Healdsburg Hotels with a Pool

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Best Healdsburg hotels with a pool

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Most recommended Healdsburg hotels with a pool

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Bella Villa Messina - Healdsburg
Bella Villa Messina
Healdsburg, CA
9.2Wonderful(25)
Parking
Free Wi-Fi
Pool
Pet friendly
$223+
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The Ruse - Healdsburg - Bedroom
The Ruse
Healdsburg, CA
9.6Wonderful(103)
Parking
Free Wi-Fi
Pool
$346+
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The Grape Leaf Inn - Healdsburg - Patio
The Grape Leaf Inn
Healdsburg, CA
9.1Wonderful(310)
Parking
Free Wi-Fi
Pool
Pet friendly
$408+
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The Madrona - Healdsburg - Building
The Madrona
Healdsburg, CA
9.9Wonderful(60)
Parking
Free Wi-Fi
Pool
Pet friendly
$684+
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Appellation Healdsburg - Healdsburg - Bedroom
Appellation Healdsburg
Healdsburg, CA
10Wonderful(1)
Parking
Free Wi-Fi
Pool
Pet friendly
$702+
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Modern Farmhouse: 2021 Remodel, Great Pool, Privacy, 5min To Healdsberg - Healdsburg - Bedroom
Modern Farmhouse: 2021 Remodel, Great Pool, Privacy, 5min To Healdsberg
Healdsburg, CA
9.5Wonderful(31)
$825+
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Hidden Pocket: Private Sonoma Wine Country Retreat - Healdsburg - Living room
Hidden Pocket: Private Sonoma Wine Country Retreat
Healdsburg, CA
10Wonderful(14)
Free Wi-Fi
$1,051+
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Montage Healdsburg - Healdsburg - Restaurant
Montage Healdsburg
Healdsburg, CA
9.7Wonderful(11)
Free Wi-Fi
Pool
Pet friendly
$1,362+
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Walk to Downtown Healdsburg--Luxury Healdsburg Vacation Rental - Healdsburg - Living room
Walk to Downtown Healdsburg--Luxury Healdsburg Vacation Rental
Downtown
10Wonderful(27)
Free Wi-Fi
$1,546+
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Secluded Vineyard Estate Healdsburg - Healdsburg - Living room
Secluded Vineyard Estate Healdsburg
Healdsburg, CA
9.6Wonderful(41)
$1,600+
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Alexander Valley Modern Farmhouse with Vintage Charm - Newly Renovated pool - Healdsburg - Living room
Alexander Valley Modern Farmhouse with Vintage Charm - Newly Renovated pool
Healdsburg, CA
10Wonderful(14)
Free Wi-Fi
$1,681+
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Modern Retreat - Spectacular View Home Above Dry Creek Valley - Healdsburg - Patio
Modern Retreat - Spectacular View Home Above Dry Creek Valley
Healdsburg, CA
10Wonderful(1)
$1,980+
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Renovated Vineyard Home - 4 Br/4 Ba - Solar Pool, Spa, Views - Healdsburg - Pool
Renovated Vineyard Home - 4 Br/4 Ba - Solar Pool, Spa, Views
Healdsburg, CA
9.9Wonderful(48)
Free Wi-Fi
$2,098+
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Entire Wine Country Resort Villa #Pool-Spa-Tennis-Wine-Dine# - Healdsburg - Living room
Entire Wine Country Resort Villa #Pool-Spa-Tennis-Wine-Dine#
Healdsburg, CA
9.8Wonderful(13)
Free Wi-Fi
$3,450+
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Spectacular View Estate 5min Away - Healdsburg - Pool
Spectacular View Estate 5min Away
Healdsburg, CA
10Wonderful(5)
$4,606+
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Booking Insights

KAYAK’s insights for hotels with a pool in Healdsburg

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Healdsburg with confidence.

How much is a hotel with a pool in Healdsburg for tonight?

The best deal for a 3-star hotel with a pool room in Healdsburg found by KAYAK users in the last 3 days was $162, while a 4-star hotel with a pool the lowest price was $208. The cheapest room found overall was for $162.

How much is a hotel with a pool in Healdsburg for this weekend?

The cheapest hotel with a pool room in Healdsburg for the upcoming weekend found on KAYAK in the last 3 days was for $162 per night. For the same dates, 3-star hotel with a pool rooms have been found for as low as $162 per night and 4-star hotel with a pool rooms from $264 per night.
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Good to know

Average price (weeknight)

$1,106
Average Sun - Thu price over the last 2 weeks.

Where to stay in a hotel with a pool in Healdsburg?

Our map will help you find the perfect place to stay in Healdsburg by showing you the exact location of each hotel.

Everything you need to know for your stay in Healdsburg

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