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Check prices for these dates

Next weekend
21 Rab. I - 23 Rab. I
In two weeks
28 Rab. I - 30 Rab. I
In one month
11 Rab. II - 13 Rab. II
In two months
9 Jum. I - 11 Jum. I

Compare 23 Cottages in Healdsburg with updated reviews, rates, and availability.

Montage Healdsburg
2 restaurants, breakfast, lunch, dinner served; Californian cuisine

Montage Healdsburg

5.0 star property
9.4 out of 10, Exceptional, (89)
"Impeccable in every way! "
The price is SAR 2,490
SAR 3,159 total
includes taxes & fees
13 Apr - 14 Apr
Montage Healdsburg
The Lodge at Healdsburg, Tapestry Collection by Hilton
Garden

The Lodge at Healdsburg, Tapestry Collection by Hilton

3.5 star property
9.0 out of 10, Wonderful, (244)
"I loved this property! The rooms, overall ambiance, and staff were all great! I’ll be back again! "
The price is SAR 596
SAR 693 total
includes taxes & fees
17 Mar - 18 Mar
The Lodge at Healdsburg, Tapestry Collection by Hilton
H2Hotel
Outdoor pool, sun loungers

H2Hotel

4.0 star property
9.4 out of 10, Exceptional, (628)
"Love the service and location! "
The price is SAR 1,111
SAR 1,290 total
includes taxes & fees
16 Mar - 17 Mar
H2Hotel
Hotel Trio Healdsburg
Front of property - evening/night

Hotel Trio Healdsburg

3.0 star property
9.4 out of 10, Exceptional, (775)
"This is a beautiful property with great amenities, only complaint (and I have this with virtually every high end hotel) is that the bedding is too heavy and the rooms cannot be cooled down enough."
The price is SAR 604
SAR 768 total
includes taxes & fees
24 Mar - 25 Mar
Hotel Trio Healdsburg
Best Western Dry Creek Inn
Suite, 1 King Bed, Non Smoking, Fireplace (with Sofabed) | Living area | 55-inch flat-screen TV with satellite channels, TV

Best Western Dry Creek Inn

3.0 star property
7.8 out of 10, Good, (1005)
"The bathroom shower operation was not intuitive. It took two of us a lot of dittling to figure out how to even turn on the water. There should be instructions in the bathroom. "
The price is SAR 523
SAR 608 total
includes taxes & fees
18 Mar - 19 Mar
Best Western Dry Creek Inn
Harmon Guest House
BBQ/picnic area

Harmon Guest House

3.0 star property
9.4 out of 10, Exceptional, (383)
"Fantastic property and great experience with the entire staff!"
The price is SAR 1,178
SAR 1,369 total
includes taxes & fees
16 Mar - 17 Mar
Harmon Guest House
Wildhaven Sonoma Glamping
Deluxe Cabin, 1 Queen Bed, Patio, Garden View | Laptop workspace, free WiFi, bed sheets

Wildhaven Sonoma Glamping

2.0 star property
9.2 out of 10, Wonderful, (56)
"Staff is friendly and accommodating and location is great!"
The price is SAR 361
SAR 411 total
includes taxes & fees
27 Mar - 28 Mar
Wildhaven Sonoma Glamping
Hotel Healdsburg
Exterior

Hotel Healdsburg

4.0 star property
9.2 out of 10, Wonderful, (389)
"Lovely, modern hotel in prime location. "
The price is SAR 1,400
SAR 1,626 total
includes taxes & fees
1 Apr - 2 Apr
Hotel Healdsburg
The Ruse
Exterior

The Ruse

5.0 star property
9.6 out of 10, Exceptional, (68)
"Beautiful place, very well appointed. Great staff and the breakfast was fantastic. We were there during very rainy weather but plan to come back to take advantage of all the outdoor amenities. "
The price is SAR 1,088
SAR 1,264 total
includes taxes & fees
16 Mar - 17 Mar
The Ruse
The Madrona
Exterior

The Madrona

4.0 star property
9.6 out of 10, Exceptional, (27)
"Beautifully kept property! Organic gardens, a lovely pool area with giant, fall trees above. Lush green grass, entire property is spotless. The rooms in the carriage house were slightly more minimal then expected but the bathrooms even better with heated floors that made the mornings extra cozy in november. The main house had plenty of seating for lounging and breakfast and we enjoyed the bar too. Dinner was absolutely delicious, reasonably priced and well paired to local wines. We loved...
The price is SAR 1,857
SAR 2,353 total
includes taxes & fees
16 Mar - 17 Mar
The Madrona
Hotel Les Mars
Lobby

Hotel Les Mars

4.0 star property
9.6 out of 10, Exceptional, (283)
"Beautiful property, even better service. And the cookies at bedtime were divine."
The price is SAR 1,872
SAR 2,327 total
includes taxes & fees
23 Mar - 24 Mar
Hotel Les Mars
Calderwood Inn
Executive Room, 1 King Bed | Terrace/patio

Calderwood Inn

3.5 star property
9.0 out of 10, Wonderful, (230)
"We stayed at The Calderwood Inn Valentines week 2025. It is a beautiful, well kept B&B. The people were wonderful and the breakfasts were very tasty. Walking distance to the Healdsburg square and less than 10 minutes to the Dry Creek Valley. We will definitely stay there again! "
The price is SAR 598
SAR 693 total
includes taxes & fees
23 Mar - 24 Mar
Calderwood Inn
Fairview Inn and Suites
Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave | Desk, laptop workspace, iron/ironing board, free WiFi

Fairview Inn and Suites

2.0 star property
7.6 out of 10, Good, (985)
"Clean, quiet, easy walk to good dining options."
The price is SAR 477
SAR 554 total
includes taxes & fees
23 Mar - 24 Mar
Fairview Inn and Suites
Camellia Inn
Lobby

Camellia Inn

3.5 star property
8.4 out of 10, Very Good, (566)
"Cute old house close to downtown area and restaurant "
The price is SAR 660
SAR 766 total
includes taxes & fees
16 Mar - 17 Mar
Camellia Inn
Hotel Vinea, a Travelodge by Wyndham
Gazebo

Hotel Vinea, a Travelodge by Wyndham

2.5 star property
7.2 out of 10, Good, (644)
"great place will be staying there again"
The price is SAR 402
SAR 466 total
includes taxes & fees
16 Mar - 17 Mar
Hotel Vinea, a Travelodge by Wyndham
Healdsburg Inn on the Plaza, A Four Sisters Inn
Front of property

Healdsburg Inn on the Plaza, A Four Sisters Inn

3.5 star property
8.6 out of 10, Excellent, (550)
"Beautiful architecture, large spacious room , warm gracious staff, excellent breakfast, best location in town."
The price is SAR 908
SAR 1,055 total
includes taxes & fees
16 Mar - 17 Mar
Healdsburg Inn on the Plaza, A Four Sisters Inn
Cottages at Healdsburg
Porch

Cottages at Healdsburg

4.0 star property
9.4 out of 10, Exceptional, (67)
"Loved everything about this place, right in the heart of healdsburg, walking distance to everything! Very quiet and only 3 cottages. It is in a commercial district, while the place itself was charming you are surrounded by businesses and construction. Not a big deal on a weekend! There is no front desk but gives a you a very secluded feel. No complaints other than the coffee pods were only decaf. We will be back!"
Cottages at Healdsburg
Grape Leaf Inn
Suite | Balcony

Grape Leaf Inn

4.0 star property
9.4 out of 10, Exceptional, (153)
"Loved this inn. The hospitality was wonderful. Liz was the chef on December 26 and everything was superb. She made a persimmon bread that was so moist and tasty. She also made me an omelet made from cheese, bacon and apple. It was fabulous. A very quaint inn that made us feel at home. Looking for a place in Healdsburg? Give this place a try. Extremely enjoyable. "
The price is SAR 713
SAR 827 total
includes taxes & fees
16 Mar - 17 Mar
Grape Leaf Inn
Rockhouse Suites
Executive Studio Suite, 1 King Bed, Kitchenette, Ground Floor | Egyptian cotton sheets, premium bedding, down comforters

Rockhouse Suites

3.0 star property
9.4 out of 10, Exceptional, (20)
"Very comfortable suite "
Rockhouse Suites
Bunkhouse at Side Road Farm charming one bedroom cottage
Property grounds

Bunkhouse at Side Road Farm charming one bedroom cottage

9.8 out of 10, Exceptional, (46)
"We had a lovely stay at the Bunkhouse! It was perfect for my husband and I for a long weekend. Sue was an amazing host! The property is so cute! It’s very central to the square and walkable to a few wineries. We would definitely stay again!"
Bunkhouse at Side Road Farm charming one bedroom cottage
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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Other property types in Healdsburg

4 BR/4 BA Vineyard Retreat - Solar Heated Pool, Spa, Views
Outdoor pool, a heated pool

4 BR/4 BA Vineyard Retreat - Solar Heated Pool, Spa, Views

10.0 out of 10, Exceptional, (144)
"Beautiful setting with a wonderful home. Loved the location near Healdsburg. Everything was convenient. The property manager was fantastic!"
4 BR/4 BA Vineyard Retreat - Solar Heated Pool, Spa, Views
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard
Beach

Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

9.8 out of 10, Exceptional, (420)
"We stayed at aftermath years ago and it was just as spectacular this time. The views of the ocean are amazing as you have a front row seat to watch the waves crash on the beach right below. The ocean rocks you to sleep in the evening. If you get a chance to come stay- bring all the provisions you need and just enjoy this sweet spot. You won’t want to leave "
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard
Panoramic Ocean View--3 Min Walk To Beach
Dining

Panoramic Ocean View--3 Min Walk To Beach

9.6 out of 10, Exceptional, (294)
"This was the perfect place for a quick mid-week getaway for my son and I (and our dog). Location was great. I had never been to Dillon Beach but now that I know how peaceful and serene it is, we will be back.The house was adorable. From the moment we walked in and saw the ocean views from the living room and the deck, we were hooked. Not only are the views amazing, the walk down to the beach was very easy and the beach itself was clean and not crowded at all. This is not the place to come if...
Panoramic Ocean View--3 Min Walk To Beach
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.

Frequently asked questions

How much do cottages in Healdsburg cost?
Prepare to pay between SAR 788 and SAR 788 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.
How can I find cheap cottages in Healdsburg?
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