Entire home

Downtown Healdsburg Retreat — Walk to Plaza, Pool, and Timeless Charm

Holiday home with fireplace, a short walk to Russian River

Photo gallery for Downtown Healdsburg Retreat — Walk to Plaza, Pool, and Timeless Charm

Pool
Pool
Pool
Pool
Pool
5 bedrooms4 bathroomsSleeps 8

Popular amenities

  • Swimming pool
  • Barbecue
  • Air-conditioning
  • Washing machine
  • Internet
  • Onsite parking available

Explore the area

View map
Healdsburg, CA

Rooms & beds

5 bedrooms (sleeps 8)

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Primary Bedroom - Whole Floor

1 King Bed

4 bathrooms

Bathroom 1

Soap · Bathtub or shower · Toilet · Shampoo

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Bathroom 4

About this property

Downtown Healdsburg Retreat — Walk to Plaza, Pool, and Timeless Charm

Step into Healdsburg history with a luxurious twist. This stunning 1923 estate—once part of the historic Matheson Ranch—is now your private wine country sanctuary, located just six walkable blocks from the lively Healdsburg Plaza and minutes from top-tier wineries and golf at Tayman’s Park.

Fully restored in 2024, this nearly 4,000 sq ft home blends classic elegance with modern comfort. Inside, you'll find curated spaces designed for gathering—whether around the chef’s kitchen, cozy fireplaces, or open living areas filled with natural light and artful finishes.

Outdoors, the magic continues across nearly 3/4 of an acre. Lounge poolside under towering redwoods, sip morning coffee in the olive orchard, or pluck fresh fruit and veggies from your own mini farm. With heritage trees, garden beds, and expansive lawns, this property feels like a private park.

Perfect for families, couples, or groups, the home comfortably sleeps your crew with multiple bedroom suites and plenty of room to spread out. There’s even space for the kids to run, a potential game zone, and serene spots to unwind with a glass of Pinot under the stars.

Whether you're here for the world-class wine, a food lover’s weekend, or a quiet reset in the heart of Sonoma County, 681 South Fitch delivers the best of Healdsburg with a soul that only a century-old home can offer.

30-Day Minimum Stay - $25,000 per month. Stay longer than a month for a reduced rate of $22,000 a month.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Load the dishwasher
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
Failure to complete these may result in a negative review from the host.

Important information

You need to know

Property # 4676227vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property

About the area

Healdsburg

Healdsburg is home to this holiday home. Russian River and Healdsburg Ridge Open Space Preserve reflect the area's natural beauty and area attractions include SingleThread Farm at Dry Creek and Dom Whitney Tasting Lounge. Powell's Sweet Shoppe - Windsor and Rubicon Adventures are also worth visiting.
Map
Healdsburg, CA

Getting around

  • Santa Rosa Station - 17 min drive
  • Santa Rosa, CA (STS-Sonoma County) - 14 min drive

Restaurants

  • ‪Duke's - ‬13 min walk
  • ‪Black Oak Coffee Roasters - ‬12 min walk
  • ‪Acorn Cafe - ‬11 min walk
  • ‪The Matheson - ‬13 min walk
  • ‪Bravas Bar de Tapas - ‬15 min walk

Frequently asked questions

Does Downtown Healdsburg Retreat — Walk to Plaza, Pool, and Timeless Charm have a pool?

Yes, this property has a pool.

How much does it cost to stay at Downtown Healdsburg Retreat — Walk to Plaza, Pool, and Timeless Charm?

As of 22 Oct 2026, prices found for a 1-night stay for 2 adults at Downtown Healdsburg Retreat — Walk to Plaza, Pool, and Timeless Charm on 23 Oct 2026 start from AU$35,580, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Downtown Healdsburg Retreat — Walk to Plaza, Pool, and Timeless Charm pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Downtown Healdsburg Retreat — Walk to Plaza, Pool, and Timeless Charm?

Check-in begins at 3:00 PM.

What time is check-out at Downtown Healdsburg Retreat — Walk to Plaza, Pool, and Timeless Charm?

Checkout is at 11:00 AM.

Where is Downtown Healdsburg Retreat — Walk to Plaza, Pool, and Timeless Charm located?

Situated in Healdsburg, this holiday home is within a 10-minute walk of Badger Dog Park and Russian River. Healdsburg Golf Club and Healdsburg Museum are also within 10 minutes.

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