Dog Walking Old Greenwich

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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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: Victoria B.
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Victoria B.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
6 reviews
5 repeat clients
20 years of experience
Cove-East Side, Stamford, CT, 06902

So sweet and flexible and wonderful!!!!! Highly recommend!!!!

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Lauren B.
Sitter Profile Image: Hanaya D.
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Hanaya D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
115 reviews
61 repeat clients
4 years of experience
Stamford, CT, 06902

It was our first time having Hanaya help us out and she was upbeat and positive from the beginning. She cared for my two CKCS’s like they were her own. She shows a true love for dogs and her experience with them shows. I highly recommend her!

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Annie L.
Sitter Profile Image: Nicole M.
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Nicole M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
29 reviews
10 repeat clients
1 year of experience
Downtown, Stamford, CT, 06901

Thank you so much for taking such great care of Luigi! We really appreciate your help and the love you gave while we were away. It means a lot knowing our dog was in such good hands

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

Ziyi was a perfect dog walker, communicative and professional. I loved the reports and photos from each walk. I definitely will be using her services again!

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Michelle G.
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
106 reviews
37 repeat clients
5 years of experience
Stamford, CT, 06902

Amazing thank you so so much! First time using rover so was a little nervous but they did an awesome job with communication and sending pics to let me know my Cody was doing well on his walks :) 10/10 would use again. Thank you!!

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

How can I thank Aaron enough!! I needed a “walker” ASAP and within 15 minutes he was there. Talk about great service in a time of need. Thank you so much, gives me piece of mind now. Our furr baby thanks you too!??

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Stephanie R.
Sitter Profile Image: Claire C.
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Claire C.
from
$25
per walk
5.0 out of 5 stars
92 reviews
35 repeat clients
3 years of experience
Cos cob, CT, 06807

Claire was incredibly responsive with communication before taking care of Sadie and during her care. She is reliable and took good care of Sadie!

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Phoebe O.
Sitter Profile Image: Annabel B.
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Annabel B.
from
$26
per walk
4.7 out of 5 stars
11 reviews
6 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: Steven F.
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Steven F.
from
$25
per walk
20 years of experience
Downtown, Stamford, CT, 06901

About: I'm Steven, a former science teacher who turned a lifelong love of animals into full-time pet care. I've cared for my own dogs for years (John, a Yorkie, and Lucy, my senior Chihuahua) and have looked after friends' and neighbors' dogs, cats, and small pets for as long as I can remember. I'm Fear Free Certified and Red Cross Pet First Aid & CPR certified, and I'm fully insured and bonded. Teaching taught me patience, routine, and how to read what someone needs when they can't say it in words, which is exactly what good pet care takes. Every booking is handled personally by me, so you'll always know who's showing up at your door. I do this full-time, so your pet is a priority, not a side gig. For house sitting I keep your pet on their normal routine, same feeding times, walks, and bedtime, and I send photo and text updates throughout so you can relax while you're away. I follow feeding and medication instructions exactly (I give my own senior dog his meds on a strict schedule, so I take it seriously). Every booking starts with a free meet & greet so your pet and I are comfortable before anything is confirmed. Since I come to you, your pet stays in their own home, familiar surroundings, their own bed and yard, which keeps them calmest, especially seniors and anxious pets. I treat your home with respect: doors locked, mail brought in, plants watered if you'd like, everything left as I found it. I have two dogs of my own, John, a Yorkie, and Lucy, a senior Chihuahua, so I'm comfortable with everything from high-energy pups to gentle senior care.

Sitter Profile Image: Gabriel B.
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Gabriel B.
from
$25
per walk
5 years of experience
Downtown, Stamford, CT, 06901

About: I’ve been around dogs my entire life and have more than five years of hands-on experience caring for pets of different breeds, sizes, ages, and personalities. I understand that every dog has their own routine, quirks, and comfort level, and I take the responsibility of caring for someone else’s pet seriously. I’m dependable, attentive, active, and comfortable handling everything from walks and playtime to feeding, medications, basic grooming, and keeping established routines. I’m also very detail-oriented and communicative, so you can expect updates and photos while you’re away. Most importantly, I treat every pet and home with the same level of care and respect I’d want someone to show my own. My goal is for you to feel completely comfortable knowing your pet is safe, happy, and well cared for. My schedule is currently very flexible, which allows me to accommodate walks, drop-ins, daytime care, overnights, and last-minute requests. I’m happy to work around your pet’s normal routine whenever possible, including early mornings, evenings, and weekends. I take safety and trust seriously, both with your pet and in your home. I follow each pet’s normal routine and any instructions you provide closely, including feeding, walks, medications, crate routines, and household preferences. I’m attentive to changes in behavior or health and will always communicate if something seems unusual. I also understand that you’re trusting me with your home, not just your pet, and I’ll treat both with care, cleanliness, and respect.

Sitter Profile Image: Lexi Paige J.
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Lexi Paige J.
from
$20
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
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: Ever B.
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Ever B.
from
$15
per walk
5.0 out of 5 stars
2 reviews
9 years of experience
South End, Stamford, CT, 06902

About: Dogs have always been much more than pets to me they’re genuinely one of my biggest interests. Along with caring for my own dog, I have professional experience working at a dog boarding facility, where I gained hands-on experience caring for dogs with different personalities, needs, routines, and energy levels. I’m especially interested in canine wellness, enrichment, and nutrition. With my own dog, I enjoy making homemade treats, preparing enrichment activities, and finding creative ways to keep him happy, active, and engaged. I bring that same level of attention to the dogs I care for. Whether I’m walking your dog, checking in, or staying with them, I want their time with me to actually add something positive to their day not just meet the bare minimum. My schedule is flexible, which allows me to make plenty of time for pet care throughout the week. I’m happy to work around your pet’s usual routine for walks, feeding, playtime, and check ins. I can also discuss specific times and availability depending on what you and your pet need. I know how important it is to trust the person caring for your pet, especially in your own home. I’ll always follow any instructions you provide regarding feeding, walks, medications, boundaries, or routines. I’m attentive to changes in behavior and will make sure your pet feels safe, comfortable, and cared for while you’re away.

Sitter Profile Image: Ron C.
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Ron C.
from
$25
per walk
18 years of experience
Stamford, CT, 06902

About: I've had dogs all my life and since I'm self employed, I have time on my side and find caring for dogs to be very relaxing & rewarding for us both. I enjoy hiking with them or going to a dog park, with the owners permission of course, to let them run around. I also enjoy going to parks and when I see a senior citizen, let the dog say hello. Nothing better than seeing a smile on someones face after playing with a friendly dog. I love to take walks outside and I have a ton of patience when it comes to letting dogs do their business. I always put myself in a dogs mind thinking what I would want to do when outside in the beautiful air. Since I’m self-employed I have very flexible hours to work around a pet owners needs. My commitment to your pet will always come first while on schedule. I will always make sure your pet is properly leashed to protect them and other animals. My apartment complex has over 60% people with dogs so it’s a really pet friendly building and the surrounding area has fenced in areas to keep your dog safe.

Sitter Profile Image: David S.
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David S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
26 reviews
18 repeat clients
40 years of experience
Turn Of River, Stamford, CT, 06905

David was so great and very reliable! He communicated well and we definitely plan to use him again. He takes great photos of the pups as well!

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Talia G.
Sitter Profile Image: Nina G.
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Nina G.
Star Sitter
from
$33
per walk
5.0 out of 5 stars
51 reviews
13 repeat clients
10 years of experience
Downtown, Stamford, CT, 06901

Great first walk!

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Hayley F.
Sitter Profile Image: Allison L.
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Allison L.
from
$25
per walk
1 repeat client
6 years of experience
West Side, stamford, CT, 06902

About: I love all pets. I’ve taken care of over seven different dogs ranging from 8 weeks old to 15+. I’ve administered medication orally and topical long walks and assistance after medical procedures. I do not do boarding in my own home. 100% in the comfort of your own home please do not hesitate to reach out for any questions! I am very flexible for any pet care for any questions. Feel free to reach out. I’m available at all times of day and night to make sure our babies are okay I have a dog and cat we feed both twice a day the correct amount needed for them. Our dog goes on a daily walk. Other client care I do whatever the pet parent needs and wants to ensure the safety of their pet and whatever they are comfortable with.

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: Alison P.
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Alison P.
from
$15
per walk
10 years of experience
Stamford, CT, 06902

About: I have been watching others dogs by walking, stopping in or house sitting for 10+ years. I am comfortable with all breeds and working with multiple animals at once if you have multiple pets. I enjoy going on long walks and playing games with high energy, as well as being able to accompany those who just enjoy a good brush. Whether you need me to walk or to assist when you are away, you can trust me with your pet care. I work from home and in downtown Stamford so I am able to take breaks during the day to walk, feed or entertain the animal in another way. Also allows me to stay with the animal during working hours if needed. I live in an apartment building that is pet friendly. If it is needed to host your pet, they would be able to stay as long as they are comfortable in a high rise/downtown area.

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: Gabriella B.
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Gabriella B.
from
$20
per walk
16 years of experience
greenwich, CT, 06830

About: I've grown up with dogs all my life and love them with all I have. I know how to tire them out and make sure your dog or cat has fun! I also have basic skills in training. I am available most days of the week and very flexible with scheduling. I’m taking a gap year from college and would love to care for your furry family companion. What I can provide are daily runs, walks, play time at the nearby dog park and family members who also love dogs and would be available to give some extra love. I also have two very loving dogs, one is partially disabled and very docile, the other is young and loves interacting with new furry friends.

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The median cost per walk for dog walking in Old Greenwich is $24

Dog parents share their Rover experiences - Old Greenwich

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5.0 out of 5 stars

Maria is always great! Caring and attentive, always takes photos and provides updates. She's walked my dogs a few times now.

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Sarah-Rose B.
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

Ziyi was a perfect dog walker, communicative and professional. I loved the reports and photos from each walk. I definitely will be using her services again!

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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

Ashley & Mauricio have just started walking my sweet pup Madeline, and I've been very pleased thus far! They've been super communicative and have sent photos from each walk. A really great first impression!

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Genevieve S.
Dog Walking
5.0 out of 5 stars

Elizabeth was absolutely wonderful with Liquorice! She was reliable, communicative, and clearly has a genuine love for dogs. I received regular updates and photos, which gave me great peace of mind while I was away. Liquorice came home happy, relaxed, and well cared for. I truly appreciated the extra attention and care she provided. I would definitely book with Elizabeth again and highly recommend her to anyone looking for a trustworthy and caring dog walker!

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Ethan C.
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

Aaron was great with my pitbull! After 5 years of weekly walks with my dog, I never had one problem with him and he always took great care of my dog on the walks. He’s very reliable, and very caring. Always would go above and beyond. Highly recommend!! Thank you Aaron!!

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Luke C.
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

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

Claire took excellent care of my pup and was extremely reliable throughout the process. Highly recommend!

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James W.
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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Why Choose Rover?

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

Meet local walkers who will treat your dogs like family

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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 for Dog Walking in Old Greenwich on Rover is $22.2 per walk (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

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

As of September 2026, there are 19,573 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 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 Old Greenwich.

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 Old Greenwich. On Rover:

  • 88% of walkers can help with special care needs
  • 92% can help with giving oral medications or injections
  • 97% 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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