Middletown Vacation Rentals

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Vacation Rentals in Middletown

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

St Helena CA

$1,760 nightly

$1,993 total

Dec 14 - Dec 15

Total with taxes and fees

With a stay at this vacation home, you'll be centrally located in St. Helena, within a 15-minute drive of Castello di Amorosa and Calistoga Hot Springs.

Kitchen

Washer

Casa Bella Estate in Wine Country w/ New Pool!

Kenwood CA

Located in Kenwood, this vacation home is in a rural location, within a 15-minute walk of Chateau St. Jean Winery and VJB Vineyard & Cellars.

Pool

Hot Tub

Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

Kenwood CA

$2,273 nightly

$2,512 total

Dec 29 - Dec 30

Total with taxes and fees

Located in Kenwood, this vacation home is in the mountains, within a 5-minute drive of VJB Vineyard & Cellars and Chateau St. Jean Winery.

Pool

Hot Tub

Wooded Restful Retreat, with broad scenic views, outdoor dining

Healdsburg CA

A stay at this vacation home places you in the heart of Healdsburg, within a 5-minute drive of Russian River and Badger Dog Park.

Kitchen

Washer

Wine Country Harvest Vacation Home

Santa Rosa CA

With a stay at this vacation home in Santa Rosa (Scenic Brush Creek), you'll be within a 15-minute drive of Graton Resort and Casino and Rincon Valley Community Park Dog Park.

Hot Tub

Kitchen

Calistoga Dream Inn

Calistoga CA

With a stay at this vacation home in Calistoga, you'll be a 1-minute drive from Calistoga Hot Springs and 6 minutes from Castello di Amorosa.

Kitchen

Washer

Custom Winemaker's home - WALKING distance to 9 wineries! This is the place.

Kenwood CA

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

Kitchen

Washer

Five Star Private home in Sonoma Wine Country/with weekly and monthly discounts!

Kenwood CA

Located in Kenwood, this vacation home is on the waterfront, a 1-minute drive from Sugarloaf Ridge State Park and 6 minutes from Chateau St. Jean Winery.

Hot Tub

Kitchen

Views, good vibes, and vesper skies.

Calistoga CA

This family-friendly vacation home is 6.9 mi (11.1 km) from Calistoga Hot Springs and 10 mi (16.1 km) from Castello di Amorosa.

Hot Tub

Kitchen

Wine Country Redwood Estate in the Heart of Wine Country

Santa Rosa CA

With a stay at this vacation home, you'll be centrally located in Santa Rosa, within a 15-minute drive of Graton Resort and Casino and Santa Rosa Junior College.

Hot Tub

Kitchen

Casa Loma - Luxury estate with the Best Napa Valley Views - 35 acres

Sonoma County CA

With a stay at this vacation home in Calistoga, you'll be within a 15-minute drive of Calistoga Hot Springs and Calistoga Spit N' Cycle.

Pool

Hot Tub

Sonoma Wine Country Retreat: Scenic, tranquil, bucolic, Hot Tub

Santa Rosa CA

With a stay at this vacation home in Santa Rosa (Riebli-Wallace Neighborhood Group), you'll be within a 10-minute drive of Sutter Santa Rosa Regional Hospital and Rincon Valley Community Park Dog Park.

Hot Tub

Kitchen

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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.