House Sitting Old Greenwich
Find a loving house sitter to watch over your pets and your home.
Over 13 pet parents in Old Greenwich have booked house sitting
Old Greenwich, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Crystal is amazing! She was warm and kind and my fur babies were very well taken care of! The best part - she communicated updates and sent photos very regularly which is what I had asked for. I was very confident that my babies were in loving and caring hands! I highly recommend Crystal!”
About: I have 3 years of pet-sitting experience. I am totally an animal lover and I own a small neutered Maltese boy who’s only 5 lbs. My brother Daniel also helps me with dog walking requests. He is a senior student at Greenwich High School. He is very patient and gentle with all dogs and has 1 year experience of dog walking. We stay at home the whole time. We promise that we will give the best care to your pets and look after them with patience and love. We send video updates to pet parents everyday. We have big open spaces in our house. There are multiple big lawns and dog parks in the neighborhood. Pets can run freely at home and play safely outside. We will strictly follow feeding and walking schedule you prefer for your pets. Clean them with wet tissues after each walk and send you daily video updates.
“Aaliyah was wonderful! She stayed in our home with our 6 month old puppy for a week while we were away. Pepper loves her and Aaliyah stayed in constant communication with us while we were gone. She sent us updates and photos everyday. She was also extremely respectful to our home and we will absolutely use her again.”
“Vlad is absolutely amazing! He’s incredibly accommodating, always willing to help even last minute, and my puppy is completely comfortable with him. I couldn’t ask for a better sitter!”
“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.”
“Nicole did a great job pet sitting while we were out of the country for 5 days! We got updates throughout the time and our dog seemed happy and relaxed. We also came home to a spotless house which is an added perk. ☺️ thank you Nicole!”
“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.”
“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!”
“Kaitlyn was amazing!! Will for sure be using her again. Would absolutely recommend. She took Stanley on multiple walks and sent lots of pictures for our overnight sitting. We knew our pup was in good hands.”
About: I have hands-on experience caring for dogs and cats of different ages, sizes, and temperaments. My experience includes daily walks, feeding, administering medications, playtime, overnight care, crate training support, and maintaining regular routines to help pets feel safe and comfortable while their owners are away. I’m attentive to each pet’s individual needs and personality, whether that means high-energy exercise, extra patience with shy pets, or senior pet care. I understand the importance of reliability, communication, and providing updates with photos so owners feel confident their pets are in good hands. I’m comfortable handling multiple pets at once and following specific care instructions, including dietary restrictions, medications, and exercise schedules. My goal is always to create a calm, loving, and safe environment for every pet I care for. With an open schedule, I'm able to give pets plenty of attention, consistent care, and flexible availability for last minute walks, drop ins and overnight stays. I treat all pets as cherished family members and provide attentive, experienced care tailored to each pet’s individual needs. My experience includes caring for senior pets, diabetic pets, and animals with special needs, ensuring they receive compassionate, reliable, and knowledgeable support. I understand that your pets are treasured members of your family, and I care for them with the same patience, respect, and love I would give my own.
“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”
“Jessica was great with our Senior dog. She was prompt, followed all instructions. Most of all she really knows her stuff and seems to care about dogs. We came home to a happy pup and clean house. Will book Jessica again!”
“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!”
“We couldn’t have asked for a better dog sitter! Leaving our two dogs with someone else always makes us a little nervous, obviously! They are our babies! From the moment we met Dagmar, we felt completely at ease. Our dogs were treated like family. She kept us updated with messages/photos. She made sure both pups were happy, comfortable, and loved while we were away. When we came home it was obvious our dogs were well cared for, and clearly adored their time with her. It’s such a relief finding someone trustworthy, attentive, and genuinely caring. We are beyond grateful and will absolutely be using Dagmar again in the future. Highly recommend to anyone looking for exceptional care for their pets!”
“We were very relaxed keeping our cat Bunny in Melanie's great care, housesitting, for 10 days; she was responsive, reliable and left our house clean and neat! Would definitely use her again!”
“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.”
“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!”
The median cost per night for house sitting in Old Greenwich is $60
Pet parents share their Rover experiences - Old Greenwich
Would highly recommend Maria. She asked a lot of good questions, she was punctual and she sent a lot of updates on how my dogs were doing. Was comforting being away and knowing they were both in great hands. Will definitely reach out to her again when i need a dog sitter.
I am simply amazed at the care that Chris gave to my 2 havanese dogs and 2 kitty’s. It was beyond my expectations. Not only is he a fabulous person himself but he takes care of not only your pets but your home as well. Five stars does not explain his level of service. 10000 out of 10. Chris is truly one of a kind. He is simply fantastic ❤️
Shannon is a responsible, kind and trustworthy caretaker of Ziggy, our doodle. She was very attentive of Ziggy, helpful in preparing his meals (which involves cooking), and sent me plenty of updates. Ziggy is not a dog who trusts easily, but he loved Shannon from the get go. Shannon stayed at my house for a few nights and was a lovely house guest. I am relieved to have found her and cannot say enough great things about her!
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!
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!!!
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!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 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.
Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer house sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for house sitting - Old Greenwich
Select a filter and find qualifying sitters offering house sitting.Sitters in Old Greenwich average 3 repeat house sitting clients
FAQs for House Sitting - Old Greenwich
Frequently asked questions about Rover
The average cost for House Sitting in Old Greenwich on Rover is $44.4 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of July 2026, there are 13,028 sitters on Rover offering House Sitting across Old Greenwich. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Old Greenwich walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Old Greenwich maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Old Greenwich choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Old Greenwich. On Rover:
- 89% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 97% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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