Vacation Rentals in Healdsburg, CA

PRICE PER NIGHT

ACCOMMODATION TYPES

Healdsburg Home with Magnificent Vineyard View home

No reviews

·
Healdsburg
·
2 br
·
Sleeps 4
·
Free Parking · Workspace · On Site Laundry ·
From
$686/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Free Parking
On Site Laundry
Assigned Parking
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Wifi
Other spaces
Workspace, Kitchen
Cypress House & Studio, Walk to Healdsburg Plaza home

No reviews

·
Healdsburg
·
3 br
·
Sleeps 8
·
Free Parking · Workspace · On Site Laundry ·
From
$815/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Free Parking
On Site Laundry
Assigned Parking
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Wifi
Other spaces
Workspace, Balcony, Kitchen
River View Lodge
10

Excellent

·
Healdsburg
·
3 br
·
Sleeps 8
·
Carpet · Beach · Hardwood Floor ·
From
$844/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Carpet
Beach
Hardwood Floor
Mountains
Free Parking
Assigned Parking
Hot Tub
Fireplace
Other spaces
Balcony, Kitchen
Heron House Riverside Escape

No reviews

·
Healdsburg
·
3 br
·
Sleeps 6
·
Beach · Mountains · Free Parking ·
From
$1,093/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Beach
Mountains
Free Parking
Assigned Parking
Hot Tub
Fireplace
Dishwasher
Oven
Other spaces
Balcony, Kitchen
Healdsburg Plaza Gem
9

Excellent

·
Healdsburg
·
2 br
·
Sleeps 6
·
Dishwasher · Oven · Air Conditioning ·
From
$958/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Dishwasher
Oven
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
Redwood River Lodge
7

Very good

·
Healdsburg
·
2 br
·
Sleeps 4
·
Beach · Mountains · Free Parking ·
From
$566/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Beach
Mountains
Free Parking
Assigned Parking
Hot Tub
Fireplace
Dishwasher
Oven
Other spaces
Balcony, Kitchen
Vineyard Vue

No reviews

·
Healdsburg
·
3 br
·
Sleeps 6
·
Mountains · Free Parking · Assigned Parking ·
From
$1,405/night
Check availability
Property
Apartment · 3 Beds
Amenities
Mountains
Free Parking
Assigned Parking
Fireplace
Dishwasher
Oven
Air Conditioning
Wifi
Other spaces
Kitchen
Farm to Table Hideaway in Healdsburg

No reviews

·
Healdsburg
·
4 br
·
Sleeps 7
·
Mountains · Private Pool · Pool ·
From
$1,493/night
Check availability
Property
Apartment · 4 Beds · 2 baths
Amenities
Mountains
Private Pool
Pool
Hot Tub
Dishwasher
Oven
Air Conditioning
Wifi
Other spaces
Kitchen

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The Ruse
10

Excellent

·
Healdsburg
·
1 br
·
Sleeps 4
·
Smoking Allowed · Free Parking · On Site Laundry ·
From
$550/night
Check availability
Property
Hotel · 1 Bed · 1 bath
Amenities
Smoking Allowed
Free Parking
On Site Laundry
Assigned Parking
Pool
Hot Tub
Air Conditioning
Wifi
The Lodge at Healdsburg, Tapestry Collection by Hilton
7.8

Very good

·
Healdsburg
·
1 br
·
Sleeps 4
·
Hardwood Floor · Mountains · Workspace ·
From
$236/night
Check availability
Property
Hotel · 1 Bed
Amenities
Hardwood Floor
Mountains
On Site Laundry
Assigned Parking
Pool
Hot Tub
Fireplace
Air Conditioning
Other spaces
Workspace, Balcony
Hidden Gem! 3BR Private Luxury Oasis in Healdsburg home

No reviews

·
Healdsburg
·
3 br
·
Sleeps 6
·
Free Parking · On Site Laundry · Assigned Parking ·
From
$2,377/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Free Parking
On Site Laundry
Assigned Parking
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Wifi
Other spaces
Kitchen
Luxe Penthouse on the River
10

Excellent

·
Healdsburg
·
2 br
·
Sleeps 6
·
Ev Charging · Balcony · Outdoor Space ·
From
$800/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Ev Charging
Hot Tub
Fireplace
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Wifi
Other spaces
Balcony, Kitchen
Healdsburg Home with Magnificent Vineyard View by RedAwning
10

Excellent

·
Healdsburg
·
2 br
·
Sleeps 4
·
Workspace · In Unit Laundry · Dishwasher ·
From
$575/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Furnished
Other spaces
Workspace, Kitchen
Vineyard Vue--Remodeled farmhouse w/ Vineyard Views and wrap around porch.
10

Excellent

·
Healdsburg
·
3 br
·
Sleeps 6
·
Ceiling Fan · Central Heat · High Ceilings ·
From
$805/night
Check availability
Property
House · 3 Beds · 4 baths
Amenities
Ceiling Fan
Central Heat
High Ceilings
On Site Laundry
Fireplace
In Unit Laundry
Dishwasher
Oven
Other spaces
Workspace, Kitchen
The Brix Luxury Apt, 1 blk to Downtown Healdsburg
6

Good

·
Healdsburg
·
1 br
·
Sleeps 2
·
Carpet · Walk In Closets · Fitness Center ·
From
$138/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Carpet
Walk In Closets
Fitness Center
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Wifi
Other spaces
Workspace, Balcony, Kitchen
Bunkhouse at Side Road Farm charming one bedroom cottage
9.8

Excellent

·
Healdsburg
·
1 br
·
Walk In Closets · High Ceilings · Hardwood Floor ·
From
$249/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Walk In Closets
High Ceilings
Hardwood Floor
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
Heron House--The River House in the Redwoods
10

Excellent

·
Healdsburg
·
3 br
·
Sleeps 6
·
Waterfront · Central Heat · Beach ·
From
$567/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Waterfront
Central Heat
Beach
Hardwood Floor
Mountains
On Site Laundry
Assigned Parking
Hot Tub
Other spaces
Workspace, Balcony, Kitchen
Xanadu Healdsburg

No reviews

·
Healdsburg
·
4 br
·
Sleeps 8
·
Mountains · Free Parking · Private Pool ·
From
$2,334/night
Check availability
Property
Apartment · 4 Beds · 4 baths
Amenities
Mountains
Free Parking
Private Pool
Assigned Parking
Pool
Hot Tub
Fireplace
Dishwasher
Other spaces
Kitchen
The Madrona
9.7

Excellent

·
Healdsburg
·
1 br
·
Sleeps 4
·
Smoking Allowed · Free Parking · Workspace ·
From
$712/night
Check availability
Property
Hotel · 1 Bed
Amenities
Smoking Allowed
Free Parking
On Site Laundry
Assigned Parking
Pool
Fireplace
Air Conditioning
Wifi
Other spaces
Workspace
H2hotel
8.8

Very good

·
Healdsburg
·
1 br
·
Sleeps 4
·
Workspace · Assigned Parking · Pool ·
From
$502/night
Check availability
Property
Hotel · 1 Bed · 1 bath
Amenities
Assigned Parking
Pool
Air Conditioning
Wifi
Furnished
Package Service
Residents Lounge
Garage Parking
Other spaces
Workspace
Newly Renovated! Nest Cottage at ru's Farm.
9.7

Excellent

·
Healdsburg
·
1 br
·
Sleeps 2
·
Fitness Center · Outdoor Space · Fireplace ·
From
$177/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Fitness Center
Fireplace
In Unit Laundry
Wifi
Furnished
Other spaces
Kitchen
Hidden Pocket - 1.6 Acres of Resort-like Living Minutes from Healdsburg Plaza
10

Excellent

·
Healdsburg
·
3 br
·
Sleeps 8
·
Central Heat · Private Pool · On Site Laundry ·
From
$1,113/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Central Heat
Private Pool
On Site Laundry
Pool
Hot Tub
Fireplace
In Unit Laundry
Dishwasher
Other spaces
Kitchen
Gorgeous Healdsburg house in town. Great location, fire pit, yard, huge kitchen!
10

Excellent

·
Healdsburg
·
3 br
·
Sleeps 9
·
Ev Charging · Workspace · In Unit Laundry ·
From
$305/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Ev Charging
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Wifi
Furnished
Garage Parking
Other spaces
Workspace, Kitchen
Updated cabin, right on Russian River, amazing river access & location!
9.9

Excellent

·
Healdsburg
·
2 br
·
Waterfront · Beach · In Unit Laundry ·
From
$430/night
Check availability
Property
Apartment · 2 Beds · 3 baths
Amenities
Waterfront
Beach
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
Spectacular view of Dry Creek Valley
10

Excellent

·
Healdsburg
·
1 br
·
Sleeps 4
·
Ev Charging · Outdoor Space · Fireplace ·
From
$178/night
Check availability
Property
House · 1 Bed · 2 baths
Amenities
Ev Charging
Fireplace
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
Dry Creek Haven
4

Good

·
Healdsburg
·
2 br
·
Sleeps 6
·
On Site Laundry · Hot Tub · In Unit Laundry ·
From
$344/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
On Site Laundry
Hot Tub
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
Dog-friendly home on 10 acres w/private hot tub, English garden, patio
10

Excellent

·
Healdsburg
·
3 br
·
Sleeps 8
·
High Ceilings · On Site Laundry · Hot Tub ·
From
$689/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
High Ceilings
On Site Laundry
Hot Tub
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Furnished
Other spaces
Kitchen
Healdsburg Homestead

No reviews

·
Healdsburg
·
3 br
·
Sleeps 7
·
Free Parking · Private Pool · Assigned Parking ·
From
$1,433/night
Check availability
Property
Apartment · 3 Beds
Amenities
Free Parking
Private Pool
Assigned Parking
Pool
Hot Tub
Fireplace
Dishwasher
Oven
Other spaces
Kitchen
West Lytton Station Vineyard House

No reviews

·
Healdsburg
·
3 br
·
Sleeps 3
·
Smoking Allowed · In Unit Laundry · Air Conditioning ·
From
$317/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Smoking Allowed
In Unit Laundry
Air Conditioning
Furnished
Residents Lounge
Lily Pad Ranch
10

Excellent

·
Healdsburg
·
5 br
·
Sleeps 12
·
Mountains · Free Parking · Private Pool ·
From
$2,278/night
Check availability
Property
Apartment · 5 Beds · 6 baths
Amenities
Mountains
Free Parking
Private Pool
Assigned Parking
Pool
Hot Tub
Fireplace
Dishwasher
Other spaces
Balcony, Kitchen
Stunning Dry Creek Road Estate
10

Excellent

·
Healdsburg
·
4 br
·
Sleeps 14
·
Mountains · Workspace · Private Pool ·
From
$2,632/night
Check availability
Property
House · 4 Beds · 6 baths
Amenities
Mountains
Private Pool
Pool
Hot Tub
Fireplace
In Unit Laundry
Dishwasher
Oven
Other spaces
Workspace, Balcony, Kitchen
Lovely 2+ BR house, 5 minute stroll to Healdsburg Plaza!

No reviews

·
Healdsburg
·
2 br
·
Sleeps 5
·
Central Heat · Outdoor Space · In Unit Laundry ·
From
$177/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Central Heat
In Unit Laundry
Dishwasher
Oven
Wifi
Furnished
Roof Deck
Other spaces
Kitchen
Modern View Home - Pool, hot tub, large deck, BBQ - 1 mile to Healdsburg Plaza
9.8

Excellent

·
Healdsburg
·
5 br
·
Sleeps 12
·
Fitness Center · Private Pool · Pool ·
From
$2,316/night
Check availability
Property
House · 5 Beds · 4 baths
Amenities
Fitness Center
Private Pool
Pool
Hot Tub
Fireplace
In Unit Laundry
Dishwasher
Oven
Other spaces
Balcony, Kitchen
WINE COUNTRY RIVERFRONT RETREAT WITH SPA & VIEWS
9.9

Excellent

·
Healdsburg
·
2 br
·
Sleeps 4
·
Deck · Ceiling Fan · Waterfront ·
From
$286/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Ceiling Fan
Waterfront
High Ceilings
Hardwood Floor
Hot Tub
Fireplace
In Unit Laundry
Oven
Other spaces
Deck, Kitchen
Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg
10

Excellent

·
Healdsburg
·
4 br
·
Sleeps 10
·
Walk In Closets · Ev Charging · Fitness Center ·
From
$1,963/night
Check availability
Property
House · 4 Beds · 5 baths
Amenities
Walk In Closets
Ev Charging
Fitness Center
Private Pool
On Site Laundry
Assigned Parking
Pool
Hot Tub
Other spaces
Workspace, Balcony, Kitchen
Beautiful Mountain Top retreat less than 10 mins from downtown Healdsburg!
9.7

Excellent

·
Healdsburg
·
3 br
·
Sleeps 6
·
Fitness Center · Mountains · Balcony ·
From
$373/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Fitness Center
Mountains
Fireplace
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Wifi
Other spaces
Balcony, Kitchen
Ultimate staycation on the vineyard, Pool, hot tub with 5 ensuite bed/ 6 bath
10

Excellent

·
Healdsburg
·
5 br
·
Sleeps 10
·
Fitness Center · Private Pool · On Site Laundry ·
From
$1,200/night
Check availability
Property
House · 5 Beds · 6 baths
Amenities
Fitness Center
Private Pool
On Site Laundry
Pool
Hot Tub
In Unit Laundry
Dishwasher
Oven
Other spaces
Balcony, Kitchen
Magnum in a Wine Glass
9.1

Excellent

·
Healdsburg
·
4 br
·
Sleeps 9
·
Private Pool · Pool · Outdoor Space ·
From
$1,748/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Private Pool
Pool
Hot Tub
Fireplace
In Unit Laundry
Dishwasher
Oven
Wifi
Other spaces
Kitchen
Serene shared space w/riverside pool, private river access!
9.6

Excellent

·
Healdsburg
·
3 br
·
Sleeps 1
·
Waterfront · Beach · Fitness Center ·
From
$305/night
Check availability
Property
Apartment · 3 Beds · 1 bath
Amenities
Waterfront
Beach
Fitness Center
Mountains
Private Pool
Pool
In Unit Laundry
Oven
Other spaces
Workspace, Kitchen
Downtown Healdsburg Loft - (30 day minimum rentals only)
10

Excellent

·
Healdsburg
·
1 br
·
Sleeps 2
·
On Site Laundry · Balcony · Outdoor Space ·
From
$95/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
On Site Laundry
In Unit Laundry
Oven
Air Conditioning
Wifi
Furnished
Other spaces
Balcony, Kitchen
The Ultimate Wine Lover's Experience
1

Poor

·
Healdsburg
·
4 br
·
Sleeps 10
·
Hardwood Floor · Free Parking · Private Pool ·
From
$719/night
Check availability
Property
Apartment · 4 Beds · 5 baths
Amenities
Hardwood Floor
Free Parking
Private Pool
Assigned Parking
Pool
Hot Tub
Fireplace
In Unit Laundry
Other spaces
Balcony, Kitchen
1 Bedroom Modern Farmhouse ADU

No reviews

·
Healdsburg
·
1 br
·
Sleeps 2
·
On Site Laundry · In Unit Laundry · Dishwasher ·
From
$80/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
On Site Laundry
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
Stay 3 nights get 4th night free January-March!!
10

Excellent

·
Healdsburg
·
3 br
·
Private Pool · Pool · Outdoor Space ·
From
$2,000/night
Check availability
Property
Apartment · 3 Beds · 4 baths
Amenities
Private Pool
Pool
Hot Tub
Fireplace
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Other spaces
Kitchen
Cypress House & Studio, Walk to Healdsburg Plaza by RedAwning
10

Excellent

·
Healdsburg
·
3 br
·
Sleeps 8
·
High Ceilings · Workspace · Balcony ·
From
$679/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
High Ceilings
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Furnished
Garage Parking
Other spaces
Workspace, Balcony, Kitchen
Casa Chiquita - 3 Bedroom, 3 bath newly remodeled home with spa and pool
10

Excellent

·
Healdsburg
·
3 br
·
Private Pool · Pool · Hot Tub ·
From
$812/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Private Pool
Pool
Hot Tub
Fireplace
In Unit Laundry
Dishwasher
Air Conditioning
Furnished
Other spaces
Kitchen
Brand new, luxurious and cool! Short walk to Plaza.

No reviews

·
Healdsburg
·
1 br
·
Sleeps 3
·
Walk In Closets · High Ceilings · Balcony ·
From
$244/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Walk In Closets
High Ceilings
In Unit Laundry
Dishwasher
Air Conditioning
Wifi
Furnished
Storage
Other spaces
Balcony, Kitchen
Contemporary Designer Cottage, Garden View, 3 Blocks From From The Plaza
10

Excellent

·
Healdsburg
·
1 br
·
Sleeps 2
·
Fitness Center · Balcony · Fireplace ·
From
$489/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Fitness Center
Fireplace
In Unit Laundry
Oven
Air Conditioning
Wifi
Furnished
Residents Lounge
Other spaces
Balcony, Kitchen
Stylish New Healdsburg Home - 3 Blocks to Plaza

No reviews

·
Healdsburg
·
3 br
·
Sleeps 6
·
Ceiling Fan · High Ceilings · Hardwood Floor ·
From
$220/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Ceiling Fan
High Ceilings
Hardwood Floor
Fitness Center
On Site Laundry
In Unit Laundry
Dishwasher
Oven
Other spaces
Kitchen
Yea, The Outdoor Kitchen is a Little Crazy (and pool, hot tub, firepit & views)
9.9

Excellent

·
Healdsburg
·
3 br
·
Sleeps 8
·
Smoking Allowed · Central Heat · Fitness Center ·
From
$1,590/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Smoking Allowed
Central Heat
Fitness Center
Private Pool
Pool
Hot Tub
Fireplace
In Unit Laundry
Other spaces
Kitchen
Updated Healdsburg River Cottage: Minutes from Plaza, Tasting Rooms & Vineyards
9.3

Excellent

·
Healdsburg
·
1 br
·
Sleeps 4
·
Fitness Center · On Site Laundry · In Unit Laundry ·
From
$100/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Fitness Center
On Site Laundry
In Unit Laundry
Dishwasher
Oven
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
Showing 1 - 50 of 124 results
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Home > California Vacation Rentals > Healdsburg Vacation Rentals
Updated: March 28, 2023

Learn about vacation rentals in

Healdsburg

Explore 126 vacation rentals near Healdsburg, California. Whether you’re a tourist or on a staycation, there’s plenty of things to do and restaurants to try around the city. If you’re looking to take a trip to Healdsburg, you can see photos of Healdsburg vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Healdsburg vacation rentals in specific areas. Whether you’re looking for a Healdsburg staycation, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price in Healdsburg is $80 per night and the highest price is $2,632 per night.
6 of the vacation rentals near Healdsburg are apartments or condos. The average bathroom count for this property type is 1. The median price for these vacation units is $138 per night. There are currently 2 vacation units under this price. 86 of the vacation rentals near Healdsburg are houses. The average bathroom count for a vacation house near Healdsburg is 3. The average price for vacation houses near Healdsburg is $1,067 per night. There are 57 vacation homes under this price. The most common amenities for vacation rentals near Healdsburg are: furnished, outdoor space, and wifi. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.

1 bed rentals

30 available

2 bed rentals

28 available

3 bed rentals

44 available

4+ bed rentals

23 available

Getting around Healdsburg

Walking

4/10
Some shops and stores are within a few minutes.

Car

8/10
Commuting is easy with multiple accessible routes and plenty of parking.

Transit

2/10
There are a few mass transit options within the area.

Points of interest in Healdsburg

Groceries

6/10
At least one grocery store within a 15-minute walk

Shopping

3/10
Some shops within walking distance

Cafes

3/10
Few or no cafés within walking distance

Restaurants

4/10
Some restaurants within walking distance

Nightlife

2/10
Few or no bars within walking distance

Vacation Rentals in Healdsburg, CA FAQ

How many vacation rentals in Healdsburg are available?

There are currently 126 vacation rentals in Healdsburg available. Our vacation rentals in Healdsburg include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.

Are there any pet friendly vacation rentals in Healdsburg?

Yes, right now there are 43 pet friendly vacation rentals in Healdsburg. A pet friendly vacation rental in Healdsburg means a rental home that is dog friendly or cat friendly. Some pet friendly homes may accommodate other types of pets, as well. Contact the listing agent for any pet related inquiries.

Are there any vacation rentals in Healdsburg with a pool?

Yes there are vacation rentals with a pool available in Healdsburg, CA. View more detailed vacation spots on Vacations by Zumper.

Are there any vacation rentals in Healdsburg with internet access?

As of March 28, 2023, there are vacation rentals with internet access available in Healdsburg, California. Check out more enjoyable destinations on Vacations by Zumper.

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