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

Over 167 pet parents in Darien have booked dog sitting
Darien, 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.
About: I have hands-on experience caring for my own three dogs, including two Mastiffs and one Maltese. Caring for dogs with such different sizes, personalities, and needs has taught me how to adapt to each pet’s unique routine and temperament. From daily walks, feeding, grooming, playtime, and basic training to providing lots of love and attention, I understand the responsibility that comes with caring for pets. Friends and family have also trusted me to watch their pets, and I always treat every animal as if they were my own. As a nursing student with a strict schedule, I plan my time carefully to ensure pets receive the attention and care they deserve. I am available for walks, drop-in visits, and pet sitting throughout the week and on weekends. Whether your pet needs playtime, exercise, feeding, or companionship, I will make sure they feel loved and cared for while you’re away. As the owner of two Mastiffs and a Maltese, I am comfortable handling both large and small breeds. I understand the importance of maintaining routines, monitoring behavior, and creating a safe environment for every pet. Whether caring for pets in my home or a client’s home, I follow all instructions carefully regarding feeding, medications, exercise, and special needs. My goal is to ensure every pet feels safe, comfortable, and loved while their owner is away.
About: My natural patience and lifelong love for dogs allow me to quickly build a bond of trust with any pet I watch. I’m not just there to provide snuggles and food and walks; I’m there to give them genuine companionship and ensure they feel secure and cherished in our home. I work from home and spend most days at home working. I love having a "desk buddy" and a dog walk is a great way to break up the day, Your pup will have constant supervision! I have a large yard that is fenced in. I love to take frequent walks to burn off that excess energy. I have multiple dog beds, cozy blankets, and plenty of toys!

About: I’ve had dogs my whole life and truly love being around them. I know how important it is to make sure pets feel safe, happy, and cared for while their owners are away. I’m patient, responsible, and will treat your dog like my own by giving them plenty of attention, playtime, walks, and lots of love. I’m currently a college student and work part-time, so I have a flexible schedule. I’m available for drop-in visits and walks most weekdays and weekends. I’ll always make sure your pet gets plenty of attention, exercise, and love while you’re away. Your pet’s safety and comfort are my top priorities. I’ll follow your pet’s routine, feeding schedule, and any special instructions carefully. I treat every pet like they’re my own and make sure they feel safe, loved, and well cared for while you’re away.
About: I've grown up with dogs all of my life. From puppies to seniors, small and big, I've taken care of them all. I've taken care of my dogs after surgeries and kept them comfortable and assisted them getting around safely. I have completed dog training classes with dogs and have taught them tricks! I have a huge place in my heart for all dogs and will take care of your dogs like they're my own! I am currently a stay at home mom with our 5 year old son. I would be available to take care of your dog(s) throughout the day. Israel, Jaxson and I live in a house with a fenced in yard with our 9 year old dog Sophie, a Wheaten Terrier. We love meeting new dogs and enjoy seeing our dog friends return for another visit! Feel free to reach out to me with any questions! I am a Stay At Home Mom with a 5 year old son and our dog, so I am available throughout the day to take care of any new dog friends. I have a fenced in yard and a friendly dog to keep your fur baby company and stay active. We have gates we can put up while dogs eat to keep them separated and safe.
About: I have grown up around dogs since I was born. I have always loved caring for and interacting with dogs. I do not have my own dog currently, but would love to help care for others! I am currently substitute teaching at an elementary school, so there may be weekdays I am unavailable. I am currently not working full time, so I will be available to walk your dog(s) throughout the week! I am open to walking as far as needed for your pup. I have experience safely walking more energized dogs, so your dog will be in good hands! I have also walked up to 3 dogs at a time (various sizes) if you have more than one that needs to be walked a time.
“We booked with Estefanía for her to visit our dog three times a day during our week-long trip. She was always super professional- quick responses when I texted her any last-minute requests or instructions. She also brought in our trash bins and kept our plants alive:) Bruno was happy when we got home, but definitely no stress when we were away!”

“Heather was so great with my cats. One of them is pretty shy and he even came out for her for some pets! Heather was really communicative and responsive. I would definitely use her services again.”

“Lauren is exceptional. We were very comfortable with her watching Coco for a long weekend getaway. It was the first time our dog was home without us. She did a great job. She kept us informed and sent pictures to ease our mind. Thanks Lauren see you next time. Jimmy”

About: I grew up with animals and currently don’t have any of my own. I’m hoping to fill this gap by pet-sitting for others and taking care of your four-legged family members as my own! I am a full-time therapist at a private practice so my schedule is not typical. I primarily work late afternoons to evenings for short shifts so I am home during the day. I even have Mondays completely off. I will ensure that your pet is able to get their energy out early in the day, so by the evening they are ready to rest, relax, and be loved on. I have a large fenced in yard and already go on daily 1 mile walks, having a pet to join me would be great for myself and your pet’s energy!
About: Hello! I’ve worked in animal care for 5 years as a veterinary assistant, kennel attendant and pet bather. I can assist with anything your pet needs to keep them happy and healthy including any medications, walks, feeding or overall pet sitting. Let me know how i can help! I’m currently a student in medical school so I would be able to come by early mornings and afternoons. If there is any other times you need just let me know and i can adjust. I’m trained in medication administration and basic pet care needs. I also would love to keep your pets company with some playtime and pets! I also would make sure to keep your space clean if your fur babies ever make a mess.
“Anna has been amazing to coordinate with and scheduling drop in visits on our 4 month old puppy during our long work days. She is excellent with communicating with us and has made us feel completely safe with entrusting the care of our puppy to her. We will continue to use Anna for our future pet care needs.”

“We were so fortunate to have Lauren and her mom take care of our cats during our vacation! She was very quick in communication and sent detailed updates with plenty of pictures. They even went above and beyond in troubleshooting electrical issues with our feeders and even took care of the fish tanks. We will absolutely have them take care of our cats again! Highly recommend their services as we entrust both of them due to their skills and experiences with cats. We really felt that our cats were given amazing care and attention, especially for a young, rambunctious kitten. Our cats welcomed them right away and you could tell they were so caring and compassionate with our littles ones.”

“Sophia is awesome. We are so lucky to have found her. She is punctual, flexible and wonderful with our dog, Pixy. Pixy is a stubborn senior who knows what she wants and Sophia makes sure Pixy gets it. Whether it’s a walk and a snack or just some company, I know she’s in great hands with Sophia.”

About: I have watched both dogs and cats for as long as two weeks at a time. I pay attention to any and all details clients provide. I will send as many pictures/updates as requested! I’m here to ease your mind while you’re enjoying time away from home. I am completely open on weekends! During the week is more limited but please submit a request and I’d love to discuss your pets needs. In my clients home I follow instruction closely. I understand each animal has specific needs. I will make them feel as comfortable as possible while their owner is away.
About: I have taken care of my family dog and cat for 13 years. We had a yorkie and bengal cat growing up and recently got a lab. My family cat had epilepsy and I helped administer a pill he takes twice a day. I am currently working full time and would love to spend my extra time watching your pet. I absolutely love dogs and cats and would have a great time caring for your furry friends! I will utilize all tools needed in caring for your pet. I will play with, feed, and care for your pet. During house visits, I will make sure all doors and windows are locked when leaving. I am currently working full time with the option to WFH when needed and would love to spend my time looking after your furry best friend! I enjoy playing and having fun. I will feed your pet, provide regular bathroom breaks, and plenty of time to get out their energy and run around.
“Rebecca did a great job watching our cats while we were on vacation. She was very thorough when she came over to meet them ahead of time and asked great questions. She sent us plenty of pictures and cute descriptions of her visits. Our 2 cats were clearly at east with her, and managed giving one of them pills as well (honestly, better than we were!). Thanks, Rebecca!”

The median cost per visit for dog sitting in Darien is $20
Dog parents share their Rover experiences - Darien
Michelle is absolutely amazing and does a great job. She has been taken care of Tyson for a very long time. I feel completely comfortable with her in and out of my home when I am not there. Tyson loves her and that is the main thing. She’s respectable of your home and she’s very on-time and professional. Out of all the Rovers I’ve used Michelle is absolutely hands-down my favorite.

Tracy was so wonderful this is my first time using Rover so I chose Tracy based on reviews and let me tell you there is a reason she has so many good ones!!! as a first time Rover user it’s scary having to chose someone to watch your precious pup but meeting Tracy she is so genuine she makes you feel comfortable and that this just isn’t a job I felt so comfortable leaving my pup with her and he sure did love her she was so kinda walked him played with him did extra for him it means so much please don’t ever hesitate to book her !!

Stephanie was the best! She treated our dogs like her own and played with them so much each time she came. We had never used Rover before and we are so glad that we picked Stephanie to watch them. We are so thankful to her for giving us peace of mind while we were gone and for keeping our dogs happy everyday! Highly recommend her to watch yours!

John is the best pet sitter we have had for Maxx. He is reliable, honest, friendly and great communicator. We could not have found a best sitter for drop in visits when we both have to go to work. He responds very promptly about inquiries and … our dog Maxx loves him already!

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
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog sitting - Darien
Select a filter and find qualifying sitters offering dog sitting.Sitters in Darien average 7 repeat dog sitting clients
FAQs for Drop-In Visits - Darien
Frequently asked questions about Rover
The average cost for Dog Sitting in Darien 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 12,297 sitters on Rover offering Dog Sitting across Darien. 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 Darien 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 Darien 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 Darien 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 Darien. On Rover:
- 91% of sitters can help with special care needs
- 95% 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.













