Dog Sitting Darien
Book a Darien dog sitter to watch your dog in your sitter’s home or yours.
Over 162 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.
“Robert did a great job watching over Our dog Paco, and our cat Remington. He sent us adorable pictures every day of what they would do from walking around the neighbourhood and playing with toys. Our dog paco especially its nervous around new people, Robert was able to earn his trust in just a few short days and by the 3rd day of his twice daily drop in visits was able to even hold and pet paco. At 1st we were very anxious to leave our home in animals behind, but Robert put us at ease and our animals seemed to like him a lot.”
About: I’ve had experience with animals my entire life! I’ve owned many dogs, cats, a bunny, a bird, snakes, fish, geckos, and I even have a tarantula! Professionally, I’ve been caring for animals for a bit under a year; I currently work at a doggy daycare/boarding facility, so I have been trained professionally in different areas. I’ve owned a reactive dog before, and currently have a fear aggressive/reactive dog. The bigger the dog, the better! I absolutely adore giant breeds and have experience in their care. I have a wide knowledge about dog breeds and their behaviors, as well as dog body language. I have experience in medication administration as well. As for other animals, I can adequately care for your reptiles! I work part time currently and always have weekends off, so I can drop in any time on weekends or when my work schedule allows it! I’m comfortable with almost everything regarding animals. I currently have 2 dogs and 3 cats and my house is equipped to care for everyone individually. Every animal is different and I’m able to adapt to their needs to make sure that they’re happy and healthy.
“Collette took care of our Val when we were gone for two weeks and a a half! She made sure that Val gets all the love that she needs. She is very responsive to either texts or the rover app. We will definitely use her again. She is Val’s top pick! Thank you so much! You’ll always be our special request.”
“Desiree came through to help me out with my fur babies londyn and Paris when it seemed like I didn’t think I would get helped she was the hero to save the day She followed all of my instructions, and went above and beyond to care for my babies while I was away. I came back to my home being just the way I left it and she made sure to send me pictures keeping me updated every visit on how they were doing. Thank you Desiree highly recommended”
About: Ever since I was a kid, I’ve just really cherished being around animals, even the ones who aren’t super cuddly. I have a lot of patience and respect for each pet’s personality and comfort level, and I do my best to make them feel safe, happy, and cared for while their people are away. I work full time during the week and try to stay busy on the weekend, but I will absolutely work my weekend schedule around you/your pet’s needs. I have a big fenced backyard and plenty of space inside for house-trained pets to relax, whether that’s on the couch, a comfy chair, or the floor. I share my home with one dog, a terrier mix named Minnie. She’s playful and friendly, but if your dog prefers to keep to themselves, I can easily keep them separated. Older dogs sometimes find her a bit too energetic, while younger pups usually have a great time playing with her.
About: I grew up with many animals and have always loved caring for them and spending time with them. We have been caring for dogs and cats through Rover for many years and strive to offer top-notch pet sitting in a calm, loving home environment. We live a healthy lifestyle and provide high-quality treats, plenty of affection, and lots of one-on-one attention. Our home is relaxed and comfortable, which helps make the transition from your home to ours as smooth and stress-free as possible. We usually care for only one dog at a time, with two being our maximum. This allows us to treat your dog like part of the family while giving them plenty of space to rest, play, and settle in at their own pace. I work from home Monday through Friday from the living room, so I’m always nearby to keep an eye on the dogs and give them plenty of attention throughout the day. We start our mornings around 6 AM with a walk, followed by breakfast and nap time. Throughout the day, dogs are let out into the yard often for potty breaks, fresh air, and outdoor time. In the evenings, we like to relax together with some playtime, usually fetch or tug, before everyone settles in for the night. Our home is relaxed, quiet, and calm. We are usually home throughout the day, aside from the occasional trip to the store or gym, so your dog will have plenty of supervision, companionship, and care. Our belief is that a fulfilled dog is a good dog. We understand that every dog is unique and may need different forms of stimulation, affection, structure, and rest. We love getting to know each dog’s personality and finding what helps them feel happiest, safest, and most comfortable while they’re with us. We have two female dogs, Maya and Mabel. Both of our pups are crate trained, well socialized, and love meeting new friends. For everyone’s comfort and safety, we use gates when needed and always separate Maya and Mabel from other dogs during feeding time.
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.
About: I have a passion for dogs and I have grown up all around dogs, I’ve experienced walking dogs in my neighborhood just for fun and i’m extremely reliable and trustworthy, some of my experience is babysitting younger siblings and cousins and other family members pets. I am available every day and can help with whatever your pet needs. I’m able to walk and feed, I’ve always loved dogs and will always make time to give them attention and care :) I have a 9-year-old Westie terrier who has been a huge part of my life since I was little. Caring for him is part of my daily routine, I feed him, walk him, and make sure he gets plenty of attention. He’s my best friend, and my experience with taking care of animals has made me love dogs, I like to go to the dog shelter and volunteer to give attention to dogs that need it as well.
About: My family has always had pets in our home. From a young age I've been interested in the emotions and health of our furry friends. I am currently working part time so I have plenty of time to play with your pups all evening! Tuesdays and Thursdays I am available all day but Monday, Wednesdays and Fridays I am available after 4:00 PM. Aside from daily walks, I will ensure they're eating a balanced meal based on a specific schedule as well as plenty of playtime to prevent boredom.
“No doubt about it, I’d pick Kaitlyn to catsit again in a heartbeat. I am so beyond thankful for all of Kaitlyn’s patience, kindness, warmth, and compassion. She bonded with both our cats right off the bat. Our shy male cat warmed up to her very quickly. The anxious girl kitty took a bit longer to come around, but Kaitlyn made sure to go at the pace of the kitty in question. She was able to medicate our male cat, and made sure they both felt loved and cared for while we were away for an extended period of time. She communicated as soon as anything came up, and was very flexible! It was such a relief knowing our cats were in such thoughtful & capable hands for the holidays. My girlfriend and I could not recommend her more highly! 🩵”
“Great with our chocolate lab, willing to work with us and honor our requests. Came on short notice when we needed an extra night. Responded quickly and gave updates with every visit.”
About: As far as I remember myself, I always had a cat in my house. From childhood I wanted to become a veterinarian and although I’ve gotten a different degree, my passion for animals never went away. I have a cat of my own, have work experience from a dog and cat daycare center, and experience from volunteering in Humane Society, so I know what kind of a care a pet deserves. Additionally, I took safety training at the pet daycare center, which thought me how to handle myself with cats and dogs in the best way. I am working part-time and have most days available for taking care of your pets! Usually I’m available every day in early mornings and after 5 pm, and any time on Fridays and weekends For boarding, I have a spacious home with a fenced backyard if you desire your cats to take a stroll and I know how to safely take you dog on a walk!
About: I’m a lifelong dog lover and experienced dog mom with hands-on experience caring for large dogs at different stages of life, from energetic puppies to senior dogs. I currently have two large dogs of my own, so I’m very comfortable with bigger, stronger dogs and understand the importance of exercise, patience, consistency and lots of attention. I know how much trust it takes to leave your dog in someone else’s care. I’ll treat your dog with the same love, attention and responsibility I give my own, while keeping you updated so you can feel confident they’re happy and well cared for. I have a flexible schedule and am available throughout the week for dog walks and drop-in visits. I can accommodate morning, daytime and evening visits and understand how important it is for dogs to stay on their normal routine. I’m happy to work with each family to create a schedule that works best for their pet. Your pet’s safety and comfort are my top priorities. I will carefully follow your instructions regarding feeding, walks, medications, routines and any special needs. I’m attentive on walks, comfortable handling large and energetic dogs, and will always treat your home with respect. I’ll also provide regular updates and photos so you know your pet is safe, happy and getting plenty of attention.
About: As a long time dog owner, I can care for dogs of all different ages-or just visit with them for a bit! I am experienced with my own pets and am sure I can care for yours in the same way. I’m currently in a hybrid setting at my job so I work from home Monday and Friday and am flexible throughout any point of the day at that time. Tuesday-Thursday I get home at 6:30 or earlier so I can take your dog on a little afternoon stroll as well. With or without toys I can be sure to find a way to entertain your pet! Or we can take it easy and just provide some company and plenty of pats and snuggles for a drop in visit!
The median cost per visit for dog sitting in Darien is $20
Dog parents share their Rover experiences - Darien
Megan is an absolute doll and Lizzie loves her! I truly appreciate her working with us; we travel to the area periodically for my job and she is incredibly responsible and trustworthy. I appreciate being able to go to the office or out for dinner stress free even though we are in an area that is new to us. Thank you, Megan! Note: Horse friends, Megan is also a horse person, so, you will feel at home with her immediately!
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 !!
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.
How to book dog sitting
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 Dog Sitting - Darien
Frequently asked questions about Rover
The average cost of Dog Sitting in Darien is $22 per visit as of November 2026. Most bookings cost between $20 and $31 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 12,303 sitters on Rover offering Dog Sitting across Darien. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
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:
- 85% of sitters can help with special care needs
- 91% can help with giving oral medications or injections
- 94% 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 contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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