Middletown Guest Houses

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Guest Houses in Middletown

Okaeri Calistoga

1415 Foothill Blvd Calistoga CA

$500 nightly

$575 total

Jun 14 - Jun 15

Total with taxes and fees

With a stay at Okaeri Calistoga in Calistoga, you'll be a 1-minute drive from Calistoga Hot Springs and 5 minutes from Castello di Amorosa.

Breakfast included

Parking included

Calderwood Inn

25 West Grant Street Healdsburg CA

$271 nightly

$314 total

Jul 1 - Jul 2

Total with taxes and fees

With a stay at Calderwood Inn in Healdsburg, you'll be within a 5-minute drive of Russian River and Seghesio Family Vineyards.

Breakfast included

Pet friendly

Vineyard Country Inn

201 Main Street St. Helena CA

Located in St. Helena (Thoman), Vineyard Country Inn is a 4-minute walk from Salvestrin Winery and 12 minutes by foot from HALL St. Helena Winery.

Pool

Breakfast included

Central Santa Rosa Getaway w/ Private Outdoor Space

Santa Rosa CA

$206 nightly

$222 total

Jun 15 - Jun 16

Total with taxes and fees

With a stay at this guesthouse in Santa Rosa, you'll be within a 10-minute drive of Sonoma County Fairgrounds and Graton Resort and Casino.

Charming guest house near Sonoma

Santa Rosa CA

$395 nightly

$444 total

Jun 12 - Jun 13

Total with taxes and fees

With a stay at this guesthouse in Santa Rosa, you'll be within a 15-minute drive of Sonoma County Fairgrounds and Graton Resort and Casino.

Hot Tub

Pet friendly

Bunkhouse at Side Road Farm charming one bedroom cottage

Healdsburg CA

With a stay at this guesthouse, you'll be centrally located in Healdsburg, within a 10-minute drive of Russian River and Matrix Winery.

Free WiFi

Air conditioning

The Well House with outdoor seating and loft!

Middletown CA

$202 nightly

$202 total

Jun 14 - Jun 15

Total with taxes and fees

With a stay at this guesthouse in Middletown, you'll be within a 5-minute drive of Rabbit Hill Preserve and Beaver Creek Vineyards.

Air conditioning

Parking available

Wine Country Retreat w Pool & Spa - Near Vineyards

Santa Rosa CA

Located in Santa Rosa, this guesthouse is in a rural location, within a 5-minute drive of Bennett Valley Golf Course and Sonoma County Fairgrounds.

Pool

Hot Tub

Casa 1 at Ross Ranch

Calistoga CA

$2,030 nightly

$2,219 total

Jun 15 - Jun 16

Total with taxes and fees

With a stay at this guesthouse in Healdsburg, you'll be in the mountains, within a 15-minute drive of Calistoga Hot Springs and Storybook Mountain Vineyards.

Pool

Pet friendly

Love Shack private retreat

Middletown CA

$193 nightly

$193 total

Jun 12 - Jun 13

Total with taxes and fees

Located in Middletown, this guesthouse is within a 5-minute drive of Rabbit Hill Preserve and Beaver Creek Vineyards.

Air conditioning

Parking available

Casa Bella

8790 Highway 12 Kenwood CA

Located in Kenwood, Casa Bella is within a 5-minute drive of Ledson Winery and Vineyards and Morton's Warm Springs.

Hot Tub

Spa

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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.