Dog Sitting Old Greenwich
Book a Old Greenwich dog sitter to watch your dog in your sitter’s home or yours.
Over 1 pet parents in Old Greenwich have booked dog sitting
Old Greenwich, Find top rated dog sitting
About: I truly enjoy caring for animals and treat every pet like family. I have experience looking after dogs and other pets for friends and family, including feeding, walking, playing, and providing lots of attention and affection. I’m patient, responsible, and attentive to each pet’s needs, whether they’re energetic, shy, or require extra care. I’m also comfortable following specific routines and instructions to make sure your pet feels safe, happy, and loved while you’re away. I have a flexible schedule that allows me to give your pet plenty of attention and care throughout the day. I’m available on weekdays and weekends, including mornings, afternoons, and evenings. Whether your cat needs a quick check-in, feeding, playtime, or companionship, I can adjust to their routine to keep them comfortable and stress-free while you’re away. I provide a calm, clean, and safe environment where your pet can feel relaxed and secure. I always follow your pet’s routine closely, including feeding schedules, litter box cleaning, and any special instructions. I’m attentive to behavior and make sure your cat feels comfortable, whether they prefer playtime or quiet space. In your home, I respect your space and ensure everything is left just as you expect.
“Alexandra did an amazing job with our two kitties while we went on vacation. They were loved and well cared for, and she played a LOT with them! We definitely would recommend her!”
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.
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.🩷
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.
About: I’ve had dogs growing up. As an adult I have had cats and dogs, many of whom had special needs. I have had two blind cats and cats and dogs with various chronic medical conditions. I also have a veterinary assistant certificate from Norwalk Community College and I have worked as a vet assistant. I am retired for now. This leaves me time to focus on your animals. I can do sleepovers as well as daily walks and home visits for cats. I cannot take pets in my home but can do walks and sleepovers in a clients home. If an owner has a fenced in yard and the dog likes going out in the yard I would go with the dog and not leave the dog unattended. If the dog is used to walks we would walk.
“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.”
“Sonia did a great job with Scout on her drop-in visit. She sent us a photo as well as their walk path and made us feel reassured that he was happy. I would definitely use Sonia again!”
“Brooke was great with our fur babies (all 4). They were well taken care of and appeared to enjoy each of Brooke's visits per photos sent. Would definitely consider booking with her again.”
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
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.
About: For years, neighbors, friends, and family have trusted me to walk, feed, and care for their pups. I'm home most of the day and only take in one to two small dogs at a time, so your fur baby will get plenty of love and attention. You can count on me to treat them like family! 🐾 I focus on quality not quantity, and make sure your pup feels like they are visiting family when they are with me. A home away from home. I also pick up and drop off. 🐾🤗 I'm home most of the day and only take in one to two small dogs at a time, so your pup will get plenty of love and attention. You can count on me to treat them like family and send tons of pics!! 🐾 I always listen carefully to each pet parent's needs and follow their instructions to a T—because every pup is unique! Daily walks, plenty of love, and attentive care are all part of the package. Your dog’s routine is my priority, and their happiness is my goal!
About: Love dogs all kind. First I pet seat my friend’s dogs when they were away. Then I got my own dog. Alaska is a 34 lbs pomsky. She is very playful and would like a company. I can take your dog to a dog park or the dog beach. Both of those amenities are next to my house. Moreover I have small fenced yard for playing with bunch of balls.I work from home , so have a lot free time to pet sit fur babies and take them for plenty of walks. If you are away for a short trip, book your pet a bed and breakfast inn in my house. I will take care of your furry friend either at my house or yours. Currently work from home. Very flexible. However prefer drop offs and pick ups in mornings. If pick up after 3 pm addition charge may apply I have fenced yard where. I can let dogs out for quick pee and play if needed. However I take them on walks at least 2 times a day. If good weather, I may take them to the dog park or rye beach
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.
About: Constant TLC (Tender Loving Care) for Every Furry Friend! I also work at a Doggy Daycare which has given me tons of hands-on experience with dog behaviour and care. I'm currently working 30 hours a week so my availability for caring for pets outside work has increased. I have a plenty of space during week days and weekends to care for your furry pals. I have experience handling dogs who may not be used to friendly strangers. I can easily make them warm up and make them feel like I'm just a another member of their family.
“I was a bit hesitant leaving her with anyone, BUT SHANNIA is fantastic with my English Bulldog! She has a right shoulder injury and Shannia picks my dog up (weighing 54 lbs) up and downstairs! She wipes her 🐾 really good! She is amazing”
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.
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!
The median cost per visit for dog sitting in Old Greenwich is CA$25
Dog parents share their Rover experiences - Old Greenwich
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! ❤️🐾
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.
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- 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?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
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 sitting
1. Search
Browse profiles of sitters near you who offer dog sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog sitting - Old Greenwich
Select a filter and find qualifying sitters offering dog sitting.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 is $22 per visit as of October 2026. Most bookings cost between $22 and $22 per visit. On Rover, 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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