Vacation rentals in Healdsburg - HomeToGo base64Hash Vacation rentals in Healdsburg - HomeToGo

Vacation rentals in Healdsburg

Find 500 available vacation homes from 14 partners
Anytime
Guests
Anytime
Guests

Top 15 Recommended vacation rentals in Healdsburg

Find your perfect vacation rental in Healdsburg from just $127 per night!

House Healdsburg
House ∙ 6 guests ∙ 3 bedrooms

House with terrace, yard & hot tub | Good for workation

Healdsburg, Sonoma County, California, United States
from $430
per night
Outstanding(32 ratings)
from $430
per night
View deal
House Healdsburg
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped house with barbeque & patio | City view

Healdsburg, Sonoma County, California, United States
from $495
per night
Outstanding(306 ratings)
from $495
per night
View deal
House Healdsburg
House ∙ 8 guests ∙ 3 bedrooms

House with yard, BBQ & heated pool | Suitable for remote work

Healdsburg, Sonoma County, California, United States
from $649
per night
Outstanding(31 ratings)
from $649
per night
View deal
House Healdsburg
House ∙ 6 guests ∙ 3 bedrooms

House with private pool, yard & barbeque | City view | Perfect for remote work

Healdsburg, Sonoma County, California, United States
from $357
per night
Outstanding(2 ratings)
from $357
per night
View deal
Apartment Healdsburg
Apartment ∙ 6 guests ∙ 3 bedrooms

Rental apartment with sauna, private pool & patio | Mountain view

Healdsburg, Sonoma County, California, United States
from $291
per night
Outstanding(37 ratings)
from $291
per night
View deal
House Healdsburg
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped house with barbecue, hot tub & private pool | Pets allowed

Healdsburg, Sonoma County, California, United States
from $1,010
per night
Outstanding(50 ratings)
from $1,010
per night
View deal
House Healdsburg
House ∙ 4 guests ∙ 2 bedrooms

Child-friendly vacation home with grill, garden & terrace | Lake view | Pets allowed

Healdsburg, Sonoma County, California, United States
from $498
per night
Outstanding(173 ratings)
from $498
per night
View deal
Cabin Healdsburg
Cabin ∙ 4 guests ∙ 2 bedrooms

Cottage with barbecue, yard & patio | City view | Suitable for remote work

Healdsburg, Sonoma County, California, United States
from $289
per night
Outstanding(12 ratings)
from $289
per night
View deal
House Healdsburg
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with garden, patio & grill | Nature view

Healdsburg, Sonoma County, California, United States
from $466
per night
Outstanding(80 ratings)
from $466
per night
View deal
House Healdsburg
House ∙ 8 guests ∙ 3 bedrooms

Child-friendly pleasant vacation home with private pool, barbecue & hot tub | Lake view

Healdsburg, Sonoma County, California, United States
from $1,016
per night
Outstanding(42 ratings)
from $1,016
per night
View deal
Cabin Healdsburg
Cabin ∙ 6 guests ∙ 2 bedrooms

Child-friendly pleasant cabin with BBQ & terrace

Healdsburg, Sonoma County, California, United States
from $404
per night
Outstanding(57 ratings)
from $404
per night
View deal
House Healdsburg
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped house with yard

Healdsburg, Sonoma County, California, United States
from $441
per night
Outstanding(18 ratings)
from $441
per night
View deal
House Healdsburg
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped ample vacation home with grill, garden & terrace | City view | Good for workation

Healdsburg, Sonoma County, California, United States
from $480
per night
Outstanding(35 ratings)
from $480
per night
View deal
House Healdsburg
House ∙ 6 guests ∙ 3 bedrooms

House with barbeque

Healdsburg, Sonoma County, California, United States
from $474
per night
Outstanding
from $474
per night
View deal
House Healdsburg
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped house with jacuzzi, terrace & grill | Dogs allowed

Healdsburg, Sonoma County, California, United States
from $652
per night
Outstanding(63 ratings)
from $652
per night
View deal

Vacation rentals and apartments with air conditioning

House  Healdsburg
from $426
per night
House ∙ 6 guests ∙ 2 bedrooms

Fully equipped house with sauna, patio & jacuzzi

Healdsburg, Sonoma County, California, United States
Air conditioning
View deal
House  Healdsburg
from $495
per night
House ∙ 6 guests ∙ 2 bedrooms

Family-friendly lovely house with yard, hot tub & BBQ | Mountain view | Pets are welcome

4.8
Outstanding(47 ratings)
Healdsburg, Sonoma County, California, United States
Air conditioning
View deal
House  Healdsburg
from $518
per night
House ∙ 12 guests ∙ 4 bedrooms

Vacation home with grill, private pool & patio | Nature view

4.8
Outstanding(85 ratings)
Healdsburg, Sonoma County, California, United States
Air conditioning
View deal
See all offers

Vacation rentals with a balcony

House  Healdsburg
from $337
per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation home with garden, grill & jacuzzi | Mountain view

4.7
Excellent(72 ratings)
Healdsburg, Sonoma County, California, United States
Balcony
View deal
House  Healdsburg
from $654
per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with terrace, hot tub & private pool | City view

4.9
Outstanding(84 ratings)
Healdsburg, Sonoma County, California, United States
Balcony
View deal
Villa  Healdsburg
from $396
per night
Villa ∙ 6 guests ∙ 2 bedrooms

Fully equipped villa with yard, terrace & barbecue | Mountain view | Beach nearby | Perfect for remote work

4.8
Outstanding(34 ratings)
Healdsburg, Sonoma County, California, United States
Balcony
View deal
See all offers

Vacation Rentals With Fireplaces

House  Healdsburg
from $642
per night
House ∙ 10 guests ∙ 4 bedrooms

House with barbecue, patio & private pool | Nature view | Good for workation

5.0
Outstanding(170 ratings)
Healdsburg, Sonoma County, California, United States
Fireplace
View deal
House  Healdsburg
from $812
per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with garden, hot tub & barbeque

5.0
Outstanding(34 ratings)
Healdsburg, Sonoma County, California, United States
Fireplace
View deal
House  Healdsburg
from $177
per night
House ∙ 6 guests ∙ 2 bedrooms

Child-friendly house with heated pool, terrace & BBQ | Good for workation

4.9
Outstanding(25 ratings)
Healdsburg, Sonoma County, California, United States
Fireplace
View deal
See all offers

Budget-friendly Vacation Rentals in Healdsburg

Find Fantastic yet Inexpensive Offers

House Healdsburg
from $305
per night
House ∙ 6 guests ∙ 3 bedrooms

Children-friendly lovely vacation home with barbecue & patio | Mountain view | Close to the beach

5.0
Outstanding(23 ratings)
Healdsburg, Sonoma County, California, United States
View deal
House Healdsburg
from $973
per night
House ∙ 6 guests ∙ 3 bedrooms

Family-friendly vacation home with barbecue, garden & hot tub

4.9
Outstanding(60 ratings)
Healdsburg, Sonoma County, California, United States
View deal
House Healdsburg
from $847
per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with garden, terrace & jacuzzi | Nature view | Suitable for remote work

5.0
Outstanding(37 ratings)
Healdsburg, Sonoma County, California, United States
View deal

Top-Rated Rentals and Accommodations in Healdsburg

Book Vacation Rental Offers with the Highest User Rating

Cabin Healdsburg
from $447
per night
Cabin ∙ 6 guests ∙ 2 bedrooms

Cottage with terrace, BBQ & garden | Good for workation

5.0
Outstanding(19 ratings)
Healdsburg, Sonoma County, California, United States
View deal
House Healdsburg
from $290
per night
House ∙ 4 guests ∙ 2 bedrooms

House with patio, garden & grill | City view | Good for workation

5.0
Outstanding(8 ratings)
Healdsburg, Sonoma County, California, United States
View deal
House Healdsburg
from $584
per night
House ∙ 12 guests ∙ 5 bedrooms

Fully equipped vacation home with BBQ, garden & patio

5.0
Outstanding(4 ratings)
Healdsburg, Sonoma County, California, United States
View deal

Why choose HomeToGo?

Securely pay and stay your way

Securely pay and stay your way

Choose local, trusted payment methods, plus trip insurance and add-on services.

Award-winning customer service

Award-winning customer service

Experience seamless, hands-on support for any booking questions or concerns.

Verified reviews

Verified reviews

Trust in the quality and comfort of your stay with verified guest reviews.

Price clarity, no surprises

Price clarity, no surprises

Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

Smart search made simple

Transform vacation planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Rental Amenities in Healdsburg

  • Pet-friendly (200)
  • Pool (274)
  • WiFi (465)
  • Washing machine (247)
  • No smoking (486)
  • Kitchen (241)
  • Hot tub (105)
  • Fireplace (319)
  • Air conditioning (467)
  • TV (423)
  • Parking (30)
  • Balcony/patio (315)

More than half of the accommodations provide a pool, which makes Healdsburg a wonderful place for people looking to relax pool-side. Additionally, more House rental have pools than any other property type. They are a great choice if you go in a group of 7, as that is the number of people they can usually accommodate. If you would ideally like to be close to the water, many of the vacation rentals providing a pool are located within 2 miles of the waterfront.

Hole up in Healdsburg vacation homes with superb local vintages

Your charming homestead in Healdsburg, California is the ideal place to rent a vacation home if you are an avid wine affictionado. The town is full of indie charm, including sculpture, music and poetry but the majority of its visitors make their journeys in pursuit of its fabulous wineries.

What are the best places to discover the arts and culture of Healdsburg?

Great grapes

California's wineries are famed the world over, so while you are here a trip to these verdant vineyards is well worth it. Sample some of your favourite vintages in the picturesque setting of their creation, as your friendly hosts explain the process and individual character of the local wines. You can also enjoy a meal overlooking the rolling green hills, as you sup your new favourite bottle. Healdsburg's wineries are some of the loveliest around, home to passionate winemakers. Try local Lambert Bridge Winery, or venture to any of around a hundred world class wineries in the immediate vicinity, including those at Alexander Valley, Chalk HIll, Dry Creek and Russian River valleys.

Where are the unique attractions in Healdsburg?

Soar over Healdsburg or hike its hills

This idyllic corner of the state can be experienced with a hot air balloon ride. Rise into the brilliant blue sky that stretches over Healdsburg for a truly unforgettable aerial experience of the state. You can also explore via canoe, or hike and bike through the grand redwoods that jut into that same radiant sky.

Information about vacation rentals in Healdsburg

🏡 Vacation rentals available 500 rentals
💳 Possible discounts up to 13%
🌙 Nightly prices starting at $127
⭐ Popular amenities Pets allowed, Pool and Internet
🐾 Pet friendly homes 201 homes
🏊 Vacation rentals with pools 275 homes

Frequently Asked Questions

What is the average price per night for a vacation rental in Healdsburg?

The average accommodation in Healdsburg is priced at $127 per night. $930 is the average nightly price for house rentals in Healdsburg. Bed and breakfast rentals in Healdsburg cost $534 per night on average.

How many vacation homes are available for booking in Healdsburg?

There are currently 500 rentals from 14 different providers in Healdsburg.

What amenities are most popular for vacation rentals in Healdsburg?

If you're looking to book a vacation rental in Healdsburg, others search for homes with these amenities: Pets allowed, Pool and Internet.

How many vacation rentals with pools are there in Healdsburg?

There are 275 vacation rentals across 14 providers in Healdsburg.

Are dogs allowed in vacation homes in Healdsburg?

In case if you are traveling with a dog in Healdsburg - 40% of vacation rentals are pet-friendly.

What are the best months to travel to Healdsburg?

Healdsburg has its warmest time of year around September and June, with average nightly prices around $127.

Top cities to visit

Most Popular Destinations

Show more
image-tag