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

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Our top choices for Healdsburg cottages

1. Country Carriage House in Downtown Geyserville, Vineyard Views

Country Carriage House in Downtown Geyserville, Vineyard Views
Geyserville
10.0 out of 10, Exceptional, (5 reviews)
"Cozy, rustic, and with all great amenities."
United States
Gina I.
The price is AED 599
AED 1,376 total
includes taxes & fees
3 Dec - 4 Dec
Country Carriage House in Downtown Geyserville, Vineyard Views

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 AED 360
AED 705 total
includes taxes & fees
16 Nov - 17 Nov
Garden house with gas fireplace

3. Pumpkin House Summary

Pumpkin House Summary
Guerneville
10.0 out of 10, Exceptional, (14 reviews)
"Nice place, quiet. Loved the hot tub. "
United States
Nathan B.
The price is AED 680
AED 1,315 total
includes taxes & fees
4 Nov - 5 Nov
Pumpkin House Summary

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

Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
Calistoga
9.6 out of 10, Exceptional, (49 reviews)
"We stayed here 15 years ago , same bedspreads and no new updates . We love it for its cozy feeling , and love the peacefulness of staying in Calistoga. We walked across the street for an awesome dinner at Sam’s Social club , walked down the street to shop and cruise around this quaint town . It’s a high price point , but we always enjoy our time there . I worry that if they ever remodel this place , the price point will be more than what it’s worth a night , for which I don’t believe would be...
United States
William
The price is AED 1,282
AED 1,684 total
includes taxes & fees
4 Nov - 5 Nov
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

5. Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed

Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Calistoga
10.0 out of 10, Exceptional, (5 reviews)
"Property is beautiful rooms are so clean. Service was incredible."
United States
Paul L.
The price is AED 1,282
AED 1,622 total
includes taxes & fees
4 Nov - 5 Nov
Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed

6. 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 AED 1,234
AED 2,206 total
includes taxes & fees
4 Nov - 5 Nov
Relaxing Beekeeper's Cottage with hot tub

7. Wine Country Cottage in downtown Santa Rosa, CA

Wine Country Cottage in downtown Santa Rosa, CA
Santa Rosa
9.8 out of 10, Exceptional, (82 reviews)
"Our stay was pleasant, the place was exceptionally clean and the owners were very helpful."
United States
joanne h.
The price is AED 771
AED 1,518 total
includes taxes & fees
27 Nov - 28 Nov
Wine Country Cottage in downtown Santa Rosa, CA

8. Hillside Retreat in the Redwoods | Hot Tub

Hillside Retreat in the Redwoods | Hot Tub
Guerneville
10.0 out of 10, Exceptional, (5 reviews)
"Great place! Nice and cozy!"
United States
John B.
The price is AED 1,310
AED 2,242 total
includes taxes & fees
12 Nov - 13 Nov
Hillside Retreat in the Redwoods | Hot Tub

9. Escape to wine country in your independent cottage in downtown Calistoga

Escape to wine country in your independent cottage in downtown Calistoga
Calistoga
9.8 out of 10, Exceptional, (8 reviews)
"We absolutely loved our stay! The home was clean, quiet, private, and incredibly convenient. We were especially grateful that the hosts allowed our three dogs, which made this trip extra special. We spent a few days enjoying Calistoga and Napa before taking our sweet pup to UC Davis, and this was the perfect place for us. As empty nesters, we love traveling with our three dogs and hope to stay here again someday!"
United States
Jennifer G.
The price is AED 1,282
AED 1,684 total
includes taxes & fees
4 Nov - 5 Nov
Escape to wine country in your independent cottage in downtown Calistoga

10. 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, (6 reviews)
"10/10 stay!"
United States
Janneth M.
The price is AED 476
AED 978 total
includes taxes & fees
9 Nov - 10 Nov
Hot tub lake wine Cottage State Park 4 mins away

11. Dog-friendly Haven w/ Stunning Views in Bodega Bay

Dog-friendly Haven w/ Stunning Views in Bodega Bay
3.0 star property
Bodega Bay
The price is AED 1,543
AED 3,551 total
includes taxes & fees
18 Nov - 19 Nov
Dog-friendly Haven w/ Stunning Views in Bodega Bay

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 AED 1,025
AED 1,690 total
includes taxes & fees
5 Nov - 6 Nov
Stunning Sauna Cottage Retreat on Private Vineyard

13. 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, (85 reviews)
"Lovely spot for a getaway!"
United States
Lisa M.
The price is AED 1,033
AED 1,970 total
includes taxes & fees
4 Nov - 5 Nov
Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog

14. Ocean view, Huge backyard, 5 minutes walk to the beach

Ocean view, Huge backyard, 5 minutes walk to the beach
Bodega Bay
9.6 out of 10, Exceptional, (5 reviews)
"So nice and quite "
United States
Amber B.
The price is AED 1,058
AED 2,316 total
includes taxes & fees
6 Nov - 7 Nov
Ocean view, Huge backyard, 5 minutes walk to the beach

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

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

16. 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 AED 632
AED 1,005 total
includes taxes & fees
4 Nov - 5 Nov
Watefront Getaway w/ Mtn Views & Dock in Clearlake
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

Frequently asked questions

How much do cottages in Healdsburg cost?
Prepare to pay between AED 705 and AED 3,551 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.
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