Dog Sitting Darien
Book a Darien dog sitter to watch your dog in your sitter’s home or yours.
Over 32 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.
“Cassidy was wonderful with our cat, Leo! She visited twice a day to take care of his feeding and cleanup, and she did an amazing job. She was incredibly reliable, punctual, and kept us completely at ease while we were away. It’s always tough leaving your pet behind, but knowing Cassidy was checking in made all the difference. Leo was happy, well-fed, and perfectly cared for. We will absolutely be hiring Cassidy again in the future and highly recommend her to anyone looking for a trustworthy and caring pet sitter!”
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.
“I can’t say enough good things about Dimitri! Pepsi absolutely loves him and I always feel completely comfortable knowing she’s in his care. He’s reliable, genuinely loves dogs, and always follows her routine and care instructions. Highly recommend him to anyone looking for someone dependable and caring for their dog!”
“Natasha went above and beyond when taking care of Roscoe. He is a bit of a fearful dog, but he took right away to Natasha and even rolled over for a belly rub, which he never ever has done with a stranger before. She must have some sort of special touch. She is responsible, keeps in constant contact, followed all of my instructions, and Roscoe obviously loved her. We will definitely be using her again in the future.”
“Annabel did a great job for my 2 cats while I was away for a week. She sent great pictures and even cleaned up when they got into a treat bag one day. Highly recommend!”
“Samantha provided drop in visits for our 3 cats while we were away on vacation. She was super friendly, reliable and an excellent communicator. She was also accommodating to our specific requests and we were able to relax knowing that our cats and house were in amazing hands while we were away. We will not hesitate to book Samantha again in the future.”
About: Hi, I’m Lindsay! I’m a lifelong animal lover with hands-on experience caring for dogs with a variety of personalities, needs, and energy levels. I understand that every dog is unique, and I love creating a safe, comfortable, and positive experience for each animal I care for. I’m also a proud rescue dog owner to my Chihuahua Jack Russell mix, who has taught me the importance of patience, consistency, and understanding each dog’s individual personality. Through my own experience, I’ve learned how important it is to build trust, create a sense of security, and provide compassionate care. I have experience with daily walks, drop-in visits, feeding routines, playtime, administering medications, and providing attentive companionship. I’m responsible, detail-oriented, and committed to following each pet parent’s instructions closely to maintain their dog’s normal routine. Whether your pup needs an energetic walk, a calm visit, medication support, or simply some extra love and attention while you’re away, I’ll make sure they feel safe, happy, and cared for. I’d love the opportunity to meet your pet and provide the dependable, loving care they deserve!
About: I have taken care of all sorts of dogs—young, old, big, small, pullers, you name it. I will take care of your pets as I do my own. I work from home, so I’m available around the clock for taking care of your pets. I live in the Fairfield County area, so I’m available to help you out with your pets! I live in a house with roommates, but I have a floor to myself. I have a cat at home, so I can provide a feline companion during boardings.
About: I grew up caring for a Maltese and a cat and now own two Belgian Malinois mixes. I’m experienced with high-energy dogs, daily walks, mental stimulation, and maintaining consistent routines. Pet care fits naturally into my routine. I’m available mornings, evenings, and weekends, and I’m reliable about schedules, walks, feeding times, and consistent daily care. I treat every pet as my own, with a strong focus on safety, supervision, and comfort. I carefully follow all care instructions, maintain a clean and secure environment, respect your home, and will provide updates for peace of mind.
About: Growing up with pets, it’s something that I’ve naturally always loved. I enjoy seeing my pets pampered and happy, and it’s a joy that I hope to express with other people. I’m currently a student and work part time. I go to school and work earlier in the day, so I’m available Sunday, (SOME Mondays & Tuesdays), Wednesday, Thursday, Friday, Saturday from 2:00PM to 7:00PM I live in a pet friendly apartment complex and neighborhood. There’s a lot of space for walking or playing right outside. In my own home, I have a playpen for my pups whenever I’m not home so that I know they’re safe while I’m away.
About: I have been caring for my clients dogs for over 10 years. I love walking and playing with all animals. I also have my own dog who can be a companion if your dog needs a playmate. I am a fulltime dog walker, have a very flexible schedule and can generally be available on short notice for drop-ins and walks or even on hikes! I am also available for overnight dog/house sitting! All services will be at my clients houses or in their neighborhoods for walks. This allows dogs to be in environments that they are already comfortable with while meeting somebody new.
“I was a bit hesitant leaving her with anyone, BUT SHANNIA is fantastic with my English Bulldog! She has a right shoulder injury and Shannia picks my dog up (weighing 54 lbs) up and downstairs! She wipes her 🐾 really good! She is amazing”
“I felt very comfortable going out of town and leaving my new cat in Kathy's care. He's very shy but she managed to see him. There was good communication and I found her to be very caring.”
About: I grew up with two dogs and two cats my whole life! I’ve been a pet sitter to my family members and friends for the past decade and love animals. My job and travel schedule does not allow me to have my own dog full time but I would love to have the opportunity to take care of yours :) I’m very responsible and caring to pets and humans!! I work full time but work from home Thursday/Friday and of course am free on weekends! I can re-arrange my WFH schedule to best suit your dogs needs. When I work from home I typically have very few if any meetings, instead I go on walks or runs and enjoy the outdoors (weather permitting ☺️) I have a fenced in terrace that is 25 x 20 ft for any dogs to enjoy at their leisure when I pet sit! I am very responsible and vigilant as a sitter. My primary concern are the pets I’m sitting and will be very consistent with that mindset for the duration of their stay.
The median cost per visit for dog sitting in Darien is $25
Dog parents share their Rover experiences - Darien
Daniel was the absolute BEST! We could not have asked for a better dog watcher. My family and I were away, leaving our pups alone for the first time. Daniel was super reassuring before, during and even after his time with us. He is very responsive to messages, sends check in messages with every visit and even did some extra efforts to make sure our pups felt comfortable. 10/10 recommend.
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 5 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 $33.3 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 6,660 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:
- 90% of sitters can help with special care needs
- 93% 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.
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