Healdsburg, CA Short term rentals

100 available short term rental offers

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Healdsburg, CA short term rentals
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Best Short term and Weekly rentals in Healdsburg, CA

Traveler-Approved Family Short-Term Rentals in Healdsburg, CA

Keep the little ones entertained in Healdsburg, CA by choosing a family rental located just steps away from the city’s top attractions.

Windsor Home With Sauna & Outdoor Fire Pit - Healdsburg, CA
10 1 review
Healdsburg, CA
08/20 – 08/23
$707/nighttotal: $2121 (3 )

Windsor Home With Sauna & Outdoor Fire Pit

3 3
apartment , Windsor
This Windsor apartment is located a short drive from the Windsor Town Green, Russian River, and Sonoma County wineries.
This 1800 sq ft home offers 3 bedrooms, 2 bathrooms, and can accommodate up to 8 guests with amenities including air conditioning, Wi-Fi, a full kitchen, BBQ grill, fire pit, private sauna, and ice bath.
The Quails Crossing-healdsburg Vineyard Home - Healdsburg, CA
10 113 reviews
Healdsburg, CA
09/07 – 09/11
$2815/nighttotal: $11260 (4 )

The Quails Crossing-healdsburg Vineyard Home

4 2
apartment , Windsor
This Windsor vacation home is centrally located, within 6 miles of attractions like the Dom Whitney Tasting Lounge, Powell's Sweet Shoppe, Pezzi King Winery, Healdsburg Plaza, and the Healdsburg Center for the Arts.
This 3000-square-foot house sleeps eight guests and boasts a private pool, Jacuzzi, spa, and fully equipped kitchen, plus free Wi-Fi.
Luxury Retreat W/ Pool, Hot Tub & Sauna - Healdsburg, CA
10 121 reviews
Healdsburg, CA
09/07 – 09/11
$1790/nighttotal: $7160 (4 )

Luxury Retreat W/ Pool, Hot Tub & Sauna

1 2
apartment , Healdsburg
This private vineyard estate is located in the rolling hills of the Dry Creek Valley, just minutes from the Healdsburg Plaza and famed Dry Creek and Alexander Valley Vineyards.
The three-bedroom, three-bathroom villa boasts a modern design with comfortable furnishings, a gourmet kitchen, a spacious deck, and a luxurious spa, sauna, and fire pit.
5 Bedroom, 6.5 Bath Luxury Home On 3+ Acres, 5 Min To Square - Healdsburg, CA
10 196 reviews
Healdsburg, CA
07/10 – 07/13
$2617/nighttotal: $7851 (3 )

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

5 2
apartment , Healdsburg
This family-friendly vacation home is located in a peaceful rural setting just outside of Healdsburg, within a 3km radius of the Healdsburg Plaza, Museum, and Raven Performing Arts Theater. This property has received excellent user ratings and is perfect for families or groups of friends.
The home features 5 bedrooms and 7 bathrooms, spanning 4,600 square feet, and comfortably accommodates up to 12 guests. Enjoy a private pool, fenced yard, sauna, spa tub, fully equipped kitchen, fireplace, and other modern amenities for a relaxing and enjoyable stay.

Best Healdsburg, CA lodging with a kitchen

Modern Home In Hburg Wine Country - Healdsburg, CA
9.7 157 reviews
Healdsburg, CA
07/10 – 07/13
$818/nighttotal: $2454 (3 )

Modern Home In Hburg Wine Country

1 2
apartment , Healdsburg
This 3-bedroom, 4-bathroom apartment is only a few miles from Healdsburg's town square, giving easy access to the city's attractions. With excellent user, location, and cleanliness ratings, this modern open design apartment offers abundant natural light and a fully equipped kitchen.
Accommodating up to 6 guests, the apartment features expansive decks and open spaces for indoor-outdoor living. Guests can enjoy access to outdoor activities such as boating, fishing, hiking, and kayaking, as well as amenities like air conditioning, a garden, parking, and exterior security cameras for added peace of mind.
Bridle Path Bnb - Private Suite W/ Hot Tub & Views - Healdsburg, CA
9.9 66 reviews
Healdsburg, CA
07/10 – 07/13
$380/nighttotal: $1140 (3 )

Bridle Path Bnb - Private Suite W/ Hot Tub & Views

1 2
B&B , Healdsburg
Bridle Path Bed and Breakfast is located just outside Healdsburg's town square, close to the Montage resort and offering a peaceful setting. It has earned excellent ratings for its cleanliness, location, and overall experience.
The single-unit property can accommodate two guests and features a private bedroom, den, bathroom, and patio with a hot tub. Enjoy a continental breakfast, relax in the garden, and take advantage of amenities like a fitness center, jacuzzi, and kitchen with a fridge, freezer, and microwave.
Modern Sonoma Home W Private Pool & Vineyard Views - Healdsburg, CA
9.4 13 reviews
Healdsburg, CA
08/20 – 08/23
$1191/nighttotal: $3573 (3 )

Modern Sonoma Home W Private Pool & Vineyard Views

3 3
apartment , Healdsburg
This modern, rustic home is located in the quiet countryside of Sonoma, just minutes from Healdsburg's restaurants and shops and steps away from renowned wineries. The apartment offers a spacious living area, a fully equipped kitchen, and three bedrooms, comfortably accommodating up to six guests. Guests can enjoy a private pool, a large outdoor space with a heated shower, and a surround-sound speaker system.
Luxe Healdsburg 3br Home + Comp Ridge Wine Tasting - Healdsburg, CA
10 59 reviews
Healdsburg, CA
07/08 – 07/10
$725/nighttotal: $1450 (2 )

Luxe Healdsburg 3br Home + Comp Ridge Wine Tasting

1 2
apartment , Healdsburg
This luxurious Healdsburg home is ideally located near Healdsburg Plaza, the Russian River, and Dry Creek Valley wineries, offering easy access to Healdsburg's attractions.
The three-bedroom house features a spacious layout with a den/game room, accommodating up to eight guests, and boasts a fully equipped kitchen, a hot tub, and a landscaped yard with a fire pit.

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Best Healdsburg, CA lodging with laundry available

Alexander Valley Modern Farmhouse With Vintage Charm  - Newly Renovated Pool - Healdsburg, CA
10 85 reviews
Healdsburg, CA
09/07 – 09/11
$1831/nighttotal: $7324 (4 )

Alexander Valley Modern Farmhouse With Vintage Charm - Newly Renovated Pool

3 2
apartment , Healdsburg
This Healdsburg vacation rental is located near the Russian River, about 1.5 km from Jordan Vineyard & Winery and within 5 km of other renowned wineries. The property has excellent user, location, and cleanliness ratings.
The 3-bedroom, 4-bathroom home features a spacious 2950 square feet layout. Enjoy a private pool, a fenced yard, a barbecue grill, a fireplace, a fully equipped kitchen, a fitness center, a garden, and a bar.
Riverstone Estate Sleeps 12 Pool Bocce Spa - Healdsburg, CA
10 38 reviews
Healdsburg, CA
08/20 – 08/23
$3265/nighttotal: $9795 (3 )

Riverstone Estate Sleeps 12 Pool Bocce Spa

5 3
apartment , Healdsburg
This family-friendly vacation home is located on the waterfront in Healdsburg, within a mile of the Russian River, Pezzi King Winery, and within two miles of the Healdsburg Museum and Healdsburg Plaza. The home has earned excellent ratings for its location, cleanliness, and overall experience.
This spacious five-bedroom home, with a sofa bed, accommodates up to 12 guests and offers a private pool, spa tub, fitness center, and tennis court. The home also includes a fully equipped kitchen, barbecue grills, and a terrace for enjoying the beautiful Healdsburg scenery.
Modern, Secluded Retreat - Walk To The Plaza! - Healdsburg, CA
10 112 reviews
Healdsburg, CA
07/10 – 07/13
$833/nighttotal: $2499 (3 )

Modern, Secluded Retreat - Walk To The Plaza!

1 2
apartment , Healdsburg
This modern cottage is located in Healdsburg, just a 15-minute walk from the Healdsburg Plaza, offering easy access to shops, restaurants, and attractions. It's also situated on Dry Creek, providing a peaceful retreat from the bustling town. This cottage has received excellent ratings for its location, cleanliness, and overall user experience.
This 1,150 square foot cottage comfortably sleeps six guests in its two bedrooms and three bathrooms. Guests can enjoy a fully equipped kitchen, a private jacuzzi, a spacious deck, and access to the river for relaxing and enjoying the beautiful California weather.
Luxurious Enchanting Healdsburg Estate Style Retreat, Sleeps 12, Pool, Firepit - Healdsburg, CA
10 2 reviews
Healdsburg, CA
07/10 – 07/13
$3212/nighttotal: $9636 (3 )

Luxurious Enchanting Healdsburg Estate Style Retreat, Sleeps 12, Pool, Firepit

6 2
apartment , Healdsburg
This Healdsburg estate rental, near the Russian River and a 5-minute drive (1.83 miles) from Healdsburg Plaza, offers unparalleled privacy on a gated property with river views.
The 5300+ square-foot family compound features six bedrooms, seven bathrooms, and accommodates up to twelve guests, boasting a solar-heated pool (seasonal), hot tub, and various recreational amenities including a bocce ball court, horseshoe pit, and basketball hoop.

Best Healdsburg, CA lodging with air conditioning

Calderwood Inn - Healdsburg, CA
8.8 449 reviews
Healdsburg, CA
08/20 – 08/23
$727/nighttotal: $2181 (3 )

Calderwood Inn

2 3
B&B , Healdsburg
Calderwood Inn is a highly-rated B&B in the heart of Healdsburg, just a 10-minute walk from Healdsburg Plaza and renowned wineries like Optima Winery and Seghesio Winery. The property offers a charming ambiance with individually decorated rooms and personalized amenities.
The B&B features 100-square-foot rooms with a private bathroom and a maximum guest capacity of 2. Guests can enjoy a complimentary welcome drink, gourmet breakfast, and access to a nearby spa. The inn also provides concierge services to assist with arrangements and ensure a seamless stay.
Downtown Healdsburg Hideaway - Healdsburg, CA
9.9 77 reviews
Healdsburg, CA
08/20 – 08/23
$592/nighttotal: $1776 (3 )

Downtown Healdsburg Hideaway

1 3
apartment , Healdsburg
This Healdsburg apartment rental is ideally located in the downtown business district, two blocks from Healdsburg Plaza and minutes from Dry Creek, Alexander Valley, and Russian River Valley wineries.
The two-bedroom, one-bathroom unit sleeps four adults, features a sleek design with modern appliances including a Nespresso machine, in-unit laundry, and street parking; no children under 12 are permitted.
Vintage Retreat With Spa Near Healdsburg - Healdsburg, CA
9.9 34 reviews
Healdsburg, CA
09/07 – 09/11
$521/nighttotal: $2084 (4 )

Vintage Retreat With Spa Near Healdsburg

3 2
apartment , Healdsburg
This Healdsburg vacation rental, a 1600-square-foot apartment, is located two miles from downtown Healdsburg and offers easy access to Dry Creek Valley wineries.
The three-bedroom, two-bathroom unit features a private redwood deck with a six-person hot tub, a spacious open-plan layout, and parking for three vehicles; it comfortably accommodates up to six guests and allows two dogs.
Healdsburg 2br Cottage With Private Yard! - Healdsburg, CA
9.8 143 reviews
Healdsburg, CA
09/07 – 09/11
$317/nighttotal: $1268 (4 )

Healdsburg 2br Cottage With Private Yard!

1 2
apartment , Healdsburg
This charming guesthouse is located just a short drive from Healdsburg Plaza, offering easy access to the town's shops, restaurants, and wineries. The home has consistently received excellent ratings for its cleanliness, location, and overall experience.
The guesthouse has two bedrooms and one bathroom, comfortably accommodating up to four guests. Enjoy the modern amenities, including a Nespresso coffee maker, Parachute towels, and Evenfall hemp linens, as well as the private yard with a separate gated entrance.
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