House in Windsor, CA
6 guests · 2 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Well priced for this locationPriced under area average
About this house rental
Escape to a private vineyard retreat in the scenic Chalk Hill area of Healdsburg wine country. Surrounded by vineyards, rolling hills, and quiet countryside, this home offers a peaceful escape while remaining just 10 minutes from downtown Healdsburg and only minutes from Windsor wineries, restaurants, and local attractions.
Designed for relaxed wine country stays, this recently remodeled home offers vineyard views, a cozy fire pit, outdoor patio spaces, and a private setting where guests can unwind after exploring Sonoma County.
Guests consistently choose this home for its privacy, comfort, cleanliness, responsive hosting, and convenient location close to Healdsburg’s most celebrated wineries, restaurants, scenic drives, and tasting rooms.
Perfect for wine country getaways, extended stays, family visits, couples traveling together, and guests who appreciate a private vineyard setting while still wanting convenient access to Healdsburg Plaza, Windsor, and Sonoma County’s best wineries.
Wake up to vineyard and hillside views in the heart of Sonoma Wine Country. Located in the Chalk Hill AVA, this home offers a rare balance of peaceful surroundings and convenient access to Healdsburg, Windsor, and nearby wine country attractions. Downtown Healdsburg Plaza is approximately 10 minutes away, while Napa Valley is also within easy reach for scenic day trips.
Inside, guests enjoy bright and comfortable living spaces, a fully equipped kitchen, quality furnishings, high-speed WiFi, two full bathrooms, and thoughtful amenities designed for both short visits and longer stays.
The private outdoor spaces are one of the home's favorite features. Enjoy morning coffee overlooking the vineyards, afternoons exploring nearby wineries, and quiet evenings around the backyard fire pit with a glass of wine.
A complimentary bottle of local wine awaits you at check-in to help you settle in and begin your wine country experience.
Guests also enjoy exclusive local partnerships during their stay, including:
• 2-for-1 wine tastings at Alexander Valley Vineyards and Rodney Strong Vineyards
• Discounted small-group wine tours with Platypus Wine Tours
• Preferred guest pricing at A Simple Touch Spa in downtown Healdsburg
Additional amenities include:
• Private EV charger
• Outdoor patio and balcony seating
• BBQ grill
• Washer and dryer
• Full kitchen
• Pet-friendly accommodations
• Self check-in with keypad
Why guests love staying here:
• Peaceful vineyard setting with added privacy
• Recently remodeled interior with comfortable furnishings
• Convenient location near Healdsburg wineries and restaurants
• Cozy outdoor fire pit and relaxing patio spaces
• Ideal for extended wine country stays
• Highly rated for cleanliness, comfort, and host communication
A favorite way to enjoy the property:
Morning coffee overlooking the vineyards, afternoon wine tasting, dinner in downtown Healdsburg, and an evening relaxing by the fire pit under Sonoma wine country skies.
Whether you are visiting for wine tasting, a family gathering, an extended Sonoma stay, or a relaxing getaway, this Healdsburg retreat provides a comfortable and memorable home base to enjoy the best of wine country.
Designed for relaxed wine country stays, this recently remodeled home offers vineyard views, a cozy fire pit, outdoor patio spaces, and a private setting where guests can unwind after exploring Sonoma County.
Guests consistently choose this home for its privacy, comfort, cleanliness, responsive hosting, and convenient location close to Healdsburg’s most celebrated wineries, restaurants, scenic drives, and tasting rooms.
Perfect for wine country getaways, extended stays, family visits, couples traveling together, and guests who appreciate a private vineyard setting while still wanting convenient access to Healdsburg Plaza, Windsor, and Sonoma County’s best wineries.
Wake up to vineyard and hillside views in the heart of Sonoma Wine Country. Located in the Chalk Hill AVA, this home offers a rare balance of peaceful surroundings and convenient access to Healdsburg, Windsor, and nearby wine country attractions. Downtown Healdsburg Plaza is approximately 10 minutes away, while Napa Valley is also within easy reach for scenic day trips.
Inside, guests enjoy bright and comfortable living spaces, a fully equipped kitchen, quality furnishings, high-speed WiFi, two full bathrooms, and thoughtful amenities designed for both short visits and longer stays.
The private outdoor spaces are one of the home's favorite features. Enjoy morning coffee overlooking the vineyards, afternoons exploring nearby wineries, and quiet evenings around the backyard fire pit with a glass of wine.
A complimentary bottle of local wine awaits you at check-in to help you settle in and begin your wine country experience.
Guests also enjoy exclusive local partnerships during their stay, including:
• 2-for-1 wine tastings at Alexander Valley Vineyards and Rodney Strong Vineyards
• Discounted small-group wine tours with Platypus Wine Tours
• Preferred guest pricing at A Simple Touch Spa in downtown Healdsburg
Additional amenities include:
• Private EV charger
• Outdoor patio and balcony seating
• BBQ grill
• Washer and dryer
• Full kitchen
• Pet-friendly accommodations
• Self check-in with keypad
Why guests love staying here:
• Peaceful vineyard setting with added privacy
• Recently remodeled interior with comfortable furnishings
• Convenient location near Healdsburg wineries and restaurants
• Cozy outdoor fire pit and relaxing patio spaces
• Ideal for extended wine country stays
• Highly rated for cleanliness, comfort, and host communication
A favorite way to enjoy the property:
Morning coffee overlooking the vineyards, afternoon wine tasting, dinner in downtown Healdsburg, and an evening relaxing by the fire pit under Sonoma wine country skies.
Whether you are visiting for wine tasting, a family gathering, an extended Sonoma stay, or a relaxing getaway, this Healdsburg retreat provides a comfortable and memorable home base to enjoy the best of wine country.
Amenities at Vineyard View Retreat • Fire Pit • Wine Tasting Perks
Non-smoking
Pets allowed
Family friendly
Map of Windsor, CA
Ratings and reviews
10 / 10Outstanding·May 2026
It was a great house for our small party of 5. The host was great and we had everything we needed.
8 / 10Excellent·May 2026
Excellent location for my intended location. Clean and in good shape. Personally, i would upgrade the dining utensils: plates bowls overall eating wear. The couch is a bit strange, maybe upgrade. But overall it a great location to where i intend to go.
10 / 10Outstanding·Mar 2026
Great location!
10 / 10Outstanding·Mar 2026
This is a great property! Everything about it from the beginning to the end was amazing. Our two fur babies agree as well. Glenn is a great host, always available if needed. Definitely would stay again.
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Top rated by guests
10Outstanding
(17 Ratings)
"It was a great house for our small party of 5. The host was great and we had everything we needed."
Francine R.Don't miss out! Price and availability may change
