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

Over 43 pet parents in Wilton have booked dog sitting
Wilton, 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’ve had animals since I was a little kid. Chickens, dogs, cats, bunnies, chinchillas…you name it! I love animals and can’t wait to care of some of yours! I just graduated from Hamilton College and home for the summer before I start work. I have all the time in the world and would love to spend it with some furry friends! I love taking dogs for walks and inviting them over to my house to play with my animals. Creating the best staycation for your dog is my number 1 priority.
“Jocelyn did a fantastic job with drop in visits for our cats Cacio and Pepe. She covered all their basic needs and favorite things on each visit. She even cleaned up when one of our cats got sick. Loved receiving photos each time she finished a check in! Would definitely book again in a heartbeat.”

About: Whether you need a simple walk, overnight care, or more specialized services (like drop-in visits for feeding and playtime), I offer a variety of flexible options to fit your dog’s routine and your schedule. I know how important it is to stay connected while you’re away, so I send regular updates, photos, and videos so you can see your dog enjoying their time, knowing they're in great hands. I currently have a rather flexible schedule because I only work freelance so I can make plenty of time for your pets and their needs. When I care for pets at your home, I make sure to stick to your pet's usual schedule—whether that’s feeding, walking, or playtime. This routine consistency helps reduce stress and keeps them comfortable in their familiar environment.
“Katherine was amazing with Sam. She was super patience in learning his schedule and was on time. I was super impressed he felt comfortable being around her, he usually hides. That means she have a good energy haha i will def be booking with her again.”

About: I truly understand dogs- their behavior, body language, and needs. I treat every dog based on what it is that they need and truly have a genuine love for all animals I currently work during the day but I get out early most days with a flexible schedule. I am very active and love going to new places I make sure that they are comfortable, and that I familiarize myself . I am Punctual, responsible, and considerate in other peoples homes. I make sure the home and the dog are taken care of
About: I’m patient, reliable, and truly care about every dog I walk. I pay attention to their behavior, energy, and comfort so they feel safe and happy. I follow instructions closely and treat every dog like my own. I’m available for pet care in the afternoons after 3pm on weekdays, as well as all day on weekends. I offer walks, drop-ins, and boarding when you’re away on vacation. I always prioritize safety, trust, and comfort. In my care, pets are supervised, kept on their routine, and treated gently and patiently. In a client’s home, I respect their space and follow all instructions carefully to make sure the pet feels secure and comfortable.
“Dani is great -- my dog loves her! She's communicative, trustworthy, knowledgeable, and clearly loves dogs. She takes great care and even sent me a photo of something she noticed on my dog, which I truly appreciated. I can relax knowing my dog is in great hands with Dani!”

“I cannot thank Erin enough for a last-minute request fulfilled! She was/is very professional, communicates like a champ, and took care of Shootz like he was her own! Full comfortability leaving not only my pup in her hands but also my home. She even cleaned the doggy bowl and another dish! WOW-FIVE STARS!”


About: I've been a proud dog owner for more than a decade and have happily cared for two cats for the past four years. My experience has given me a deep bond and understanding of pets, making me your go-to teen for fun and reliable pet care! I’m currently working part-time and have flexible hours during the summer, giving me plenty of time to dedicate hanging out with pets, ensuring they receive all the love, attention, and exercise they need! When caring for pets at my client's home or during walks, I prioritize comfort and safety. I can create customized care routines and ensure they have clean, comfortable areas with access to food and water. During walks, I tailor activities/duration to their energy levels. Plus, I try to have regular communication with pet owners in order to keep them informed and reassured about their pet's well-being.
“Briana was super attentive with watching my cat Davie while I was away for a week. She was super communicative with sending regular updates and managed to get Davie to come out of her shell a bit & play (she’s generally very shy)!”

About: I have taken care of dogs and cats of every kind since I was 16. I have fed, walked, bathed, and played with neighbors, friends, and family’s pets. I have experience with many dogs: poodles, goldens, labs, terriers, bull dogs, Siamese cats… etc. I am currently working full time during the week: I am working: hours are 8-3:30 for work Monday-Friday. I Can walk dogs or do drop in visits after 3:50 on Monday-Thursday. I can house sit any days of the week. I ensure that client’s houses are kept clean and that the animals are fed, clean, and happy. I also have experience brushing long haired dogs, and also Spoil the animals I care for with toys and treats! Playing with the pups is a must in my book! Squeaky toys, frisbees, tennis balls, and bones are huge winners for the playful pups, and snuggling with the dogs are always fun.
“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”


About: I have been around dogs and cats my whole life. I currently have a puggle named Riggs who is almost 2. He is very friendly and loves other dogs. I also have a senior yellow lab named Bailey who is friendly as well. I work in the maritime industry as an engineer and have a lot of free time! I work in the maritime industry so I essentially work 6 months out of the year. I have a lot of free time so most days I’m available to care for a pet. I live in a cottage with a yard. I typically sit outside with my dog and watch him. I typically never let him outside alone and always have him in sight.
About: I have had dogs and cats since I was three years old. I currently own and operate a horse farm and also have three dogs and a cat. I have previous dog walking and house/pet sitting experience. I am a small business owner with a flexible schedule, ready to tend to your pet’s needs. Available throughout the day and for overnights. I am willing to travel to your home to keep your pet it its already established routine so that you can enjoy your time away knowing your pet is with a loving caregiver in your own home.
The median cost per visit for dog sitting in Wilton is $25
Dog parents share their Rover experiences - Wilton
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 near you
Select a filter and find qualifying Wilton sitters!Sitters in Wilton average 5 repeat dog sitting clients
FAQs for Drop-In Visits - Wilton
Frequently asked questions about Rover
The average cost for Dog Sitting in Wilton on Rover is $24.42 per visit (as of July 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 July 2026, there are 4,622 sitters on Rover offering Dog Sitting across Wilton. 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 Wilton 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 Wilton 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 Wilton 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 Wilton. On Rover:
- 92% 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.






