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

Over 152 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.

“Olivia did a wonderful job on the drop in visits for my dog. She was on time and followed my directions very well. She sent lots of pictures and took great care of him. I will be using Olivia in the future for walks, drop ins and vacations.”

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.

“Margaret is the best the sitter I've come across on this app. So attentive and keeps me updated. Such a peace of mind to have someone like her watching my babies. 100% recommend.”

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’ve grown up caring for all sorts of animals. I also foster cats/kittens and a dog. I also volunteer and work with both cats and dogs at my designated shelters so I have experience working with different sizes and temperaments. I have a strong love for all species of animals. I have experience training dogs with basic commands and socializing them. I currently am a part time nanny. So until 10am I am busy with that and then I have travel softball as well. I love animals so much and want to help people out by being a trusting individual to take care of their animals! I have experience with crating dogs as well as leashing dogs who may be so excited to walk that they are difficult to leash. I enjoy caring for animals in the safety of their own home so they are more comfortable.
“Sarah was amazing with our cat! She did an amazing job caring for him and following his preferred schedule. She is a great communicator and will be watching him again soon!”

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 have worked for two zoos, 2 emergency clinics and hospitals that focused on cat, dog and exotics from rabbits, guinea pigs, snakes, geckos, tarantulas, ferrets, beardies, chinchillas, fennecs, prairie dogs, birds, axolotls, ect. I have training in senior cat and dog care and animal behavior training as well as vaccine and injection experience. I graduated from Joliet Junior College as a Veterinary Technician and I have petsat many dogs, cats, herps and small mammals. I'm strict with lists and rules and I love playing and giving treats. All animals are my friends including your tarantula! I love working with animals and I love working with pet parents. I have a large reference sheet with people who swear by me and know that their furry (or scalie) family member is in caring, professional, loving hands. If you're looking for a trusted, well rounded, experienced vet tech, then I'm your sitter!! If you don't like leaving your baby home alone, ask me about boarding!! I board ***most*** exotics and cats! (I don't board dogs, birds, aquatics, or larger exotics, please ask me for details) I will talk to you first to make sure my schedule fits into your animals' needs. If my schedule does not match your pets' needs, then I will kindly decline your offer as your pets' needs come before me. I want to see you matched with the best sitter you can find. I will sit for your furry (or scalie) baby at your own home, so your rules are law! If your doggy needs to be crated, I will do that! If your kitty needs insulin shots, I have experience in that! Does your baby need 500 mLs of fluid? You're in the right hands! Does your flowers need to be watered? Tell me what a hydrangea looks like and I will water it!!
“Heather was absolutely wonderful! She responded quickly and was able to stop by on just a few hours' notice, which was such a relief. She took great care of my dogs and kept me updated throughout. It’s clear she genuinely loves animals and treats them like her own. I’m so grateful for her flexibility and care—definitely someone I’ll be booking again!”

About: Hi, I’m Brittany! I’ve been a passionate pet owner and caretaker for as long as I can remember. Animals aren't just a hobby for me—they're family. I have extensive experience caring for both dogs and cats of all ages, sizes, and personalities, from energetic pups who need a solid game of fetch to independent felines who just want a calm, comforting presence. Over the years, I've done everything from daily feeding schedules and routine walks to managing medications and providing plenty of one-on-one playtime. I work a flexible schedule, which means I can offer your pets consistent attention, regular potty breaks, and a structured routine so they feel completely safe and secure while you're away. I know how tough it is to leave your pets, so my top priority is giving you total peace of mind. You can expect plenty of photo updates, quick communication, and a home-away-from-home experience for your best friend! I currently work full time, but have plenty of time after work to do visits or walks. I do most of the time work on time so it is no issue being on time for your furry companion! Your pet safety and trust is my highest priority. They will never be left unattended and will be treated like my own pet- spoiled! Your rules and instructions will be followed to the T.

“Megan is great! She is awesome with our big guy Moose. We have used her several times while out of town and I know he’s in good hands with her services. She’s prompt for drop ins, sends detailed messages and genuinely cares for our pet! I would definitely recommend her and we will be using her again!”

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.
“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!”

About: I've owned and taken care of all kinds of animals since I was a little girl. From birds, to cats and dogs, to horses, and even snakes, big or small I love em all! I'm a travel bartender that works different music festivals all across the country. Now that season has come to a close, I couldn't think of a better way to fill my newly empty schedule than caring for your furry loved ones! I have one cat and one dog who is kennel trained. I walk my dog a minimum of twice a day in my quaint suburban neighborhood and my cat is very good with other animals.
“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 am a happy owner of 3 large dogs- goldendoodles and a labradoodle, along with a cat and a rabbit! I love animals and love being around them and playing with them. I used to co-own an in-your-home pet care business called Mollycoddles. I make trips daily to people's houses to take care of their pets while they're at work or on vacation. I have experience with dogs off all sizes, ages, and conditions. I took a break during 2025 to focus on a new career and just moved to the Darien area from Lisle- so I’m ready to meet some Darien/Willowbrook/DG pups and cats! I work from home most days and care for pets in the mornings or during your lunch breaks! Late night visits can also be arranged with repeat clients! During the summer. Hours can be flexible for visits, especially on weekends. All services will be done in your home- I will travel to you and your pup or cat and take care of them there! No worries of having to pack bags or overnight items. Potty breaks and walks are the best for working paw-rents!
“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.”

The median cost per visit for dog sitting in Darien is $20
Dog parents share their Rover experiences - Darien
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 !!

We were very happy with Anna‘s services, and she took great care of our two dogs during our vacation! She was flexible and communicated really well through the whole process, and it’s obvious she like animals and enjoys working with them. I highly recommend Anna for dog sitting!

I had a great experience. Sam was able to help out on short notice over a busy holiday weekend which I appreciated. She made sure Tucker had plenty of outside time, played with him and gave him treats. I loved getting updates and pictures of her visits. I would absolutely recommend her to anyone looking for a pet sitter and will book with her again.

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!

What a treat to have gotten help with our dog from Erin.. she was so sweet & kind, clearly caring & considerate of whatever we may need, & noticed and discrepancy I wrote that could've caused a timing issue. We loved that she was so easy to communicate with & it felt obvious right away that she had our (& our pup's) best interest at heart, ultimately going above and beyond so that my wife & I could really just not think twice about how Zara was doing while we continued on [without our dog] at our wedding venue for the rest of the evening. She was the absolute best, & even her husband joined to help her with the task we had asked her to help with just so things would go as smoothly as possible. If felt like family came by to swoop her up & care for her/help her transition away from partying it up at our wedding to hangin at home with her pal. Really couldn't be more grateful. Thank you guys so much for helping with this. It meant a lot to us!

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 August 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 August 2026, there are 12,372 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
- 95% 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.







