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Check prices for these dates

In two weeks
19 Sep - 21 Sep
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov

Cottages in Healdsburg

True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard
Property grounds

True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard

10.0 out of 10, Exceptional, (11)
"Ideal for a relaxing time in wine country! The winery on property is fantastic and highly recommend it!"
The price is SAR 750
SAR 1,856 total
includes taxes & fees
14 Sep - 15 Sep
True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard
Backyard Garden Oasis
Exterior

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (50)
"Cute garden area, quiet, nice all inclusive spot"
The price is SAR 728
SAR 812 total
includes taxes & fees
13 Sep - 14 Sep
Backyard Garden Oasis
Garden house with gas fireplace
Outdoor dining

Garden house with gas fireplace

10.0 out of 10, Exceptional, (1)
"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...
Garden house with gas fireplace
Golf & Hike: Cobb Mountain Cabin in Scenic Forest!
House (1 Bedroom) | Interior

Golf & Hike: Cobb Mountain Cabin in Scenic Forest!

Golf & Hike: Cobb Mountain Cabin in Scenic Forest!
Windmill Cottage - Peaceful & Quiet on 5 acres
Property grounds

Windmill Cottage - Peaceful & Quiet on 5 acres

10.0 out of 10, Exceptional, (12)
"Joshua was the best host! "
The price is SAR 1,002
SAR 1,764 total
includes taxes & fees
8 Oct - 9 Oct
Windmill Cottage - Peaceful & Quiet on 5 acres
Escape to Wine Country in your independant Cottage in Downtown Calistoga
Exterior

Escape to Wine Country in your independant Cottage in Downtown Calistoga

10.0 out of 10, Exceptional, (2)
"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!!👍❤️"
The price is SAR 1,310
SAR 1,713 total
includes taxes & fees
8 Oct - 9 Oct
Escape to Wine Country in your independant Cottage in Downtown Calistoga
Escape to Wine County in your independant Cottage in Downtown Calistoga
Exterior

Escape to Wine County in your independant Cottage in Downtown Calistoga

9.6 out of 10, Exceptional, (22)
"We have stayed many times at the Cottage Grove Inn and it never disappoints. "
The price is SAR 1,310
SAR 1,694 total
includes taxes & fees
8 Oct - 9 Oct
Escape to Wine County in your independant Cottage in Downtown Calistoga
Escape to wine country in your independent cottage in downtown Calistoga
Terrace/patio

Escape to wine country in your independent cottage in downtown Calistoga

10.0 out of 10, Exceptional, (3)
"We made the Calistoga CA area our base for our recent trip and the Cottage Grove Inn served as a great place to stay."
The price is SAR 1,310
SAR 1,713 total
includes taxes & fees
8 Oct - 9 Oct
Escape to wine country in your independent cottage in downtown Calistoga
Comfort and Style in Our Queen Cottage
Property grounds

Comfort and Style in Our Queen Cottage

9.8 out of 10, Exceptional, (48)
"Great place to stay. Clean and well appointed and in a great location for access to sites, vineyards, and restaurants "
The price is SAR 822
SAR 1,106 total
includes taxes & fees
8 Oct - 9 Oct
Comfort and Style in Our Queen Cottage
Charming King Cottage
Property grounds

Charming King Cottage

9.8 out of 10, Exceptional, (11)
"Cozy and great price!"
The price is SAR 784
SAR 1,060 total
includes taxes & fees
8 Sep - 9 Sep
Charming King Cottage
Modern Farmhouse on Vineyard w/ Deck, Bocce & Wine Country Views
Outdoor dining

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

Modern Farmhouse on Vineyard w/ Deck, Bocce & Wine Country Views
Vineyard Cottage • Hot Tub • Bottle of Wine & Wine Tasting Included
Outdoor spa tub

Vineyard Cottage • Hot Tub • Bottle of Wine & Wine Tasting Included

4.5 star property
9.0 out of 10, Wonderful, (2)
"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! "
The price is SAR 1,872
SAR 2,337 total
includes taxes & fees
8 Sep - 9 Sep
Vineyard Cottage • Hot Tub • Bottle of Wine & Wine Tasting Included
Golf, Hike, Sip Wine: Cobb Mountain Cabin w/ Patio
Interior

Golf, Hike, Sip Wine: Cobb Mountain Cabin w/ Patio

Golf, Hike, Sip Wine: Cobb Mountain Cabin w/ Patio
The Atlas Calistoga - Cottage #2
Iron/ironing board, travel crib, WiFi, bed sheets

The Atlas Calistoga - Cottage #2

10.0 out of 10, Exceptional, (18)
"We recently had a lovely stay. Very conveniently located just a short walk to downtown. Great layout, with a king bed, fireplace, cute small patio with chairs, huge bathroom and a little fridge & coffee station area. The host was super responsive and provided great recommendations for local wine tasting and dinner locations. Lovely small town with cute shops, breakfast & bakery options, wine bars and restaurants. We had a great stay and will definitely be back!"
The Atlas Calistoga - Cottage #2
Walk to Golf Course: Cobb Mountain Nature Escape
Interior

Walk to Golf Course: Cobb Mountain Nature Escape

Walk to Golf Course: Cobb Mountain Nature Escape
Stunning Sauna Cottage Retreat on Private Vineyard
Property grounds

Stunning Sauna Cottage Retreat on Private Vineyard

10.0 out of 10, Exceptional, (1)
"This cabin is so sweet and the property is stunning. I went as a birthday getaway to disconnect and reset and it did not disappoint. Soaking in the outdoor tub at dawn, listening to the birds chirping and branches falling through the stones of the earth was magical. The sauna was so incredibly relaxing, I dozed off in the hammock a couple of times, and my partner and I enjoyed the vinyl records while we played board games on the floor of the loft before bed. Needless to say, we'll be going back....
Stunning Sauna Cottage Retreat on Private Vineyard
Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
Exterior

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

10.0 out of 10, Exceptional, (48)
"We rented this place for our babymoon and it met all of our expectations! The host is very friendly and prompt. The place was clean and had all necessities. It’s a short walk to the beach which was perfect for our pup! Hopefully we have the chance to stay here again!"
Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
The Atlas Calistoga - Cottage #1
Exterior

The Atlas Calistoga - Cottage #1

10.0 out of 10, Exceptional, (15)
"The room design, quality and the location were great. "
The price is SAR 1,385
SAR 2,156 total
includes taxes & fees
16 Sep - 17 Sep
The Atlas Calistoga - Cottage #1
The Atlas Calistoga - Cottage #3
Property grounds

The Atlas Calistoga - Cottage #3

10.0 out of 10, Exceptional, (19)
"Great cottage within walking distance to downtown Calistoga."
The price is SAR 1,362
SAR 2,126 total
includes taxes & fees
16 Sep - 17 Sep
The Atlas Calistoga - Cottage #3
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

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Frequently asked questions

How much do cottages in Healdsburg cost?
Prepare to pay between SAR 750 and SAR 750 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 23 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.
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.