Dog Sitting Old Greenwich

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

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Over 1
pet parents in Old Greenwich have booked dog sitting

Old 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.

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Sitter Profile Image: Daniel S.
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Daniel S.
from
$15
per visit
2 years of experience
Glenbrook, Stamford, CT, 06906

About: Growing up with a dog taught me how to care for them naturally, and now my fiancĂŠ and I are putting our love for dogs into raising our own puppy, a 7-month-old Cockapoo named Kenai! What sets me apart is that I provide the same meticulous, loving routine at home that I would bring to your pet. From daily care to managing his vaccines and vet visits, I know what it takes to keep a dog healthy, safe, and happy. Your pup will get my undivided attention, supervision, and plenty of love! Best Regards, Daniel Pet care is seamlessly woven into my everyday life. As a business owner, I have wonderfully flexible availability throughout the week and also weekends to ensure your dog receives constant attention. I maintain a safe, secure environment by actively supervising pets at all times, keeping hazards away, and following your exact routine. When I am watching your pet, I am as concerned for their safety as I would be for my own dog.

Sitter Profile Image: Leonard P.
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Leonard P.
from
$25
per visit
5.0 out of 5 stars
• 12 reviews
5 years of experience
Downtown, Stamford, CT, 06905

“Leo was great taking care of our cats while we were abroad. One of our cats is 18 and needed medicine, Leo made sure he got it and even sent us pictures of the medicine before he administered it! At each visit, he stayed the amount of time promised, the cats looked healthy and happy when we got home. I would definitely use Leo again!”

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Tracy F.
Sitter Profile Image: Lilly G.
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Lilly G.
from
$20
per visit
1 repeat client
12 years of experience
Downtown, Stamford, CT, 06901

About: Hi! I’ve had dogs my whole life and truly love caring for them. I understand every dog has their own personality and routine, and I’ll make sure your pup feels safe, comfortable, and cared for while you’re away. I’ll treat them like my own! 🐾 I do most of my work from home so I am available most days at any time to help out with any dog activities you need! Open to weekdays and Weekends. I love finding new areas and parks for long walks and open space. Our apartment is very clean and has space for any pet to rest and get comfy.

Sitter Profile Image: Paola P.
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Paola P.
from
$20
per visit
6 years of experience
greenwich, CT, 06830

About: I love being around dogs and getting to know each of their unique personalities. Some dogs may be shy and need extra time to feel comfortable, while others are super friendly and playful. I believe being patient, caring, and understanding is important when taking care of any pet. I also love seeing how dogs communicate through their actions and watching them learn and grow every day. I’ll always make sure they feel safe, loved, and cared for! Pet care fits well into my weekly routine because I have a flexible schedule. I’m available after 4 PM on Mondays and Fridays, as well as Saturdays and Sundays. I do have a part-time job, but I’m able to organize my schedule around pet care. I always make sure to keep my calendar updated so I can stay organized and avoid any misunderstandings with pet owners. I’m happy to plan ahead and make sure I have enough time to give each pet the attention and care they need. Safety and trust are very important to me when caring for pets. I always want the pet and their owner to feel comfortable with me. I make sure to ask questions whenever I’m unsure about something rather than guessing, because I believe communication helps prevent misunderstandings and keeps pets safe. I also love keeping owners updated by sending photos and letting them know how their pet is doing. My goal is to create a comfortable, pet-friendly environment where they receive plenty of love, attention, and care. 🐶❤️ I know trust takes time to build, and I hope that once you get to know me and see how I care for your pet, you’ll feel completely comfortable and confident leaving them with me.🩷

Sitter Profile Image: Alexandra B.
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Alexandra B.
from
$30
per visit
1 repeat client
10 years of experience
Cove-East Side, Stamford, CT, 06902

About: I have always had pets growing up as a child and now my love has grown even more. My experience in Pet Care is from having my own pets and caring for friends and family. I deal a lot with active dogs since I have two Siberian husky of my own and a Mutt mix. Im currently working part time-usually available every mornings, mid day depending on the week, weekends available all day once booked in advance sometimes flexible if booked late, and definitely available overnight at anytime. I can do anywhere in Greenwich, Stamford, Darien, Norwalk, Westport and Southport. I will treat your furry pets as they are like mine. I will communicate with you- if the dogs need extra attention, medicine, more walks, take them to their favorite place I will do it. I will always be transparent with you. I want your pets to not be stress when you leave the house - I will be another best friend that they can play with.

Sitter Profile Image: Stefania G.
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Stefania G.
from
$23
per visit
3 years of experience
Greenwich, CT, 06807

About: Animal lover with three years of experience as pet sitter and dog walker. Provides safe, nurturing care for a wide range of animals, including dogs, cats, fish, and reptiles. Friendly and trustworthy, putting pets and their people at ease with reliable, conscientious care. Balancing pet sitting with a full-time job can definitely be manageable with a bit of planning and organization. I’m available for drop-in visits before and after my work hours, which are Monday through Friday, 8am to 5pm. Communication with the pet owner is key to ensuring that all care instructions are followed and that their pets are comfortable and happy. Services include feeding, exercising, health care, safe spaces, and quality time.

Sitter Profile Image: Atilio & Silvia A.
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Atilio & Silvia A.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Springdale, Stamford, CT, 06907

About: Caring for dogs has always been my passion. For more than 10 years, my family and I have opened our home and hearts to pets—fostering, rehoming, and even providing medical care when needed. My daughter had worked in a veterinary hospital, so I know how to give medication, insulin, and special attention to senior pets. But what really matters is this: when your dog stays with us, they’re never just a guest—they’re family. We’re home full-time, so your pet will always have company, love, and care. Their happiness and safety are my top priority. Here we meet professionalism, Medical care and Vacation time for your pet. My daughter is currently working remotely. We are both retired and are always home. We provide: 2-4 walks a day. - 24/7 supervision - fenced backyard - walks to the beach/ park - toys - extra bowls - extra leashes - blankets - treats Why Book With Us In our home, every pet is treated like family. We offer a fully fenced backyard for safe playtime, a clean and calm environment, and constant supervision—your pet is never left alone. We closely follow each pet’s routine to make sure they feel comfortable, secure, and loved. For extra peace of mind: • 24/7 supervision with someone always home • Ring cameras in both the front and backyard for added security • Just one block from Stamford Veterinarian and three blocks from Springdale Vet in case of emergencies Whether in our home or yours, we put your pet’s safety, happiness, and comfort first—and keep you updated every step of the way.

Sitter Profile Image: Kelly Y.
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Kelly Y.
from
$30
per visit
5.0 out of 5 stars
• 11 reviews
4 repeat clients
18 years of experience
Downtown, Stamford, CT, 06902

“Kelly took the time to get more familiar with my two pets and their schedules to prepare for a longer overnight stay! The extra effort and questions about caring for them was much appreciated.”

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Elizabeth B.
Sitter Profile Image: Gabriella B.
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Gabriella B.
from
$15
per visit
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.

Sitter Profile Image: Ashley L.
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Ashley L.
from
$50
per visit
5.0 out of 5 stars
• 20 reviews
3 repeat clients
23 years of experience
Stamford, CT, 06902

“Prompt and took good care of two dogs during house drop in visits. She seems to really like our German shepherds.”

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Lucy M.
Sitter Profile Image: Austin L.
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Austin L.
from
$30
per visit
5.0 out of 5 stars
• 5 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

Sitter Profile Image: Emma W.
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Emma W.
from
$18
per visit
6 years of experience
Downtown, Stamford, CT, 06901

About: I have a puppy I am training. I grew up caring for dogs that are sick and old to young and just learning. I am very patient and detail oriented I work remote so I am able to watch the dogs with full attention all hours. I wake up early and can move my schedule around your needs. I am very clean and neat and will leave your house the way I entered. In my home the floors are clean and nothing can be eaten off the ground. I have a fenced in yard for dogs to play.

Sitter Profile Image: Jennifer Y.
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Jennifer Y.
from
$25
per visit
15 years of experience
Greenwich, CT, 06830

About: Hi there! I am a local mom who recently lost her childhood dog, Bella. I can't find it in my heart to get myself another dog just yet so what better way to fill the void than by walking and caring for yours. I have a 3 year old daughter who keeps my hands full but am available for dog walking throughout the week while you're at work. I am a working mom but am looking for a dog or two to walk while I am on break! I am usually home all day on Tuesdays so I am trying to fill a void while keeping your pets active. My home becomes their home. I will make sure your pup is comfortable and feels right at home too. While my backyard is not fenced, I'll make sure your pup is by my side at all times.

Sitter Profile Image: Charlotte M.
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Charlotte M.
from
$18
per visit
5.0 out of 5 stars
• 4 reviews
3 repeat clients
5 years of experience
White Plains, NY, 10603

About: I am a just starting at Pace Law and missing my animals deeply. I have made a summer job the past few years dog sitting. I have a wide variety of experience, from caring for three 60lbs+ lap dogs for a week to three cats I would barely see. I love every animal like it is my own (smothered in love) and I make sure to take lots of pictures (I can’t help it!). I am starting my law school journey and I am looking to schedule in some animal time. I am completely free after 4 most days for walks or dinner time and have open weekends. I have lots of experience with animals of many different needs and can easily adapt to instruction. I will be sure to love your baby and provide care above and beyond.

Sitter Profile Image: Kristen F.
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Kristen F.
from
$40
per visit
5.0 out of 5 stars
• 23 reviews
9 repeat clients
30 years of experience
Ridgeway, Stamford, CT, 06905

“Kristen was awesome! Our cat loved her and we always felt he was safe and could trust her in our home taking care of our pet. Can’t wait to use her again!”

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Alexandra D.
Sitter Profile Image: Alison P.
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Alison P.
from
$15
per visit
10 years of experience
Downtown, Stamford, CT, 06901

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: Jillian C.
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Jillian C.
from
$23
per visit
15 years of experience
Stamford, CT, 06902

About: I’ve had dogs since I can remember! Currently an owner of a frenchie and yellow lab! Always been a dog lover and would love to spend time with your pups too! I’m currently in part time online schooling for my masters in social work so scheduling is not an issue for me! Have a pretty available schedule during the week! I am looking to do dog walks and many play dates! Always open to bringing my friendly frenchie doggo along for extra fun if allowed!

Sitter Profile Image: Valerie G.
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Valerie G.
from
$20
per visit
31 years of experience
Darien, CT, 06820

About: I was raised from day one with a large pup, and now myself an a owner of a large pup! I am very patient and understanding. I am a teacher, and would be able to start my services around 4:00 pm and end around 7:00pm. I have my own fur baby to take care of too! I can feed your dog, and willing to clean accidents. I love to play with pups as well! I will walk outside with the dog to go to the bathroom.

Sitter Profile Image: Rajveer B.
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Rajveer B.
from
$25
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
4 years of experience
Stamford, CT, 06901

About: I have fostered 60+ dogs over the last couple of years, and have experience with all breeds, including training, reactive dogs, strong pullers,high prey drives, etc. I have a flexible schedule, and am home most of the time, we would try to shadow the same schedule you keep in your home in my home In my home pets are allowed on the furniture and in the bed, however, this would vary by your preference and if pets are allowed on furniture in your home.

Sitter Profile Image: Lindsay J.
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Lindsay J.
from
$30
per visit
8 years of experience
Darien, CT, 06820

About: Hi, I’m Lindsay! I’m a lifelong animal lover with hands-on experience caring for dogs with a variety of personalities, needs, and energy levels. I understand that every dog is unique, and I love creating a safe, comfortable, and positive experience for each animal I care for. I’m also a proud rescue dog owner to my Chihuahua Jack Russell mix, who has taught me the importance of patience, consistency, and understanding each dog’s individual personality. Through my own experience, I’ve learned how important it is to build trust, create a sense of security, and provide compassionate care. I have experience with daily walks, drop-in visits, feeding routines, playtime, administering medications, and providing attentive companionship. I’m responsible, detail-oriented, and committed to following each pet parent’s instructions closely to maintain their dog’s normal routine. Whether your pup needs an energetic walk, a calm visit, medication support, or simply some extra love and attention while you’re away, I’ll make sure they feel safe, happy, and cared for. I’d love the opportunity to meet your pet and provide the dependable, loving care they deserve!

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The median cost per visit for dog sitting in Old Greenwich is $25

Dog parents share their Rover experiences - Old Greenwich

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5.0 out of 5 stars

Chris was great with Maple! Arrived early and followed all of our instructions very well and sent great photos!

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

We absolutely love our dog sitter, Michelle! She has consistently been wonderful with our girls, and it gives us such peace of mind knowing they’re in such caring hands whenever we’re away. She goes above and beyond to make sure they’re not only fed and walked, but also given plenty of playtime, attention, and love. It’s clear that she genuinely cares about their happiness and well-being, and that means the world to us. Finding someone you can trust with your fur babies is priceless, and we’re so grateful to have found her! We couldn’t recommend her enough! ❤️🐾

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

Excellent as always! We always feel comfortable leaving our pets in Maria’s care. She is the best!! ❤️

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

Nicole has been absolutely great with my pup. She is passionate and loves playing with her. She is also great at communicating, always sends over tons of pictures and updates

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Valarie G.
Drop-In Visits
5.0 out of 5 stars

Maria is incredibly responsive, communicative, and reliable. She’s always quick to respond to messages and keeps us updated during and after each visit with our puppy. She provides thorough feedback and does a wonderful job, which gives us great peace of mind.

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Ali & Brian J.
Drop-In Visits
5.0 out of 5 stars

Alison has walked my dog several times now. She is always great with my dog, communicative and clearly a dog lover! She shares lots of photos and provides detailed updates. Will continue to book.

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Lindsey D.
Drop-In Visits
5.0 out of 5 stars

Stefanie has taken great care of Sadie. She is mindful of how our elderly dog is feeling on a day to day basis and adjust her walk based on the need.

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

Ziyi was able to help me with a last minute booking, which was much appreciated. She is always responsive and communicative!

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Michelle G.
Drop-In Visits
5.0 out of 5 stars

Claire was once again fabulous. She gave Scout tons of pets and he really seemed happy. I would definitely use her again!

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Rebecca K.
Drop-In Visits
5.0 out of 5 stars

I am so happy with Rover and Aaron.I have complete piece of mind when I am away from my 17 year old dog with him .

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

Crystal is the best. She is excellent with Snow. She is the doggie whisperer. Crystal is my fur baby favorite. Professional,on time, and goes beyond expectations.

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

Kaitlyn was on time and so sweet with my Leo! He loved playing in the backyard with her for the afternoon!

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Corinne B.
Drop-In Visits
5.0 out of 5 stars

Annabel was on time and so great with my Leo! He had tons of fun running around in the backyard with her .

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Corinne B.
Drop-In Visits
5.0 out of 5 stars

Daniela was great. We needed help and she accepted our request at last minute. Took great care of our dogs and was very responsive. Highly recommend.

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Kim F.
Drop-In Visits
5.0 out of 5 stars

Carter is great with my dogs and is professional with his service! Very happy to have found him to care for them.

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susanne m.
Drop-In Visits
5.0 out of 5 stars

Emma has good communication skills. Hunter and Tucker reacted well, Brownie was shy and hiding. We look forward to working with her in the future.

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Cheryl W.
Drop-In Visits
5.0 out of 5 stars

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.
Drop-In Visits
5.0 out of 5 stars

Excellent! Ryan is super patient and kind!!! And he also help us clean the potty pads and refill the food. Thank you so much 😊 5 stars!!! Highly recommend.

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Yue L.
Drop-In Visits
5.0 out of 5 stars

Danielle is fantastic! We have had her watch our toy poodle multiple times and she is great! Very responsive and takes great notes on how to best care for our sweet boy

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Alex M.
Drop-In Visits
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Why Choose Rover?

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    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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How to book dog sitting

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Popular requests for dog sitting - Old Greenwich

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Sitters in Old Greenwich average 6
repeat dog sitting clients

FAQs for Dog Sitting - Old Greenwich

Frequently asked questions about Rover

The average cost of Dog Sitting in Old Greenwich on Rover is $22 per visit as of October 2026. Most bookings cost between $22 and $22 per visit. sitters 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 18,041 sitters on Rover offering Dog Sitting across Old Greenwich. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 Old 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 .

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.

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 sitter 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 sitter 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 sitter for longer stays or first-time bookings. Read our tips for your first .

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 Old 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 Old Greenwich. On Rover:

  • 84% of sitters 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.

sitters 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 sitter.

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