Middletown Guest Houses

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Guest Houses in Middletown

Calderwood Inn

25 West Grant Street Healdsburg CA

$271 nightly

$314 total

Apr 29 - Apr 30

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.

Vineyard Country Inn

201 Main Street St. Helena CA

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

Pool

Breakfast included

Charming guest house near Sonoma

Santa Rosa CA

$395 nightly

$444 total

Apr 27 - Apr 28

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.

Central Santa Rosa Getaway w/ Private Outdoor Space

Santa Rosa CA

$205 nightly

$221 total

Apr 28 - Apr 29

Total with taxes and fees

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.

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

$226 nightly

$226 total

May 3 - May 4

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

$1,275 nightly

$1,406 total

Apr 22 - Apr 23

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.

Love Shack private retreat

Middletown CA

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

With a stay at Casa Bella in Kenwood, you'll be a 5-minute walk from Chateau St. Jean Winery and 6 minutes by foot from St. Anne's Crossing Winery.

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.