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Healdsburg, CA cottages
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14 Best cottages in Healdsburg, CA

Browse Cottages in the Historic District of Healdsburg, CA

Position yourself near historic city landmarks by choosing central cottages in Healdsburg, CA for easy pedestrian exploration.

Romantic Cottage | Walk To Healdsburg Plaza - Healdsburg, CA
9.9 620 reviews

Romantic Cottage | Walk To Healdsburg Plaza

cottage, Healdsburg
This charming Healdsburg cottage is located within walking distance of the Healdsburg Museum, Russian River, and downtown Healdsburg, offering easy access to shops, restaurants, and attractions. The cottage boasts excellent ratings for location, cleanliness, and user experience.
This cozy home offers a comfortable 600 square feet of space with one bedroom, one bathroom, and a capacity for four guests. The cottage is equipped with a fully equipped kitchen, a private yard, a spa, a tennis court, and a variety of other amenities for a relaxing and enjoyable stay.
Cottage & Water Tower - Healdsburg, CA
9.2 5 reviews

Cottage & Water Tower

cottage, Healdsburg
This unique Healdsburg house rental, a converted water tower combined with a main house, sits on four acres amidst Sonoma vineyards, offering seclusion yet proximity to Healdsburg's wineries.
The two-bedroom, one-bathroom dwelling sleeps four guests and boasts a swimming pool, full kitchen with dishwasher, air conditioning, and private parking; explore Sonoma's wildlife or enjoy the distinctive architectural design of the water tower.
Enjoy A Slice Of Country--two Miles To Downtown Healdsburg - Healdsburg, CA
10 65 reviews

Enjoy A Slice Of Country--two Miles To Downtown Healdsburg

cottage, Healdsburg
This charming cottage is located just under two miles from the Healdsburg Plaza, offering a peaceful rural setting with vineyard views. Guests consistently rate this property as excellent for its comfort and amenities.
This two-bedroom, one-bathroom cottage can comfortably accommodate four guests. Enjoy the private deck with outdoor seating, a Jacuzzi, and a well-equipped kitchen, plus the convenience of a pet-friendly environment and easy access to the Dry Creek Valley wine region.
Premier Wine Country Getaway. Exclusive Bucher Vineyard Cottage On Westside Road - Healdsburg, CA
10 3 reviews

Premier Wine Country Getaway. Exclusive Bucher Vineyard Cottage On Westside Road

cottage, Windsor
This Healdsburg cottage offers a prime location, situated within a 30-minute drive of natural attractions like Armstrong Redwoods and Johnson's Beach, and conveniently located 9 minutes from Healdsburg Plaza and 14 minutes from SingleThread Farm at Dry Creek.
This 1-bedroom, 1-bathroom rental accommodates up to 2 guests and includes essential amenities such as internet, air conditioning, a dryer, and a hairdryer, with easy access to nearby wineries and cultural venues.

Best Family Cottages in Healdsburg, CA

These cottages in Healdsburg, CA are well set up for families, offering easy reach to city attractions and room for everyone.

In-ground Pool And Hot Tub - Charming Wine Country Retreat - Healdsburg, CA
No reviews

In-ground Pool And Hot Tub - Charming Wine Country Retreat

cottage, Healdsburg
This Healdsburg cottage is located on an acre property on Westside Road, less than 1 mile (5280 feet) from the downtown plaza, offering convenient access to Healdsburg's shopping, dining, tasting rooms, and the True West Film Center. This family-friendly rental features 2 bedrooms, accommodates up to 4 guests, and boasts amenities like a private swimming pool, jacuzzi, spa, full kitchen, and an on-site hobby vineyard for a wine country experience.
Romantic Cottage | Walk To Healdsburg Plaza - Healdsburg, CA
9.9 620 reviews

Romantic Cottage | Walk To Healdsburg Plaza

cottage, Healdsburg
This charming Healdsburg cottage is located within walking distance of the Healdsburg Museum, Russian River, and downtown Healdsburg, offering easy access to shops, restaurants, and attractions. The cottage boasts excellent ratings for location, cleanliness, and user experience.
This cozy home offers a comfortable 600 square feet of space with one bedroom, one bathroom, and a capacity for four guests. The cottage is equipped with a fully equipped kitchen, a private yard, a spa, a tennis court, and a variety of other amenities for a relaxing and enjoyable stay.

Frequently Asked Questions about cottages in Healdsburg, CA

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Search Cottages with a Hot Tub in Healdsburg, CA

Whether you prefer a jacuzzi or a hot tub, these Healdsburg, CA cottages are designed for a relaxing and private hot tub soak.

In-ground Pool And Hot Tub - Charming Wine Country Retreat - Healdsburg, CA
No reviews

In-ground Pool And Hot Tub - Charming Wine Country Retreat

cottage, Healdsburg
This Healdsburg cottage is located on an acre property on Westside Road, less than 1 mile (5280 feet) from the downtown plaza, offering convenient access to Healdsburg's shopping, dining, tasting rooms, and the True West Film Center. This family-friendly rental features 2 bedrooms, accommodates up to 4 guests, and boasts amenities like a private swimming pool, jacuzzi, spa, full kitchen, and an on-site hobby vineyard for a wine country experience.

Best Healdsburg, CA cottages with a kitchen

Cottage & Water Tower - Healdsburg, CA
9.2 5 reviews

Cottage & Water Tower

cottage, Healdsburg
This unique Healdsburg house rental, a converted water tower combined with a main house, sits on four acres amidst Sonoma vineyards, offering seclusion yet proximity to Healdsburg's wineries.
The two-bedroom, one-bathroom dwelling sleeps four guests and boasts a swimming pool, full kitchen with dishwasher, air conditioning, and private parking; explore Sonoma's wildlife or enjoy the distinctive architectural design of the water tower.
In-ground Pool And Hot Tub - Charming Wine Country Retreat - Healdsburg, CA
No reviews

In-ground Pool And Hot Tub - Charming Wine Country Retreat

cottage, Healdsburg
This Healdsburg cottage is located on an acre property on Westside Road, less than 1 mile (5280 feet) from the downtown plaza, offering convenient access to Healdsburg's shopping, dining, tasting rooms, and the True West Film Center. This family-friendly rental features 2 bedrooms, accommodates up to 4 guests, and boasts amenities like a private swimming pool, jacuzzi, spa, full kitchen, and an on-site hobby vineyard for a wine country experience.
Enjoy A Slice Of Country--two Miles To Downtown Healdsburg - Healdsburg, CA
10 65 reviews

Enjoy A Slice Of Country--two Miles To Downtown Healdsburg

cottage, Healdsburg
This charming cottage is located just under two miles from the Healdsburg Plaza, offering a peaceful rural setting with vineyard views. Guests consistently rate this property as excellent for its comfort and amenities.
This two-bedroom, one-bathroom cottage can comfortably accommodate four guests. Enjoy the private deck with outdoor seating, a Jacuzzi, and a well-equipped kitchen, plus the convenience of a pet-friendly environment and easy access to the Dry Creek Valley wine region.
Romantic Cottage | Walk To Healdsburg Plaza - Healdsburg, CA
9.9 620 reviews

Romantic Cottage | Walk To Healdsburg Plaza

cottage, Healdsburg
This charming Healdsburg cottage is located within walking distance of the Healdsburg Museum, Russian River, and downtown Healdsburg, offering easy access to shops, restaurants, and attractions. The cottage boasts excellent ratings for location, cleanliness, and user experience.
This cozy home offers a comfortable 600 square feet of space with one bedroom, one bathroom, and a capacity for four guests. The cottage is equipped with a fully equipped kitchen, a private yard, a spa, a tennis court, and a variety of other amenities for a relaxing and enjoyable stay.

Our Favorite Pet-Friendly Cottages in Healdsburg, CA

Traveling with a pet to Healdsburg, CA is simple with cottages located near dog parks and convenient city walking routes.

Romantic Cottage | Walk To Healdsburg Plaza - Healdsburg, CA
9.9 620 reviews

Romantic Cottage | Walk To Healdsburg Plaza

cottage, Healdsburg
Farm Country Cottage In Downtown Geyserville, Vineyard Views + Unti Wine - Healdsburg, CA
10 2 reviews

Farm Country Cottage In Downtown Geyserville, Vineyard Views + Unti Wine

cottage, Geyserville
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