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 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.”
“Emma provided frequent updates with photos while we were gone, letting us know our pup was happy and well taken care of! We could tell our dog was comfortable with Emma from the first meeting, and she was relaxed when we got home, so we know their weekend together went well. Would definitely book with Emma again!”
“This was the second time Nicole stayed at our house with our dog Buster while we were out of town. We were away for 10 days out of the country and we were very worried about Buster because he has stomach issues. Nicole was wonderful with him! She accommodated his routine and made him feel very comfortable. Nicole was very proactive - she noticed Buster having more stomach problems after a few days and she contacted me to discuss it. Medicine from the vet was delivered and Buster was back to normal! Nicole is very sensitive to his needs, and she did not mind when he woke her up one morning at 4am to go out. Having Nicole enabled us to enjoy our vacation, knowing she would address any issues that come up. She will be coming again to stay with Buster soon!”
“Shannon went above and beyond to care for our pups, was super communicative, and handled a last-minute health issue with one of our dogs like a pro. She took fantastic care of our house as well. Highly recommend her for your dog/house sitting needs!”
About: I love all pets. I’ve taken care of over seven different dogs ranging from 8 weeks old to 15+. I’ve administered medication orally and topical long walks and assistance after medical procedures. I do not do boarding in my own home. 100% in the comfort of your own home please do not hesitate to reach out for any questions! I am very flexible for any pet care for any questions. Feel free to reach out. I’m available at all times of day and night to make sure our babies are okay I have a dog and cat we feed both twice a day the correct amount needed for them. Our dog goes on a daily walk. Other client care I do whatever the pet parent needs and wants to ensure the safety of their pet and whatever they are comfortable with.
“Annabelle was an excellent match for my 15 year old Spaniel. She was conscientious, neat and tidy (she stayed overnight), reliable and trustworthy. My dog’s age brings challenges (vision and hearing issues) yet Annabelle never skipped a beat. I was nervous about leaving my dog with a stranger but it worked fine.”
“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!”
“We came home to two happy and well cared for pups! Our previously booked sitter had to cancel a week before our trip, and we're very grateful to Hanaya for looking after them on such short notice!”
“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!”
“Emily is amazing !! She was able to dog sit for us on Easter while we attended a wedding!! She communicated with us through out the day, sent pictures of Panda! We felt so at ease knowing Panda was in great hands!! We will definitely continue to use Emily!”
About: I have 3 years of pet-sitting experience. Then I took a 2 years gap for traveling and just came back to Greenwich CT in July. That’s why most of my Rover reviews are from 2 years ago. Have experience with all ages pet including oldest 16 years old senior dog to puppies, also cats. I am totally an animal lover and treat them like my own baby. I will update pet parents everyday with pet’s videos. I own a small neutered Maltese boy who’s only 5 lbs. 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.
“Nina did SUCH a wonderful job stepping in last minute to watch my pups! Attentive and responsive; everything a pet owner needs to have peace of mind when being away from their dogs! So grateful for her kindness and great level of care she provided to my pups. Thanks again!!”
“Vlad housesat and cared for our dog, who is senior and disabled. We can’t speak highly enough of Vlad’s kindness and care for our pet. From daily photos to constant communication, we would invite Vlad back anytime. Truly worthy of five stars.”
About: What sets me apart is the genuine care and attention I give every pet. I’m an animal lover who understands that every pet has their own personality, routine, and needs. My goal is to make them feel safe, comfortable, and loved while you’re away. I’m reliable, patient, and committed to following your pet’s routine, whether that means walks, playtime, feeding, medication, or extra cuddles. I’m comfortable caring for dogs of all ages, from energetic puppies to senior dogs who need a little extra patience and care. I’ll also keep you updated with photos and messages so you always know your pet is happy and in good hands. I treat every pet like they’re part of my own family. I’m currently part time working! Pet care fits naturally into my daily routine because animals are a big part of my life. I make time each day for feeding, playtime, walks, attention, and making sure pets feel comfortable and cared for. Since I have two cats of my own, I understand the importance of keeping a consistent routine and providing companionship, even when owners are away. I’m able to incorporate pet care into my schedule by dedicating time for visits, walks, check-ins, and giving each pet the attention they need. I enjoy spending time with animals and love being able to provide reliable, loving care for pets and peace of mind for their owners. I care for pets by creating a safe, comfortable, and loving environment while respecting their normal routines. In a client’s home, I make sure to follow their instructions closely, including feeding schedules, medications, playtime, walks, and any special needs their pet may have. I understand that pets feel most comfortable when their routines stay consistent, so I do my best to make the experience as stress-free as possible. If caring for pets in my own home, I provide a clean, calm space where they can feel comfortable and receive plenty of attention, affection, and care. Whether at my home or a client’s, I treat every pet like they are my own and make sure they feel safe and loved.
“Kelly was excellent with our new puppy and took care of him so well! She is very experienced and is reliable, responsive, and even kept us updated on how our puppy was doing. We had to go out at last minute and she was so accommodating. We will definitely be working with Kelly again!”
“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.”
“We couldn’t be more grateful for the incredible care Janine provided while we were away. She was extremely responsive, kept us updated, and clearly has a natural way with animals—our dogs absolutely loved her. Not only did she take them on regular walks and play with them, but she also went above and beyond when both pups got sick during the stay. She handled everything with so much care and compassion, including cleaning up after them and making sure they were as comfortable as possible. It gave us so much peace of mind while traveling and made a huge difference knowing we had someone we could truly trust. We highly recommend her to anyone looking for a thoughtful, reliable, and loving sitter!”
The median cost per night for house sitting in Old Greenwich is $60
Pet parents share their Rover experiences - Old Greenwich
Leca once again took excellent care of our cat and home. Our shy girl warmed up SO quickly thanks to Leca’s cat whisperer energy and therefore was able to enjoy lots of pets, brushing sessions, and playtime. Leca went above and beyond by watering our outdoor plants every day so our tomatoes didn’t die in the hot and humid weather. She is all-around an excellent sitter whom we recommend highly!
Emma was fantastic to work with from start to finish. We came home to find the house exactly as we left it, and she sent plenty of updates with pictures throughout our stay, which gave us so much peace of mind. She was incredibly responsive and responsible the entire time. We had zero hesitation leaving our girls in her care, and it was clear they made a new friend — they were so happy with her. Highly recommend!
I cannot say enough wonderful things about Maria. She is so intelligent, diligent and kind. She sent us updates regularly and we knew Zeus was well taken care of with Maria. For the first time ever, Zeus was sad to see a dog sitter leave. He sat at the door for hours hoping she would come back. We will hire Maria for all our dog sitting. I highly recommend here. Best dog sitter we have ever had in 5 years.
We cannot thank and recommend Crystal enough! We had booked Crystal as our former pet sitter moved out of state, and like many pet parents, we’re anxious to leave our fur babies with someone new for a week-long trip! Crystal went above and beyond following instructions and providing updates. It’s so clear she loves animals, and we are so thankful we found her!
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 ❤️
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?
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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
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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 September 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 September 2026, there are 13,125 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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