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

About: I have always had a very deep love for animals 🐈🐩and caring for them truly makes me happy, I am a very patient calm and loving person and I treat every pet like family. I have a lot of experience with dogs and cats, including senior pets, blind pets, and pets that need medications or extra care. I also work in healthcare so I have knowledge in first aid and monitoring health conditions which helps me provide safe attentive and responsible care for every pet while making them feel comfortable loved and at home. I currently work part-time in healthcare, which allows me the flexibility to dedicate quality time to caring for pets. Animals have always held a special place in my heart, and I genuinely love making them feel safe, comfortable, and loved. My goal is to create a calm, caring environment where your pet feels at home, with plenty of attention, affection, playtime, and supervision. I’m available on weekends, evenings, overnight stays, and most weekdays after work, and I would be honored to care for your furry family member as if they were my own. Your pet’s safety, comfort, and happiness are my top priorities. I provide a calm, clean, and loving home where every pet can feel safe and relaxed. I have two separate private rooms available if your dog or cat prefers a quiet space to rest, needs time to adjust, or if you request separate accommodations. I also have a very friendly cat who is gentle and comfortable around both dogs and cats. I have reliable transportation, so I can take dogs to nearby parks for walks, fresh air, playtime, and exercise. I have experience caring for senior pets, anxious pets, blind pets, and pets that require medication or extra attention. Working in healthcare has taught me to be attentive, patient, compassionate, and detail oriented, allowing me to closely monitor each pet’s behavior and well being. I will care for your furry family member as if they were my own, making sure they feel loved, comfortable, active, and stress-free throughout their stay.
About: Hi, I'm Denise and have worked in doggie daycare and pet sitting, including fostering for many years. My full time job pays my mortgage but caring for animals brings me joy. I am professional, polite, old school and give personalized attention to your pooch. I'm available super early weekday mornings, evenings and all day Saturday and Sunday. I currently work full time near home so I can easily get home for potty breaks. Pets will never be alone for more than 4 hours. I always am sure they are leashed before the door is open. While I do not have a fenced in yard, I'm an avid walker so your pets will surely get the steps in. I work a mile from home so mid day potty breaks are easy. I'm a big walker so pups get their exercise and lots of play time at home. I always keep the pups in my care away from other dogs and people for safety. I do not have a fenced in yard but have enough property for a late night quick pee and poop.
About: Animals are my passion. I’m a vet tech and currently working on my Veterinary Technology degree and certification. I also work at a doggie day care and boarding facility. I have a doggo named Cider, and 4 cats. I have lots of experience with other animals as well. I’m open to any routine you have for your animal. I will try my best to accommodate what is necessary to care for your pet. With a Veterinary Care knowledge I can take care of advanced needs My doggo gets lots of love cuddles and longs walk every day. He is off leash trained and loves his hikes adventures. I’m open to any schedule you have for your pet.
About: Hi, im new on Rover, but caring for pets for over 10 years. I’m passionate about caring for animals! I understand how important your pets are, and I’ll treat them like my own while you’re away. Let’s chat and see how I can help keep your pets happy and safe! I manage my time well and I only schedule visits if I can fit in my schedule efficiently to allow me enough time with my furry clients. I care for pets at the client’s home. I know every pet is unique, so I take the time to learn about their routines, preferences, and any special requirements. Whether they love energetic playtime, quiet companionship, or have specific dietary or medical needs, I’ll ensure they feel comfortable and cared for. I also provide updates with photos or videos so you can feel connected and reassured while you are away.
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 have several years of experience caring for both pets and children. While working as a nanny for multiple families, I was also responsible for their dogs, making sure they were well-fed, exercised, and happy. This gave me hands-on experience with daily walks, playtime, and maintaining routines. At home, I am a proud cat owner, so I also understand the unique needs of cats and how to provide them with the right care and attention. I am patient, responsible, and truly enjoy spending time with animals, whether it’s walking a dog, keeping a pet company, or making sure they feel safe and comfortable while their owners are away. have a very flexible schedule. Sunday Mondays and Tuesdays I am super available. Most mornings before 10 am I’m free and I sometimes work from home. My schedule is adjustable, I can often adapt to different needs during the week. The care I provide always depends on each pet parent’s instructions, since every animal has unique needs and routines. I make sure pets feel safe and comfortable by giving them regular walks, fresh food and water, playtime, and lots of attention. Safety is always my first priority whether that means keeping doors secured, watching carefully on walks, or following special feeding instructions. I also keep the home environment tidy and respectful, so pet parents can feel fully at ease while they are away.
“Lindsay is such a kind sitter with whom we always feel comfortable trusting with our senior golden retriever. She follows direction for feeding, medicine, and making sure he is safe when she leaves.”

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: 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.
About: I bring a unique blend of professional canine experience and true passion. As a K9 coordinator, I’ve worked with puppies, adults, seniors, and dogs with different temperaments. I offer foundational training for puppies, behavioral understanding, and specialized senior support. I treat every dog like family while still maintaining structure, safety, and trust. Pet care fits naturally into my weekly routine because I work with dogs every day as part of my K9 coordinator role. I’m already on a consistent schedule of training, enrichment, feeding, and structured play, so adding petsitting visits fits smoothly into my day. I’m available mornings, afternoons, and evenings, on the weekends and I plan my schedule to make sure each pet gets reliable, unrushed attention. I provide a secure, structured, and loving environment for every pet. Safety is always first doors are secured, hazards are removed, and pets are never left unattended in unsafe situations. I follow routines closely, provide appropriate care for age or health needs, and keep owners informed with regular updates. Pets under my care feel safe, comfortable, and wellloved.
About: Hello there, Let me talk a little bit about myself, since I was a kid, I grew up with so many kinds of animals, horses, chickens, ducks, birds, and about 8 dogs. But there was always this connection between me and the puppies. so, time went by so quick, and I got older and i decided to get me the most beautiful Husky. I never thought this boy would teach me so many things. I had some struggles training him, but I accomplished something that I thought it was impossible to do with huskies. now that he is getting a little older, I decided to get him a sister but this time I went with a German shepherd. every time I get around new people, they always ask me if I'm a dog trainer because the way my 2 babies are well behaved. So as all of you can see or image, I have many years of experience, I have been around dogs my whole life, I just love them if I could give my live to safe one. Thank you I work from home between 4AM-11AM so after that I free every day. or sometimes I don't even work and have plenty of free time to play with puppies. I make sure there's always that morning walk, make sure they eat and do their business outside, but specially I make sure they feel the love from the human so they can feel safe.
About: Hi! I’m a speech-language pathologist and lifelong dog lover who genuinely enjoys spending my free time caring for animals. I know how important it is to feel completely comfortable with the person caring for your dog, and I treat every dog I watch like they’re part of the family. I have experience with dogs of all different personalities, energy levels, and needs. I’m patient, attentive, and happy to follow your dog’s normal routine as closely as possible — whether that means walks, playtime, lots of cuddles, medication, specific feeding schedules, or just having someone nearby to keep them company. One of the biggest perks of staying with us is that your dog will get a lot of attention and very little time alone! I work from home every Friday, and my boyfriend currently works from home full-time with a very flexible schedule. This means he is able to take dogs outside frequently throughout the day for potty breaks, playtime, and fresh air rather than having them wait for a set schedule. We absolutely love having dogs around and want them to feel safe, comfortable, and at home while their owners are away. I’m also very communicative and happy to send plenty of pictures and updates so you can relax knowing your dog is being well cared for. As a full-time speech therapist, I work standard weekday hours and work from home on Fridays. My boyfriend currently works from home full-time with a very flexible schedule, so someone is home with your pet throughout the day and able to provide frequent potty breaks, attention, playtime, and companionship. Between the two of us, we’re able to make sure your pet gets plenty of love and activity throughout their stay. I’m also available for morning and evening walks, and we have lots of flexibility on weekends! I am a very responsible and caring person, your pet will be under very good care with me! I am always down to give my 100 percent attention to a pet!
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: 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: I come from a family of golden retriever breeders and have been around and cared for dogs since I was a kid. I like all types of dogs and know how to work with various temperaments and dispositions. I look forward to meeting you and your dog and will care for your dog as if it was my own. I work from home, so I’m available for weekday and weekend walks. My schedule is flexible and I can accommodate a variety of hours and schedules. I also provide boarding, house sitting, and doggy daycare! I’ll ensure your pets are kept in safe environments and will keep interactions with other dogs and/or people to the liking of your dog and ensure your dog is safe and happy. When preparing for a longer stay, I’ll ensure your dog’s preferences are understood and seek to provide the same level of comfort and care they are used to in your home.
The median cost per visit for dog sitting in Old Greenwich is $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 November 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 November 2026, there are 18,109 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 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 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 Meet & Greet.
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
- 94% 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 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.





















