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
5.0 out of 5 stars
17 reviews
3 repeat clients
6 years of experience
Stony Brook, NY, 11790

We are super happy with Jordan; she is absolutely great to work with - very kind, loves Marta, and very responsible. We highly recommend Jordan!

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Elena Y.
Sitter Profile Image: Riley F.
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Riley F.
from
$25
per walk
1 repeat client
3 years of experience
Stony Brook, NY, 11790

About: I’ve always possessed a deep love for animals and have grown up around pets my entire life. I have several years of hands-on experience working at a grooming salon, where I assisted with bathing, feeding, and caring for dogs of all breeds and temperaments. I’ve also volunteered at local animal shelters, which helped me better understand dog behavior, body language, and each pet’s unique emotional needs. I’m patient, dependable, and committed to making every pet feel safe, comfortable, and loved while you’re away. I would be honored to care for your furry family member like they’re my own! 🐾 I recently graduated and am taking a gap year, pursuing additional courses as an aspiring physician assistant and working part-time in healthcare. My schedule is very flexible throughout the week, which allows me to dedicate plenty of time, attention, and care to your pets. I’m generally available most weekdays and weekends, except Thursdays. Your pet’s safety and comfort are my top priorities. I always take the time to understand each dog’s routine, personality, and needs to help them feel comfortable and cared for while you’re away. I’m attentive to body language, feeding schedules, medications if needed, and making sure pets feel safe, loved, and stress-free in their own environment. I’m also happy to provide regular updates and photos for peace of mind.

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
18 repeat clients
10 years of experience
Stony Brook, NY, 11790

Julia is always great and reliable!

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Jennifer F.
Sitter Profile Image: Brianna M.
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Brianna M.
from
$20
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
8 years of experience
Setauket- East Setauket, NY, 11733

About: I’ve been caring for dogs for about eight years and have had four of my own — a German Shepherd, a Boxer, a Havanese, and a Maltese-Yorkie mix. I’ve also helped care for my neighbors’, friends’, and family’s dogs when they needed it. I’m comfortable with both big and small breeds and love making sure each dog feels safe, loved, and well cared for while their owner is away. I’m currently attending college, so my schedule is flexible around my classes. I’m available all day Monday, Wednesday, Saturday, and Sunday, after 5 PM on Tuesdays and Thursdays, and after 11 AM on Fridays. I can provide walks, playtime, feeding, and companionship I don’t offer pet sitting at my home as well as dog walking because I already have two dogs and three cats and don’t want to put any animals in a hectic environment. However, I’m happy to come to your home to care for your dogs or cats. I make sure your pets feel safe, comfortable, and loved in their own environment, following all instructions you provide.

Sitter Profile Image: Nicole F.
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Nicole F.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
33 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: Omaid M.
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Omaid M.
from
$19
per walk
1 year of experience
Lake Grove, NY, 11755

About: Hello Everyone! I am Omaid, I hold a masters in Design, I used to teach in university. I am on Long Island I am very familiar with dog walking and I get along with dogs. When I lived in the city I would walk dogs once a week. I am familiar with this. I am currently working on my start up which is about reviewing apartments, landlords and neighborhoods. LandLo.co so while I’m working on that I have free time. I am an animal lover especially dogs and this fits perfectly into my routine ideally in the morning! I used to do dog walking in Manhattan for a year while doing my masters. I used to teach at university as well so I have a patience and care for others. I am easy going with a lot and care for others like I like respect my clients pet in all forms.

Sitter Profile Image: Samantha B.
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Samantha B.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
117 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: Ava W.
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Ava W.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
35 reviews
9 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: Cheri G.
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Cheri G.
from
$25
per walk
5.0 out of 5 stars
9 reviews
24 years of experience
Stony Brook, NY, 11790

About: Your dog will become part of our family while staying in our home. Swimming in our in-ground pool, 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 both work from home so your dog will never be alone for more than a few hours. I have a huge fenced yard with in-ground pool (dogs are allowed to swim). 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 the ability to make your dog an only dog if necessary. I have plenty of time to play with and care for your pup! If I am not home, my husband is 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: Michael S.
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Michael S.
from
$25
per walk
50 years of experience
St James, NY, 11780

About: I have been around dogs for most of my life. I have also volunteered at one of the largest assistance dog organizations for more than 13 years. I typically handle between 20-30 dogs of multiple breeds every week. My responsibilities include socialization, light grooming, and free run with playtime. I'm currently training in transportation and first aid I will provide a safe, fun, and playful environment for you Cherished Canine. My horrendous personal experience with pet sitting has alerted me to the pitfalls of in-home pet care.

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: Nicole F.
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Nicole F.
from
$20
per walk
20 years of experience
Smithtown, NY, 11787

About: I had a cat when I was young which I took care of. Along with the cat, I’ve had various beta fish each living beyond expected life spans. When I was 17-19, I took care of my neighbor’s cat while they were on vacation. I’ve also helped take care of my grandmother’s dog for the past 5 years. I take her for walks and play with her. For the past few months, I’ve been volunteering at an animal shelter where my job is to clean the cat rooms and walk the dogs there. I’m currently a full time college student, but I will be available for breaks and over the summer. During breaks, I’m available anytime during the week depending on what days I’m home. During the summer, I have more open availability with any day being free depending on my internship. I’m very gentile whenever I work with animals, especially pets. I make sure an animal feels comfortable around me before getting them to do something. I build trust in the animal so that I can get them into a crate easily.

Sitter Profile Image: Larissa R.
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Larissa R.
from
$30
per walk
5.0 out of 5 stars
17 reviews
5 repeat clients
5 years of experience
Stony Brook, NY, 11790

Larissa is with my Loki weekly and we couldn't ask for someone better! She's caring, trustworthy, communicative, loving and really connects with my dog. She always goes above and beyond and I couldn't imagine being without her at this point! She really spends the entire time with him and makes him happy! She's the best.

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Raina F.
Sitter Profile Image: Emma & Trent A.
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Emma & Trent A.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
36 reviews
14 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: 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.
Sitter Profile Image: Megan D.
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Megan D.
from
$20
per walk
5 years of experience
Lake Grove, NY, 11755

About: I have had dogs always growing up and will always love interacting and playing with pups! Whether that’s walks or help with boarding, I can do anything! I am currently part-time with my job, so my pet care is a part-time side job as well! I can work around my work schedule for your needs! I have a fenced in yard for playtime with 2 other friendly pups. I have gates inside my house as well so they can’t get into anything they shouldn’t!

Sitter Profile Image: Jodi W.
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Jodi W.
from
$22
per walk
5.0 out of 5 stars
6 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: Samantha P.
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Samantha P.
from
$25
per walk
5.0 out of 5 stars
39 reviews
20 repeat clients
5 years of experience
Nesconset, NY, 11767

About: I’m a total animal lover with over 5 years of experience caring for dogs and cats—and I’ve got a full house myself with 4 pups and 4 kitties, so I truly get how much love (and personality!) our furry friends bring to our lives. I’m super flexible with scheduling and can check in on your pet as often as every 2 hours—or even more if needed! I’m also totally comfortable giving medications and handling any special needs your pet might have. I love keeping pet parents in the loop, so whether you prefer texts, photos, videos, or even a quick phone or video call, I’m happy to provide regular updates to give you peace of mind. My goal is to make sure your pet feels safe, happy, and totally loved while you’re away!

Sitter Profile Image: Sam K.
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Sam K.
from
$20
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
26 years of experience
Hauppauge, NY, 11788

Sam was on time on a very warm day made sure Ms.Mya was well hydrated on their venture. Would defib as telly reccomend and have Sam back

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Dianna D.
Sitter Profile Image: Abby R.
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Abby R.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
22 reviews
7 repeat clients
2 years of experience
Islip, NY, 11751

Abby is an excellent dog walker! She is 100% reliable, communicates well and responds quickly. My dog loves when she visits! I highly recommend Abby.

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Ilana B.
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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

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

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.
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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How Rover works

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Select a filter and find qualifying Head of the Harbor sitters!

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 $22.2 per walk (as of June 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 June 2026, there are 4,818 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:

  • 91% of walkers can help with special care needs
  • 94% can help with giving oral medications or injections
  • 95% 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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