Consider Using Your Investment property as a Furnished Extended Stay

Imagine your second home generating monthly income while you also get to enjoy Wine Country.

Our Monthly Furnished Rental Program is designed for homeowners who want:
– Periodic income without nightly turnover
– High-quality, vetted occupants
– Professional, full-service management

We specialize in placing qualified guests seeking 31+ day stays in Sonoma County’s most desirable homes.

Trusted Expertise in Sonoma County Property Management

Who We Attract

We focus on a refined, high-quality guest profile:

  • Relocating professionals & executives
  • Insurance housing placements (highly reliable, longer stays)
  • Affluent extended-stay travelers
  • Medical professionals

Why Monthly Stays Make Sense

  1. Consistent Income
  2. No nightly fluctuations. Predictable monthly revenue with fewer gaps.

  3. Reduced Wear & Tear
  4. Fewer check-ins = less cleaning, less turnover stress on your home.

  5. Lower Management Intensity
  6. No constant guest messaging, same-day turnovers, or calendar juggling.

  7. Regulatory-Friendly
  8. 31+ day stays align with local ordinances and avoid short-term rental restrictions.

Expert Sonoma County Property Management and Resident Placement Services

Our Full-Service Approach

We handle everything so you don’t have to.

Property Positioning

  • Strategic pricing based on market data
  • Professional listing creation and optimization
  • Targeted marketing for extended stays
Guest Placement

  • Thorough screening and vetting
  • Lease agreements and compliance handling
  • Matching the right guest to your home

Concierge-Level Management

  • Guest communication throughout stay
  • Maintenance coordination
  • Routine check-ins and property oversight

Owner Support

  • Monthly income reporting
  • Transparent statements
  • Hands-on, local expertise

Is Your Home a Fit?

We’re looking for homes that offer:

  • Furnished interiors with thoughtful design
  • 2+ bedrooms preferred
  • Outdoor living spaces (ideal in wine country)
  • Desirable locations (Healdsburg, Windsor, Santa Rosa, surrounding areas)
  • Well-maintained, guest-ready condition

Income Expectations

Monthly rates vary based on:

  • Location
  • Size & layout
  • Amenities (pool, hot tub, views, walkability)
  • Seasonality

We provide a custom income analysis for every home.

Getting Started

We make onboarding simple:

  1. Property review & consultation
  2. Pricing and positioning strategy
  3. Professional marketing launch
  4. Guest placement

Our Available Rentals

5968 West Dry Creek Rd

5968 West Dry Creek Rd

Starting at $10,000 / Month
Available NOW
3 BED 2 BATH

Fully furnished

In unit laundry / fully furnished

Pool / spa

Located in a vineyard setting, the stunning in-ground, salt filtered pool and emerald green lawn offers adults and children a great area for play and cooling off. Fruit trees, vegetable gardens, highlight the area with plenty of lounges and tables to enjoy the outdoors, along with a sunken hot tub for am amazing night time soak.

Read More

The home is modern minimalist. Clean lines, white linens, simple metal counter tops are features, including three bedrooms each with king bed, separate living area which has sleeper queen size sofa and sliding barn door for privacy. Roomy kitchen and island sits adjacent to dining area looking to vineyards and pool.

Walk to Quivara, Martarana, and other wineries, or take a nice bicycle ride through the wineries and area farms. Lake Sonoma is 10 minutes away, featuring a fish hatchery, hiking trails and boat rentals. Ten minutes from the plaza square in downtown Healdsburg, you are close for restaurants, shopping and groceries.

No-smoking / no-vaping

Security deposit of one and a half times the rent is required upon signing a lease.

966 McLelland

966 McLelland

$3,950 / Month
Available July 20th
3 BED 3 BATH

Fully furnished

In unit laundry / fully furnished

Upstairs Windsor Town Green condominium with high end furnishings, fireplace, a/c, fireplace, full kitchen, dining and sleeping for six guests. Everything convenient located within just a few steps out the front door including coffee, restaurants, pub, and summer concerts.

Read More

Walk into the condo and up a flight of stairs to the living room, dining area, kitchen and half bath. The living and dining areas are furnished with Ethan Allen quality, sofa and chairs, fireplace and dining for six. A nice balcony and deck is off the living room, furnished with chairs and table and gas grill.

Upstairs are three bedrooms including master with king bed, bathroom with tub and separate shower, guest bedroom and queen and second guest bedroom with two twins. A second bathroom for the two guest rooms sits next to the laundry area.

Walk to conveniences Deck with gas BBQ Luxury furnishings Fireplace Wireless internet Flat screen TV, DVD, CD

No-smoking / no-vaping

Security deposit of one and a half times the rent is required upon signing a lease.

14975 River Road Unit #5

14975 River Road Unit #5

$2,500 / Month
Available May 27
1 BED / 1 BATH

Laundry on site / Fully furnished

Newly remodeled and furnished upstairs Russian River Unit, the Santa Rosa side of Guerneville, walk to deli, brewery, meadow and river setting. Hardwood floors, separate bedroom with queen bed, new kitchen appliances and cabinets, full bathroom and bright living room.

Read More

Stay for two or more months, ideal for relocation, or vacation. Gorgeous deck to sit and have coffee or your favorite beer from nearby Stumptown Brewery while watching canoers and kayakers drift by, or egrets and river wildlife swoop down to catch a fish.

No-smoking / no-vaping

One dog under 20 lbs. may be accepted with proper screening.

Security deposit of one and a half times the rent is required upon signing a lease.

14975 River Road Unit #3

14975 River Road Unit #3

$2,300 / Month
Available May 27
STUDIO / 1 BATH

Laundry on site / Fully furnished

Cute little upstairs studio on the Russian River. Minutes from downtown Guerneville, and only 15 minutes from Santa Rosa. Near bus transportation, deli and brewery, meadow and river access. Lovingly remodeled with new appliances, kitchen cabinets and bath fixtures, with large open downstairs room for storage, office, or recreation area (coming). Nice deck offers outdoor dining, watching river wildlife at dusk or sunrise.

No-smoking / no-vaping

One dog under 20 lbs. may be accepted with proper screening.

Security deposit of one and a half times the rent is required upon signing a lease.

235 Sherman Way

235 Sherman Way

$4,750 / Month
Available January 2027
2 BED 2 BATH

Fully furnished
In unit laundry / fully furnished
Mid-Century Wine Retreat

“Four blocks to the Plaza, Your Retreat to Wine Country Elegance.”

Welcome to your private Healdsburg retreat—an elegantly newly remodeled mid-century single-story home just a short stroll from the renowned Plaza.

Read More

This spacious and accommodating residence offers 2 bedrooms and bonus room with sleeper sofa. Featuring a separate-entry guest suite, perfect for hosting family or friends with privacy and comfort and access to outdoor patio. Inside, you’ll enjoy a bright family room with an oversized TV for movie nights, plus a lovely library that invites quiet reading or can double as an extra sleeping area. Every detail has been refreshed with all-new furnishings, premium bedding, and updated hardware throughout.

Step outside to the expansive garden grounds, featuring a newly landscaped front yard, a tranquil grove of fruit and shade trees, and a generous backyard oasis designed for relaxation. The brick patio, shaded by a stunning Japanese maple, sets the stage for al fresco dining, barbecues, or simply enjoying a glass of wine in the fresh Sonoma air.

Whether you’re seeking a restful month-long stay, a wine country escape, or an extended retreat close to the best of downtown Healdsburg, this home offers a rare combination of style, comfort, and location.

No-smoking / no-vaping

Security deposit of one and a half times the rent is required upon signing a lease.

349 Almond Way

349 Almond Way

$4,300 / Month
Available August 20th
3 BED 2 BATH

In unit laundry / fully furnished

Welcome to 349 Almond Way — a beautifully furnished three-bedroom, two-bathroom single-story home ideally located just a short walk from the Healdsburg Plaza. Offering comfort, convenience, and an unbeatable location, this home provides easy access to world-class dining, wine tasting, boutique shopping, and local events while maintaining the privacy of a quiet residential neighborhood.

Read More

Inside, the home features a spacious and inviting layout with a comfortable living room, a fully furnished kitchen equipped with stainless appliances and stocked for everyday living or entertaining, and a separate family room ideal for relaxing or gathering with guests. Thoughtfully furnished throughout, the space is designed for both functionality and comfort.

The fenced backyard offers a private outdoor setting perfect for enjoying Sonoma County’s indoor-outdoor lifestyle, while the attached two-car garage adds convenience and additional storage.

Whether you’re looking for a centrally located residence or a turnkey home close to everything Healdsburg has to offer, 349 Almond Way delivers the best of Wine Country living.

No-smoking / no-vaping

One dog under 20 lbs. may be accepted with proper screening.

Security deposit of one and a half times the rent is required upon signing a lease.

47 Geysers Road

47 Geysers Road

$4,200 / Month
Available Now
3 BED 2 BATH

Welcome to 47 Geysers Road, a modern riverfront escape in Northern Alexander Valley where vineyards meet the Russian River. This beautifully designed 3-bedroom, 2-bathroom home offers resort-style amenities and a private setting. Enjoy direct river access from your private dock, a spacious back deck, hot tub, fire pit, bocce court, and BBQ—all surrounded by stunning natural beauty.

Read More

Inside is fully furnished; floor-to-ceiling windows fill the home with light and frame peaceful river and vineyard views. The open living area flows easily to the expansive deck, perfect for lounging, dining, and taking in the scenery. The modern kitchen features a gas range, full-size refrigerator, dishwasher, extensive counter space, and a complete set of cookware and dishware—making meal prep effortless. The dining area seats eight comfortably.

No-smoking / no-vaping

One dog under 20 lbs. may be accepted with proper screening.

Utilities included up to $300.

A security deposit equal to one and a half times the rent is required upon signing a lease.

An image of Rent Report

Find out the rental value of your property!

Understanding your property’s rental value is critical to your success. While every landlord wants to earn as much as possible, we know it’s important to understand the market and price your home in order to attract the best tenants quickly. You don’t want a bad tenant in your home just because they’re willing to pay more. Price your home right.

We can help. At Healdsburg Property Management, we take a data-driven approach to establishing your rental value. We look at your property and we compare it to your competition. We factor in things like condition, size, and location. We deliver a price that drives up your ROI.

See What Our Clients Are Saying

National Association Of Residential Property Managers
Equal Housing Opportunity Logo
CAA logo
California association of realtors
North Bay association of realtors

Healdsburg Property Management

Our Location

347 Healdsburg Ave Suite K
Healdsburg, CA 95448

Contact Us

707-433-8899
info@healdsburgrentals.com
CA DRE #01156682

Connect