Find short term rentals in Healdsburg, CA at the best prices
100 available short term rental offers
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Best Short term and Weekly rentals in Healdsburg, CA
9.8 11 reviews
Healdsburg, CA
13/08 – 16/08
$2898/nighttotal: $8694 (3 )
Modern Retreat - Spectacular View Above Dry Creek
1 10
apartment , Healdsburg
This five-bedroom apartment is situated in Healdsburg, within a short walk of the Healdsburg Plaza and its shops and restaurants. The spacious property is ideal for groups of up to ten, with a swimming pool, parking and a fully equipped kitchen.
9.9 67 reviews
Healdsburg, CA
20/06 – 27/06
$739/nighttotal: $5173 (7 )
7 Acre Hilltop Compound
1 2
apartment , Healdsburg
This charming cottage is situated just 3.2 kilometres from Healdsburg's town square, offering stunning views of the Dry Creek Valley vineyards. It has received excellent ratings for location, cleanliness, and user experience. The cottage boasts an open-plan design, creating a spacious and tranquil atmosphere. Guests can enjoy a private courtyard, a fully equipped kitchen, air conditioning, and a garden, perfect for relaxing and enjoying the beautiful surroundings.
9.9 66 reviews
Healdsburg, CA
10/07 – 13/07
$531/nighttotal: $1593 (3 )
Bridle Path Bnb - Private Suite W/ Hot Tub & Views
1 2
B&B , Healdsburg
Bridle Path Bed and Breakfast is situated on a hillside overlooking Healdsburg, just a short drive from the town square and close to the Montage resort, offering a peaceful retreat with stunning views. The property has received excellent ratings for its location, cleanliness, and overall experience. The suite is a self-contained unit with one bedroom and one bathroom, comfortably accommodating two guests. It features a private patio with a hot tub, a kitchenette, a large flat-screen TV, and an outdoor dining area with a radiant heater, providing everything you need for a relaxing and enjoyable stay.
9.2 69 reviews
Healdsburg, CA
20/06 – 27/06
$174/nighttotal: $1218 (7 )
Bast Room
1 2
B&B , Geyserville
Isis Oasis Grand Lodge, a unique guesthouse in Geyserville, offers easy access to Sonoma County's renowned wine region. This one-bedroom, two-bathroom lodging boasts a spiritual Egyptian theme, a wildlife sanctuary with animal tours, shared amenities including a pool and hot tub, and accommodates up to two guests.
10 221 reviews
Healdsburg, CA
10/07 – 13/07
$1471/nighttotal: $4413 (3 )
Wake Up In Your Own Private Vineyard - Healdsburg
3 2
apartment , Healdsburg
This private house is situated just a few kilometres from the centre of Healdsburg, surrounded by vineyards and offering a peaceful escape from the town's bustle. It has received excellent ratings for location, cleanliness and overall experience. The house is spacious, covering 232 square metres and accommodating up to six guests across three bedrooms and two bathrooms. Guests can enjoy a fully equipped kitchen, a terrace and garden, and explore the estate's vineyards.
9.1 39 reviews
Healdsburg, CA
20/06 – 27/06
$157/nighttotal: $1099 (7 )
Ma'at Room
1 2
B&B , Geyserville
Isis Oasis Grand Lodge, a unique guest house in Geyserville, Sonoma County, offers easy access to the renowned wine region, situated a short drive from numerous vineyards. This Egyptian-themed lodging boasts a Temple of Isis, a swimming pool, hot tubs, and a community garden with rescued animals, accommodating up to two guests in its one-bedroom, two-bathroom suite, and offering group rental options with catering.
9.3 121 reviews
Healdsburg, CA
10/07 – 13/07
$572/nighttotal: $1716 (3 )
Bella Villa Messina
1 2
B&B , Healdsburg
Bella Villa Messina is a Healdsburg guesthouse conveniently located 3.9km from Healdsburg Plaza and 18km from Charles M. Schulz Sonoma County Airport. This one-bedroom, one-bathroom guest house sleeps up to three guests and offers air conditioning, a terrace, a spa, parking, and a continental breakfast.
9.9 34 reviews
Healdsburg, CA
10/07 – 13/07
$1056/nighttotal: $3168 (3 )
Vintage Retreat With Spa Near Healdsburg
1 2
apartment , Healdsburg
This Healdsburg apartment, situated 3.2 kilometres from the town centre and close to Dry Creek Valley vineyards, offers easy access to Healdsburg's attractions. The 150 square metre self-catering property sleeps six, boasting three bedrooms, two bathrooms, a private redwood deck with a six-person hot tub, a well-equipped kitchen with a double oven, and free parking for three cars.
10 24 reviews
Healdsburg, CA
20/06 – 27/06
$1761/nighttotal: $12327 (7 )
Two Thirty-five Luxury Suites: Fitch Mountain
3 2
aparthotel , Healdsburg
Two Thirty-Five is situated in Healdsburg's historic plaza district, a short walk from the Healdsburg Plaza and its shops and restaurants. This Healdsburg apartment offers spacious suites (1200-1500 sq ft), each sleeping up to six guests and featuring three bedrooms, three bathrooms, a full gourmet kitchen, in-suite laundry, and some with balconies overlooking Healdsburg Avenue.
10 109 reviews
Healdsburg, CA
10/07 – 13/07
$1165/nighttotal: $3495 (3 )
Modern, Secluded Retreat - Walk To The Plaza!
1 2
apartment , Healdsburg
This modern cottage is situated on Dry Creek, just 2.4 kilometres from the bustling Healdsburg Plaza, offering a peaceful escape from the town centre. It has consistently received excellent ratings for its location, cleanliness, and overall experience. The cottage spans 107 square metres and comfortably accommodates up to six guests in its two bedrooms and three bathrooms. It boasts a fully equipped kitchen, a private garden, a spacious deck, a Jacuzzi, and an EV charging station, ensuring a comfortable and enjoyable stay.
9.7 6 reviews
Healdsburg, CA
20/06 – 27/06
$187/nighttotal: $1309 (7 )
Alexander Valley Lodge - Jr Suite
1 2
house , Geyserville
This charming B&B is located just a short drive from the Russian River and Geyserville's town centre, offering easy access to the area's wineries, hiking trails, and kayaking opportunities. The property has consistently received excellent ratings for location, cleanliness, and overall guest experience. The JR Suite offers a private deck overlooking the garden, perfect for relaxing and enjoying the Sonoma County scenery. The suite features a king-size bed, a private bathroom, and a double pull-out sofa, making it ideal for couples or small families and providing access to a pool, hot tub, BBQ, Tiki bar, fire pit, and a patio with a grass area.
10 129 reviews
Healdsburg, CA
10/07 – 13/07
$712/nighttotal: $2136 (3 )
2 Bedroom Flat In Downtown Healdsburg
1 2
apartment , Healdsburg
This upstairs flat is located a short walk from Healdsburg's historic downtown plaza, surrounded by restaurants, bars, and tasting rooms. It has received excellent ratings for location, cleanliness, and overall user experience. The flat has two bedrooms, each with a queen-sized bed, accommodating up to four guests. The kitchen is fully equipped with modern appliances, and the living area features a leather sofa and coffee table, perfect for relaxing or entertaining.
Best family friendly Healdsburg, CA Short term rentals
Among the 100 accommodations in Healdsburg, CA, here are the 4 best family friendly rentals
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.
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.
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.
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
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.
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.
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.
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
What are the best short term rentals in Healdsburg, CA?
Best Healdsburg, CA lodging with laundry available
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.
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.
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.
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
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.
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.
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.
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.