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

“We couldn’t be happier with the services provided by Josh! His understanding of our needs, and his communication were above and beyond what we could have hoped for. Would absolutely use again and recommend to friends!”


“Stefanie was fantastic! She went above and beyond to take care of our cats. They were well loved and taken care of while we were away, and we will definitely ask her to look after them again in the future. Highly recommend!!”


“Did a great job completing all of the required tasks, I have four cats, a hamster, and a terrarium with reptiles and amphibians so it was a lot of work. He cleaned up the kitties vomit, administered meds, and even watered the terrarium!”


About: I have worked with dog walking companies in the past where I gained experience in leash training, crate training, and potty training. I’ve worked with small, medium, and large dogs of all ages. I also speak English, Spanish, and Portuguese. I am available 7 days a week and have a flexible schedule. I can do morning, daytime, and evening walks. I can board dogs throughout the week and weekends. I enjoy being around dogs. I love playing with them, taking them on walks/runs, and will make sure to give them the attention they need.

“This is the fourth time we used Emily. She is always so reliable and our mini-Golden doodle really enjoys him time with Emily. We will definitely be using Emily again!”


“Janine was excellent! My apt access is complicated and she was so patient with me and the instructions. Will definitely reach out to her again for cat sitting in the future.”


“Paige was amazing! She checked in on my cat Benny while I was away for a long weekend and sent photos and updates. Your pets will be in great hands with Paige! Thanks again!”


“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!”


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: Here’s what your dog can expect in my care: -A calm and caring home with lots of affection -Walks, playtime, and enrichment -Meal prep and medication administration -Light training and reinforcement (I’ve trained both of my dogs!) -A fun playmate in Rowdy, if your pup is dog-friendly I’ll treat your dog like family. I can’t wait to meet your fur baby! I mainly work from home, which means your pup will get plenty of personalized attention, playtime, and love throughout the day. Whether it’s long walks, scheduled meals, or medication, I’ve got it covered. In my home, I provide a safe, pet-friendly environment with plenty of space to play, relax, and feel at ease. I have a gentle and social bernedoodle puppy named Rowdy who gets along great with other dogs, and I always monitor interactions to ensure everyone is comfortable. I maintain a clean, cozy space with access to a crate if preferred, regular potty breaks, and plenty of love and attention throughout the day. When caring for pets in your home, I treat your space and your pet with the same respect and care as I would my own. I follow your instructions closely regarding feeding routines, medication, walks, or preferred cuddle spots. I also provide regular updates so you have peace of mind while you're away.

About: I’ve had dogs ever since I was little (28 now) and love them so much! Whether it’s feeding or walking or bathing I will be so happy to take care of your best friends. I work from Monday - Friday 8-5PM. I can sit dogs after 5PM on weekdays and any time on weekends, I’m pretty open overall other then during the week when I’m working in a doctors office. I live in a pet friendly condominium with a perfect small yard for dogs and I’m walking distance from several dog parks as well, I live in a great area where all dogs are able to socialize very well.

“Darline did an amazing job taking care of our kitties! I left pretty specific instructions as I was worried the cats might cause trouble in our new home while we were away. Darline was so kind and attentive, providing amazing status updates and pictures. Will def be booking with Darline in the future!”


About: I have had a small dog since I was 8 years old and will pamper yours as if it were my own! In college, I fostered dogs and regularly and volunteered at the animal shelter! Work from home is optional! I can stay home whenever I am taking care of your dog. I also do not work on the weekends! I like to take dogs out about every 3-4 hours to make sure that they are happy! Walks are a must as well as playtime and cuddles!

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

About: I’ve been caring for pets since I was in school—neighbors and friends would often ask for my help and thank me with small tips, which I used to buy school supplies. Over the years, my love for animals grew, and I eventually adopted my own dog, whom I’ve been caring for for the past nine years. I offer flexible availability on weekends at any time of day, which can be especially helpful in case of last-minute needs or emergencies. I kindly ask that you notify me at least three days in advance for any pet-sitting requests. I prioritize caring for pets in the comfort of their own home, as familiar surroundings can help reduce stress. I also enjoy taking them for walks in their neighborhood to keep them active and happy. I would have flexibility on weekends at any time of the day for greater comfort or if an emergency arises. 2 days before let me know about day sitting. Thank you I would care for your pet in the comforts of their space, sometimes it is easier when they recognize the space and additionally take them out for walks in their neighborhood.

About: I’ve grown up surrounded by dogs and horses, caring for them with tons of love and energy. Friends and neighbors trust me to feed, walk, and spoil their pets just like family! I’m currently working a 9-5 but available mornings or evenings & on the weekends! I also am available for occasional drop in’s/walks during my lunch break I take diligent care of my pets at home, always checking all their needs are met. I believe that all dogs should be treated to the highest standard, because let’s face it..we don’t deserve these sweet babies!! I also am very conscious of others rules and will abide by them with clear communication throughout my visit/walk!
Loving dog sitters in your neighborhood
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Alexis B.

“Alexis was wonderful. Very responsive and accommodating to what was a last minute request. Winnie took to her immediately and it was clear that she "knows" animals.”


Josh C.

“We couldn’t be happier with the services provided by Josh! His understanding of our needs, and his communication were above and beyond what we could have hoped for. Would absolutely use again and recommend to friends!”


stefanie o.Star Sitter

“Stefanie was fantastic! She went above and beyond to take care of our cats. They were well loved and taken care of while we were away, and we will definitely ask her to look after them again in the future. Highly recommend!!”


Summit G.

“Did a great job completing all of the required tasks, I have four cats, a hamster, and a terrarium with reptiles and amphibians so it was a lot of work. He cleaned up the kitties vomit, administered meds, and even watered the terrarium!”


Kellwin Jaffet D.
“Kellwin is the most amazing pet sitter! He has consistently walked my two labs and has also house sit for them and my cat while I was away on vacation. He is extremely trustworthy and responsive!! A must hire for all pet parents!”


Emily H.

“This is the fourth time we used Emily. She is always so reliable and our mini-Golden doodle really enjoys him time with Emily. We will definitely be using Emily again!”


Janine R.

“Janine was excellent! My apt access is complicated and she was so patient with me and the instructions. Will definitely reach out to her again for cat sitting in the future.”


Meg L.

“Meg was very punctual and caring. My cat looked forward to her visits every day. So glad she kept him company while we were away.”


Paige D.

“Paige was amazing! She checked in on my cat Benny while I was away for a long weekend and sent photos and updates. Your pets will be in great hands with Paige! Thanks again!”


Olivia M.

“Awesome job reliable as always!!!”


Cassidy M.

“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!”


Ashley B.Star Sitter
“Ashley is the best pet sitter ever! She cared for my 2 kitties and 1 pup and was on top of everything. She also took my pup on long walks, which he really enjoyed! I highly recommend Ashley as she is dependable, punctual, and great with communication!”


Ereny R.
“Ereny is an exceptional dog sitter who truly went above and beyond for my pup! Her professionalism shines through in every interaction. she’s punctual, communicative, and incredibly attentive to my dog’s needs. Ereny’s expertise is evident in how she handles everything from feeding schedules to playtime with such care and confidence. My dog absolutely adores her, and I always feel at ease knowing she’s in her capable hands. Ereny’s genuine love for animals and dedication to their well-being make her the best dog sitter we could ask for. Highly recommend her to anyone looking for top-notch care!”


Anni G.

“Anni was fantastic - she was available on very short notice and provided great care and attention during the visit”


Lily M.
“Lily has raised and been a loving sister to many dogs. She grew up with Spy, a powerful but loving English Bull terrier, and then spent her adolescent years with 2 French bulldogs, a beagle and a mini golden doodle. Lily spends most time now with Blue, her 5 yo Blue Frenchie and is capable of managing your furry family member.”


Darline R.


“Darline did an amazing job taking care of our kitties! I left pretty specific instructions as I was worried the cats might cause trouble in our new home while we were away. Darline was so kind and attentive, providing amazing status updates and pictures. Will def be booking with Darline in the future!”


Catalina R.
“Catalina took care of my dog for 3 days, and she was phenomenal. Sent me cute photos throughout the day, was quick to respond to my questions, and my pooch didn't want to leave her! 10/10”


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


Vicenzza R.
“I can't say enough good things about Vicenza, (Viz). She has been taking care of Ruby, our ShiPoo for over a year now. She takes her on daily walks and occasional overnight stays. Ruby is a high-energy dog, but Viz handles her with patience, love and skill. She always sends me updates with pictures, which gives me peace of mind when I'm away. I trust Viz completely and highly recommend her to anyone looking for a dependable and genuinely caring dog sitter.”


Madilyn C.
“Madilyn watches my two dogs whenever I go away, and I can always count on her to give them the love, attention, and exceptional care they need. She’s a sweet and genuine person—always lovely to work with. I really appreciate the updates and cute photos she sends while I’m away. It’s truly a no-brainer to trust Madilyn with your pets!”
Old Greenwich dog parents share their Rover experiences
Sarah is an excellent communicator and really great with my dog! She is friendly and caring, and did everything she could to accommodate my pup's special needs. I highly recommend her if you're looking for someone to drop in and take care of your furry friend.

Jessica did a wonderful job taking care of our elderly dog while we were away. She was very thoughtful about meeting our dog's specific needs, she asked great questions about how to provide the best care, she provided helpful updates and she was reliable. We will be asking her to watch our dog again!

Marisa was amazing with my Bernedoodle! I needed someone last minute to help out throughout a couple days and she was communicative, responsible, and my dog loved her! She gave me great updates and pictures of my dog while doing her check in! Happy I now have someone to help with my fur baby when needed! 😊

Popular requests near you
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 dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 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.
Dog Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.
Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available 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
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.
