Dog Sitting Old Greenwich
Book a Old Greenwich dog sitter to watch your dog in your sitter’s home or yours.

Over 1 pet parents in Old Greenwich have booked dog sitting
Old Greenwich, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“We have a cat that needs pills at very specific times and really appreciated that Hallie was always on time and communicated about how the pill went! That level of responsibility and communication helped put me at ease leaving him and let me enjoy my trip for once!”

“Cassidy did a great job with drop in visits for my older kitty while I was abroad. She was timely, adaptable, and VERY communicative. I was at ease that my sweet senior girl was well off, which made my travels more enjoyable!”

“So grateful for Leigh. She took excellent care of my senior cat for over a week. Mid-trip, my cat started refusing his medicine. Leigh was confident and able to administer his medication regardless (via oral pill, something I myself I have never had success doing - I usually get him to lick it off a spoon covered in churu). She even stayed past her contracted time to make sure that he would receive his medication. Leigh truly cares for cats. She had a very comforting effect on my Pablo, I could see from photos he looked content and relaxed. Thank you, Leigh!!”

About: I love going on walks with the pets and treat them as my own. I have experience with small and big dogs, and some that need extra care. I am available daily to dog walk or dog sit in someone’s home. Also free on the weekends all day. Weekdays- early a.m. until 3pm Weekends- all day I make sure to stick to their schedule and treat them like my own. Love to play, walk, give them belly rubs/groom and go to the dog park.

About: I’ve been around dogs my entire life and have more than five years of hands-on experience caring for pets of different breeds, sizes, ages, and personalities. I understand that every dog has their own routine, quirks, and comfort level, and I take the responsibility of caring for someone else’s pet seriously. I’m dependable, attentive, active, and comfortable handling everything from walks and playtime to feeding, medications, basic grooming, and keeping established routines. I’m also very detail-oriented and communicative, so you can expect updates and photos while you’re away. Most importantly, I treat every pet and home with the same level of care and respect I’d want someone to show my own. My goal is for you to feel completely comfortable knowing your pet is safe, happy, and well cared for. My schedule is currently very flexible, which allows me to accommodate walks, drop-ins, daytime care, overnights, and last-minute requests. I’m happy to work around your pet’s normal routine whenever possible, including early mornings, evenings, and weekends. I take safety and trust seriously, both with your pet and in your home. I follow each pet’s normal routine and any instructions you provide closely, including feeding, walks, medications, crate routines, and household preferences. I’m attentive to changes in behavior or health and will always communicate if something seems unusual. I also understand that you’re trusting me with your home, not just your pet, and I’ll treat both with care, cleanliness, and respect.
About: Have many years of experience in caring for pets. Have had several kittens to cats in prior years, and more recently cared for our family dog from a 9 week old puppy to a happy long life of 17 years! I take care of family member's dog and cat while they are away. Have experience in caring for a senior dogs, from medicines to mobility support. Will provide loving, attentive and patient care for your pet. Happy to provide the excellent care your dog or cat deserves, so you can be away without worry! I am at home 4 days a week and available to take 24 hour care of your pet's needs. Always present to let them outside for breaks as needed in private secure backyard or on a walk. Love to go on walks for your dog's excercise! Will keep a close eye on your pet throughout the day. Able to provide special senior care to support your pet needs. Have a single home townhouse with private backyard. Handy when they need to go out briefly for breaks. Will always make sure your pet is secure on a leash while out. Dogs and cats can freely move around home and I ensure a clean and safe environment. Plenty of space but structured in that I can keep a close eye on them to know all is well with their needs.
“Katherine was great! She took care of my cat like she was her own! She was extremely communicative and doesn’t hesitate to ask questions if needed. I’m grateful Katherine could pet sit for me so I could relax while I was away.”

“Emily is an exceptional pet sitter. We recently left her in charge of our two cats while we travelled abroad. She not only sent us daily check-ins and photos which eased our minds, but she also spent time playing with them and giving them the loving attention and affection that they needed and were missing. Emily was responsible, reliable, responsive and even left our house clean and tidy. But most of all, our cats seemed happy and stress-free when we arrived home. I highly recommend Emily and will most definitely request her service in the future.”

About: Dogs have been my world for 15 years. I've worked in daycares, training facilities, grooming, shelters, and now I focus on providing reliable walks and personalized care. I offer neighborhood walks during the week, and on weekends I also offer 90 to 120 minute off-leash adventure hikes for the weekend warrior dogs that love to explore and need to burn off some energy! Every visit includes photos, updates, gps and plenty of attention! Dogs are what i do! And because this is what I do professionally, I’m able to provide consistent scheduling and care, building relationships with your pup! Almost any given day you can find me working with dogs of all sizes and energy levels! I primarily provide care through structured outdoor hikes rather than in-home services. When working in a client’s home, I follow all instructions closely, keep doors and gates secure, and maintain a calm, controlled environment.
About: I’ve been caring for pets for years and have experience with both dogs and cats. I’m comfortable with feeding, walks, playtime, cleaning up after pets, and giving them lots of love and attention. I’ve also helped care for my family dog for 6 years and have experience caring for cats. I treat every pet like they’re my own and always make sure they feel safe, comfortable, and cared for while you’re away. 🐾💗 I work full-time during the week, but I’m available for pet care in the evenings after work and on weekends. I’m happy to work around your schedule and provide your pets with plenty of attention, playtime, and care while you’re away. I want every pet to feel safe, comfortable, and cared for while they’re with me. I have experience caring for both dogs and cats and will follow your pet’s routine, including feeding, walks, playtime, and any special instructions you provide. 🐾
“Ria is a true animal lover, and she was wonderful, attentive, and communicative during her stay with our dog and cat! She sent regular updates and photos, and even spent more time with them then I had originally asked because our dog seemed nervous. She was very patient in giving him time to get used to her, and I can tell that they were both so well loved while we were away, it gave me tremendous peace of mind! I will definitely be requesting Ria's services in the future!”

About: I'm Steven, a former science teacher who turned a lifelong love of animals into full-time pet care. I've cared for my own dogs for years (John, a Yorkie, and Lucy, my senior Chihuahua) and have looked after friends' and neighbors' dogs, cats, and small pets for as long as I can remember. I'm Fear Free Certified and Red Cross Pet First Aid & CPR certified, and I'm fully insured and bonded. Teaching taught me patience, routine, and how to read what someone needs when they can't say it in words, which is exactly what good pet care takes. Every booking is handled personally by me, so you'll always know who's showing up at your door. I do this full-time, so your pet is a priority, not a side gig. For house sitting I keep your pet on their normal routine, same feeding times, walks, and bedtime, and I send photo and text updates throughout so you can relax while you're away. I follow feeding and medication instructions exactly (I give my own senior dog his meds on a strict schedule, so I take it seriously). Every booking starts with a free meet & greet so your pet and I are comfortable before anything is confirmed. Since I come to you, your pet stays in their own home, familiar surroundings, their own bed and yard, which keeps them calmest, especially seniors and anxious pets. I treat your home with respect: doors locked, mail brought in, plants watered if you'd like, everything left as I found it. I have two dogs of my own, John, a Yorkie, and Lucy, a senior Chihuahua, so I'm comfortable with everything from high-energy pups to gentle senior care.
About: I work from home, so I’m often available throughout the day! I've grown up with dogs, including a black lab that was part of my family for many years until we sadly had to put him down. I currently have a rescued black lab (todd from Kentucky) that I’ve cared for over the past three years. He is my bestest friend & attached to my hip… we did send him to a training camp so I have experience with ecollars if training needs to be reiterated on walks ! Additionally, I foster dogs/puppies with Fetch Rescue, which has given me experience handling dogs with a variety of temperaments and needs! Overall I am just a major dog lover and would love to help anyone in a pinch if they need a walker! I currently work from home so I often am available throughout the day! Mornings between 8:30-10am are fairly difficult but can sometimes make work as my meetings move around. I do not have a fence at my apartment but always make sure her dogs are a leashed before opening the door. Happy to take care of Dogs at someone else’s home In which I would respect like it is mine as I would want the same! I keep a camera in my house so totally respect if someone else would to the same!
About: Hi, I'm Denise and have worked in doggie daycare and pet sitting, including fostering for many years. My full time job pays my mortgage but caring for animals brings me joy. I am professional, polite, old school and give personalized attention to your pooch. I'm available super early weekday mornings, evenings and all day Saturday and Sunday. I currently work full time near home so I can easily get home for potty breaks. Pets will never be alone for more than 4 hours. I always am sure they are leashed before the door is open. While I do not have a fenced in yard, I'm an avid walker so your pets will surely get the steps in. I work a mile from home so mid day potty breaks are easy. I'm a big walker so pups get their exercise and lots of play time at home. I always keep the pups in my care away from other dogs and people for safety. I do not have a fenced in yard but have enough property for a late night quick pee and poop.

About: Growing up with a dog taught me how to care for them naturally, and now my fiancé and I are putting our love for dogs into raising our own puppy, a 7-month-old Cockapoo named Kenai! What sets me apart is that I provide the same meticulous, loving routine at home that I would bring to your pet. From daily care to managing his vaccines and vet visits, I know what it takes to keep a dog healthy, safe, and happy. Your pup will get my undivided attention, supervision, and plenty of love! Best Regards, Daniel Pet care is seamlessly woven into my everyday life. As a business owner, I have wonderfully flexible availability throughout the week and also weekends to ensure your dog receives constant attention. I maintain a safe, secure environment by actively supervising pets at all times, keeping hazards away, and following your exact routine. When I am watching your pet, I am as concerned for their safety as I would be for my own dog.

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.
“Claire is amazing. She kept in touch throughout our weekend away, sending photos of Noodle and keeping us updated on what they were doing. She spent a lot of time with Noodle, taking her for walks and playing with her. Noodle loves her. Claire is very professional and you can tell she loves dogs. Don't hesitate to book her. She's great. We will definitely use her whenever we need a sitter for Noodle.”

The median cost per visit for dog sitting in Old Greenwich is $25
Dog parents share their Rover experiences - Old Greenwich
Nicole is wonderful with my Atlas. She is always on time, communicative, and sends lots of pics. I was concerned that he might develop separation anxiety when I returned to work, but Nicole’s drop-ins keep him happy and engaged (the only separation anxiety is mine 😊). Her consistency and experience is helping him learn his manners (leash and potty etiquette) very well.

Evelina was absolutely amazing with my Marley while I was away on a week-long cruise. From the start, she was professional, kind, and very communicative, which gave me real peace of mind. She sent regular updates and photos, and it was clear Marley was happy, comfortable, and well cared for the entire time. When I got back, Marley was relaxed, healthy, and clearly loved his time with her. Evelina truly treated him like her own. I couldn’t have asked for a better sitter and will definitely be booking with her again. Highly recommend Evelina to anyone looking for a trustworthy and caring Rover helper.

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 dogs like family

1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for dog sitting - Old Greenwich
Select a filter and find qualifying sitters offering dog sitting.Sitters in Old Greenwich average 6 repeat dog sitting clients
FAQs for Dog Sitting - Old Greenwich
Frequently asked questions about Rover
The average cost for Dog Sitting in Old Greenwich on Rover is $22.2 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .
As of September 2026, there are 18,126 sitters on Rover offering Dog Sitting across Old Greenwich. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Old Greenwich stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
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!
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 .
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.
A Meet & Greet is a short introductory meeting between you, your dog, 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.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Old Greenwich with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Old Greenwich. On Rover:
- 88% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 96% 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.
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.


















