Dog Sitting Greenwich

Book a Greenwich dog sitter to watch your dog in your sitter’s home or yours.

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Over 48
pet parents in Greenwich have booked dog sitting

Greenwich, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Leigh S.
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Leigh S.
from
$45
per visit
5.0 out of 5 stars
12 reviews
5 repeat clients
25 years of experience
Greenwich, CT, 06830

Leigh was on time and was very friendly. Highly recommend.

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John U.
Sitter Profile Image: Brooke D.
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Brooke D.
from
$20
per visit
4.8 out of 5 stars
18 reviews
5 repeat clients
21 years of experience
Greenwich, CT, 06831

Brooke cheerfully agreed to do last minute drop ins for me over the Christmas holiday. She was prompt, reliable and sent me pics of my cat every time she came. I am very happy to recommend Brooke’s services, and will certainly ask for her again myself.

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Sara D.
Sitter Profile Image: Annabel B.
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Annabel B.
from
$25
per visit
4.6 out of 5 stars
9 reviews
6 repeat clients
10 years of experience
Downtown, Stamford, CT, 06901

Annabel did a great job for my 2 cats while I was away for a week. She sent great pictures and even cleaned up when they got into a treat bag one day. Highly recommend!

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Connor C.
Sitter Profile Image: Lana K.
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Lana K.
from
$18
per visit
2 years of experience
Rye Brook, NY, 10573

About: Hi! I am a junior at Cornell University home for the summer and I love animals. My own cat is named Tucker who is quite the high maintenance cat, but has given me lots of experience nonetheless. I have experience walking dogs and I also cat sit for other clients. I have administered oral medication for cats before. I am punctual and reliable, and I would love to help out you and your pet! I am currently taking a college class so I will be available to play, walk, or take care of your pet after 3 pm throughout the week. Most weekends I am available all day, and can do multiple visits or walks a day. I will be very respectful of your home while making sure your fur baby is as comfortable as possible! If they like their food a certain way, love blanket forts, or just having company, I am more than happy cater to their normal routine!

Sitter Profile Image: Kerry M.
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Kerry M.
from
$27
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
20 years of experience
Purchase, NY, 10577

About: I bring attentive, knowledgeable care tailored to your specific creature and their specific personality. I've been pet parent to dogs of all sizes, from Chihuahuas to Great Danes to my current Sheepadoodle — there's no dog size or personality that's too much or too little, IMHO. And my experience extends well beyond dogs — cats, snakes, farm animals 🐐, and more. I also happen to share my home with a ball python named Fettuccine Alfredo 🐍, who is a distinguished, low-drama fellow. As a plant parent, I will watch after yours indoor jungles, outdoor gardens, that one fiddle leaf fig you're nervous about. If you need someone who will actually look at your monstera and not just splash water in its general direction, that's me. (My avocado tree, grown from a pit, is thriving. I'm not taking questions.) Housesitting, dog walking, drop-in visits, basic training — I've got you. And if you're going away and need the whole ecosystem looked after, pets, plants, and all, I'd love to meet you. Pet care fits naturally into the rhythm of my week. My mornings are consistently free, which works well for walks and drop-in visits, and I have flexibility on Wednesdays, Fridays, and weekends for longer stays or housesitting. On days when I'm teaching in the afternoons and evenings, I'm still available in the mornings — and I keep my schedule intentionally manageable so I'm never stretched too thin across clients. This isn't something I'm squeezing in around a packed schedule — it's something I've made genuine room for. When I'm in your home for drop-in visits or housesitting, I treat it with the same care and attention I'd give my own. That means following your routines exactly as you've set them, keeping things tidy, and making sure your pets are comfortable and unstressed in their own environment. I take detailed notes at meet-and-greets so nothing gets missed while you're away. On walks, I keep dogs leashed and attentive to their individual energy and needs — a reactive dog gets a very different walk than a social butterfly, and I know the difference. I bring over thirty years of animal experience to reading body language and behavior, so I'm not caught off guard by much. My own home includes a ball python and two cats, so I'm well practiced in managing a multi-species household safely and calmly. I don't offer boarding, which means your dog's visit to my home would only ever be for a meet-and-greet in a low-key, relaxed setting. In any situation that feels off — health, behavior, anything — I err on the side of contacting you immediately and getting to a vet if needed. You'll never be left guessing.

Sitter Profile Image: LisaLeigh R.
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LisaLeigh R.
from
$20
per visit
5.0 out of 5 stars
21 reviews
14 repeat clients
4 years of experience
Waterside, Stamford, CT, 06902

LisaLeigh really helped us out when we were in a bind. She was communicative and took great care of our two pups for the night. I will absolutely be calling her again!

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Kathleen A.
Sitter Profile Image: Kristen S.
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Kristen S.
from
$20
per visit
10 years of experience
Shippan, Stamford, CT, 06902

About: I had a dog of my own growing up and was incredibly lucky to be highly involved in all stages of her life. I have also been blessed to watch many other dogs consistently over the years and was able to be with them as they grew old. From crazy energy and intense training, to medication and helping ones who aren't as able. I have experience with young pups and the senior dogs. I am fit and able to walk large dogs, also nurturing and able to soothe those shy ones out there. I appreciate your consideration and hope to meet you and your fur family soon! I am an early bird and willing to come early, typically 6-8am. My days can be flexible but typically on shorter notice. My evenings are usually open! Weekends vary. I am willing to make anything and everything work in advance and short notice! I am happy to care for your pet exactly as instructed by you. For walks and drop-ins I ask that any potential watch-outs are communicated as well as anything that your pet specifically loves! Whatever is best for you and your pet(s) is best for me.

Sitter Profile Image: Jasmine C.
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Jasmine C.
from
$20
per visit
5.0 out of 5 stars
7 reviews
5 repeat clients
23 years of experience
Port Chester, NY, 10573

About: I had a family dog since I had a baby he was a dachshund and lived for 18 years. I have dog sitted before in middle school with my sister and it was great having to take care of cute dogs. I know how to handle dogs. I am currently working part time so I have time to take care of dogs and can walk them in the morning before I go into work. I am very cautious when taking care of dog before walking them I will check if their collar or harness it tightly secured (not too tight) so they won’t slip away.

Sitter Profile Image: Allison L.
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Allison L.
from
$25
per visit
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: Anna N.
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Anna N.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
West Side, Stamford, CT, 06902

Anna is a true animal lover! She came prior to her 1st visit to meet my cat and she also met my 2 puppies and they loved her! My cat that is very shy and reserved, was really happy to see her while we were away. I’ll be definitely asking for her help again!

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Juliana S.
Sitter Profile Image: Nicole G.
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Nicole G.
Star Sitter
from
$29
per visit
5.0 out of 5 stars
42 reviews
14 repeat clients
7 years of experience
South End, Stamford, CT, 06902

Nicole was really great! Our dog can be nervous around new people but he seemed to really like her. We felt confident she’d take good care of him.

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Rebecca R.
Sitter Profile Image: Sarah C.
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Sarah C.
from
$22
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Port Chester, NY, 10573

About: I have worked with all animals big to small, from exotics to horses. I grew up with cats and dogs in my household and have a cat and ferret currently. I’m currently working part time so have lots of time to dog walk or visit for bathroom breaks. I’m available weekdays Monday thru Friday 11am to 3pm I am very good with reading body language since I have worked around horses and dogs for the past 10+ years. I am also very patient if your dog needs some time to get used to me.

Sitter Profile Image: Marcela F.
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Marcela F.
from
$25
per visit
5.0 out of 5 stars
15 reviews
7 repeat clients
14 years of experience
Rye, NY, 10580

About: With over 14 years of full-time experience caring for animals, pet care is more than just my profession it is a lifelong passion. While the majority of my experience has been with dogs, I have also gained extensive experience caring for cats and birds in their homes. I am a Certified Veterinary Assistant with hands on veterinary experience and a strong understanding of animal health and wellness. I am comfortable administering oral, topical, and injectable medications, monitoring pets during recovery, and providing post-surgical care when needed. I am also very familiar with the veterinary clinics in the area and have experience transporting pets to appointments, assisting with checkups, and helping owners follow veterinary recommendations. What sets me apart is the level of attention and care I provide. I build close, trusting relationships with the pets I care for and take the time to learn their individual personalities, routines, dietary needs, and preferences. I have a strong interest in animal nutrition and understand the importance of maintaining consistency in a pet’s daily routine to support their overall well being. In addition to pet sitting and dog walking, I have several years of grooming experience. My building includes a dedicated pet grooming facility, allowing me to conveniently offer grooming services while pets are in my care. I am a dependable, knowledgeable, and compassionate caregiver with many long-term client relationships national and international. References from local families are available upon request, and I take great pride in the trust that both pets and their owners place in me. I would be happy to assist with all of your pet care needs, including pet sitting, dog walking, medication administration, recovery care, transportation to veterinary appointments, grooming, and personalized daily care.

Sitter Profile Image: Kristen B.
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Kristen B.
from
$22
per visit
5.0 out of 5 stars
13 reviews
2 repeat clients
6 years of experience
greenwich, CT, 06878

About: I’ve taken care of numerous kinds of dogs of all ages and sizes. I have been relied on for serval years for many neighbors and friends to feed, walk and dog sit. I am working part time and have plenty of time to take care of and walk your dog for various times during the day and extended times to watch over. I have worked with many different types of dogs and have plenty of experience watching dogs in peoples homes when they go away. I am used to crating dogs, and making sure they are safe and happy when watching over them.

Sitter Profile Image: Katie V.
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Katie V.
from
$25
per visit
5.0 out of 5 stars
91 reviews
26 repeat clients
7 years of experience
Stamford, CT, 06901

Katie was so great! She spent a lot of time with our cats each visit and made sure to play with them. She puts a lot of time into her updates. They are funny and are great to read when you’re missing your kitties. She took the best pictures. Would recommend her to anyone

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Nikki S.
Sitter Profile Image: Cassidy M.
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Cassidy M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
81 reviews
30 repeat clients
6 years of experience
Downtown, Stamford, CT, 06905

Amazing! So appreciative of the quick visit, prompt replies, and the photo updates. The cats came to say hi which is a good sign, they usually hide the whole time. Thanks, will definitely reach out again.

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Mariel V.
Sitter Profile Image: isabella p.
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isabella p.
from
$20
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
8 years of experience
Greenwich, CT, 06831

Isabella was professional and an ideal playmate with our pup. Would hire her again in a heartbeat

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Lisa A.
Sitter Profile Image: Naomi A.
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Naomi A.
from
$35
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Greenwich, CT, 06830

About: I’ve started taking care of pups since I was young . Worked with puppies , adults , special needs and elderly doggies. If you have an energetic pup , I’m your girl . Love to go running , hiking & exploring new areas with my boy rico. Super friendly and playful. If you need to me to accommodate according to your doggies personality I’ll be more than happy to work things out to the best of your wishes. I do provide food/water/ bed / toys etc but if you would like to bring your own you’re more than welcomed . I can also shower and trim nails if needed. I will care for yours as I do my own but mostly they will have a great time and not be alone . I work Monday/Tuesday/Friday 9am-6pm Wednesday/thursday 7am-4pm and some saturdays. If you tell me in advance I can switch my schedule around to help you out ( my job is pretty flexible) Got a pretty big place , I just let them be dogs and hang out . I don’t mind them being on furniture but if you don’t want me to make it a habit with yours I wont . I do go out every morning to the park and I dedicate about an hour of just running around in the field or dog park but at night we’ll do a nice long walk. Again if you have a different schedule or instructions I can deff accommodate. When in YOUR home I will follow all info provided

Sitter Profile Image: Helen P.
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Helen P.
from
$15
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
4 years of experience
Greenwich, CT, 06830

About: I’ve had dogs my whole life and have being dogsitting/walking on the side for ~4 years. I’m comfortable with dogs of any age or need—I had a senior tripawd myself until he passed in August '24—and have worked with puppies as young as one month. I have an open schedule and am quick to respond. I’m home from school this summer and available just about anytime! I’m able to hang out with your pup weekends, evenings, and overnight. I’ve cared for dogs with a variety of needs. I have experience walking puppies, seniors, high energy dogs, and couch potatoes. Whether your dog needs a slow fifteen minute stroll or an hour long game of fetch, I'm happy to accommodate them. I'm eager to meet your pup's needs, no matter what they are!

Sitter Profile Image: Kenisha M.
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Kenisha M.
from
$40
per visit
5.0 out of 5 stars
46 reviews
8 repeat clients
5 years of experience
Downtown, Stamford, CT, 06902

Responsive, kind, and very easy to work with! I would not hesitate to book again with Kenisha.

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Aaron E.
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The median cost per visit for dog sitting in Greenwich is $25

Dog parents share their Rover experiences - Greenwich

1 / 1
5.0 out of 5 stars

Shawn is awesome! I have an older lab and Shawn is so patient and kind with him. He goes above and beyond what I had expected him to do. I have never left my pup with anyone and Shawn makes it possible for my boy to stay in his home when we day trip.

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Eileen M.
Drop-In Visits
5.0 out of 5 stars

Claudia is incredibly responsive, warm and friendly, and did a great job with a drop in visit for my senior pup! She showed up right on time, shared really cute pictures, and went above and beyond to give my dog a nice visit.

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Irene P.
Drop-In Visits
5.0 out of 5 stars

Aaliyah is fantastic and such a professional. She is polite and courteous and clearly loves dogs. She even tackles challenges like my forgetting to leave the key out for her! She handled it so beautifully and was so patient and helpful! Many thanks Aaliyah and thank you Rover!

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Jennifer C.
Drop-In Visits
5.0 out of 5 stars

Anine was great! She stopped in and checked our three dogs while we were away for several hours. Topped up water dishes, gave them treats, took them out for a potty break and gave them lots of cuddles. We hope to see Anine again soon!

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Victoria Z.
Drop-In Visits
5.0 out of 5 stars

Consuelo is the best, and our dog is always so happy to see her. Full trust that she takes great care, and leaves him in a good mood. She goes above and beyond, I’m always appreciative

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Henry R.
Drop-In Visits
5.0 out of 5 stars

Carol was absolutely great. She was onetime and did a wonderful job with our dog during a drop in visit while we were at a wedding.

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Greg C.
Drop-In Visits
5.0 out of 5 stars

Madison and Fuji got along from the start. She made sure she knew his routine, medicine, schedule, and activities. I received lots of photos after and clear communication before and after.

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Christofer G.
Drop-In Visits
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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
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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.

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

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet & Greet

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Sitters in Greenwich average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Greenwich

Frequently asked questions about Rover

The average cost for Dog Sitting in Greenwich on Rover is $29.97 per visit (as of June 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting 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 Sitting. For more information on service fees, click here .

As of June 2026, there are 23,216 sitters on Rover offering Dog Sitting across Greenwich. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Greenwich stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Greenwich choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter 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 .

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.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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 sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Greenwich with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 88% of sitters 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.

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 sitter.

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