Dog Walking Head of the Harbor

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Over 21
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: Riley F.
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Riley F.
from
$25
per walk
2 repeat clients
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: Emma & Trent A.
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Emma & Trent A.
Star Sitter
from
$28
per walk
5.0 out of 5 stars
40 reviews
15 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: Nicole F.
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Nicole F.
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: Paige M.
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Paige M.
Star Sitter
from
$26
per walk
5.0 out of 5 stars
40 reviews
19 repeat clients
8 years of experience
Centereach, NY, 11720

It was very easy working with Paige. Pookie liked her immediately and we felt comfortable with everything. Very happy and will contact her again.

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Nadine T.
Sitter Profile Image: Magdalena M.
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Magdalena M.
from
$20
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
20 years of experience
Stony Brook, NY, 11790

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.
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

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

Thank you for another great week! We so appreciate the thoughtful gift as well. Have a great weekend and we will be in touch as soon as we figure out our schedules. :)

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Michael G.
Sitter Profile Image: Isabella G.
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Isabella G.
from
$20
per walk
1 year of experience
Stony Brook, NY, 11790

About: I have owned dogs all my life. When I turned 10, I got my own dog and he has been my best friend ever since. I have experience pet sitting and dog walking! I am currently home for the summer, so I have plenty of time to care for your pets! I am available for most of June and July. I am happy to care for your animals in any way you see fit. Please provide me with detailed instructions outlining how to properly care for your pet!

Sitter Profile Image: Ava W.
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Ava W.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
42 reviews
13 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: 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

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

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Gabriella C.
Sitter Profile Image: Yeji L.
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Yeji L.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
12 reviews
5 repeat clients
15 years of experience
Centereach, NY, 11720

Reliable and communicative. She managed to handle our dog that is still learning leash manners and would love to have her back in future if schedules permit!

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Kristine P.
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: Donovin S.
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Donovin S.
from
$20
per walk
15 years of experience
Setauket- East Setauket, NY, 11733

About: I have been surrounded by animals my entire life and have over 15 years of personal experience owning and caring for pets. As a lifelong cat owner who has raised four cats, I know exactly what it takes to keep felines happy, healthy, and comfortable. In addition to my own pets, I have years of experience pet-sitting for neighbors, handling everything from daily walks and feeding schedules to playtime and basic cleanup for dogs of various breeds and sizes. I treat every animal with the same level of love and responsibility as my own. My schedule allows me plenty of flexibility to dedicate high-quality time to your pets. I am available for weekend boarding and house sitting, and my weekdays are wide open for afternoon and evening visits, walks, or check-ins. Because I can manage my time effectively, your pet will never have to wait long for a bathroom break, a fresh meal, or some energetic playtime. Safety is my absolute highest priority when watching a pet. I maintain a highly organized, safe, and clean living space where animals can relax without stress. When caring for pets in your home, I strictly follow all security protocols, ensure doors and gates are fully secured, and strictly adhere to your specific rules regarding crating, feeding, and leash safety during walks. You can expect regular photo updates so you always know your fur baby is safe and thriving.

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: Joselle T.
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Joselle T.
from
$20
per walk
5.0 out of 5 stars
3 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: Gianna S.
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Gianna S.
from
$30
per walk
5.0 out of 5 stars
12 reviews
2 repeat clients
15 years of experience
St James, NY, 11780

So happy to have a new, wonderful helper for my little man, Jax. I highly recommend Gianna, even though my five-star review means we will have to share her!

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Catherine D.
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: Mia G.
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Mia G.
from
$15
per walk
5.0 out of 5 stars
14 reviews
4 repeat clients
6 years of experience
Nesconset, NY, 11767

About: Hi! I’m Mia, and I’m a 23 year old new mom with a huge love for animals. I’ve been dog sitting for about 3-4 years and I truly enjoy being able to do something I love while bringing my son along with me! Caring for animals is something I genuinely enjoy and prioritize. As a new mom I spend most of my time at home or doing activities that are pet friendly, which allow me to give pets plenty of attention, supervision, walks, playtime, and care throughout the day I currently have two dogs, a cat, and a bunny at home, so you can trust that your pets will be in great hands with me. I truly love dogs and can’t wait to spend time with yours!

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

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 $22.2 per walk (as of August 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 August 2026, there are 4,816 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
  • 93% 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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