Dog Walking Head of the Harbor

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pet parents in Head of the Harbor have booked dog walking

Head of the Harbor, Find top rated dog walking

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Jordan P.
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Jordan P.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
20 reviews
4 repeat clients
6 years of experience
Stony Brook, NY, 11790

Jordan has been so incredibly helpful for our family! We feel great knowing that our Maverick is getting exercise while we are at work and Maverick LOVES Jordan! Jordan currently walks our pup 2x/week for us. Highly recommend Jordan!

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Alyssa W.
Sitter Profile Image: Janis W.
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Janis W.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
22 reviews
4 repeat clients
7 years of experience
Stony Brook, NY, 11794

About: Hi! I'm Janis—a nursing student with a love for animals! I’ve been caring for all kinds of animals since I was young—dogs, cats, guinea pigs, hamsters, fish—you name it! Over the years, I’ve worked with a wide range of dogs— from energetic puppies to senior dogs, as well as large breeds like Pit Bulls, Samoyeds, and Labradors. I am open to making exceptions for some large breeds depending on their behavior and after a meet-and-greet. I’ve also volunteered at an animal shelter, where I gained experience walking and handling anxious dogs. My experience as a Certified Nursing Assistant has given me strong familiarity with handling medications, special diets, and injury care. I’m highly attentive, detail-oriented, and comfortable following specific care instructions to ensure your pet’s safety and well-being. I’m very responsive and make sure pet parents always feel connected by sending frequent photo and video updates. I take time to understand each pet’s personality and bond with them through the activities they enjoy most. Since I am a nursing student, I have varying availability, but I am extremely transparent with pet owners about scheduling and try to update my calendar regularly. I would perform pet care after my classes and on weekends. During walks, I try to avoid streets with a lot of traffic to help pets feel secure, especially in new environments. I always pay close attention to their behavior and surroundings. For drop-ins, I will always ask questions beforehand to ensure I fully understand you pets needs and can give them the best care.

Sitter Profile Image: Julia L.
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Julia L.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
49 reviews
19 repeat clients
10 years of experience
Stony Brook, NY, 11790

Thank you so so much. I can’t wait to use you in the future.

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Gabriella C.
Sitter Profile Image: Olivia H.
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Olivia H.
from
$15
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
12 years of experience
Centereach, NY, 11720

About: I’ve taken care of all kinds of dogs (and other animals!) for many years. Family, friends, and co-workers have relied on me to watch and care for their pets whether it’s walking, feeding, playing, even taking them to the vet. I’ve taken care of dogs of all sizes and ages, from senior bull mastiffs to pugs under a year old. There is no dog too big or too small because they’re all perfect to me. I’ve also found lost dogs and helped them return to their owners! I have experience caring for anxious dogs, blind dogs, deaf dogs, dogs with mobility issues, and dogs that require medication. Other animals I’ve taken care of include: cats, parrots, guinea pigs, fish, rabbits, and hamsters. Pets are so precious, they’re such an important source of joy in their family’s lives so it’s such a privilege to be trusted with their care!! :) Pet sitting is currently my full time job, so I have lots of time to give your animals the special care and attention they deserve! I have a fenced in yard which is perfect for dogs to run around in. I also have a car so I’m able to take dogs to the dog park or dog beaches nearby (if that’s something they would enjoy). At a client’s house I still follow any guidance/schedule given to me. In between I typically take the dog’s lead. I’m at their house so it’s important to me that I respect their space (and the clients above all)! I like to take their cues to make sure that their sense of routine isn’t disrupted.

Sitter Profile Image: Samantha B.
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Samantha B.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
121 reviews
33 repeat clients
20 years of experience
Kings Park, NY, 11754

Thank you so much for taking such good care of Skye! We are grateful for the pet tips and look forward to seeing you many times in the future.

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Michael G.
Sitter Profile Image: Nicole F.
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Nicole F.
from
$25
per walk
5.0 out of 5 stars
35 reviews
8 repeat clients
10 years of experience
Stony Brook, NY, 11790

Nicole was amazing. Harper can be shy with new people but took an instant liking to Nicole. She was extremely prompt and reliable and was very conscientious with submitting notes after each walk. I highly recommend and would hire her again to take care of our pups.

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Anne V.
Sitter Profile Image: Patrick & Karyn L.
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Patrick & Karyn L.
from
$25
per walk
5.0 out of 5 stars
79 reviews
24 repeat clients
13 years of experience
E. Setauket, NY, 11733

Wow! Amazing couple… very professional and thorough. They did everything by the book and went beyond the call of duty. Seriously, they’re wonderful. Plan on using their services again. Thank you!

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CHRISTOPHER E.
Sitter Profile Image: Ava W.
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Ava W.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
46 reviews
14 repeat clients
6 years of experience
kings park, NY, 11754

Ava helped me walk my pup while I was sick. She was very kind and attentive. She took photos of their walk and let me know important details! I will definitely be contacting Ava again for help with dog walking some time:)

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Zoe M.
Sitter Profile Image: Emma & Trent A.
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Emma & Trent A.
from
$28
per walk
5.0 out of 5 stars
43 reviews
17 repeat clients
6 years of experience
Centereach, NY, 11720

Emma has been brilliant with communication, flexibility with times and days for walking my dog, she has been a dream dog walker from start to finish. I would highly recommend her services as she really did give my dog the best afternoon out and the photos she took looked like he had a brilliant time! Thank you Emma.

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Danielle S.
Sitter Profile Image: Gwendolyn V.
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Gwendolyn V.
from
$23
per walk
3 years of experience
Setauket- East Setauket, NY, 11733

About: I've had ample experience pet sitting for friends, family, and neighbors. My experience includes working as a vet assistant at a clinic for cats. I also have experience giving medication to pets (one of my own cats requires daily shots). I am in school part time, so I have lots of availability. I can watch your pets overnight on weekends, and at flexible times during the week. I am not able to board any animals at my home, but I can and will make sure that your home environment is a safe and loving place while your pets are in my care.

Sitter Profile Image: Amanda C.
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Amanda C.
from
$28
per walk
18 years of experience
Nesconset, NY, 11767

About: My background in canine care began at the Little Shelter Animal Adoption Center in Huntington, NY in 2008. I was employed there for several years as a dog walker and socializer, working with a wide variety of dogs and puppies from many different walks of life. All of the dogs were rescues, and so special care needed to be provided, with exercise, playtime, feeding, and even medication distribution. After working at the shelter, I found myself at a few local grooming parlors, working as a bather. As you've probably experienced, most dogs do not love being bathed and groomed, and so I would try my very best to make them comfortable in the unfamiliar situation they were in, taking the time to check in on them frequently and give them lots of reassurance and loving. Patience goes a long way! In January of 2015 I had my first two-month long house and pet sitting job. However, since then I've been working a full time office job and have been unable to enjoy much time with canine companions. I will regularly pet sit for close friends and family, but I'm ready to spend more time around furry friends! I'd love to meet you and your pup and ensure that they're properly taken care of and loved while you're out on the weekend, working, or away on vacation! I'm currently working part-time, with a very flexible schedule, so there's a good chance I'll be able to accommodate your scheduling needs! Reach out to me with any questions. I have two cats at who are cautious of other animals, so I'm happy to care for your pet in your home! I'd love to learn about your pet's routine and preferences to provide them the best care possible.

Sitter Profile Image: Shannon W.
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Shannon W.
from
$22
per walk
5.0 out of 5 stars
4 reviews
5 years of experience
Port Jefferson, NY, 11777

About: I’ve previously worked for another pet service where I took dogs on walks and did drop-in visits. I also have some experience with cats, but I have a 5-year old dog myself. I have experience taking care of elderly dogs as I dog sat for a family friend for a few months and stayed the night at their house once a week. I would take the dog for walks, spend time with him and give him any medication he needed. I love animals and it doesn’t feel like work to take care of them for me. I am a teacher, so I am free during school breaks and on weekends. When I am not working full-time at school, pet care will be my first priority. I will listen to any requests made by the pet owner for what they want me to do, such as letting them out in a fenced backyard or keeping them on a leash. I also have experience crate training my dog and find that can be a safe place for dogs too.

Sitter Profile Image: Emma M.
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Emma M.
from
$25
per walk
6 years of experience
Nesconset, NY, 11767

About: I’ve always loved animals and have years of experience caring for dogs for friends, family, and neighbors. I’m comfortable with dogs of different sizes, ages, and personalities, and I genuinely love spending time with them. Whether it’s walks, playtime, feeding, check-ins, or just keeping them company, I’ll make sure your pet gets plenty of attention and is cared for like they’re my own. I’m dependable, communicative, and will always keep you updated while your pet is in my care! I currently have a very flexible schedule, so I have plenty of availability to give your pets the time and attention they deserve! I’m available throughout the week for walks, drop-ins, playtime, and pet sitting, and I’m happy to work with your pet’s normal routine. Your pet’s safety and comfort are always my priority. I’m attentive and responsible, and I'll follow any instructions you provide for feeding, walks, medications, routines, or anything else your pet needs. I’ll make sure they feel comfortable and cared for, and I’m always happy to send updates and photos while you’re away.

Sitter Profile Image: Jodi W.
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Jodi W.
from
$25
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
40 years of experience
Port Jefferson station, NY, 11776

About: I have grown up with different dogs my entire life. My best friend was a Rottweiler named Sampson and I had him from a pup. I create trained him as well as click trained him to become a good citizen. I have experience with large breeds as well as small. I have cared my many fur babies in this own homes, keeping them happy with conversation, brushing, play time and long walks. I feel that all breeds deserve love regardless of the negativity they may get from others who don't understand the breed. I have owned pitbulls and have found them to be loyal and loving and don't judge any animal. I have experience training my own dogs as well as freinds and family. I'm currently working PT as a home health aid and have flexibility and free time Tuesday through Saturday to walk and hangout with your beloved fur baby. I would come to your home and watch your dog, take them for a walk, snuggle, feed, play, brush and engage them with conversation and provide them love and support.

Sitter Profile Image: Sarah Z.
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Sarah Z.
from
$30
per walk
5.0 out of 5 stars
21 reviews
13 repeat clients
10 years of experience
East Setauket, NY, 11733

My dog Leo loves Sarah! She provided his twice a day walks when I was working long shifts and sent great pictures of my fur baby. It’s clear she loves animals and they love her! It was a relief to find someone with clear communication who is super reliable.

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Jenna A.
Sitter Profile Image: Joselle T.
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Joselle T.
from
$20
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Nesconset, NY, 11767

About: All my life I have taken care of animals big and small. Special care or simple care they will be loved and safe with me. I work a hybrid job, from home Monday and Friday office tues-Thurs. all fur babies baby will love the attention and affection they will get. In my home they will have a safe room to sleep or stay in if they want quiet or they can mingle around the house. In your home I would follow your instructions as to where they are allowed to be. At my home our yard is only fenced on 3 sides while it is a large space they would be on a lead at all times.

Sitter Profile Image: Brittany E.
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Brittany E.
from
$25
per walk
4.9 out of 5 stars
9 reviews
2 repeat clients
4 years of experience
Smithtown, NY, 11787

Very punctual…. Excellent to have someone that can walk on short notice!

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Rich R.
Sitter Profile Image: Sydney P.
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Sydney P.
from
$25
per walk
6 years of experience
Stony Brook, NY, 11790

About: Hi, I’m Sydney and I have experience caring for dogs of different ages, sizes, and temperaments. During college, I spent my time at my local animal shelter, where I walked various dogs (shy, energetic, anxious, outgoing, and senior dogs). I am very active, so whether your dog loves long walks, playing with toys, cuddles, or all the above, I will provide what they need. I am available Saturday’s and Sundays to step in while you are at work or out of the house! I also have availability AFTER 5 PM during the week 😊 I respond quickly and do my best to accommodate scheduling needs! I prefer to meet pets before hand so you and you both feel comfortable with me. I provide clear communication, regular updates/photos of your pet while they are in my care.

Sitter Profile Image: Cheri G.
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Cheri G.
from
$25
per walk
5.0 out of 5 stars
9 reviews
26 years of experience
Stony Brook, NY, 11790

About: Your dog will become part of our family while staying in our home. Playing in our large fenced yard, snuggles on the sofa, trips to the beach or local Avalon Park trails for long walks! When your dog comes to my house, he/she will become part of our family during their stay. I will follow your instructions, schedule, and routine for your dog while they are with us. Your dog will receive lots of exercise, attention and love. My husband and I are both home full time so your dog will never be alone for more than a couple hours. I have a huge fenced yard for playing. We are located in the beautiful Historic Village of Stony Brook and love walking the dogs to the beach and also Avalon Park trails. We do have an indoor/outdoor cat so your dog must be able to coexist with the cat but they can easily be kept separate. I have many excellent references to share with you, including clients from the Guide Dog Foundation and rescue organizations that I have fostered for. You can set up a free meet and greet at my house. I look forward to meeting you and your dog! I am home full time so your pup will have constant attention! Your pup will have lots of exercise, play time and of course lots of snuggles. I have a fenced yard and supervise your pup at all times. I have plenty of time to play with and care for your pup! If I am not home, my husband or one of my teenage sons will be home so your dog will rarely be left alone. I have a large fenced yard for playing and we will walk in our beautiful neighborhood if that’s part of your dog’s routine. Your dog will be supervised at all times and will have lots of attention!

Sitter Profile Image: Sharon P.
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Sharon P.
from
$38
per walk
5.0 out of 5 stars
134 reviews
42 repeat clients
30 years of experience
Stony brook, NY, 11790

Sharon is fantastic! She took great care of our pup, sent us regular updates, sent photos, and clearly our dog loved her! She replied quickly to our messages and we wholeheartedly recommend her! THANK YOU SHARON.

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David P.
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The median cost per walk for dog walking in Head of the Harbor is $25

Dog parents share their Rover experiences - Head of the Harbor

1 / 1
5.0 out of 5 stars

Nicole was great with our high energy Boston Terrier. We knew we could trust her and that she would take her for a good walk and a little playtime. We would definitely book with Nicole again.

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Alyssa T.
Dog Walking
5.0 out of 5 stars

Pluto and myself had a great experience with Magdalena. She picked up my pup and took him for a walk with her dog Frankie. I was a bit anxious as Pluto is sometimes afraid of dogs larger than him but Frankie is such a lovely pup — they got along very well. I also saw them running around and playing in Magdalena’s backyard when I picked up Pluto. Overall — great experience and will be using Magdalena’s services in the future.

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Ewelina S.
Dog Walking
5.0 out of 5 stars

Jordan has been walking Loki weekly and she's been doing a wonderful job. Responsive and attentive, and reliable. She is wonderful with dogs, she's great!

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Raina F.
Dog Walking
5.0 out of 5 stars

Alicia is awesome and a clear animal lover! She did great communicating with me, updating me and taking great care of my pack (of four) dogs. You can feel confident and trust that she will take good care of your fur babies!

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Britany V.
Dog Walking
5.0 out of 5 stars

Krysta is the most amazing and reliable person you can ask for! From last minute walks to schedules way ahead of time. She diligent and so caring!

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Karissa B.
Dog Walking
5.0 out of 5 stars

Larissa is so great with dogs and an absolute pleasure to be around! She is trustworthy and experiences and Cookie Dough loved her!!

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Elena H.
Dog Walking
5.0 out of 5 stars

We absolutely LOVED Elisa. She came out in a huge snowstorm and was able to take care of our dog who hates any kind of bad weather. She is professional and kind, caring and sweet. I would recommend her without reservations, she clearly loves animals and helping others.

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Kaneez N.
Dog Walking
5.0 out of 5 stars

Kimberly is the best . Will continue to use her services for my babies . She really is the kindest . She’s great ! Punctual and great.

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Lissette L.
Dog Walking
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Popular requests for dog walking - Head of the Harbor

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Sitters in Head of the Harbor average 3
repeat dog walking clients

FAQs for Dog Walking - Head of the Harbor

Frequently asked questions about Rover

The average cost for Dog Walking in Head of the Harbor on Rover is $21.4 per walk (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Walking. For more information on service fees, click here .

As of September 2026, there are 4,827 sitters on Rover offering Dog Walking across Head of the Harbor. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Head of the Harbor. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Head of the Harbor.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every walker on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

Yes, you can find walkers who have experience with handling special pet needs in Head of the Harbor. On Rover:

  • 90% of walkers can help with special care needs
  • 94% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.

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