House Sitting in Old Greenwich
Find a loving house sitter to watch over your pets and your home.
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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.
“Emma did an amazing job taking care of our almost two year old pup. She clearly has a natural ability with animals and put my mind at ease from the moment we met her. She was great at absorbing and following our directions and was very communicative during our trip, sending lovely updates and photos. Our dog was clearly and well cared for throughout and we have already booked Emma for another getaway. Very happy to have found her!”
“Nicole was absolutely wonderful with Winston! She treated him with so much love and care; Winston had a fantastic time and I came home to a happy and relaxed pup, which says everything. It was such a relief to be away for the day knowing he was in such great hands. I'll definitely be booking with Nicole again. Highly recommend her to anyone looking for a sitter who truly goes above and beyond!”
“Nicole is a wonderful pet/house sitter! She communicates with us daily and shares photos of our dog frequently! She is trustworthy, and will leave your home neat and clean! Highly recommend!”
“They left our house nicer than how they found it! Extremely thoughtful and thorough and our boys were very well taken care of and very happy. Thank you guys!”
“Elvia is an amazing dog sitter! She was available on short notice, which was such a relief. My dogs loved her, she spent plenty of time playing with them and making sure they were happy and entertained. I especially appreciated the frequent updates and adorable pictures she sent, which gave me peace of mind while I was away. I would highly recommend Elvia to anyone looking for a reliable, caring, and attentive sitter for their dogs!”
“Dagmar is truly the absolute BEST. I was incredibly nervous about leaving our dog baby overnight during our winter and spring travels, but from the very beginning, Dagmar put my entire family at ease. Her attentiveness, kindness, and genuine love for animals were immediately clear, and it's made all the difference. Plus, I could tell our dog was also comfortable with her right away. She cared for our dog as if they were her own. She is thoughtful, patient, and completely reliable. Sends lots of pictures and updates through out her stay. We've come home to a happy, well-cared-for pup, and that peace of mind is priceless. It’s not easy to trust someone with a beloved pet, but with Dagmar, we never had a single doubt. We feel so lucky and grateful to have found her. We look forward to working with her on-going and cannot recommend her highly enough!”
“We had Donald watch our Irish setter for a week while we were away. He was absolutely amazing! Checked in very frequently, sent lots of photos, and went out on long walks. Would definitely recommend using Donald and will do so again!”
“Michelle and our dog, Meeko, are basically besties now!!! Michelle is a great sitter, we never worry when she is watching our dog, she is a great communicator, always cheerful and so trustworthy! Michelle is the best!”
“Crystal was great. She was helpful teaching me about training a husky i recently adopted thos week. My doggie adored her and cat Jackie. She provided pictures. Great sitter who communicated keeping my anxiety at bay. I am using her again.”
“Aaliyah stayed in our home for 4 nights watching our cat and dog - she was truly unbelievable and made us feel at ease while traveling. She sent constant updates, photos, videos and went above and beyond to take care of our pets and to make sure we felt comfortable. She left our home spotless, took in our packages and was very responsive. Our pets are excited to see Aaliyah again!”
“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.”
“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.”
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!
“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”
Over 32 pet parents in Old Greenwich have booked house sitting
Old Greenwich pet parents share their Rover experiences
Shannon was absolutely amazing! She was so reliable, communicative, and gave us such peace of mind while we were away. She sent us tons of pictures and updates, which made us feel like we were still connected and knew our pet was in great hands. We could tell she genuinely cared and went above and beyond. We will definitely be using her again in the future and would highly recommend her to anyone looking for a trustworthy sitter!
If you want to leave your dogs with someone and never worry at all about their mental well-being, their feeding needs, their exercise then you need to hire Jesse as your sitter. He's taken my care of my dogs for many days and I will say there is no better. Not only were my dogs, completely relaxed and happy, but my house was also immaculate and every instruction was followed to the tee, including the complicated medical things that one of my dog needs to have followed. Jesse is all around the best I've had!
Chris did a great job taking care of my dogs while i was away on a work trip. We did a meet and greet beforehand where he asked a lot of good questions. During the stay he kept me closely updated on how my dogs were doing and sent a lot of pics which was nice. Would definitely recommend. Professional and a big dog lover.
We could not have asked for a better dog sitter! From the moment we left, she was incredibly communicative, sending multiple updates every day with pictures and videos that truly put our minds at ease. Shelby always looked so happy and comfortable, which meant everything to us. When we returned home, it was spotless. On top of that, when there was a possibility of a flight cancellation, she immediately offered to stay an extra day without hesitation. She is kind, responsible, and genuinely wonderful. We feel so lucky to have found her and would recommend her without hesitation to anyone looking for exceptional care for their home and pet. We look forward to her watching Shelby again.
Nicole went above and beyond with our girls! We have a special needs chihuahua, who gave her a hard time with attitude (bc she’s a chihuahua) and Nicole was patient and showed her nothing but love. They were besties by the end of the week! I will definitely rebook her, thank you Nicole!!!
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.
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 Jun 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 Jun 2026, there are 4,336 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, 83% 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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