Find short term rentals in Healdsburg, CA at the best prices

100 available short term rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Healdsburg, CA short term rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Short term and Weekly rentals in Healdsburg, CA

Best family friendly Healdsburg, CA Short term rentals

Among the 100 accommodations in Healdsburg, CA, here are the 4 best family friendly rentals

Fitch Mtn Lookout- Gorg & Comfy!pets-walkable Russian River-spa Under The Stars! - Healdsburg, CA
9.4 179 reviews
Healdsburg, CA
13/08 – 16/08
$1775/nighttotal: $5325 (3 )

Fitch Mtn Lookout- Gorg & Comfy!pets-walkable Russian River-spa Under The Stars!

3 10
apartment , Healdsburg
This family-friendly house is located in Healdsburg, just 3km from the Russian River and Healdsburg Golf Club, offering a peaceful setting close to local attractions. It has received excellent user ratings, making it a popular choice for travellers.
This 186 square metre property offers 3 bedrooms and 2 bathrooms, comfortably accommodating up to 8 guests. Enjoy a range of amenities including a Jacuzzi, spa, terrace, garden, and concierge services, perfect for a relaxing and luxurious stay.
Alexander Valley Lodge -King Room - Healdsburg, CA
10 5 reviews
Healdsburg, CA
20/06 – 27/06
$174/nighttotal: $1218 (7 )

Alexander Valley Lodge -King Room

1 2
house , Geyserville
This charming bed and breakfast is situated on a wooded ridge overlooking Alexander Valley, just a short drive from the wineries of Alexander, Dry Creek, and Russian River Valleys. It has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers seeking a relaxing getaway.
The property is a spacious five-bedroom home that comfortably sleeps 12 guests, perfect for families or groups. Guests can enjoy a range of amenities, including a swimming pool, hot tub, and a fully equipped kitchen, as well as access to a local gym and wine club memberships.
5 Bedroom, 6.5 Bath Luxury Home On 3+ Acres, 5 Min To Square - Healdsburg, CA
10 196 reviews
Healdsburg, CA
10/07 – 13/07
$3658/nighttotal: $10974 (3 )

5 Bedroom, 6.5 Bath Luxury Home On 3+ Acres, 5 Min To Square

5 2
apartment , Healdsburg
This family-friendly house is located in a peaceful rural setting just 3km from Healdsburg Plaza, Healdsburg Museum, and Raven Performing Arts Theater. It has received excellent user ratings, making it a popular choice for travellers.
The house is spacious, covering 427 square metres and comfortably accommodating up to 12 guests. It offers a range of amenities, including a private pool, a fenced yard, a sauna, a spa tub, a fully equipped kitchen, free Wi-Fi, barbecue grills, and a tennis court.
Private Acre+bbq Patio | 5min To Healdsburg Plaza - Healdsburg, CA
10 4 reviews
Healdsburg, CA
10/07 – 13/07
$729/nighttotal: $2187 (3 )

Private Acre+bbq Patio | 5min To Healdsburg Plaza

1 2
apartment , Healdsburg
Casa Campo, a secluded one-acre property, offers a tranquil retreat located just 5 minutes' drive from Healdsburg's central plaza and within easy reach of Dry Creek wine country. This family-friendly apartment accommodates up to four guests, featuring two bedrooms, two bathrooms, air conditioning, Wi-Fi, a fully equipped kitchen, and a gas BBQ patio for outdoor dining.

Best Healdsburg, CA lodging with a kitchen

Downtown Healdsburg Perch - Healdsburg, CA
10 52 reviews
Healdsburg, CA
10/07 – 13/07
$960/nighttotal: $2880 (3 )

Downtown Healdsburg Perch

1 2
apartment , Healdsburg
This Healdsburg apartment, situated above the main street, offers easy access to numerous restaurants, tasting rooms, and shops.
The one-bedroom flat boasts a spa-like bathroom, a convenient kitchenette, and sleeps two guests, enjoying unique features such as its location in a converted Quonset hut above Healdsburg's main street and proximity to a world-class gallery.
Relax & Gather: Healdsburg Farmhouse For 10 With Pool, Hot Tub & Bbq - Healdsburg, CA
9.0 2 reviews
Healdsburg, CA
13/08 – 16/08
$1895/nighttotal: $5685 (3 )

Relax & Gather: Healdsburg Farmhouse For 10 With Pool, Hot Tub & Bbq

4 10
farm , Forestville
This Forestville holiday cottage is situated near Porter Creek Vineyards (3.9km) and the Russian River (5km), offering easy access to Healdsburg's wineries.
Sleeping up to 10 guests in 4 bedrooms and 3 bathrooms, this self-catering property boasts a swimming pool, hot tub, barbecue facilities and ample parking, plus a dishwasher and microwave.
Spectacular View Estate 5min Away - Healdsburg, CA
10 24 reviews
Healdsburg, CA
13/08 – 16/08
$6899/nighttotal: $20697 (3 )

Spectacular View Estate 5min Away

4 10
apartment , Healdsburg
This luxurious 4-bedroom villa is located just 5 kilometres from the centre of Healdsburg, in the heart of the Dry Creek/Lytton Springs wine country, offering stunning views of the surrounding vineyards and Mount Saint Helena. It has received excellent guest reviews and is perfect for a large group looking for a relaxing and memorable getaway.
This spacious 372 square metre property can accommodate up to 12 guests and features a fully equipped kitchen, a private pool and hot tub, a Bocce court, a fire pit, and a separate in-law suite. The villa also boasts a Sonos sound system, high-speed WiFi, a new HD Smart TV with premium channels, and a Baby Grand Steinway piano, making it the perfect place to unwind and enjoy all that Healdsburg has to offer.
Victorian Farm House, Healdsburg, Alexander Valley - Healdsburg, CA
10 4 reviews
Healdsburg, CA
20/06 – 27/06
$1420/nighttotal: $9940 (7 )

Victorian Farm House, Healdsburg, Alexander Valley

1 2
apartment , Geyserville
This Alexander Valley farmhouse, located minutes (a few kilometres) from Jordan, Silver Oak, and Stone Street wineries and a short drive south of Cyrus and Diavola restaurants in Geyserville, offers a tranquil country escape.
Sleeping up to eight guests, this three-bedroom, two-bathroom property boasts a kitchen, swimming pool, jacuzzi, garden, parking, and internet access, providing a comfortable base for exploring the Alexander Valley's wineries and restaurants.

Frequently Asked Questions about short term rentals in Healdsburg, CA

Destinations nearby

Best Healdsburg, CA lodging with laundry available

Private Acre+bbq Patio | 5min To Healdsburg Plaza - Healdsburg, CA
10 1 review
Healdsburg, CA
10/07 – 13/07
$860/nighttotal: $2580 (3 )

Private Acre+bbq Patio | 5min To Healdsburg Plaza

2 2
apartment , Healdsburg
Casa Campo is a secluded two-bedroom, two-bathroom cottage situated on a one-acre property just 5 minutes from Healdsburg's Downtown Plaza and the wineries of Dry Creek Valley.
This 89-square-metre cottage comfortably accommodates four guests with a fully equipped kitchen, private patio with a gas BBQ, and in-unit laundry, all within easy reach of Healdsburg's attractions.
Country Chic Cottage And Connected Water Tower Next To Jordan Winery - Healdsburg, CA
Healdsburg, CA
20/06 – 27/06
$2235/nighttotal: $15645 (7 )

Country Chic Cottage And Connected Water Tower Next To Jordan Winery

3 2
apartment , Healdsburg
This Alexander Valley dwelling is situated on 4 acres, 1.6 kilometres from Healdsburg's cultural attractions like the Raven Performing Arts Theatre and Healdsburg Museum, and close to Jordan Vineyard & Winery and Medlock Ames Winery.
This three-bedroom, one-bathroom apartment accommodates four adults and features air conditioning and internet, with the unique offering of access to amenities in both a main house and a converted water tower.
Healdsburg Gorgeous Farmhouse For 10, Pool,spa,bbq - Healdsburg, CA
10 2 reviews
Healdsburg, CA
13/08 – 16/08
$2134/nighttotal: $6402 (3 )

Healdsburg Gorgeous Farmhouse For 10, Pool,spa,bbq

4 10
apartment , Windsor
This Healdsburg vacation home, situated 3.9 km from Porter Creek Vineyards and 5 km from the Russian River, offers easy access to other wineries within a 9.6 km radius.
This 232 square metre property boasts four bedrooms, three bathrooms, sleeps twelve guests, and includes a private pool, hot tub, garden, terrace, and all modern conveniences.
Vinehaven - 3bd Healdsburg Retreat With Spa - Healdsburg, CA
9.6 5 reviews
Healdsburg, CA
10/07 – 13/07
$1323/nighttotal: $3969 (3 )

Vinehaven - 3bd Healdsburg Retreat With Spa

3 2
apartment , Healdsburg
This Healdsburg apartment, situated 3.2km from the town centre, offers easy access to Dry Creek Valley vineyards and is within easy reach of restaurants, shops, and the Raven Performing Arts Theatre.
The 150 sq m property boasts three bedrooms, two bathrooms, sleeps six, and includes a well-equipped kitchen, a private redwood deck with a hot tub, and parking; two dogs are welcome.

Best Healdsburg, CA lodging with air conditioning

Healdsburg Victorian Cottage On Vineyard Estate - Healdsburg, CA
10 14 reviews
Healdsburg, CA
10/07 – 13/07
$1073/nighttotal: $3219 (3 )

Healdsburg Victorian Cottage On Vineyard Estate

2 2
apartment , Healdsburg
This 1895 Victorian cottage in Alexander Valley offers an authentic wine country experience, located 2.1 kilometres from Healdsburg Plaza's tasting rooms and restaurants, and within walking distance of Tongue Dancer Wines (400 metres) and Arnot-Roberts (0.8 kilometres).
This two-bedroom, two-bathroom holiday home, spanning 155 square metres and accommodating up to four guests, features two sitting areas with brick fireplaces, a modernised kitchen with marble counters and an induction oven, and two furnished patios with vineyard and mountain views, alongside central air conditioning.
The Vineyard Estate At Paradise Ridge By Kohmsa - Healdsburg, CA
10 8 reviews
Healdsburg, CA
13/08 – 16/08
$5601/nighttotal: $16803 (3 )

The Vineyard Estate At Paradise Ridge By Kohmsa

10 10
apartment , Santa Rosa
This ten-bedroom Santa Rosa property, ideal for large groups, is conveniently located within 9.6km of Empire College and Santa Rosa Junior College, and under 10km from Sutter Santa Rosa Regional Hospital and the Luther Burbank Center for the Arts.
Offering nine bathrooms, a jacuzzi, a terrace, a garden, parking, and a fully equipped kitchen including a fridge, microwave, and dishwasher, this spacious house comfortably accommodates up to 20 guests and features on-site amenities such as a hot tub, barbecue grills, and laundry facilities.
Cuvée House - Healdsburg, CA
10 45 reviews
Healdsburg, CA
20/06 – 27/06
$1047/nighttotal: $7329 (7 )

Cuvée House

1 2
apartment , Healdsburg
This charming Queen Anne Victorian property is situated on a quiet street just a short walk from Healdsburg Plaza, offering easy access to the town's restaurants, galleries, and shops. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has two bedrooms and one bathroom, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, private parking, and keyless entry, making it a convenient and comfortable base for exploring Healdsburg.
Spectacular Healdsburg Manor-6beds/4.5b, Pool+spa! - Healdsburg, CA
10 38 reviews
Healdsburg, CA
13/08 – 16/08
$3928/nighttotal: $11784 (3 )

Spectacular Healdsburg Manor-6beds/4.5b, Pool+spa!

1 10
apartment , Healdsburg
This Healdsburg property is located just north of the town, a short drive from the renowned wine destination of Healdsburg and Armstrong State Park, offering a peaceful retreat in a beautiful setting. The property has received excellent ratings for user experience, location, and cleanliness.
This spacious home has six king-sized beds, accommodating up to 10 guests. The property features a private pool, a covered outdoor kitchen, a game room, a fitness centre and a large garden, providing ample space for relaxation and entertainment.
©2026 cozycozy.com