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Vacation Rental Manager Jobs in Dedham, MA (NOW HIRING)

Ryder

Rental Sales Management Trainee

Norton, MA

As a Rental Sales Management Trainee, you'll be part of a dynamic team, equipped to succeed and ... for vacation, illness, bereavement, family and parental leave, and a tax-advantaged 401(k) ...

Sunbelt Rentals

Branch Manager

Shrewsbury, MA · On-site

$80K - $126K/yr

Sunbelt Rentals strives to be the customer's first choice in the equipment rental industry. From ... vacation days depending on years of service * 5 sick days * 6 holidays * 2 half day holidays * 2 ...

Sunbelt Rentals, Inc.

Branch Manager

Shrewsbury, MA · On-site

$80K - $126K/yr

Sunbelt Rentals strives to be the customer's first choice in the equipment rental industry. From ... vacation days depending on years of service * 5 sick days * 6 holidays * 2 half day holidays * 2 ...

Sunbelt Rentals

Branch Manager

Shrewsbury, MA · On-site

$80K - $126K/yr

Sunbelt Rentals strives to be the customer's first choice in the equipment rental industry. From ... vacation days depending on years of service * 5 sick days * 6 holidays * 2 half day holidays * 2 ...

Sunbelt Rentals

Equipment Rental Specialist

Avon, MA · On-site

$24.58 - $29.19/hr

Develop skills for career growth through an outside sales or operational management career track ... vacation days depending on years of service * 5 sick days * 6 holidays * 2 half day holidays * 2 ...

Sunbelt Rentals

Equipment Rental Specialist

Shrewsbury, MA · On-site

$24.58 - $29.19/hr

Develop skills for career growth through an outside sales or operational management career track ... vacation days depending on years of service * 5 sick days * 6 holidays * 2 half day holidays * 2 ...

Sunbelt Rentals

Equipment Rental Specialist

Worcester, MA · On-site

$24.58 - $29.19/hr

Develop skills for career growth through an outside sales or operational management career track ... vacation days depending on years of service * 5 sick days * 6 holidays * 2 half day holidays * 2 ...

Sunbelt Rentals, Inc.

Equipment Rental Specialist

Avon, MA · On-site

$24.58 - $29.19/hr

Account Manager, Rental Sales, Parts Sales, Service Manager, Customer Service Representative ... vacation days depending on years of service * 5 sick days * 6 holidays * 2 half day holidays * 2 ...

Sunbelt Rentals

Equipment Rental Specialist

Shrewsbury, MA · On-site

$24.58 - $29.19/hr

Develop skills for career growth through an outside sales or operational management career track ... vacation days depending on years of service * 5 sick days * 6 holidays * 2 half day holidays * 2 ...

Sunbelt Rentals

Equipment Rental Specialist

Avon, MA · On-site

$24.58 - $29.19/hr

Develop skills for career growth through an outside sales or operational management career track ... vacation days depending on years of service * 5 sick days * 6 holidays * 2 half day holidays * 2 ...

Sunbelt Rentals

Equipment Rental Specialist

Avon, MA · On-site

$24.58 - $29.19/hr

Develop skills for career growth through an outside sales or operational management career track ... vacation days depending on years of service * 5 sick days * 6 holidays * 2 half day holidays * 2 ...

Sunbelt Rentals

Equipment Rental Specialist

Worcester, MA · On-site

$24.58 - $29.19/hr

Develop skills for career growth through an outside sales or operational management career track ... vacation days depending on years of service * 5 sick days * 6 holidays * 2 half day holidays * 2 ...

United Rentals, Inc.

Operations Manager

Shrewsbury, MA · On-site

$80K - $120K/yr

If you would like the chance to make your mark with the world's largest equipment rental provider ... Additional Vacation Buy Up Program (US Only) * Early Wage Access through Payactiv (US Hourly Only)

United Rentals

Operations Manager

Shrewsbury, MA · On-site

$80K - $120K/yr

If you would like the chance to make your mark with the world's largest equipment rental provider ... Additional Vacation Buy Up Program (US Only) * Early Wage Access through Payactiv (US Hourly Only)

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Vacation Rental Manager information

See Dedham, MA salary details

$24.7K

$58.5K

$105.8K

How much do vacation rental manager jobs pay per year?

As of Aug 22, 2026, the average yearly pay for vacation rental manager in Dedham, MA is $58,535.00, according to ZipRecruiter salary data. Most workers in this role earn between $46,200.00 and $64,700.00 per year, depending on experience, location, and employer.

What does a vacation rental manager do?

A Vacation Rental Manager oversees short-term rental properties to ensure smooth operations and guest satisfaction. Their responsibilities include marketing listings, coordinating bookings, managing cleaning and maintenance, and handling guest communication. They also optimize pricing strategies and ensure compliance with local regulations. The goal is to maximize occupancy rates while providing a great experience for guests and property owners.

What are the key skills and qualifications needed to thrive as a vacation rental manager?

To thrive as a Vacation Rental Manager, strong organizational skills, attention to detail, and experience in property management or hospitality are essential, often supported by a background in business administration or real estate. Familiarity with property management software, online booking platforms, and basic accounting systems is highly beneficial. Excellent customer service, problem-solving abilities, and effective communication help set top candidates apart in this role. These skills are vital for ensuring guest satisfaction, efficient property operations, and maximizing rental revenue.

What are some common challenges faced by vacation rental managers and how can they be addressed?

Vacation Rental Managers often encounter challenges such as handling guest complaints, managing last-minute booking changes, and coordinating timely maintenance or cleaning services. To address these, they must stay proactive with clear communication, maintain a reliable network of local service providers, and use management platforms to streamline operations. Adapting quickly to guest needs and resolving issues efficiently helps ensure positive reviews and repeat bookings. Strong organizational skills and anticipating potential issues can make managing these challenges smoother and more rewarding.

What cities near Dedham, MA are hiring for Vacation Rental Manager jobs?

Cities near Dedham, MA with the most Vacation Rental Manager job openings:

Vacation Rental Manager jobs near you

Housekeeping and Quality Specialist

Better Talent

Scituate, MA • On-site

$23 - $32/hr

Full-time

Re-posted 25 days ago

Job description

Company Overview

5 Star Co-Host is a luxury vacation rental management company built on the South Shore of Massachusetts - and we're growing fast. We manage a curated portfolio of high-end waterfront homes across Scituate and the South Shore, and we treat every property like it's our own. Our housekeeping team is the backbone of everything we do. We're not a faceless agency farming out gigs - we're a small, tight-knit operation where every person on the ground is known, valued, and invested in. We communicate clearly, pay fairly, provide everything you need to do your job well, and we're building something here that has real runway. If you want flexible work in beautiful homes with a team that actually has it together, you've found it.

You can check out our website at www.5strcohost.com!

Position Summary

This position reports directly to our Lead Quality and Housekeeper, who is on the ground with you and your primary point of contact for scheduling, property instructions, and day-to-day support.

As a Vacation Rental Housekeeper, your work revolves around guest turnovers - the window between one guest checking out and the next checking in. Turnovers can fall on any day of the week depending on the booking calendar, so flexibility is essential. The good news: we run a tight operation. You'll have your schedule at least 7 days out, and in most cases you'll have visibility well beyond that. No last-minute surprises, no chasing down your assignments.

Working hours fall within a 9am-4pm window. Most turnovers take 3-4 hours per property, and on days with multiple homes you may move between properties back-to-back. You won't have a fixed shift - your day is shaped by the booking schedule - but you'll always know what's coming well in advance.

This is flexible, independent work for someone who is self-directed, detail-driven, and takes real pride in leaving a home genuinely guest-ready.

Key Responsibilities

  • Perform full property turnovers between guest stays, cleaning and resetting each home to 5-star standard from top to bottom

  • Strip, launder, fold, and stage all linens and towels per our bed-making and presentation standards

  • Clean all areas of the home including kitchens, bathrooms, living spaces, bedrooms, and outdoor areas

  • Restock guest supplies (toiletries, paper goods, kitchen essentials) and flag any inventory that needs replenishing

  • Complete and submit your digital turnover checklist with timestamped photos before departing each property

  • Report any damage, maintenance issues, missing items, or broken amenities through our team Slack channel

  • Follow property-specific cleaning guides provided for every home (no guesswork, no improvising)

  • Coordinate with the Lead Housekeeper on scheduling, property instructions, and any day-of changes

  • Support light staging and presentation resets to match each property's standards

  • Be available for occasional same-day turnovers during peak season (we give as much notice as possible)

Required Qualifications

  • Lives in Scituate or within 15 minutes of the South Shore

  • Reliable personal vehicle required - you will travel independently between properties

  • Available on weekends (Friday through Sunday); this is non-negotiable for this role

  • Extremely detail-oriented - you notice the things other people walk past

  • Trustworthy and professional; comfortable working independently inside private, high-end homes

  • Comfortable using a smartphone for checklist submissions, photo uploads, and Slack communication

  • Strong sense of ownership - you take pride in leaving a home genuinely guest-ready

Preferred Qualifications

  • Prior housekeeping, vacation rental, or hotel cleaning experience strongly preferred

Compensation & ScheduleHourly Salary

  • $23 - $32

Schedule

  • Flexible work schedule required - most days between 10am - 4pm