Getting Started

First Steps

All clients will have the opportunity to meet the pet care professional who will care for their pets before starting service. This service is provided free-of-charge. There is no obligation to book with Al Fresco Tails Pet Sitting at the Meet-and-Greet, but if you would like to move forward with scheduling, the Meet-and-Greet is a great opportunity to discuss scheduling specifics, home entry instructions, and tips and tricks specific to your pet's care. Please note that any home entry information given to pet care professionals and contractors is stored through a highly secure system. 

Animal Aggression
Al Fresco Tails Pet Sitting does not offer services to aggressive or highly reactive animals. As an         Al Fresco Tails Pet Sitting client, you agree to honestly represent your dog’s history, and disclose any history of biting and/or threatening behavior to a person or animal. You are responsible for all costs (including, but not limited to, medical care, legal fees, etc) if your dog bites a person or another animal while they are in our care. You are also responsible for contacting us if you notice any significant behavioral changes in your animal, and Al Fresco Tails Pet Sitting agrees to do the same. We are unable to accept dogs that have a bite history resulting in medical intervention, either with another dog or a person.

We require that all dogs have had their core puppy vaccines (Distemper, Adenovirus, Parvovirus, and Rabies), and that they either receive boosters or titers, at the recommendation of their vet. Dogs who are boarding with us additionally need to be on preventative flea treatment. Though the Bordetella, Leptospirosis, Parainfluenza, and Canine Influenza vaccines are not required, it is highly recommended that all adventuring dogs receive these vaccines. To start services with Al Fresco Tails Pet Sitting, please forward a digital copy of your dog’s vaccination records to

Please be sure to inform us of any health condition your pets may have, including food allergies. Note that brachycephalic dogs, puppies, and geriatric dogs, and those with laryngeal paralysis or Addison's disease may require additional precautions and closer attention.

Al Fresco Tails Pet Sitting cannot provide service to any pet that has any form of contagious illness. For the safety of our pet care providers and the other dogs in our care, please let us know if you need to suspend service due to animal illness.

Time to Pet Portal

Al Fresco Tails Pet Sitting uses an online management software for scheduling, invoicing, payments, measuring satisfaction, and tracking specifics as to your pet’s care. Once your account has been activated, please fully complete the “My Info” and “Pets” sections of your profile. This information is integral to the care of your pet, so please do take the time to thoughtfully fill in all fields. Additionally, you will be asked to sign our portal policy and liability waiver when you log in for the first time. Services cannot begin until you have agreed to the Al Fresco Tails Pet Sitting’s policy and signed the liability waiver.


We require two verified copies of your house key during the initial in-home visit when pet sitting services are scheduled and policy  agreements have been signed. Keys will be returned by mail within 7 days of the end of your pet sitting service unless other arrangements have been agreed upon. It is recommended that your key remain in your Al Fresco Tails Pet Sitting file for your convenience and for use during future services. 

Emergency Contacts

Al Fresco Tails Pet Sitting requires that at least one emergency contact is provided for our records when we are caring for your pets. If service is unexpectedly canceled or if Al Fresco Tails Pet Sitting is unable to provide care for your pets for any reason, we will make every effort to make arrangements with someone who can care for your pets if you are unable to return home to care for them. 



Please communicate with us in the way that is most convenient for you. You can send messages through Time to Pet, email Management directly (, or call/text 508-205-9015. In order to keep everyone in the loop, however, we will update your Time to Pet conversation feed and/or Time to Pet profiles with any important info. This allows us to have all communication in one place. The information contained in Time to Pet can be viewed by all Al Fresco Tails Pet Sitting’s care professionals & contractors who care for your pets, so this is the easiest way to make sure we have all of the relevant info on-hand.

Report Cards

At the end of every service, you will receive a report card of your pet's time with us, including an update, GPS tracking information, and photos.


Pricing & Billing

Download 2020 Holiday Schedule

Download 2021 Holiday Schedule

Rates & Holiday Pricing

Rates are subject to change. We charge an additional $15 per day for holidays. Holidays are defined as all nationally designated ‘Bank Holidays’ and pet care prices will increase on Friday through Monday of any week with a bank holiday. 

Out of Service Area Charges

We charge a $15 service fee per service to customers in Chilmark and Aquinnah. Availability will vary.  


VIP Membership 

Customers who have spent $700 or more receive our VIP discount. VIP customers will receive 5% off their invoices for any given service.


Payment & Credit Card Storage

Al Fresco Tails Pet Sitting accepts payment through our Time to Pet software. The Time to Pet app is available for both iOS and Android. Unfortunately, we cannot accept cash or checks. Time To Pet is fully PCI Compliant (for validation: Time To Pet never stores credit card information on its servers; instead, all credit card information is stored via the integrated payment processor's secure storage, and only the last four digits of a client’s card and the card’s expiration date are viewable to us. All of Time to Pet's integrated payment processors are also fully PCI compliant. Al Fresco Tails Pet Sitting uses Stripe as a payment processor, which is fully integrated into the Time to Pet system.


Automatic Payments

Al Fresco Tails Pet Sitting will charge the card on file when AutoPay is turned on. If you wish to turn AutoPay off, you can manage your settings in your Time to Pet profile. You can view all upcoming invoices at any time through the Time to Pet portal. Please note that automatic payments are opt-in only. 


Delay in Payment

 If a client opts-out of automatic billing and is more than ten days past due on an invoice, Al Fresco Tails Pet Sitting reserves the right to suspend service until payment is received. 

Reservations & Cancellations

Overnight Pet Sitting Cancellation Policy

There will be a full refund of deposit (50% of invoice) if pet sitting services are canceled with 2 weeks notice (14 days). However, if the pet sitting services are canceled with less than 2 weeks notice, the deposit will be applied as a credit for future use. There is no refund for services canceled due to early returns. 

All other services: Cancelations made after 6:00 pm the night before the visit will be charged the full price of the visit. Applicable services: Dog & Cat Sitting, Dog Walking, Field Trips, Pet Taxi. 

Schedule Blocks

We are happy to visit your pets during the hours of 7am and 8pm, Monday through Sunday. We offer three-hour time windows and we encourage clients to specify ideal visit times. Due to the nature of our business, we are not able to visit your pets at specific times. 

Health & Safety

National Emergency & Pandemic Precautions

In the event that we are asked to care for your pet during a pandemic, we will do all that we can to limit our exposure to you and your home. All surfaces that we come into contact will be thoroughly cleaned with disinfectant and we will use our own equipment to prevent contamination. Read our COVID-19 update here. 

Home Access

Al Fresco Tails Pet Sitting requires access to your home. We will not leave pets unattended outside of your home during service or after service ends. 



We keep our pups happily hiking and playing during their time with us. The amount of exercise your dog needs depends on his or her age, breed, and health. Please speak with your vet if you have any concerns about your dog’s ability to go adventuring. Exercise modifications can be made for senior dogs, or pups recovering from injury or illness. Note that no dog will be pushed to exercise if he or she shows any signs of fatigue, and that rest stops and water breaks are part of every field trip. 



All dogs will be required to be on a 6’ leash during outdoor walks. Each walker will have a 6’ leash to use in the event you do not own one. We do not use retractable leashes due to safety hazards and lack of control. We ask that you please ensure that all harnesses and collars are free from tears and properly fitted to avoid your pet slipping out.



We will not use choke, prong, pinch, shock, or other aversive and potentially harmful collars when caring for your pets. In the event that you use aversive collars, we will supply a properly-fitted harness to help prevent any injury to your pet while they are in our care. 


Injuries and Emergencies

Al Fresco Tails Pet Sitting takes every precaution to ensure your pet’s safety. On our field trips, no dog is pushed beyond his or her physical comfort zone, and rest stops and water breaks are part of every adventure. Also, even though we are experienced in de-escalation in heightened situations with unknown dogs through the use of recall, retreat, diversion, and appropriate body language, adventuring presents risks, and your dog may get injured by another dog we meet while out on the trail. If your dog does get hurt while in our care, we will take them home, to your veterinarian, or to the closest veterinarian, depending on the severity of the injury. We will contact you right away, as well, and take your lead when it comes to your dog's care.


Though Al Fresco Tails Pet Sitting is not financially responsible for any injury your dog may incur while adventuring, the risk of serious injury is quite low, and we will do everything in our power to prevent injuries of any kind. 

Multiple Dogs

For households with multiple dogs, Al Fresco Tails Pet Care reserves the right to walk dogs separately and charge accordingly. All walks are individual unless there are two dogs in the household who are easily walked together. We never walk more than two dogs at a time. Walking one dog, or a well matched pair, allows the dogs to get the best workout and sensory experience possible while outside. It also allows us to give our full attention to them, and to be able to monitor their behavior, health and safety. 


Inclement Weather Policy

We strive to create a safe and healthy environment for your pets and our staff. In the event of extreme temperatures or severe and hazardous weather conditions, your Al Fresco Tails Pet Sitting professional will be directed to provide a potty break and spend the remainder of the visit playing with your pet indoors. These weather conditions include: temperatures exceeding 85 degrees, temperatures below 20 degrees, torrential or freezing rain, hail, and/or when lightning is present. If your pet has heat or cold sensitivities beyond breed standards please inform us at the time of your initial consultation. If we are physically unable to reach your home due to impassable roads, please provide us with emergency contact information so that we can contact this person to request assistance. Your pets’ health and well-being is our utmost concern and we will contact you as soon as possible to keep you informed of these events.


Medication Administration

We understand the importance of your pet getting the medications they need. We are happy to administer oral medications. However, in the event that your pet refuses to swallow, or otherwise take any prescribed medications, we cannot be held responsible for unsuccessful medication administration attempts. 



We will notify you if your animal vomits, has loose stool, has a notable change in behavior, or appears sick in any way. Please note that we cannot care for any animal that has any form of active contagious illness. If an Al Fresco Tails Pet Sitting contractor is bitten or exposed to any disease or ailment received from client animals that have not been properly or currently vaccinated, you will be responsible for all costs and damages that may be incurred as a result.


Job-Sharing Policy

We do not allow for job-sharing arrangements with friends or family members when you hire us to care for your pets and home. We have the right to refuse service if a job-sharing arrangement is made prior to us starting service. Your pet must be under the care, custody and control of our pet sitter at all times for the liability insurance to provide coverage for you and the sitter.

Privacy Policy

All of your information will be kept private and confidential. Al Fresco Tails Pet Sitting highly respects our clients entrusting us with the care of their home and their pets. We do recommend that you inform a trusted neighbor and/or local police department that, while you are away, Al Fresco Tails Pet Sitting will be caring for your pets and your home.


No-Camera Policy

Al Fresco Tails Pet Sitting expressly prohibits the use of cameras and surveillance devices while we are caring for your pets and home in order to protect the privacy of our sitters.

What our Pet Parents Say

©2020 by Al Fresco Tails Pet Sitting

Privacy Policy

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