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[We have a lot of fun here.] [Hospitality is our game.]

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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 &
Hostel@Acorn by the Sea- 2017

It takes a team. Many staffmembers will be returning in 2017 but we will be seeking a few special staff members to fill out our team in 2017. Keep us in mind for full-season or short term employment in 2017.

  • Housekeeping and Laundry Staff* (3 needed, Arrive about June 3rd, depart in late Aug. or Sept.):
    We will need several individuals to arrive and depart on a staggered schedule through the season. It's a great opportunity to meet our amazing guests and be a crucial part of our operations. Attention to detail is important as is a positive attitude and ability to be a team player and follow directions and procedures. You must have a cheerful willingness to chip in with other duties including laundry, cabin service, firewood delivery, and general hospitality. *An ability to lift 40 lbs. on a periodic basis is necessary for this position.

  • Multi-tasker/painter/grounds/trail worker (Flexible Arrival and Departure dates from early May - end Oct.):
    One individual required. Flexible Arrival/Departure: Examples: arrive early May, depart mid-summer OR arrive mid-summer, depart end Oct. etc. We always have the need for exterior painting, grounds, trails and repairs. This is a perfect summer job for the right applicant who desires the opportunity to see the coast of Maine, wants FREE lodging, and is willing to chip in with other tasks as needed. The best applicant needs to have some real painting/prepping experience and must be able to work on their own. You must be fit and able to safely lift and move furniture and other equipment if needed. Come join our team for a few months when you are available.

  • Reservations/Marketing Assistant (1 needed full or part-time-about June 3rd/early July - end August):
    This position is perfect for an applicant with a short season of availability from early-late June/July to the end of August. Excellent social and computer skills (Microsoft Word and Excel), knowledge of social media and hospitality related web sites (TripAdvisor, various booking engines, Facebook, and others) is mandatory for this applicant.
  • Application Form:

    [We have fun while we work.] 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 "2017 EMPLOYMENT" in the Subject Line of your email. Otherwise snail mail it or scan it and attach it to your email. We are happy to receive a resume but will require you to fill out a full application for our records prior to hiring you.

    About Oakland House and Hostel@Acorn:

    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.

    We converted Acorn cottage (once an ice house) to a 6 bedroom hostel last year. It has been very popular with a no-frills, budget-friendly traveling group of guests. It has been a wonderful experience.


    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:

    [There is time for fun while we are busy at work.] 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 such as 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. As policy we practice "tip sharing" among service related employee positions. 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:

    [I always have a big fancy dinner party for staff each season. It's always fun.] 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 employees are paid time and a half for hours worked beyond 40/week should it become necessary from time to time. However, overtime is not the norm.

    Part-Time Work: Occassionally, we hire part-time workers through the season and encourage hospitality 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. We encourage creativity in the arts and all manner of disciplines.

    Information for Overseas Applicants:

    [Gardening yields amazing joys hidden in the foliage just a reach away.]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. We are not actively seeking applicants who do not have their own personal vehicle 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 complementary on-site housing with individual private rooms, shared bathrooms, a laundry, common spaces and a community kitchen. We provide staff linens and blankets. Staff members are responsible for washing their own linens. Country WiFi is available. Cell coverage can be spotty.

    Staff housing is pet free. No exceptions. I am alergic to cats.

    We welcome your overnight guests (by permission 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 and Hostel@Acorn by the Sea are 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.

    WHAT'S IT LIKE WORKING HERE? Check out our fun video of staff and owner in action Video on our Facebook Business Page

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

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    This site was developed by Oakland House Seaside Resort, Oakland House Cottages by the Side of the Sea, Sally Littlefield, & Bryan Whitehead © 2017. All rights reserved. Photos © by Sally M. Littlefield except as credited © 2000-2017.