Middletown Condo Rentals

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Condo Rentals in Middletown

Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6

Windsor CA

With a stay at this condo in Windsor, you'll be within a 15-minute drive of Healdsburg Plaza and Russian River.

Top Wine Country Condo - Full Resort Amenity Access - 2 Bedroom/2 Bath - Sleep 6

Windsor CA

Located in Windsor, this condo is within a 15-minute drive of Healdsburg Plaza and Russian River.

Windsor | Wine Country | Pool & Vineyards | 2BR Twin

Windsor CA

When you stay at this condo in Windsor, you'll be next to a golf course, within a 15-minute drive of Healdsburg Plaza and Russian River.

Stylish Condo Steps from St. Helena Wineries & Downtown

St. Helena CA

With a stay at this condo in St. Helena (Downtown St. Helena), you'll be within a 15-minute drive of V. Sattui Winery and Castello di Amorosa.

Sonoma | Wine Country Hideaway | Pool & Vineyard Views

Windsor CA

When you stay at this condo in Windsor, you'll be next to a golf course, within a 15-minute drive of Healdsburg Plaza and Russian River.

TOP HOST - Vacation Memories Just Waiting to be Made - 2 Bedroom - Sleeps 6

Windsor CA

With a stay at this condo in Windsor, you'll be within a 15-minute drive of Healdsburg Plaza and Russian River.

Great Wine Country and Golfing Resort Getaway!!

Windsor CA

When you stay at this condo in Windsor, you'll be next to a golf course, within a 15-minute drive of Healdsburg Plaza and Russian River.

Sonoma | Wine Trails & Pool | 3BR • Sleeps 8

Windsor CA

When you stay at this condo in Windsor, you'll be next to a golf course, within a 15-minute drive of Healdsburg Plaza and Russian River.

Pool

Hot Tub

One Click Away from Vacay - Full Resort Access - 2 Bedroom / 2 Bath - Sleep 6

Windsor CA

Located in Windsor, this condo is within a 15-minute drive of Healdsburg Plaza and Russian River.

Sonoma | Vineyards & Pool | 2BR Accessible Retreat

Windsor CA

When you stay at this condo in Windsor, you'll be next to a golf course, within a 15-minute drive of Healdsburg Plaza and Russian River.

Windsor | Sonoma Wine Escape | Pool & Vineyard Days

Windsor CA

When you stay at this condo in Windsor, you'll be next to a golf course, within a 15-minute drive of Healdsburg Plaza and Russian River.

Windsor | Vineyards & Pool | Wine Country | 2BR

Windsor CA

When you stay at this condo in Windsor, you'll be next to a golf course, within a 15-minute drive of Healdsburg Plaza and Russian River.

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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.