Dog Walking Greenwich

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Sitter Profile Image: Holly M.
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Holly M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 129 reviews
18 repeat clients
25 years of experience
Greenwich, CT, CT, 06830

“Holly is fantastic! She is extremely reliable and communicative. She has been walking my dog for over a year and we appreciate her so much. Our dog loves her and always comes back very happy from their walks!”

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Katherine A.
Sitter Profile Image: Chris C.
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Chris C.
from
$24
per walk
5.0 out of 5 stars
• 16 reviews
6 repeat clients
15 years of experience
Greenwich, CT, 06830

About: Dogs have been my world for 15 years. I've worked in daycares, training facilities, grooming, shelters, and now I focus on providing reliable walks and personalized care. I offer neighborhood walks during the week, and on weekends I also offer 90 to 120 minute off-leash adventure hikes for the weekend warrior dogs that love to explore and need to burn off some energy! Every visit includes photos, updates, gps and plenty of attention! Dogs are what i do! And because this is what I do professionally, I’m able to provide consistent scheduling and care, building relationships with your pup! Almost any given day you can find me working with dogs of all sizes and energy levels! I primarily provide care through structured outdoor hikes rather than in-home services. When working in a client’s home, I follow all instructions closely, keep doors and gates secure, and maintain a calm, controlled environment.

Sitter Profile Image: Shawn S.
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Shawn S.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 74 reviews
29 repeat clients
35 years of experience
Rye Brook, NY, 10573

“I don't think I will ever be able to repay how great, detailed, patient, and excellent a communicator Shawn is. Every time he's checked on my four pets, he's always been thoughtful and gone the extra mile. He always comes up with ways to make them comfortable and happy! You can't go wrong with Shawn he's amazing!”

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Myriam M.
Sitter Profile Image: Cami M.
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Cami M.
from
$25
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
20 years of experience
Greenwich, CT, 06831

“Cami was wonderful with our little Rosie. She was always on time, went for long walks, took several photos and always made sure Rosie's water was full. We will absolutely use Cami in the future. Thank you, Cami!”

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Amy F.
Sitter Profile Image: Annabel B.
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Annabel B.
from
$23
per walk
4.8 out of 5 stars
• 13 reviews
8 repeat clients
10 years of experience
Downtown, Stamford, CT, 06901

“Annabel is awesome and did a great job with Cooper”

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Liam G.
Sitter Profile Image: Leigh S.
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Leigh S.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 25 reviews
12 repeat clients
25 years of experience
Port Chester, NY, 10573

“Leigh was great. I was able to be there at the start of the walk, and Leigh asked great questions about what commands my dog knew and what my walk preferences were. She was patient with my dog (who is a puppy) and since they stayed on my property at my request, I was able to watch Leigh play with my puppy outside. Leigh did a great job, and I have asked her to walk my dog on a more regular basis as a result.”

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Laura R.
Sitter Profile Image: Bri M.
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Bri M.
from
$32
per walk
5.0 out of 5 stars
• 12 reviews
9 repeat clients
5 years of experience
Port Chester, NY, 10573

About: I have always held a passion for animals and am dedicated to providing them with the best care. In my care, I strive to be attentive to your pets individual wants and needs. I will always make sure to provide them with tons of interpersonal attention, and interactive outdoor/play time to stimulate their mind and senses. I have 5 years experience in the pet care industry, and have a cat of my own that I care for well. I have worked with a multitude of clients and their pets, including elderly dogs and dogs that require oral medication administration. I have only worked with dogs and cats, but would love to expand and have the opportunity to care for other animals as well. I look forward to meeting you and your furry friend! My schedule is very flexible, and I am available for pet sitting and dog walking any day of the week. Whatever is convenient for you and your pet! I will make sure your pet sticks to their schedule and routine, and make sure they feel safe and comfortable with their favorite toy, treat, or activity.

Sitter Profile Image: Chase B.
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Chase B.
from
$30
per walk
5.0 out of 5 stars
• 16 reviews
14 repeat clients
12 years of experience
Stamford, CT, 06901

“Chase is great. He always sends a report card after each walk and several pictures of our dogs on their walk. The dogs always seem happy after their walks with him. One weekend we had an issue with the boarder we had planned to have our dogs stay with. Chase was able to help out on short notice. It was such a relief to know he was taking care of our dogs. We would definitely recommend Chase.”

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Leah P.
Sitter Profile Image: Sarah C.
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Sarah C.
from
$25
per walk
5.0 out of 5 stars
• 3 reviews
4 repeat clients
10 years of experience
Port Chester, NY, 10573

“My Rover sitter, Sarah was fantastic! She provided excellent care for my dog, Harleigh and she was very accommodating. Sarah sent updates and photos of my dog during her time with Harleigh, ensuring I knew how my pet was doing." Sarah communicated everything thing I needed to know and I absolutely recommend her 1000%”

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Debbi C.
Sitter Profile Image: Aaron G.
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Aaron G.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
• 77 reviews
43 repeat clients
10 years of experience
Downtown, Stamford, CT, 06905

“We were very impressed with Aaron's professionalism and clear love of dogs. He arrived on time, asked great questions and my dogs loved going to walks with him. I would definitely hire again!”

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Mary O.
Sitter Profile Image: Margaret P.
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Margaret P.
Star Sitter
from
$33
per walk
5.0 out of 5 stars
• 67 reviews
27 repeat clients
20 years of experience
Rye, NY, 10580

About: I am partially retired and I love animals. I have a senior yellow lab and a rag doll kitty. I’m experienced with pets and have had one my whole life. Happy to help in anyway! I work part time and have flexibility depending on the day and time! I have been a dog owner my whole life. Look forward to working together. I have an 13yr old lab (recently passed away) and 3yr old ragdoll cat. I’m offering to be able to watch your pet in your home or walk them at your convenience.

Sitter Profile Image: Bianca C.
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Bianca C.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 11 reviews
3 repeat clients
3 years of experience
Belltown, Stamford, CT, 06906

About: I grew up caring for a Maltese and a cat and now own two Belgian Malinois mixes. I’m experienced with high-energy dogs, daily walks, mental stimulation, and maintaining consistent routines. Pet care fits naturally into my routine. I’m available mornings, evenings, and weekends, and I’m reliable about schedules, walks, feeding times, and consistent daily care. I treat every pet as my own, with a strong focus on safety, supervision, and comfort. I carefully follow all care instructions, maintain a clean and secure environment, respect your home, and will provide updates for peace of mind.

Sitter Profile Image: Kelsey K.
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Kelsey K.
from
$26
per walk
5.0 out of 5 stars
• 12 reviews
3 repeat clients
15 years of experience
Harrison, NY, 10577

“Kelsey was amazing with our dog, Lucy. She went above and beyond and communicated throughout her visit! I can’t recommend her enough!”

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Megan S.
Sitter Profile Image: Dominique U.
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Dominique U.
from
$50
per walk
6 years of experience
Port Chester, NY, 10573

About: Dogs have always been a huge part of my life, and I truly enjoy providing a safe, structured, and loving environment while you're away. I offer in-home boarding, daycare, and training. I have two dogs of my own, including my sport dog, with whom I've earned a PSA PDC. Training & handling dogs isn't just my passion, it's my lifestyle. I'm comfortable working with dogs of different breeds, sizes, temperaments, and energy levels. Whether your dog needs an active day of play, a calm place to relax, or help reinforcing good manners, I'm happy to meet their individual needs. With my background in dog training and handling, safety is always my highest priority, creating a structured environment where every dog can feel confident and secure. I know how important it is to stay connected while you're away, so you'll receive frequent updates, photos, and videos throughout your dog's stay. Whether your dog is staying for daycare, overnight boarding, or training, you can feel confident knowing they'll receive plenty of attention, exercise, enrichment, and affection in a caring home environment. I look forward to meeting you and your best friend! My schedule is flexible, working mostly from home, which allows me to also provide pick-ups and drop-offs. I have 3 Ruffland crates in my car to ensure your pet is safe during travel. I have a fenced in yard in my home. All dogs are kept safe in Ruffland Kennels inside the house until their scheduled / designated potty and playtime. I also take daily outings

Sitter Profile Image: Katherine R.
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Katherine R.
from
$25
per walk
5.0 out of 5 stars
• 46 reviews
18 repeat clients
20 years of experience
South End, Stamford, CT, 06902

“Reliable walker, always communicative and flexible to changing schedules!”

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Michelle G.
Sitter Profile Image: shannon p.
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shannon p.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
• 14 reviews
2 repeat clients
1 year of experience
West Side, Stamford, CT, 06902

“Shannon provided walking services for my 6 year old Australian shepherd, and he loved it! I highly recommend Shannon - she was communicative and great with my dog!”

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Riva P.
Sitter Profile Image: Cassidy M.
Verified Enhanced Background Check
Cassidy M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 119 reviews
42 repeat clients
6 years of experience
Downtown, Stamford, CT, 06905

“Cassidy is fantastic! She takes great care of our dog Aspen and is patient, kind, and gentle with him. She also comes to walk Aspen regardless of how cold or crummy the weather is! We highly recommend her!”

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Matthew M.
Sitter Profile Image: Allie M.
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Allie M.
from
$50
per walk
25 years of experience
Greenwich, CT, 06830

About: I have had dogs all my life and adore animals. I'm the "go to" person when friends or family are looking for a pet sitter. I have a maltipoo dog that is almost 13 years old and very friendly. I have experience administering medication for both dogs and cats. I work part time and have flexible hours, so I can make my schedule work around yours. I would be happy to walk, feed, play or administer medicine for your pet during the work week or weekend and am very flexible with scheduling. I have a friendly 13 year old Maltipoo dog who goes on at least two walks a day. I dont offer stays in my home curently, but am happy to walk, feed, play or administer medicine throughout the day.

Sitter Profile Image: Brooke D.
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Brooke D.
from
$20
per walk
4.8 out of 5 stars
• 20 reviews
6 repeat clients
21 years of experience
Greenwich, CT, 06831

About: As the daughter of an Animal Control Officer, I’ve been surrounded by animals my entire life and have years of hands-on experience caring for pets of all kinds. I love providing every pet with the attention, comfort, and care they deserve :) I work full-time in NYC while residing in Greenwich, CT, so I understand the importance of finding someone dependable and flexible to care for your pets. My schedule is usually very flexible, and I always do my best to accommodate each pet owner’s needs. I am able to do anything the client needs. I am very flexible and have done a wide variety of care methods for each of my clients. Let me know what works for you!

Sitter Profile Image: Austin L.
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Austin L.
from
$25
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
15 years of experience
Cove-East Side, Stamford, CT, 06902

About: Over 12 years of dog sitting, watching, walking in my personal life and 2 years of experience training service dogs! I grew up with dogs in my home and have experience taking care of multiple dogs at once, any size, breed and age. My schedule is flexible with working remotely and I am able to accommodate your pet sitting schedule easily. I have my own transportation and am able to travel to your home for a quick morning puppy potty break, mid day walk, full day sitting or overnight board. I live in a calm, serine house with plenty of yard space also right next to a local beach and walking path. If your dog is senior or has any health issues- I have experience with giving oral medications, topical creams, bandaging, and adhering to physical restrictions of needed! I work full time remotely- my schedule is flexible with taking calls and meetings. Throughout the day I am available for quick walks, a longer day of pet sitting or overnights. I have a large yard outside of my house with plenty of space. I also live a walkable distance to the beach that has a paved walking path. If needed, I can accommodate a crate in my home

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The median cost per walk for dog walking in Greenwich is $25

Dog parents share their Rover experiences - Greenwich

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5.0 out of 5 stars

Maddy has been a great dog walker. She is super responsive and prompt and takes great care of our dog!

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Benjamin H.
Dog Walking
5.0 out of 5 stars

Holly is a fantastic dog walker and companion to our dog Lady. She takes incredible care of her and always has. She has been helping us every week for over a year and a half. We love Holly and can’t recommend her enough. If you need someone reliable, communicative, and great with dogs, Holly is the perfect person. Lady is always a little skittish with new people but warmed up to Holly right away and loves her. We are so grateful for the care she gives!

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Katherine A.
Dog Walking
5.0 out of 5 stars

Claudia was so great walking our dog Grady. She has great communication and made sure he was well taken care of.

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Lindsey S.
Dog Walking
5.0 out of 5 stars

I've had a great experience with Jennifer, - She is on time, dependable, and clearly care about my dog. I appreciate the updates and communication. It's reassuring to know I can count on her when I need help. I would definitely recommend them to anyone looking for a reliable and responsible dog walker

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Shiraz F.
Dog Walking
5.0 out of 5 stars

I appreciate for being so understanding with our flight delay issues .I will would to rebook again when we return to NY. Our dog enjoyed the walk . Thank you again .

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Ana Maria N.
Dog Walking
5.0 out of 5 stars

Rebecca and her husband saved us last minute on a holiday weekend! Such kind people and they took such good care of our girl! Would 10/10 recommend!! Great communication and so reliable.

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Alfie T.
Dog Walking
5.0 out of 5 stars

Carol was easy to work with, a great communicator, and my dog really liked her. I’ll definitely be rebooking!

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Evelyn S.
Dog Walking
5.0 out of 5 stars

Consuelo is so easy to work with! She was easy to book, came completely prepared and worked well with my anxious small dog.

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Jessica W.
Dog Walking
5.0 out of 5 stars

Dagmar cares for Finny, and takes him on fun walks, with full commitment. He is perfectly behaved with Dagmar!

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Shelia P.
Dog Walking
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How to book dog walking

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
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Popular requests for dog walking - Greenwich

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Sitters in Greenwich average 3
repeat dog walking clients

FAQs for Dog Walking - Greenwich

Frequently asked questions about Rover

The average cost of Dog Walking in Greenwich is $22 per walk as of November 2026. Most bookings cost between $18 and $33 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 24,629 sitters on Rover offering Dog Walking across Greenwich. 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 Greenwich. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include a map of the walking route, the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Greenwich after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the 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 Greenwich. On Rover:

  • 83% of walkers can help with special care needs
  • 88% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

walkers on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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