House Sitting in Old Greenwich
Find a loving house sitter to watch over your pets and your home.
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Old Greenwich house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Heather bonded with our dog right away! She has a lot of experience with dogs and house sitting, so I completely trusted her while we were away. I highly recommend her!”
“Cinthia was amazing. She stayed overnight with my dog at my apartment and was super attentive and sent lots of pictures. She left the apartment very clean and my dog very happy. Nothing but positive things to say.”
“Have had Nicole housesit twice with us. Each time she is prompt, extremely communicable, and able to navigate not only complicated instructions for each of our two dogs, but also how complicated our house is with codes, alarms and construction workers. She looked after my middle-aged slow Bichon who needs constant food and attention and our new rescue dog who is 10lbs of energy and desperate to escape. She handled them both with grace and sent lots of pictures and videos. I am happy to know I don't have to worry now when I travel!”
“Elvia is amazing! All I could say is wow after getting home and reading handwritten report cards for all three dogs and my cat individually. She has great attention to detail, care, and professionalism and is adaptable under tight time frame. She sent me pictures every day and spent time to get to know each of my animals so kindly and professionally. Very impressed 100/10!!!”
About: Hi, I’m Dagmar - a trusted Greenwich local with 20+ years of pet care experience. My love for pets began in Germany, caring for family cats, and grew as I looked after dogs of all breeds and ages for families and friends. I specialize in attentive, one-on-one dog care, from energetic morning walks to calm evening routines. I'm patient, reliable, and treat every pet as my own making sure they feel comfortable, loved, and well cared for. In addition to dog walking and sitting, I also offer drop-in-visits for cats, ensuring they get fresh food, clean water, playtime, and companionship while you're away. Working from home in downtown Greenwich, I’m flexible and available seven days a week. You can count on me for loving, dependable care and regular updates while you’re away. 🐾 Located right in downtown Greenwich, I offer flexible and convenient daycare drop-offs - perfect for when you’re shopping, dining, or running errands on Greenwich Avenue. Your pup will enjoy plenty of attention, walks, and playtime while you’re out and about. I love starting my mornings with walks around town and the nearby parks, doing lunchtime check-ins for nearby clients, and providing evening care or overnights as needed. Because I work from home and have a consistent schedule, I can easily adapt to each pet’s routine - whether it’s early walks, midday visits, or evening feedings. Pets naturally fit into my daily life, and I truly enjoy spending time with them every day! Whether pets stay in my home or I care for them in yours, I make sure they feel safe, loved, and well cared for. I follow each pet’s regular routine - from feeding and walks to playtime and rest - so they stay happy and comfortable while you’re away. At my home, pets enjoy a calm, cozy, and pet-friendly space with plenty of attention and companionship. I take dogs out for frequent walks and outdoor time to keep them active and stimulated. When I care for pets in a client’s home, I’m respectful, tidy, and follow your instructions closely. I always provide updates and photos, so you can relax knowing your pet is receiving attentive, loving care.
“Emma was absolutely amazing . She was so great with my rescue. He has social anxiety but would have never known with how quickly he bonded with Emma . She went above and beyond in communication and giving extra care to my needy dog. Highly recommend”
“Nicole is amazing. We were nervous about leaving it three fur babies for the week, but Nicole followed all of the instructions and kept us updated with adorable pictures all trip! We cannot recommend Nicole enough ❤️”
“Cadence was absolutely wonderful. She visited in advance to meet our two dogs and our cat, which immediately put us at ease. Throughout our trip, she communicated clearly, checked in regularly, and sent great photos that showed how relaxed and happy everyone was. We came home to pets who had been cared for and a clean house. She’s reliable, thoughtful, and genuinely a pro with animals. We’ll definitely be booking with Cadence again.”
“Sarah was amazing with my dog Mason. She helped us take care of him after an ER visit & gave him his medicines & made sure he stayed on a schedule. She also stayed at our house to care for him while we were away and she did a great job. Mason loves her!”
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.
“I am so glad we went with Katharine to take care of our dog while we were away. She was very thoughtful, caring and asked the right questions. You can most certainly trust Katharine with your pet, and home should you need care in the form of house sitting. Communicative and professional, we would look to hire again. She was terrific”
“Claire is absolutely the best dog sitter you could find. We came home from an extended trip to find out senior dog calm and happy after Claire’s overnight stays at our home. Claire sent photos, videos and text updates daily which were lovely and reassuring.”
“Maria is incredible. She not only sends tons of updates, videos, and photos but also the pictures she takes are amazing!! She catches great candids. She handled all things house related and cleans up on the way out. She is so reliable and kind. Our dog had the best time playing with her dogs -her dogs are so well behaved and sweet. Our cat is a grumpy prince and within hours he was snuggling with her. We can’t wait to use her again. Thanks Maria!”
About: I’ve taken care of dogs since I was 14 and I love it. Having 2 dogs of my own I know what it’s like to find quality pet care so I like to provide families with the relief of knowing their four-legged baby is being well taken care of! Through my experiences, I’ve learned how to be attentive to dogs cries, whines, whimpers, etc. and body language which helps me make sure they get what they need. I’m currently a college student and am home for the summer. I work at the grocery store 3 days a week so during those hours I wouldn’t be at the house but other than that I will be there! I can’t leave during work but as my hours are short, it has not interfered with my ability to tend to the dogs! I work with each pet parent to make sure I have all the details of the pet’s schedule. In my home, pets are always viewed as members of our family. I believe that pets require the same love and attention that people do so that’s what I share with my clients as well!
About: Throughout my life I have been blessed with animals ranging from big small cats and dogs both in the work field and my personal life. I am now currently enrolled in college in Manhattan for psychology. I have an extremely flexible and open schedule and I live downtown Stamford CT. I personally live in an apartment building so my dogs and cat are fully secured inside. I walk my dogs twice and day other than that.
Over 32 pet parents in Old Greenwich have booked house sitting
Old Greenwich pet parents share their Rover experiences
Alyssa took such great care of our sweet Daisy and high-energy, insane Nox, two European Dobermans! She kept up with them so well that she completely exhausted them into a nap! The puppies clearly had an amazing time with her. We will definitely be rebooking!
I am so glad we went with Katharine to take care of our dog while we were away. She was very thoughtful, caring and asked the right questions. You can most certainly trust Katharine with your pet, and home should you need care in the form of house sitting. Communicative and professional, we would look to hire again. She was terrific
Maria is incredible. She not only sends tons of updates, videos, and photos but also the pictures she takes are amazing!! She catches great candids. She handled all things house related and cleans up on the way out. She is so reliable and kind. Our dog had the best time playing with her dogs -her dogs are so well behaved and sweet. Our cat is a grumpy prince and within hours he was snuggling with her. We can’t wait to use her again. Thanks Maria!
Our first time with Zach and hopefully not our last. He was punctual, reliable and so attentive to our older dog who needs some extra care and patience. Zach sent lots of updates and photos throughout his stay. He followed Kona’s schedule to a T and even came back for an extra walk last minute the next day.
Marimar was great!! I felt so comfortable with her watching my dog while I was out of the country. She sent updates each day with a picture. Everything went smoothly and I was able to enjoy my vacation knowing my dog was in good hands. Definitely book Marimar for your pet sitting!!
Kristina is an absolutely outstanding pet sitter and a true gem for any dog parent. From our very first interaction, we felt an instant connection thanks to her warm personality and genuine thoughtfulness. Before her stay, she asked detailed, insightful questions about Penny’s routines and habits, showing how much she cares about getting everything just right. During the stay, Kristina went above and beyond, sending incredible updates filled with photos and videos that gave us total peace of mind. She brings a rare level of compassion and professionalism to dog sitting. While many shy away from special instructions, Kristina embraces them—she even provides her own simple, thoughtful questionnaire to ensure every detail is covered. We loved having Kristina in our home, and most importantly, Penny had the best time with her. It’s clear she treated Penny like her own. We can’t recommend Kristina highly enough and feel so lucky to have found her.
Janine is truly a star sitter. Her communication from the beginning was clear and efficient. When she house sat our dog, she sent updates frequently. She also exhibited a caring and nurturing attitude towards our dog - who does well with this approach. We were completely relaxed on our trip and would wholeheartedly recommend Janine
Leca is a wonderful cat sitter! She followed all of our instructions, was very communicative, and took great care of our cat and our home! Despite our cat being very shy, she very quickly felt at ease and warmed up to Leca. We highly recommend her services!
I’m so grateful to have found Sarah to care for our dog Nash! From the initial meet and greet to the end of our trip, she has been an absolute pleasure and has truly gone above and beyond every step of the way. She stayed at our home for a long weekend and took absolutely wonderful care of both Nash and our house. It gave me such peace of mind knowing he was in such loving and capable hands. Sarah kept me updated throughout the stay, and I came home to a very happy pup and a spotless house. I can’t wait to book her again for all of our upcoming travel (and I know Nash will be excited too)—she’s truly a gem and I cannot recommend enough!
How Rover works
1. Search
Read verified reviews and choose a house 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 house and 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!
The median cost per night for house sitting in Old Greenwich is $60
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 house 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.
Sitters in Old Greenwich average 3 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Old Greenwich on Rover as of Jan 2026 was about $60 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jan 2026, there are 4,384 house sitters in Old Greenwich. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 84% of Old Greenwich house sitters respond in under an hour.
House sitters in Old Greenwich have an average of 13 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Old Greenwich.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Old Greenwich house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
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