Property Category: Healdsburg Plaza

Healdsburg Plaza Gem

Location: Healdsburg, California

Property Type: Cottage

from $309 /nt
2
1
6

This charming 2-bedroom cottage, dating back to the 1880s, offers an ideal wine country escape for a party of four. Situated just two blocks from the historic Downtown Plaza, you'll enjoy close access to restaurants, boutique shops, and delightful wine-tasting experiences. Nearby, savor culinary excellence at Michelin-starred restaurants and explore renowned, award-winning wineries. The recently refurbished interior showcases a contemporary and well-appointed design, perfectly suited to meet your vacation needs.…...

Only one block from the Plaza's wine tasting, Boutiques and Restaurants.

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Healdsburg Plaza Gem

This charming 2-bedroom cottage, dating back to the 1880s, offers an ideal wine country escape for a party of four. Situated just two blocks from the historic Downtown Plaza, you'll enjoy close access to restaurants, boutique shops, and delightful wine-tasting experiences. Nearby, savor culinary excellence at Michelin-starred restaurants and explore renowned, award-winning wineries. The recently refurbished interior showcases a contemporary and well-appointed design, perfectly suited to meet your vacation needs.…

Bedrooms 2
Bathrooms 1
# of Guests 6
Pet Friendly? No

Private Vineyard Haven

Location: Healdsburg, California

Property Type: House

from $404 /nt
2
2
4

Pool and Hot Tub Update: All construction has been completed, and the pool is now filled and ready for your enjoyment! This luxurious 2BR/2BA home offers the ultimate wine country escape. With a spacious 1,439 square foot interior, you'll find a gourmet kitchen and stunning floor-to-ceiling glass doors with motorized shades that open to vineyard vistas and California sunshine. From the back deck or patio, take in the views of…...

Take advantage of our length of stay discounts!

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Private Vineyard Haven

Pool and Hot Tub Update: All construction has been completed, and the pool is now filled and ready for your enjoyment! This luxurious 2BR/2BA home offers the ultimate wine country escape. With a spacious 1,439 square foot interior, you'll find a gourmet kitchen and stunning floor-to-ceiling glass doors with motorized shades that open to vineyard vistas and California sunshine. From the back deck or patio, take in the views of…

Bedrooms 2
Bathrooms 2
# of Guests 4
Pet Friendly? No

Vineyard Vue

Location: Healdsburg, California

Property Type: House

from $518 /nt
3
3.5
6

New York City and Ireland fuse with California wine country in this modern farmhouse! The home is tastefully decorated with artwork that reflects the owners origins and their travels and pastimes. Completely remodeled with stunning views of Dry Creek Valley. This Immaculate home is just blocks away from shops, restaurants and tasting rooms of downtown Healdsburg. Just 10 minutes walk to Healdsburg historica Plaza, this house features an . open…...

Minutes from the Plaza this Wine Country Farmhouse is completely remodeled with vineyard views!

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Vineyard Vue

New York City and Ireland fuse with California wine country in this modern farmhouse! The home is tastefully decorated with artwork that reflects the owners origins and their travels and pastimes. Completely remodeled with stunning views of Dry Creek Valley. This Immaculate home is just blocks away from shops, restaurants and tasting rooms of downtown Healdsburg. Just 10 minutes walk to Healdsburg historica Plaza, this house features an . open…

Bedrooms 3
Bathrooms 3.5
# of Guests 6
Pet Friendly? No

Fitch St Escape

Location: Healdsburg, California

Property Type: Cottage

from $180 /nt
2
2
4

Experience the perfect launchpad for your wine country adventures, just minutes from the countryside. This recently remodeled gem is ideally located, a mere 2 blocks from the historic Downtown Healdsburg Plaza, where you'll find award-winning restaurants, charming boutiques, and wine tasting experiences. Designer touches and high-end finishes welcome you to the sleek, bright, and open space of this reimagined historic home. The sophisticated setting exudes a sense of tranquility, making…...

USE Promo Code FITCH10 for 10% off March 25-April 30!

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Fitch St Escape

Experience the perfect launchpad for your wine country adventures, just minutes from the countryside. This recently remodeled gem is ideally located, a mere 2 blocks from the historic Downtown Healdsburg Plaza, where you'll find award-winning restaurants, charming boutiques, and wine tasting experiences. Designer touches and high-end finishes welcome you to the sleek, bright, and open space of this reimagined historic home. The sophisticated setting exudes a sense of tranquility, making…

Bedrooms 2
Bathrooms 2
# of Guests 4
Pet Friendly? Yes

Heavenly Hideaway on the Healdsburg Plaza

Location: Healdsburg, California

Property Type: House

from $200 /nt
2
2
4

Nestled just 2 short blocks away from the historic Downtown Healdsburg Plaza, our Heavenly Hideaway offers a prime location that seamlessly connects residents to the vibrant heart of the area. This carefully curated space ensures easy access to an array of experiences, including the lively atmosphere of local restaurants, the quaint charm of boutique shopping, and the delightful indulgence of wine tasting venues. All of these elements are harmoniously set…...

Imaginatively polished gem, tucked away just blocks from downtown Healdsburg.

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Heavenly Hideaway on the Healdsburg Plaza

Nestled just 2 short blocks away from the historic Downtown Healdsburg Plaza, our Heavenly Hideaway offers a prime location that seamlessly connects residents to the vibrant heart of the area. This carefully curated space ensures easy access to an array of experiences, including the lively atmosphere of local restaurants, the quaint charm of boutique shopping, and the delightful indulgence of wine tasting venues. All of these elements are harmoniously set…

Bedrooms 2
Bathrooms 2
# of Guests 4
Pet Friendly? Yes