Dog Walking Old Greenwich

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Over 3
pet parents in Old Greenwich have booked dog walking

Old Greenwich, 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.

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Sitter Profile Image: Ziyi Y.
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Ziyi Y.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
• 11 reviews
10 repeat clients
15 years of experience
Downtown, Stamford, CT, 06901

“I was a little nervous using a dog walker for the first time, but she made the whole experience so easy. She was great with Summer, communicated really well, and sent me updates, which I really appreciated. It was nice knowing Summer was being taken care of. I’m definitely happy with the experience and would use her again!”

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Arnette W.
Sitter Profile Image: Ashley & Mauricio H.
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Ashley & Mauricio H.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 102 reviews
38 repeat clients
5 years of experience
Stamford, CT, 06902

“Ashley and Mauricio were great to work with! So kind and communicative. They treated my dog like their own and were so good to him. They were very reliable and I would 100% book them again.”

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Christianne R.
Sitter Profile Image: Lexi Paige J.
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Lexi Paige J.
from
$23
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
16 years of experience
Downtown, Stamford, CT, 06901

“Lexi is so awesome! She is professional, on time, very communicative, and flexible. I had some issues with apartment access and she has been patient through it all. I trust her with my dog Shadow!”

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Gershom T.
Sitter Profile Image: Michelle C.
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Michelle C.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 41 reviews
18 repeat clients
10 years of experience
Ridgeway, Stamford, CT, 06905

“Michelle did so great with Zephyr! We were so worried about having to leave him alone all day for the first time. He's only 8 months old, so we really needed to break up his alone time. I was so nervous, but Michelle made everything so much better! Zephyr had the best time with her and we are definitely going to have her back!”

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Amanda W.
Sitter Profile Image: Claire R.
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Claire R.
from
$20
per walk
4.9 out of 5 stars
• 10 reviews
2 repeat clients
7 years of experience
Waterside, Stamford, CT, 06902

About: I have always been an avid animal lover, especially a dog lover, and I have always owned dogs. I started dogsitting after I graduated from college to make some money, and I immediately fell in love with it. Being able to provide a loving environment while you're away is very important for the animals, and I strive to be the best at it. My skills include dog sitting, walking, playing, and cuddling. I will also take great care of your home and treat it with respect. I also think it is important to keep the client informed of what is going on so I do like to check in. I have experience in both dogsitting and house sitting and this would let me showcase that. I currently own a Cat and turtle and feed them daily. I also clean the litter box every two days. I also help clean the turtle tank. I would follow the walking schedule for each dog and also adhere to the feeding guidelines. For a cat I would also follow the feeding guidelines and cleaning.

Sitter Profile Image: Hallie F.
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Hallie F.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 42 reviews
11 repeat clients
13 years of experience
Downtown, Stamford, CT, 06901

“Hallie is great and very attentive.”

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Victoria & David K.
Sitter Profile Image: Katharine M.
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Katharine M.
from
$35
per walk
5.0 out of 5 stars
• 9 reviews
3 repeat clients
8 years of experience
Downtown, Stamford, CT, 06901

“Katharine is absolutely wonderful! She’s reliable, caring and clearly loves dogs. My dog is so excited every time she arrives, and I always know he’s in great hands. She sends updates and photos after each walk. Highly recommend her to anyone looking for someone trustworthy and kind!”

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Brooke P.
Sitter Profile Image: Steven Y.
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Steven Y.
from
$20
per walk
5 years of experience
Stamford, CT, 06905

About: I’ve had dogs my whole life, I currently have have one dog, a pittie lab mix, and I love taking care of her. Happy to work with dogs of all sizes and breeds. I work a full time job that is remote. Advance notices are appreciated for cancellation. I can do same day booking if it’s between 12-1 or outside of regular office hours. Would love to work with your furry friends. I have a dog and a dog friendly apartment with lots of space for walking in private grounds. I take dogs on walks with plenty of treats for active training.

Sitter Profile Image: Shayla B.
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Shayla B.
from
$15
per walk
5.0 out of 5 stars
• 2 reviews
6 years of experience
Downtown, Stamford, CT, 06902

“I couldn’t recommend her enough! My cats and dog absolutely love her, and you can tell she genuinely loves animals and cares about them. She’s super responsible, trustworthy, and reliable, which makes it so easy to feel comfortable leaving your pets with her. She also loves staying active and is looking to walk more dogs, so if you’re looking for someone who will give your dog lots of attention and love, I definitely recommend Shayla! 🐾❤️”

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Ashley & Mauricio H.
Sitter Profile Image: Braden O.
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Braden O.
from
$29
per walk
20 years of experience
Downtown, Stamford, CT, 06901

About: I have been around dogs my entire life, with experience caring for breeds of all sizes. I have always had a natural ability to connect with dogs and have been comfortable handling and caring for them from a young age. Additionally, I have experience house-sitting and providing care for dogs belonging to coworkers, friends, and family members. My lifelong experience and genuine love for dogs allow me to provide attentive, reliable, and compassionate care for every dog I look after. I am currently playing junior hockey, with practices scheduled Monday through Thursday from 9:00 AM to 2:00 PM. Outside of those hours, I am fully available to provide attentive and reliable care for your dogs. My availability on Fridays, Saturdays, and Sundays varies depending on my hockey schedule, but I am happy to coordinate in advance to find a time that works best for you and your pet. Your pet’s safety, comfort, and happiness are my top priorities. When caring for pets in their own home, I do my best to maintain their normal routine, including feeding schedules, walks, playtime, and any specific instructions provided by the owner. I provide a safe, clean, and comfortable environment while giving each dog plenty of attention, affection, and exercise suited to their needs. Having grown up around dogs of all sizes, I understand that every dog has a unique personality and needs. I strive to make every pet feel comfortable, secure, and loved while their owner is away. I also keep owners updated on how their pets are doing for added peace of mind.

Sitter Profile Image: Jesse K.
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Jesse K.
from
$25
per walk
5.0 out of 5 stars
• 4 reviews
25 years of experience
Downtown, Stamford, CT, 06901

About: I've taken care of dogs since I was 7 years old and picked out the cutest black Lab/ border Collie mix named Memphis. Growing up with dogs and living with dogs has been such an important part of my life. My Mom even says I love dogs more than her! Friends have trusted me to take their dogs on walks, house-sit and just go over for some play-time. I'm currently working part-time on my next venture and can work from anywhere! This means my time is very flexible and can help out during all hours of the week. I consider myself a very caring and detail oriented person. I will care for your pets as if they were my own, per your instructions. I also pride myself on being a very clean individual and will take great care of your home.

Sitter Profile Image: Shawn S.
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Shawn S.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 73 reviews
27 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: Jessica S.
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Jessica S.
from
$18
per walk
5.0 out of 5 stars
• 59 reviews
16 repeat clients
5 years of experience
Glenbrook, Stamford, CT, 06902

“Jessica has walked our dog several times. First, she is always punctual. Having someone we can rely on is important and she is very reliable. She also has the energy and the patience to handle a young dog with his own personality of where he wants to walk. Our dog also likes to push the boundaries at times, and she knows how to handle him gently but firmly. She is perfect for our dog and I could not recommend her more highly. Thank you Jessica!”

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Nishani N.
Sitter Profile Image: Jessica H.
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Jessica H.
from
$20
per walk
5.0 out of 5 stars
• 19 reviews
13 repeat clients
15 years of experience
Glenbrook, Stamford, CT, 06906

“Jessica is awesome. She’s reliable, sends darling photos, promptly arrives and flexible for last minute changes. We appreciate the care she provides for our dog!”

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Marisa D.
Sitter Profile Image: Raquel A.
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Raquel A.
from
$30
per walk
5.0 out of 5 stars
• 10 reviews
1 repeat client
4 years of experience
Glenbrook, Stamford, CT, 06906

About: Hi! I’m Raquel — a passionate and reliable pet sitter who truly loves animals. Since moving to the U.S., I’ve been offering personalized pet care through Rover. I treat every pet as if they were my own — with love, patience, and full attention to their comfort and happiness. 🐾 Your furry friend will enjoy: • 💕 Lots of love, cuddles, and personal attention • 🍽️ Meals served at their regular times • 🎾 Playtime, walks, and enrichment activities • 📸 Daily photo and video updates so you always feel close to them I’m responsible, detail-oriented, and always follow your instructions carefully. I understand how important your pet is to you, and my goal is to keep them safe, happy, and relaxed while you’re away. I am usually available from Monday to Friday from 7am if they are weekends or holidays I would work them with an advance notice to check my schedule I keep everything 100% clean and disinfected. Food and water bowls are washed every two days, and I always make sure their spaces are cozy, organized, and safe. I also provide at least one daily walk (or more if needed). I share my home with two sweet cats, Ares and Nala, who have very different personalities — Ares is playful and curious, while Nala is gentle and affectionate. They’re used to being around other pets and bring a peaceful, loving energy to the house.

Sitter Profile Image: Kristen F.
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Kristen F.
from
$37
per walk
5.0 out of 5 stars
• 23 reviews
9 repeat clients
30 years of experience
Ridgeway, Stamford, CT, 06905

“Kristen was great to work, very communicative with and our high energy crazy pup responded really well to her. Our dog came back well exercised and ready for a nap.”

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Kirsten C.
Sitter Profile Image: Kelly Y.
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Kelly Y.
from
$35
per walk
5.0 out of 5 stars
• 11 reviews
4 repeat clients
18 years of experience
Downtown, Stamford, CT, 06902

“Kelly is great. Zeek I can be a handful. He loved his walk. I will definitely be booking Kelly again.”

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Brian K.
Sitter Profile Image: Tara B.
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Tara B.
Star Sitter
from
$29
per walk
5.0 out of 5 stars
• 698 reviews
184 repeat clients
18 years of experience
Purchase, NY, 10577

“Tara is truly the best! She has been our dog sitter and dog walker for Huckie and Watty for quite some time now, and we can’t say enough good things about her. Over the Christmas holidays, she once again went above and beyond to ensure our pups were happy, comfortable, and loved. As always, Tara kept us updated with messages and pictures, giving us peace of mind while we were away. Huckie and Watty adore her, and it’s clear she treats them like her own. We’ve used her regularly, and every time she impresses us with her reliability, professionalism, and genuine love for animals. We feel so lucky to have found Tara and can’t imagine trusting anyone else with our furry family members. Highly recommend her to anyone looking for top-notch pet care!”

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Calli K.
Sitter Profile Image: Clarissa G.
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Clarissa G.
from
$30
per walk
8 years of experience
Glenbrook, Stamford, CT, 06906

About: I have taken care of all sorts of dogs—young, old, big, small, pullers, you name it. I will take care of your pets as I do my own. I work from home, so I’m available around the clock for taking care of your pets. I live in the Fairfield County area, so I’m available to help you out with your pets! I live in a house with roommates, but I have a floor to myself. I have a cat at home, so I can provide a feline companion during boardings.

Sitter Profile Image: Richard T.
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Richard T.
from
$25
per walk
40 years of experience
Turn Of River, Stamford, CT, 06905

About: I have always had pets in life (dogs, cats, rabbit, hamsters, fish) and even adopted a dog to live with me when I was in college. The majority of my experience is with dogs and it spans all sizes and breads (from an 8-pound Maltese to a 70+ pound American Staffordshire Terrier). Over the last few years, I have worked with several animal shelters and opened my house to foster pets in need. During this time I have worked to train puppies and taken care of pets that required special attention due to illnesses. I have recently retired and now have plenty of time to live the dream of caring for and playing all day with your fur children. I live on a pet friendly street (cul-de-sac) and my house is properly secure to keep pets safe (gates, crates if needed) and happily engaged in activities.

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

Dog parents share their Rover experiences - Old Greenwich

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5.0 out of 5 stars

Elizabeth has been absolutely wonderful walking Liquorice! She is extremely professional, punctual, and reliable, and took fantastic care of her every single day. Liquorice always looked forward to her visits, and having someone so trustworthy gave me complete peace of mind while away. Highly recommend her to anyone looking for top-tier pet care!

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Ethan C.
Dog Walking
5.0 out of 5 stars

I was a little nervous using a dog walker for the first time, but she made the whole experience so easy. She was great with Summer, communicated really well, and sent me updates, which I really appreciated. It was nice knowing Summer was being taken care of. I’m definitely happy with the experience and would use her again!

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Arnette W.
Dog Walking
5.0 out of 5 stars

Maria continues to be our go to sitter. She keeps us updated with plenty of pictures, and always communicates with us when she has questions. Whenever she’s watching our dutch Shepherd Ekko, I hardly have to worry about him because I know he’s in good hands :)

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Brendan M.
Dog Walking
5.0 out of 5 stars

Aaron did a great job walking Rajah! She seemed very happy and relaxed when I got home. Thank you Aaron for your last minute help you did a great job😃

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Natalie D.
Dog Walking
5.0 out of 5 stars

I am so grateful to Stefanie for taking care of my 6-month old puppy. Between walks, cuddles, playing in the grass, he received the best care. She also went above and beyond to keep an eye on my cat and make fast friends with her. Beautiful messages and photos kept my mind at ease, while giving a glimpse into how happy and content my kiddos are with her. I can't say enough good things about Stefanie -- I recommend her highly and am so glad we found her!

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Alyson R.
Dog Walking
5.0 out of 5 stars

Ryan was an awesome walker for my dog and was able to be flexible with his schedule. Would recommend!

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Michelle G.
Dog Walking
5.0 out of 5 stars

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.
Dog Walking
5.0 out of 5 stars

Maria was super responsible, she came over earlier to meet her and took such good care of our girl!!

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Yuliya K.
Dog Walking
5.0 out of 5 stars

Ally is a natural with dogs. She came to the meet and greet my Ollie immediately came over and sat next to her. He’s normally slower to greet people, but I’m sure he could sense that Ally is a genuine “dog person”. We’ll be seeing a lot more of eachother!

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Annie L.
Dog Walking
5.0 out of 5 stars

Ben is a conscientious and kind person who takes great care of Rosalita aka Rosie. They are definitely forming a strong bond and Rosie enjoys her time with Ben. It is such a gift to have Ben care for Rosie!

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Mary Alice S.
Dog Walking
5.0 out of 5 stars

Michelle was wonderful! Our dog clearly loved her, and she was reliable each day. We’ve already hired her again.

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Matt L.
Dog Walking
5.0 out of 5 stars

This was Ollie’s second walk with Nicole and he’s really warming up to her! She was on time and took him to the park despite the rain.

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Rechung P.
Dog Walking
5.0 out of 5 stars

Chris is always very timely and takes Tucker on long walks, Tucker loves seeing him! He also leaves great summaries after the walks and shares nice pictures. Highly recommend!

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David S.
Dog Walking
5.0 out of 5 stars

Nicole does a wonderful job with my dog, both as a pet sitter and dog walker. She is very kind, reliable and a great communicator. I would highly recommend her.

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Judy G.
Dog Walking
5.0 out of 5 stars

Michael was super helpful and punctual! Did a great job taking care of our pups and would absolutely use him again!!

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Kat M.
Dog Walking
5.0 out of 5 stars

Skylar has gone above and beyond to take care of my older pup. She’s very professional and has been nothing short of excellent. Highly recommend!

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James W.
Dog Walking
5.0 out of 5 stars

Leenez was amazing with the pups. She took extra care to follow directions and go above and beyond. I am so happy we found her!! Now, I can look forward to plans knowing they are in loving hands.

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Erica S.
Dog Walking
5.0 out of 5 stars

Anna was a pleasure and went above and beyond to make sure my pup was taken care of. Highly recommend!!

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James W.
Dog Walking
5.0 out of 5 stars

Willow was especially nervous and Jessica took the time to make her feel better. Willow was well taken care of! Jessica did a great job at communicating.

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Carly S.
Dog Walking
5.0 out of 5 stars

Stephanie was very communicative and asked great questions about Barkley up front. She was fantastic with him!!

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Laura S.
Dog Walking
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

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.
  3. 3. Book & Pay

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Popular requests for dog walking - Old Greenwich

Select a filter and find qualifying sitters offering dog walking.

Sitters in Old Greenwich average 3
repeat dog walking clients

FAQs for Dog Walking - Old Greenwich

Frequently asked questions about Rover

The average cost of Dog Walking in Old Greenwich on Rover is $22 per walk as of October 2026. Most bookings cost between $22 and $22 per walk. 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 October 2026, there are 19,404 sitters on Rover offering Dog Walking across Old 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 your Old 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 , 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 Old 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 , 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 .

Yes, you can find walkers who have experience with handling special pet needs in Old Greenwich. On Rover:

  • 84% 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 .

walkers on Rover set their own , 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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