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

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Top rated Old Greenwich dog sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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.
“Anna took exceptional care of my two babies, and followed all of my instructions! She was polite and checked in with me on any questions about the babies and gave me a heads-up if she might be stopping by early. I came home to a perfect and clean apartment, and two very happy and well-fed babies. Highly recommend!”

“Cassidy was amazing!! I needed someone to check on my cat while I was out of the country. It was such a relief knowing that Cassidy was keeping an eye on everything and giving Katniss plenty of attention while I was away. She kept me updated everyday and was super accessible for communicating about a few questions that came up while I was gone. I would not hesitate to ask Cassidy to watch my cat again, or any other pets for that matter! Highly recommend!”

“Nicole is incredible! She takes her time with our shy dog to make her feel comfortable, and we feel so grateful for that. She also sends pictures without us even having to ask! 10/10 recommend!”

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.
“Katie was amazing all around. She did everything I asked and took great care of my cats. I was anxious about leaving them for 6 days but she made me comfortable and allowed me not to worry during my vacation.”

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.
“Shawn is great with Max, my cat. Max has diabetes and has to eat before he can have his insulin. Max can be fussy sometimes with his food, and Shawn has made it a point to make sure he eats his food. He has gone so far as to spoon feed Max! He really does take good care of Max!”

About: Have many years of experience in caring for pets. Have had several kittens to cats in prior years, and more recently cared for our family dog from a 9 week old puppy to a happy long life of 17 years! I take care of family member's dog and cat while they are away. Have experience in caring for a senior dogs, from medicines to mobility support. Will provide loving, attentive and patient care for your pet. Happy to provide the excellent care your dog or cat deserves, so you can be away without worry! I am at home 4 days a week and available to take 24 hour care of your pet's needs. Always present to let them outside for breaks as needed in private secure backyard or on a walk. Love to go on walks for your dog's excercise! Will keep a close eye on your pet throughout the day. Able to provide special senior care to support your pet needs. Have a single home townhouse with private backyard. Handy when they need to go out briefly for breaks. Will always make sure your pet is secure on a leash while out. Dogs and cats can freely move around home and I ensure a clean and safe environment. Plenty of space but structured in that I can keep a close eye on them to know all is well with their needs.
“Cinthia took wonderful care of my pup, Hoover. I was a little nervous because I’ve had him less than a week, but I came home to a happy guy! Thanks Cinthia! ❤️❤️❤️ Jonathan and Hoover!”

About: Ever since I was a kid, I’ve had a soft spot for animals and a dream of having every furry friend in the world! Now, I’m turning that childhood passion into reality by pet sitting. I started small, taking care of my neighbors’ dogs, and their wagging tails and happy barks have convinced me to expand my love for pets through Rover. With a growing list of repeat customers, I’m excited to offer my services part-time! I believe that every pet deserves love and attention, and I treat each one like my own. Whether it’s playtime in the park or snuggles on the couch, I’m here to ensure your furry family members feel safe, happy, and loved. Let’s make your pet’s day together! 🐾❤️ Working from home gives me the flexibility to offer personalized pet care whenever your furry companions need it! I optimize my weeks to fit in visits, walks, and playtime, ensuring your pets get the attention they deserve while you’re busy. Let’s create a schedule that works for both you and your pets! I believe every pet is unique, and I tailor my care to fit their individual needs. By really listening to you and observing your pet's behavior—whether it’s their tail flicks, reactions, or little quirks—I can provide the best experience for them. Your pet’s comfort and happiness are my top priorities, and I’m here to ensure they feel loved and understood!
About: I have been caring for my clients dogs for over 10 years. I love walking and playing with all animals. I also have my own dog who can be a companion if your dog needs a playmate. I am a fulltime dog walker, have a very flexible schedule and can generally be available on short notice for drop-ins and walks or even on hikes! I am also available for overnight dog/house sitting! All services will be at my clients houses or in their neighborhoods for walks. This allows dogs to be in environments that they are already comfortable with while meeting somebody new.
About: I’ve had animals my whole life, including dogs, cats, birds, and reptiles. I’ve trained multiple puppies, cared for senior dogs, and have years of experience looking after cats. I’m patient, detail-oriented, and always make sure each pet feels safe and loved. I currently work from home, so I have a flexible schedule for walks and drop-in visits throughout the day. At the moment, I’m not able to offer boarding, as my own pets may not adjust well to new animals in the home. My approach is calm and understanding. I like to respect each pet’s unique personality and habits. I don’t believe in being overly strict, but I always make sure they are safe, comfortable, and well cared for.
“Katherine was great! She took care of my cat like she was her own! She was extremely communicative and doesn’t hesitate to ask questions if needed. I’m grateful Katherine could pet sit for me so I could relax while I was away.”

About: I’ve taken care of dogs since having our first family dog when I was little. I trained our family dog to not only have discipline, but also do tricks! I recently trained my friend’s dog to do some fun tricks too. I love to give the pups all the attention and patience they deserve. I shared a cat all through college with my roommate and am familiar with cats needs. I currently have Friday-Sunday off so I’d love to board or do walks on the weekend. I’m also available in the mornings and evenings if walks are needed then. I live close to lots of walking paths and dog parks. It’s a great area to go on long walks or to the dog parks!
About: I specialize in personalized care tailored to each dog's needs, whether it's knowing how much walking is needed for a pup, providing attentive senior care, or accommodating special requests. With a fur baby of my own, rest assured, your pup will be treated like family. With a flexible work-from-home schedule, I integrate pet care seamlessly into my daily routine. Whether it's morning walks, playtime breaks, or midday cuddles, your furry friend will receive attentive care throughout the day, ensuring they feel loved and content while you're away." I live in a condo style apartment downtown with a huge dog park right outside and a friendly and energetic dog to keep your dog company.
About: I’ve walked dogs and pet-sat for neighbors, friends, and family. I’ve cared for two dogs and a cat of my own. I’m comfortable with feeding, walks, and playtime, and I genuinely love spending time with animals. I’m happy to follow any special instructions or routines to keep pets safe and happy. I’m pretty much free most days since I only work part-time some afternoons. That means I have lots of time to hang out with pets, whether it’s for walks, playtime, or just sitting with them while you’re away. I’m flexible and can usually work around your schedule, so if you need help last-minute or regularly, just let me know. I have a big house with plenty of space for pets to relax and feel comfortable. There’s a fenced yard where they can safely play and explore without any worries. My home is on a quiet dead-end street, which makes for peaceful, low-stress walks nearby, and I’m also really close to a park for longer walks and fresh air. I already keep dog food on hand for my own dog, so feeding is easy to manage. I have a friendly dog who’s used to other animals, and if your dog needs some quiet time, I can crate them safely as well. I always follow each pet’s routine and make sure they get lots of attention.

About: I’ve grown up with pets my whole life — four dogs, a cat, hamsters, and even reptiles, so I’m comfortable with a wide range of animals and personalities. Since I was 10 I’ve taken care of neighborhood dogs, from quick walks to full days of care while owners were away. I’m patient, attentive, and treat every pet like my own. I’m currently home for the summer with a flexible schedule, so I can offer consistent care — whether it’s a single walk, daily drop-ins, or a longer house sit. I always leave the home exactly as I found it. I’m currently home for the summer with a flexible part-time schedule, so I have plenty of availability for walks, drop-ins, or boarding. I’m generally available afternoons, evenings, and weekends, and can often accommodate short-notice requests as well. I’m not able to host pets at my own home, so I focus on drop-in visits, walks, and house sitting at the owner’s home. When caring for pets in their own environment, I follow the owner’s routines and instructions closely, make sure all doors and gates are secure, and keep a close eye on the pet at all times to ensure their safety and comfort.
About: Welcome, if you happened to find my page, I am offering many services for you loving pets. 1. Boarding, small breeds only. I have a big back yard, fenced, no harmful pesticides. Your fur babies can run around to their hearts content. I offered daily walk during boarding( weather permitting). 2. Drop in visit. I usually visit twice a day, staying one hour or more each time. Following the client' instruction on routines for your pet. Small, medium, and Large dogs are all welcome. 3. Day Care, usually 8 hours duration, your fur pal gets plenty of companionship from my dogs, on our laps, backyard and daily walks. Plenty cuddle time and what ever routine you prefer. Small breed only. 4.Walks: each walk is 30 min or 1 hour. if you need other service besides during that time just let me know. Small, medium, and Large dogs are all welcome. A little bit about myself, I live with husband and 2 fur babies. I have owned various size and breed of dogs since I was in elementry schools. Right now I have 3 small dogs( all were adopted), one is a senior and one is handicapped. They go out for walks at least 30 min per day in the parks, and I groom them myself. We trained them well and they dont beg by the table, they dont bark for no reasons, and they are well socialized. I am so grateful for able to take care them. One of the dog is 15 years old she got adopted by us at age 7, she came with anxiety issues. we retrained her to relieve herself outdoor, she learned fast, and she was rehabilitated into a wonderful, fun, loving dog. The handicapped one has a birth defects but he is the sweetest dog I ever owned, he is well behaved and very smart. I want to pour more time into taking care of these amazing pets, they are not just dogs, they are our family, companions and true friends I work as arts and craft teacher at elementry school (5 hours per week). I also teach 3 hours per week at the YMCA. I have ample time to take care of the dogs. At my home the dogs are being monitored with servalliace camera. I let them out every 2 -4 hours during the day if I am home. Our yard is fenced. They get 2 meals a day. some treats. I follow clients instruction on taking care of dogs.
Old Greenwich dog parents share their Rover experiences
I had a wonderful experience with my dog sitter and would absolutely book with her again! She took excellent care of my two dogs and was attentive, kind, gentle, and professional throughout the entire process. She followed all instructions carefully, kept me updated, and treated my dogs as if they were her own. It gave me tremendous peace of mind knowing my pets were in such caring hands while I was away. When I returned home, my dogs were happy, relaxed, and clearly well cared for. I highly recommend her to anyone looking for a reliable, compassionate, and trustworthy pet sitter. Thank you for taking such great care of my girls! 🐾❤️

Nicole is wonderful with my Atlas. She is always on time, communicative, and sends lots of pics. I was concerned that he might develop separation anxiety when I returned to work, but Nicole’s drop-ins keep him happy and engaged (the only separation anxiety is mine 😊). Her consistency and experience is helping him learn his manners (leash and potty etiquette) very well.

Evelina was absolutely amazing with my Marley while I was away on a week-long cruise. From the start, she was professional, kind, and very communicative, which gave me real peace of mind. She sent regular updates and photos, and it was clear Marley was happy, comfortable, and well cared for the entire time. When I got back, Marley was relaxed, healthy, and clearly loved his time with her. Evelina truly treated him like her own. I couldn’t have asked for a better sitter and will definitely be booking with her again. Highly recommend Evelina to anyone looking for a trustworthy and caring Rover helper.

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Select a filter and find qualifying Old Greenwich sitters!How Rover works

1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
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The median cost per night for dog sitting in Old Greenwich is $25
Why Choose Rover?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn't happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Old Greenwich average 6 repeat dog sitting clients
Dog Sitting FAQs
Frequently asked questions about Rover
Dog sitters on Rover are free to set their rates. The median cost to hire a dog sitter in Old Greenwich on Rover as of Jun 2026 was about $25 per night, after factoring in Rover’s service fees. A dog sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jun 2026, there are 18,318 dog sitters in Old Greenwich. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, 86% of Old Greenwich dog sitters respond in under an hour.
Dog sitters in Old Greenwich have an average of 13 years of experience. Dog sitters with repeat customers have an average of 6 repeat clients. Experience can vary from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Old Greenwich.
Rover makes it easy to find Old Greenwich dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog sitter’s pets
There are 18,318 dog sitters in Old Greenwich on Rover, so you’re sure to find the perfect match for your dog! In Old Greenwich, 96% of dog sitters offer daily exercise, 93% offer medication administration, and 89% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass background checks for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.













