks.
What is there to do in Healdsburg near my cottage?
You'll find tons of terrific things to fill your days in Healdsburg. Explore well-known attractions like Francis Ford Coppola Winery, Armstrong Redwoods State Park and Dry Creek Vineyard. Kendall-Jackson Wine Estate and Gardens, Trentadue Winery and Mazzocco Winery are also visitor favourites.