Middletown Villas

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Villas in Middletown

Secluded Vineyard Estate Healdsburg

Healdsburg CA

Located in Healdsburg, this villa is in a rural location, within a 10-minute drive of Matrix Winery and Healdsburg Plaza.

Casa del Lago

Glenhaven CA

With a stay at this villa in Lucerne, you'll be on a lake, within a 10-minute drive of Clear Lake and Lucerne Marina.

Villa Terra Bella, by Vinifera Homes

Windsor CA

With a stay at this villa in Windsor, you'll be within a 15-minute drive of Healdsburg Plaza and Charles M. Schulz Museum.

Boutique Compound on Private Vineyard, Complete with Guest House

St. Helena CA

With a stay at this villa in St. Helena, you'll be in the mountains, within a 15-minute drive of V. Sattui Winery and Bothe-Napa Valley State Park.

Luxury 38-Acre Calistoga Mansion - Pool, Vineyard, Views, Fire Pits & More

Calistoga CA

$7,004 nightly

$7,864 total

Jul 21 - Jul 22

Total with taxes and fees

This family-friendly villa is 10.8 mi (17.4 km) from Calistoga Hot Springs and 11 mi (17.7 km) from Russian River.

Stay surrounded by Fitch Mountain Park and Open Space Preserve.

Healdsburg CA

With a stay at this villa, you'll be centrally located in Healdsburg, a 2-minute drive from Russian River and 8 minutes from Healdsburg Plaza.

Alexander Valley Lodge w/ Pool, Hot tub, Waterfall, Pool table and Tiki Bar

Geyserville CA

$1,149 nightly

$1,270 total

Jul 28 - Jul 29

Total with taxes and fees

With a stay at this villa in Geyserville, you'll be in the mountains, within a 10-minute drive of Healdsburg Plaza and Mercury Wine.

Luxury Napa Estate With Pool/Hot-tub/Concierge

Calistoga CA

With a stay at this villa in Calistoga, you'll be a 2-minute drive from Calistoga Hot Springs and 6 minutes from Castello di Amorosa.

Villa in French Chateau Estate in Napa Valley

Calistoga CA

Located in Calistoga, this villa is in a rural location, within a 5-minute drive of Tamber Bey Vineyards and Bennett Lane Winery.

Kenwood Lodge - 5 Bedroom/En-suite, Heated Pool

Kenwood CA

With a stay at this villa in Kenwood, you'll be within a 5-minute drive of Sugarloaf Ridge State Park and St. Anne's Crossing Winery.

Villa Amarosa by Beaux Maison - 4 BD All En-Suite

Santa Rosa CA

With a stay at this villa in Santa Rosa, you'll be within a 10-minute drive of Sonoma County Fairgrounds and Charles M. Schulz Museum.

Exceptional Estate Vineyards in Healdsburg Sonoma County

Healdsburg CA

With a stay at this villa in Windsor, you'll be within a 15-minute drive of Russian River and Chalk Hill Estate Vineyard.

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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.