Compare holiday parks in Healdsburg, CA from 100+ providers!
19 available cottage rental offers
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating
19 Best cottages in Healdsburg, CA
9.9 611 reviews
Healdsburg, CA
10/02 – 10/07
$553/nighttotal: $2765 (5 )
Healdsburg Cottage Walk To The Plaza, Workspace
1 4
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.
9.2 64 reviews
Healdsburg, CA
07/08 – 07/10
$568/nighttotal: $1136 (2 )
Mountain Cottage Near Russian River, Hiking & Downtown, Family And Pet Friendly
3 2
cottage , Healdsburg
This charming cottage is located just a short walk from the Russian River and a 10-minute drive from downtown Healdsburg, offering a peaceful retreat surrounded by redwood trees and mountain views. Reviewers consistently rate this rental "excellent" for its comfortable accommodations and convenient location. This 3-bedroom, 2-bathroom home comfortably sleeps 6 guests and offers 1100 square feet of living space. Enjoy modern amenities like a fully equipped kitchen, a relaxing spa, a private garden, and a spacious deck with a BBQ grill, perfect for enjoying meals and relaxing in the fresh air.
10 1 review
Healdsburg, CA
09/07 – 09/11
$343/nighttotal: $1372 (4 )
Premier Wine Country Getaway. Exclusive Bucher Vineyard Cottage On Westside Road
1 2
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.
10 65 reviews
Healdsburg, CA
08/20 – 08/23
$555/nighttotal: $1665 (3 )
Enjoy A Slice Of Country--two Miles To Downtown Healdsburg
2 3
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.
9.0 49 reviews
Healdsburg, CA
08/20 – 08/23
$1502/nighttotal: $4506 (3 )
Heart Of Healdsburg Cottage For 4, Pool, Spa, Fire Pit, Wifi, Bbq
2 3
cottage , Healdsburg
This charming cottage is located just a mile from Healdsburg Plaza and the Russian River, offering easy access to shops, restaurants, and outdoor activities. It has received excellent ratings for location, cleanliness, and overall experience. The 1000-square-foot cottage comfortably sleeps four guests in two bedrooms. Enjoy a private fenced yard, a cozy fireplace, a spa tub, and a barbecue grill for outdoor dining.
10 2 reviews
Healdsburg, CA
09/07 – 09/11
$748/nighttotal: $2992 (4 )
Luxury 1-br Cottage On 30-acre Vineyard Property In Enchanting Healdsburg
1 2
cottage , Healdsburg
This charming cottage is situated in Geyserville, a short walk from Unti Vineyards and a quick drive from Dry Creek Vineyard, making it a perfect base for exploring the region's renowned wineries. The cottage offers a comfortable and cozy retreat for up to two guests, with a bedroom, a bathroom, and a fully equipped kitchen. Enjoy the convenience of modern amenities like air conditioning, WiFi, and a private patio, perfect for relaxing after a day of wine tasting or exploring the nearby Russian River and Healdsburg Ridge.
10 3 reviews
Healdsburg, CA
08/20 – 08/23
$665/nighttotal: $1995 (3 )
Cottage & Water Tower
1 3
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.
Healdsburg, CA
09/07 – 09/11
$1075/nighttotal: $4300 (4 )
Luxury 2-br Cottage On 30-acre Vineyard Property In Enchanting Healdsburg
2 2
cottage , Healdsburg
This Dry Creek Valley cottage, located in Geyserville near Healdsburg, offers easy access to wineries like Unti Vineyards and Truett Hurst, as well as cultural attractions such as the Raven Performing Arts Theater and Healdsburg Museum. The 1,000+ square-foot home features two bedrooms, two bathrooms, and accommodates four guests, boasting a spacious open floor plan, Viking appliances, Restoration Hardware furniture, a private covered porch overlooking vineyards, and the unique opportunity to witness nighttime grape harvesting in the fall.
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.
9.9 611 reviews
Healdsburg, CA
10/02 – 10/07
$553/nighttotal: $2765 (5 )
Healdsburg Cottage Walk To The Plaza, Workspace
1 4
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.
9.2 64 reviews
Healdsburg, CA
07/08 – 07/10
$568/nighttotal: $1136 (2 )
Mountain Cottage Near Russian River, Hiking & Downtown, Family And Pet Friendly
3 2
cottage , Healdsburg
This charming cottage is located just a short walk from the Russian River and a 10-minute drive from downtown Healdsburg, offering a peaceful retreat surrounded by redwood trees and mountain views. Reviewers consistently rate this rental "excellent" for its comfortable accommodations and convenient location. This 3-bedroom, 2-bathroom home comfortably sleeps 6 guests and offers 1100 square feet of living space. Enjoy modern amenities like a fully equipped kitchen, a relaxing spa, a private garden, and a spacious deck with a BBQ grill, perfect for enjoying meals and relaxing in the fresh air.
Best Healdsburg, CA cottages with a garden
9.0 49 reviews
Healdsburg, CA
08/20 – 08/23
$1502/nighttotal: $4506 (3 )
Heart Of Healdsburg Cottage For 4, Pool, Spa, Fire Pit, Wifi, Bbq
2 3
cottage , Healdsburg
This charming cottage is located just a mile from Healdsburg Plaza and the Russian River, offering easy access to shops, restaurants, and outdoor activities. It has received excellent ratings for location, cleanliness, and overall experience. The 1000-square-foot cottage comfortably sleeps four guests in two bedrooms. Enjoy a private fenced yard, a cozy fireplace, a spa tub, and a barbecue grill for outdoor dining.
9.2 64 reviews
Healdsburg, CA
07/08 – 07/10
$568/nighttotal: $1136 (2 )
Mountain Cottage Near Russian River, Hiking & Downtown, Family And Pet Friendly
3 2
cottage , Healdsburg
This charming cottage is located just a short walk from the Russian River and a 10-minute drive from downtown Healdsburg, offering a peaceful retreat surrounded by redwood trees and mountain views. Reviewers consistently rate this rental "excellent" for its comfortable accommodations and convenient location. This 3-bedroom, 2-bathroom home comfortably sleeps 6 guests and offers 1100 square feet of living space. Enjoy modern amenities like a fully equipped kitchen, a relaxing spa, a private garden, and a spacious deck with a BBQ grill, perfect for enjoying meals and relaxing in the fresh air.
10 65 reviews
Healdsburg, CA
08/20 – 08/23
$555/nighttotal: $1665 (3 )
Enjoy A Slice Of Country--two Miles To Downtown Healdsburg
2 3
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.
9.9 611 reviews
Healdsburg, CA
10/02 – 10/07
$553/nighttotal: $2765 (5 )
Healdsburg Cottage Walk To The Plaza, Workspace
1 4
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
What would be a good 1-day itinerary for visiting in and around Healdsburg, CA?
Start your day with a delicious breakfast at Healdsburg's farmers market, then spend the afternoon exploring the Healdsburg Plaza. In the evening, enjoy a tasting at one of the many wineries in the area.
Can you easily explore Healdsburg, CA on foot or by bike?
Healdsburg is a very walkable town, but if you want to explore the surrounding area, a bike is a great option. There are many bike paths and trails in the area.
What are the best cottages with a jacuzzi in Healdsburg, CA?
What activities are available in and around Healdsburg, CA?
Healdsburg is a great place to enjoy the outdoors, with hiking, biking, and kayaking all available. There are also many wineries and breweries in the area, as well as art galleries and shops.
What are the best cottages for families and kids 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.
9.0 49 reviews
Healdsburg, CA
08/20 – 08/23
$1502/nighttotal: $4506 (3 )
Heart Of Healdsburg Cottage For 4, Pool, Spa, Fire Pit, Wifi, Bbq
2 3
cottage , Healdsburg
This charming cottage is located just a mile from Healdsburg Plaza and the Russian River, offering easy access to shops, restaurants, and outdoor activities. It has received excellent ratings for location, cleanliness, and overall experience. The 1000-square-foot cottage comfortably sleeps four guests in two bedrooms. Enjoy a private fenced yard, a cozy fireplace, a spa tub, and a barbecue grill for outdoor dining.
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.
9.2 64 reviews
Healdsburg, CA
07/08 – 07/10
$568/nighttotal: $1136 (2 )
Mountain Cottage Near Russian River, Hiking & Downtown, Family And Pet Friendly
3 2
cottage , Healdsburg
This charming cottage is located just a short walk from the Russian River and a 10-minute drive from downtown Healdsburg, offering a peaceful retreat surrounded by redwood trees and mountain views. Reviewers consistently rate this rental "excellent" for its comfortable accommodations and convenient location. This 3-bedroom, 2-bathroom home comfortably sleeps 6 guests and offers 1100 square feet of living space. Enjoy modern amenities like a fully equipped kitchen, a relaxing spa, a private garden, and a spacious deck with a BBQ grill, perfect for enjoying meals and relaxing in the fresh air.