Middletown Villas

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Villas in Middletown

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

Geyserville CA

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.

Pool

Hot Tub

Villa Terra Bella, by Vinifera Homes

Windsor CA

Located in Windsor, this villa is within a 10-minute drive of Windsor Golf Club and Guerro Fernandez.

Pool

Kitchen

Luxury Napa Estate With Pool/Hot-tub/Concierge

Calistoga CA

$1,951 nightly

$2,207 total

Oct 20 - Oct 21

Total with taxes and fees

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.

Pool

Hot Tub

Vineyard Villa: Pool/Spa | Pickleball/Tennis | Dog

Santa Rosa CA

Located in Santa Rosa, this villa is a 2-minute drive from Deloach Vineyards and 6 minutes from Martinelli Vineyard.

Pool

Hot Tub

Casa del Lago

Glenhaven CA

Located in Lucerne, this villa is on a lake, a 4-minute drive from Clear Lake and 8 minutes from Lucerne Marina.

Hot Tub

Kitchen

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 7 minutes from Badger Dog Park.

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.

Pool

Hot Tub

Luxury 38-Acre Calistoga Mansion - Pool, Vineyard, Amazing Views, Boccee & More

Calistoga CA

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

Boutique Compound on Private Vineyard, Complete with Guest House

St. Helena CA

Located in St. Helena, this villa is in the mountains, a 2-minute drive from Bothe-Napa Valley State Park and 8 minutes from Spring Mountain Vineyard.

Hot Tub

Kitchen

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 Chateau St. Jean Winery.

Year-Round Heated Pool | Hot Tub | Fire Pit | Huge Lawn | Vineyard Views

Kenwood CA

With a stay at this villa in Kenwood, you'll be within a 15-minute walk of Chateau St. Jean Winery and VJB Vineyard & Cellars.

Hot Tub

Kitchen

Resort Pool, Spa & Waterfall | Santa Rosa | Valley Views | 4 BR | Sleeps 8

Santa Rosa CA

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

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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.