[Downeast, Maine Rental Cottages  Inn  Brooksville, Maine Cottage Rentals  Family Vacations  Swimming Beaches  Hiking Trails  Honeymoons  Penobscot Bay Accommodations  B and B  Bed and Breakfast  Lake Beach  Ocean  Blue Hill, Maine  Lighthouse View  Kayaking  Lodging  Family Resort  Art Workshop Lodging]
[Construction projects.] [Hospitality is our game.]

Maine Cottage Rentals

Cottage Descriptions

Rates & Policies
    Cottage Rates
    Cottage Policies

Check Availability

Family Reunions


On Site Activities

Local Attractions & Things To Do

Experiencing the Blue Hill Peninsula Blogs


Important Driving Directions

What's New

Protecting Our Environment



Site Map

Oakland House
by the Side
of the Sea
435 Herrick Road
Herricks Landing
Maine 04617

Sally Littlefield and Family



Oakland House Cottages by the Side of the Sea - 2015

It takes a team. We are currently seeking a few candidate(s) to fill a few key positions:

  • Maintenance/Grounds Keeping/Jack of All Trades:
    We're seeking a multi-talented individual who has the ability and desire to do an assortment of jobs: plumbing, electrical troubleshooting, carpentry, painting, window screen repair, generator maintenance, weed-wacking, lawn cutting, gardening, trimming, planting and simple road and ditch repair...some light chain saw work with brush clean-up and wood splitting.

    [There are plenty of projects here.] You must be willing to chip in with any of the other staff members if needed in the capacity of general housekeeping and cabin service. You must have a positive attitude, be cheerful, detail oriented and able to work on your own.

    We have on-site staff housing available for FREE to the right person (or person with a companion). We are seeking short and longer term help depending upon seasonal schedule starting with arrival on May 1st.

  • Part-time Weekends (PAID) / Part-time (Your Own time):
    Invariably the weekends are the busiest with guests departing and arriving on the same day and lots going on. We need one cheerful person who is eager to step in to help with any of the many things that need to be done then: office/reservation/customer service, laundry, housekeeping, gardening, painting, changing a light bulb or fetching supplies. This is the perfect position for someone with a mature attitude who has been craving free time to delve into personal creative pursuits or simply enjoy all that the Peninsula has to offer. You will work about 20 hours per week, live on site in FREE staff housing and have the rest of your time to spend in creative pursuits.

    Move in dates depending upon your availability. Short term possible for the right applicant.

    Application Form:

    [Open Mic night in the barn.] Either:
  • Fill out our Electronic Online Application Form.
  • Download our PDF Application Form which is in a printable format to read and print our 5-paged application form. If you have the software to enter your data on our application, we welcome you to email it to us at relax@oaklandhouse.com. Make sure you put "2015 EMPLOYMENT" in the Subject Line of your email. Otherwise snail mail it or scan it and attach it to your email.

    About Oakland House:

    Oakland House is a family owned and operated oceanfront cottage colony. The land it is on has been in the same family since 1767. Located on the rural coast of Maine it offers a truly relaxing environment for its guests who often return year after year. It is old-fashioned and relaxed. Our primary goal is to provide a friendly and welcoming natural environment.


    Our primary time of operation is early June to mid-October. However, we need to hire people who work before and after those dates. We usually hire extra staff in July and August and we draw upon individuals already living in the community as well as those who come from some distance. We are able to provide basic on-site lodging for staff.

    Availability/desire to work:

    [Games in the barn.] We have many requests for seasonal employment at Oakland House. Since our season continues into the fall we must evaluate an applicant's availability as we go through the hiring process. Our staffing requirements do drop in early September so although we can overlap staff throughout the season, the longer an applicant is able to stay, the more likely we are to hire. We are seeking individuals who are interested in coming back season after season.


    Since our goal is to provide cheerful, excellent service to our guests we must hire individuals who are friendly, neat, and take pride and pleasure in serving our guests.


    Compensation is based upon experience and can vary. All employees are required to be able to work the hours necessary for their job description. In this hospitality business it may be required that an employee work a split shift (i.e. working in the early hours in the laundry, taking a break and then returning to work in the office, or a rotating shift with changing hours.

    Each department operates on a time schedule that directly relates to the needed tasks for that week.

    All wages are before State and federal withholding tax, social security, and Medicare. While guests may leave tips, this is not a tip-based wage. Reporting of tips may be required by the employee.

    Our payroll is done by automatic deposit so we ask for a cancelled check from your account prior to your first week's pay.

    US citizens:

    [Our Zero Radius Ride-on Mower makes an easy job.] Full-Time Work: Our in-season work week is approximately 40 hours a week. We rotate days off and there is flexibility as to the hours of work during any day. All hourly US citizen employees are paid time and a half for hours worked beyond 40/week should it become necessary from time to time.

    Part-Time Work: Occassionally, we hire part-time workers through the season and encourage local art program interns (ages 18 and up) to live in staff housing and help us at times of need. We enjoy providing perks anytime we can and feel a strong sense of community here.

    Information for Overseas Applicants:

    We can NOT provide assistance in obtaining visas. U.S. law mandates that we follow certain guidelines when we hire overseas applicants and we adhere strictly to those guidelines. However, we are not actively seeking applicants who do not have cars from abroad as we cannot provide transportation as necessary to live on site.

    Employment Guidelines for US Citizens:

    US Law requires that employees prove their identity and their eligibility to work in the US. We require a US passport or a driver's license AND a social security card or birth certificate OR other documents that the US Federal Immigration laws specify.

    Staff Housing Available on Site:

    [Plenty of space in this building, the old hotel.] Local housing rentals tend to be extremely high due to the high desirability of accommodations during the season. We provide on-site housing with individual rooms, shared bathrooms and a community kitchen. We provide staff linens and blankets.

    We welcome your overnight guests (if space allows) with prior notice and a $5/night fee. Quiet hours are to be observed from 10:30 PM until 7:00 AM.

    Drug-Free Workplace:

    Oakland House Cottages by the Side of the Sea is a drug-free workplace.

    Dress code:

    Staff members may be required to wear uniforms in the course of the performance of their duties. These uniforms are the property of Oakland House and must be returned upon departure. Since employees are in the public eye much of the time, a neat appearance is mandatory on site at all times.

    Smoking, Candles and Incense:

    There is NO SMOKING, CANDLES, OR INCENSE BURNING ALLOWED in any of the buildings under any circumstances. Thank-you.


    HOW DO I GET AROUND? It is definitely best if you have your own vehicle. The closest town with full amenities is Blue Hill which is about fifteen minutes by car. Our website has detailed driving directions to get here from just about anywhere! The country store is within about a 20 minute walking distance (3 miles). A bicycle is very useful transportation. A kayak will provide hours of pleasure if you bring one.

  • [We become friends.] [There are plenty of things to do.] [Gay and Tim.]

    Maine Cottage Rentals (Cottage Descriptions) (Cottage Rates) (Cottage Policies) | Check Availability | Family Reunions | Honeymoons | On-site Activities | Local Attractions/Things To Do | Experiencing the Peninsula Blogs | History | Important Driving Directions | What's New | Protecting Our Environment | Employment | Home | Site Map

    This site was developed by Oakland House Seaside Resort, Oakland House Cottages by the Side of the Sea, Sally Littlefield, & Bryan Whitehead 2015. All rights reserved. Photos by Sally M. Littlefield except as credited 2000-2015.