Pet Sitting & Drop Ins in Waterside, Stamford, CT
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Waterside pet sitters
“Madison took such good care of our 2 cats! She sent great photos, played with them and made sure we knew they were doing well :) Def going to be using her services moving forward whenever we can!”

“Michelle is incredibly helpful and friendly. She checked in on my cats during an emergency without hesitation, she immediately said she would go and make sure they were okay. She’s very sweet, and you can absolutely trust her for drop-in visits with your cats or dogs.”

“Daniela is great! She took care of my two cats while we were out of town - our first real trip since the pandemic so I had major separation anxiety from my kitties. She texted pictures, did a great job keeping them happy and fed, and even took in the newspaper while we were gone. We will definitely be requesting to work with her again!”

“Ursula was very communicative and thorough and sent lots of photos on every check-in! My cat needed to take antibiotics for a UTI, and she was able to pill her with no issue. Would definitely recommend!”

About: I’ve been a dog walker and sitter for a while and love helping pups feel happy and safe. I can help with potty training and simple commands like sit, stay, and good leash manners. I’ve also cared for senior dogs who need a little extra TLC. Besides dogs, I’ve taken care of cats and other small pets, making sure they’re fed, clean, and get some love while you’re away. I treat every pet like they’re part of the family! I have a peekapoo named Gracie, so pet care is already part of my day! We do walks, playtime, and snuggle breaks, and I’m happy to fit your pet’s needs into my routine too. I’m flexible and love having extra furry friends around! I always make sure pets feel safe and comfortable, whether they’re staying in my home or I’m caring for them in yours. I keep a clean, calm environment, and I’m mindful of each pet’s routine, including feeding times, walks, and any medication they need. I supervise outdoor time closely and take things slow if your pet needs time to adjust. I also send regular updates and photos so you can feel at ease while your pet is with me.
“Hanaya was great with our anxious mini-Golden doodle. She took great care of him, and was extremely flexible with dates and times. We will definitely use Hanaya again!”

“Nina is so great! She is so quick to respond and was able to accommodate a very last minute meet and greet and drop in services for our pup! She is very communicative, sends great updates, and our pup loved her. Will definitely be reaching out to her again in the future!”

About: Pets have always been part of my family, so caring for them feels natural to me. As a young teenager I learned how important it is to give them consistent attention, love, and structure. Over the years I have taken on the responsibility and privilege of caring for folks’ pets while they traveled, making sure they felt safe and happy in their routine. I would love to offer that same peace of mind to others. Your pets will be treated like family, receiving steady companionship, playtime, and affection while you are away. I work early mornings as a bread baker, which means my afternoons and evenings are wide open for pet care. I have plenty of time during the hours most people are busy at work, so your pet will get attentive care, regular walks, and the companionship they need throughout the day. I have experience caring for pets in their homes and always follow each owner’s specific routine. However you care for your pets day to day, I will keep that same structure in place so they feel comfortable and secure while you are away.
“Anna is a true animal lover! She came prior to her 1st visit to meet my cat and she also met my 2 puppies and they loved her! My cat that is very shy and reserved, was really happy to see her while we were away. I’ll be definitely asking for her help again!”

“Steph is an INCREDIBLE dog sitter! She truly went above and beyond to make sure my new puppy had an amazing first week adjusting to his new routine. She was so patient with Ozzy and Ozzy very clearly loved his time with Steph. Steph even gave me training tips and provided very detailed updates after each visit- pictures and videos included! She understands dogs on a deep level and knows how to connect with them instantly. She also made sure my apartment was left even better than she found it and even contacted me when she realized there was a leak in my apartment! She went above the normal expectations of a dog sitter, and I feel so lucky to have found her. I highly recommend Steph for all your dog sitting needs!”

“We had an absolutely amazing experience with Alison! She stepped in at the very last minute and took such wonderful care of our cats. There was even an unexpected fire alarm while we were away, and she handled it calmly and professionally - we felt so relieved knowing she was there. Her kindness, reliability, and genuine care gave us complete peace of mind. We couldn’t be happier and highly recommend her to anyone looking for someone they can truly trust with their pets 💛”

About: I've taken care of all kinds of animals for over 15 years, including my own. An animal lover to the core, I will bring love and care to your furry children. I have a very flexible work schedule so I can always work with you to be available at a time that is convenient to you Either in your home or my own, I strive to maintain professionalism as well as truly caring for the wellbeing of the pet and making sure they are taken care of and comfortable
“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 grew up with 4 dogs and have been around dogs my whole life. In high school, I worked at a kennel in high school and dog sat regularly! I am usually the go to person for family and friend dog sitting help. I currently work a hybrid schedule and can create my schedule based on what I have going on outside of work. I can be available for long weekend trips or just for a day check in/walk! I have worked with many different types of dogs growing up so I am help to tend to young, old, large, small dogs. I will play and take them on walks. I try to find ways to keep them active. I will feed and give them water as needed!
About: Since I was ~12, my neighbors would always bring their dogs for me to watch/walk while they were on vacation. More recently, I have also walked friends and neighbors dogs while they are at work (I work remote). I work remote in a flexible job, so I’m able to give lots of attention to your dog. I can walk them 4+ times per day depending on your needs, I live right near grass if they only want to go out to pee, and I am a 1 min walk from a small dog park if they love to run off leash. I live in an apartment with my own dog, so I always make sure everything is pet friendly - no harmful cleaning chemicals, air filters, only dog treats. I even have a reverse osmosis water filter to give your doggo luxury water :)
How Rover works

1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. 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 pet 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.
Pet Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Waterside.
Rover makes it easy to find Waterside pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet 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 pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.




