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Weekend Short Term Rental Property Manager Jobs in Boston, MA

Beacon Communities

Roving Property Manager

Boston, MA · On-site

Manages rental programs, waiting lists, and leasing procedures for both market-rate and affordable properties. * Performs leasing and recertification functions when needed, including compliance ...

Thoughtforms

Be Seen First

Luxury Residential Property Manager

Acton, MA · On-site

$80K - $99K/yr

Luxury Residential Property Manager Thoughtforms Thoughtforms is a residential construction company ... Short-term and long-term disability insurance * Paid time off plus holidays * 401(k) with profit ...

Trinity Management Llc

Asst Property Manager

Mattapan, MA · On-site

$28/hr

Assistant Property Manager $28.00 per hour Trinity Management, LLC is seeking an experienced and ... Process rental applications, income verifications, certifications, and recertifications * Maintain ...

beaconresidential

Property Manager

Salem, MA · On-site

Property Manager, Leefort Terrace - Salem, MA General Statement of Duties : Works independently to ... Manages the rental program utilizing forms, documents, and computer programs following company, HUD ...

beaconresidential

Property Manager

Salem, MA · On-site

Property Manager, Leefort Terrace - Salem, MA General Statement of Duties : Works independently to ... Manages the rental program utilizing forms, documents, and computer programs following company, HUD ...

Thoughtforms

Luxury Residential Property Manager

Acton, MA · On-site

$80K - $100K/yr

Luxury Residential Property Manager Thoughtforms Thoughtforms is a residential construction company ... Short-term and long-term disability insurance * Paid time off plus holidays * 401(k) with profit ...

Bozzuto

Property Manager

Belmont, MA · On-site

Working weekends when prospective residents are out looking for their new home-one weekend per ... property management, hospitality or retail industries * A strong leadership track record * An ...

winn

Property Manager II

Danvers, MA · On-site

$95K - $100K/yr

In this role, you will effectively manage, market, and maintain the apartment community, meet the ... Approve rental applications adhering to property standards and all appropriate agency standards.

New

winn

Property Manager II

Danvers, MA · On-site

$95K - $100K/yr

In this role, you will effectively manage, market, and maintain the apartment community, meet the ... Approve rental applications adhering to property standards and all appropriate agency standards.

New

STYL Residential

Property Manager

Lowell, MA · On-site

$90K - $100K/yr

STYL Residential is looking to hire a Property Manager to apply outstanding leadership, innovation ... Ability to work a flexible schedule including weekends and holidays as required This position has a ...

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Showing results 21-40

All JobsShort Term Rental Property JobsWeekend Short Term Rental Property Manager JobsWeekend Short Term Rental Property Manager Jobs in Boston, MA

Weekend Short Term Rental Property Manager information

See Boston, MA salary details

$30.4K

$63.4K

$104.8K

How much do weekend short term rental property manager jobs pay per year?

As of Sep 7, 2026, the average yearly pay for weekend short term rental property manager in Boston, MA is $63,375.00, according to ZipRecruiter salary data. Most workers in this role earn between $47,800.00 and $73,900.00 per year, depending on experience, location, and employer.

What is the difference between Weekend Short Term Rental Property Manager vs Vacation Rental Housekeeper?

AspectWeekend Short Term Rental Property ManagerVacation Rental Housekeeper
CredentialsProperty management certifications, leasing knowledgeCleaning certifications, hospitality training
Work EnvironmentOversees rental operations, guest interactionsPerforms cleaning and maintenance tasks
Employer & IndustryProperty management companies, rental platformsHospitality, vacation rental services
Search & Comparison IntentManaging rental properties, guest servicesCleaning, turnover, hospitality services

The Weekend Short Term Rental Property Manager focuses on overseeing rental operations, guest interactions, and property maintenance during weekends. In contrast, the Vacation Rental Housekeeper primarily handles cleaning and turnover tasks to prepare properties for guests. While both roles support short-term rentals, the property manager manages the overall guest experience and rental process, whereas the housekeeper ensures cleanliness and readiness of the property.

Do weekend short term rental property managers work on weekends?

Weekend short term rental property managers often work on weekends to oversee guest check-ins, handle maintenance issues, and ensure guest satisfaction. Their schedules can include weekend hours to accommodate guest needs and property operations.

What are popular job titles related to Weekend Short Term Rental Property Manager jobs in Boston, MA?

For Weekend Short Term Rental Property Manager jobs in Boston, MA, the most frequently searched job titles are:

What job categories do people searching Weekend Short Term Rental Property Manager jobs in Boston, MA look for?

The top searched job categories for Weekend Short Term Rental Property Manager jobs in Boston, MA are:

Weekend Short Term Rental Property Manager jobs near you
Infographic showing various Weekend Short Term Rental Property Manager job openings in Boston, MA as of August 2026, with employment types broken down into 84% Full Time, 15% Part Time, and 1% Contract. Highlights an 79% Physical, 3% Hybrid, and 18% Remote job distribution, with an average salary of $63,375 per year, or $30.5 per hour.

Rotating Property Manager (2010 Columbus Ave)

WinnCompanies

Boston, MA • On-site

$31.25 - $36/hr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 2 days ago

Job description

At WinnCompanies, our work starts with people - the residents who call our communities home, the neighborhoods we help strengthen, and the 4,600+ team members across 28 states, Washington, D.C., and Puerto Rico who make it all possible. As an award-winning owner, developer, and manager of high-impact, mixed-income apartment communities, we are proud to be one of the nation's leading managers of multifamily housing and one of the largest operators of affordable housing communities.
We bring together people who care about quality housing, meaningful service, and making a difference every day. Through our innovative resident services platform and commitment to exceptional communities, we offer career opportunities for individuals who want their work to create lasting impact.
Interested in learning more? Visit WinnCompanies to explore our benefits, mission, communities, and career opportunities.
About the Opportunity
WinnCompanies is searching for a Rotating Property Manager who will support multiple affordable housing properties in Roxbury, MA.
In this role, you will provide support alongside an existing property manager or as a short-term coverage for a property manager vacancy. You will work at affordable and scattered-site properties throughout the Boston area, with communities ranging from 100 to 400 units. As assigned, you will manage, market, and maintain apartment communities while supporting residents and staff, meeting the financial objectives of the owner and management company, and ensuring compliance with all applicable regulatory standards and requirements.
Please note that the pay range for this position is $31.25 - $36.00 per hour, depending on experience. Additionally, the selected candidate will typically work: Monday through Friday, from 8:30 AM to 5:00 PM.
Responsibilities:
  • Collaborate with senior management to establish appropriate rent levels.
  • Review rent schedules.
  • Oversee preparation and submittal of rent increases and renewals.
  • Lead the property team to maintain optimum level of occupancy.
  • Process timely and accurate move-ins, move-outs, recertifications and renewals.
  • Approve rental applications adhering to property standards and all appropriate agency standards.
  • Follow company marketing policies and reporting requirements
  • Provide oversight of property tenant files.
  • Ensure that the site(s) maintain compliance with applicable state and federal program regulations.
  • Ensure the property and grounds are well maintained.
  • Direct maintenance team to implement maintenance programs and controls.
  • Report property incidents, accidents and injuries in accordance with company policy.
  • Resolve Resident issues and conflicts timely and in accordance with site guidelines
  • Prepare the property's annual budget for approval by senior management.
  • Provide accurate financial reporting and monthly variance reporting.
  • Solicit bids, process Purchase Orders and Invoices as needed in accordance with Winn Purchasing Policy.
  • Ensure timely collection and deposit of all rents and fees in accordance with local laws and Winn Rent Collection guidelines.
  • Use company directives to screen, hire, and train new personnel.
  • Promote staff efficiency and engagement through ongoing company and industry trainings, instruction, and leadership.
  • Use the company's Professional Development Program (PDP) to develop, train and engage site employees.
  • Conduct weekly staff meetings.

Requirements:
  • High school diploma or GED equivalent.
  • 1-3 years of relevant work experience.
  • 1-3 years of supervisory / managerial experience.
  • A current driver's license in good standing and ability to meet the driving records standards outlined in the Company Safe Vehicular Operations Policy.
  • Knowledge of Property Management.
  • Knowledge of Landlord/Tenant Laws.
  • Experience managing large teams.
  • Experience with web-based applications and computer systems such as Microsoft Office.
  • Excellent customer service skills.
  • Ability to multi-task and manage a fast-paced office environment.
  • Ability to manage and work with a diverse group of people and personalities.
  • Superb attention to detail.

Preferred Qualifications:
  • Bachelor's degree.
  • Experience with Yardi or OneSite RealPage property management software.
  • Knowledge of LIHTC and HUD regulations.
  • Knowledge of Marketing / Leasing techniques.
  • NAHP - CPL, SHCM, CAM (MA - C3P) designations.

Benefits & Perks
Eligible full-time U.S. employees enjoy a competitive benefits package, including:
  • Generous paid time off, paid holidays, sick time, a floating holiday, and a day of service
  • Medical, dental, and vision coverage, plus HSA, FSA, and dependent care savings options
  • 401(k) with company match and company-paid life, AD&D, and long-term disability insurance
  • Tuition reimbursement, professional development opportunities, and career growth resources
  • Wellness programs, employee assistance resources, commuter benefits, and employee discount programs
  • Flexible and hybrid work options for eligible positions

Learn more about our benefits at https://www.winnbenefits.com.
If you are a California Resident, please see our Notice of Collection here.
It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.
Salary will vary based on job responsibilities and scope, geographic location, candidate's relevant experience, and other factors.
Internal candidates, please apply here: Internal Careers Hub

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