Middletown Guest Houses

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Guest Houses in Middletown

Okaeri Calistoga

1415 Foothill Blvd Calistoga CA

$550 nightly

$633 total

Aug 27 - Aug 28

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

$292 nightly

$339 total

Aug 27 - Aug 28

Total with taxes and fees

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

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

Bunkhouse at Side Road Farm charming one bedroom cottage

Healdsburg CA

With a stay at this guesthouse, you'll be centrally located in Healdsburg, a 5-minute drive from Healdsburg Plaza and 6 minutes from Russian River.

Free WiFi

Air conditioning

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

Charming guest house near Sonoma

Santa Rosa CA

$400 nightly

$449 total

Aug 31 - Sep 1

Total with taxes and fees

With a stay at this guesthouse in Santa Rosa, you'll be within a 15-minute drive of Graton Resort and Casino and Rincon Valley Community Park Dog Park.

Hot Tub

Pet friendly

Central Santa Rosa Getaway w/ Private Outdoor Space

Santa Rosa CA

With a stay at this guesthouse in Santa Rosa, you'll be within a 10-minute drive of Graton Resort and Casino and Redwood Empire Ice Arena.

The Well House with outdoor seating and loft!

Middletown CA

$205 nightly

$205 total

Aug 30 - Aug 31

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

Love Shack private retreat

Middletown CA

$191 nightly

$191 total

Aug 30 - Aug 31

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 1 at Ross Ranch

Calistoga CA

$2,042 nightly

$2,231 total

Sep 1 - Sep 2

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

Casa Bella

8790 Highway 12 Kenwood CA

With a stay at Casa Bella in Kenwood, you'll be a 5-minute walk from Chateau St. Jean Winery and 7 minutes by foot from VJB Vineyard & Cellars.

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.