Dog Walking Near Holliston

Daily Leash Dog Walking Policies

We appreciate your help with Daily Leash Dog Walking! Before we get started, we have a few policies that you can read here.

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Daily Leash Dog Walking in Holliston, MA

Daily Leash Dog Walking serves some of the best-loved pups in the towns of Holliston, Hopkinton, Ashland, Sherborn, Medway, Milford, Mansfield & Uxbridge. If you think your needs are too tricky, call us and it may be something we have handled before!


We must plan your “get acquainted” meeting with you approximately one week before service begins. Please plan accordingly if you are a first-time client.

If you are outside our location, we may be to accommodate you. Please call or email for a quote. If we don’t cover your area, we may recommend a service that does.

Midday Walk

$25/visit • $115/week

+$2 per add’l pooch

Includes a leashed, 30-minute walk for one dog to break up their day. Your sitter will walk and play with your dog. She will freshen the water bowl and feed treats if you like. You can log in to our scheduling software to see a note from your walker about today’s visit!

The visit time is between 11:00 am – 2:00 pm and will be worked out with you according to your dog’s needs. Other time ranges are also available to fit your schedule or if you have a puppy or senior dog.

You can schedule or cancel a walk-up until 8:00 am when you want the service.

Taxi Services

$25/one way

$2/mile over 5 miles.

Includes a pickup and drop off from your home to the Groomer, trainer, Day Care, Kennel, Veterinarian, etc., or a ride home from any place in our service area.

Field Trips

$36/visit • $170/week

This 60-minute outing for one dog includes a ride to a local park or the rail trail for a fun walk in a new place. Your dog is always on a leash or long lead.


Consultation: The purpose of the initial consultation is for you, your pup, and your walker to meet and get acquainted. This is an opportunity to decide if the walker and your dog are a good fit. The walker will also review your information and your pup’s routine. Please be ready to give your walker a key (that has been tested) and/or a garage code to your home.

Drop By: In addition to the free New Client Consultation, many clients prefer that their walker stops by if there are changes in the household, new pets to meet, new things to see in the home, or new locks. We will schedule a regular dog walk slot ($25) for these visits. Alternatively, we are pleased to review instructions over the phone, via email, or update client profiles for no charge.

Keys/Lockout: If a garage code is offered to gain entry to your home, the client is responsible for any missed visits due to malfunction or power outage. Suppose Daily Leash is required to employ a locksmith to gain entry into a client’s premises due to the malfunction of the lock or failure of the client to provide a functioning key to Daily Leash. In that case, the client shall be responsible for reimbursing Daily Leash for all costs incurred.

Cancellations: If you want to cancel a dog walk for your pup, please do so by 8:00 am that day to avoid being charged.

Trespassers: Our walkers are instructed not to allow anyone into your home. Please provide the key to anyone else coming to your house, such as house cleaners or workers. Please also let the office know if anyone will be in the home when the Walker is scheduled to come for your dog to avoid surprises!


Click here to book an appointment

Online: Scheduling can be done through our online scheduling system. To review or edit your bookings, you can find a link to your log-in at the top of this website or CLICK HERE. This method is easy and secure. Mary Anne will receive an email notification when you schedule using this system. She will review it, add the appointments to your walker’s schedule, and approve it. Once approved, you will receive a confirmation email/invoice.

Email/Call: Feel free to call or email Mary Anne. She will add your request to the online system and schedule, and you will receive an email confirmation/invoice.

Please do not call, text, or leave a written note to your usual walker directly to schedule. They have been instructed to redirect calls and texts for scheduling back to Mary Anne. All scheduling must go through the office as a condition of our insurance and ensure your dog’s walk is confirmed on the schedule.

Billing: There are two choices for payment; Monthly (for three or fewer walks per week) or Weekly (for four or more walks per week). Monthly clients will receive an invoice, by email, at the end of each month. Weekly clients will receive an invoice, by email, on Fridays.

Payment: Your emailed invoice will contain a “Pay Now” link. Click the link to pay online with a credit or debit card or bank transfer. You may also mail a check to Daily Leash, 1506 Washington Street, Holliston, MA 01746